Fare Guide

Estimated lowest fares found within 7 days

Cheapest Airline Frontier Airlines

The cheapest airline(s) flying from Chicago to San Antonio is Frontier Airlines.

  • Frontier Airlines Frontier Airlines
  • Spirit Airlines Spirit Airlines
  • Southwest Airlines Southwest Airlines
  • Delta Air Lines Delta Air Lines
  • American Airlines American Airlines
  • United Airlines United Airlines
  • Alaska Airlines Alaska Airlines
Cheapest Month November

Travel Period: October 2024 - September 2025

The cheapest month(s) to fly from Chicago to San Antonio is November.

  • Oct 2024
  • Nov 2024
  • Dec 2024
  • Jan 2025
  • Feb 2025
  • Mar 2025
  • Apr 2025
  • May 2025
  • Jun 2025
  • Jul 2025
  • Aug 2025
  • Sep 2025
Cheapest Day of the Week Wednesday

The cheapest day(s) of the week to fly from Chicago to San Antonio is Wednesday.

  • Sun Sunday
  • Mon Monday
  • Tue Tuesday
  • Wed Wednesday
  • Thu Thursday
  • Fri Friday
  • Sat Saturday

Flight Schedules

Last Updated: Mon, 2 Sep, 2024

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  • Availability
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • 19:35 ORD
    22:34 SAT
    2Hrs, 59m Direct
  • ORDChicago O'Hare International Airport 19:35 - SAT 22:34 2h 59m Direct
  • ORDChicago O'Hare International Airport 19:35
  • SATSan Antonio International Airport 22:34
  • 2h 59m
  • Direct
  • United Airlines (UA 1504)Boeing 737 900
  • United Airlines (UA 1504)
    • M
    • T
    • W
    • T
    • F
    • -
    • -
  • Boeing 737 900
  • 19:35 ORD
    22:34 SAT
    2Hrs, 59m Direct
  • ORDChicago O'Hare International Airport 19:35 - SAT 22:34 2h 59m Direct
  • ORDChicago O'Hare International Airport 19:35
  • SATSan Antonio International Airport 22:34
  • 2h 59m
  • Direct
  • United Airlines (UA 1504)Airbus
  • United Airlines (UA 1504)
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • Airbus
  • 19:35 ORD
    22:34 SAT
    2Hrs, 59m Direct
  • ORDChicago O'Hare International Airport 19:35 - SAT 22:34 2h 59m Direct
  • ORDChicago O'Hare International Airport 19:35
  • SATSan Antonio International Airport 22:34
  • 2h 59m
  • Direct
  • United Airlines (UA 1504)Boeing 737 700
  • United Airlines (UA 1504)
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Boeing 737 700
  • 20:10 MDW
    22:50 SAT
    2Hrs, 40m Direct
  • MDWChicago Midway Airport 20:10 - SAT 22:50 2h 40m Direct
  • MDWChicago Midway Airport 20:10
  • SATSan Antonio International Airport 22:50
  • 2h 40m
  • Direct
  • Southwest Airlines (WN 4304)Boeing 737 800
  • Southwest Airlines (WN 4304)
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 800
  • 20:55 MDW
    23:35 SAT
    2Hrs, 40m Direct
  • MDWChicago Midway Airport 20:55 - SAT 23:35 2h 40m Direct
  • MDWChicago Midway Airport 20:55
  • SATSan Antonio International Airport 23:35
  • 2h 40m
  • Direct
  • Southwest Airlines (WN 4304)Boeing 737 700
  • Southwest Airlines (WN 4304)
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 700
  • 21:55 MDW
    00:35 SAT
    2Hrs, 40m Direct
  • MDWChicago Midway Airport 21:55 - SAT 00:35 2h 40m Direct
  • MDWChicago Midway Airport 21:55
  • SATSan Antonio International Airport 00:35
  • 2h 40m
  • Direct
  • Southwest Airlines (WN 4304)Boeing 737 Max 8 Passenger
  • Southwest Airlines (WN 4304)
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Boeing 737 Max 8 Passenger
  • 09:15 ORD
    12:18 SAT
    3Hrs, 03m Direct
  • ORDChicago O'Hare International Airport 09:15 - SAT 12:18 3h 03m Direct
  • ORDChicago O'Hare International Airport 09:15
  • SATSan Antonio International Airport 12:18
  • 3h 03m
  • Direct
  • United Airlines (UA 2287)Airbus
  • United Airlines (UA 2287)
    • -
    • -
    • -
    • -
    • F
    • -
    • -
  • Airbus
  • 09:15 ORD
    12:18 SAT
    3Hrs, 03m Direct
  • ORDChicago O'Hare International Airport 09:15 - SAT 12:18 3h 03m Direct
  • ORDChicago O'Hare International Airport 09:15
  • SATSan Antonio International Airport 12:18
  • 3h 03m
  • Direct
  • United Airlines (UA 2287)Boeing 737 Max 8 Passenger
  • United Airlines (UA 2287)
    • M
    • T
    • W
    • T
    • -
    • S
    • S
  • Boeing 737 Max 8 Passenger
  • 09:45 MDW
    12:25 SAT
    2Hrs, 40m Direct
  • MDWChicago Midway Airport 09:45 - SAT 12:25 2h 40m Direct
  • MDWChicago Midway Airport 09:45
  • SATSan Antonio International Airport 12:25
  • 2h 40m
  • Direct
  • Southwest Airlines (WN 4356)Boeing 737 700
  • Southwest Airlines (WN 4356)
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 700
  • 09:45 ORD
    12:33 SAT
    2Hrs, 48m Direct
  • ORDChicago O'Hare International Airport 09:45 - SAT 12:33 2h 48m Direct
  • ORDChicago O'Hare International Airport 09:45
  • SATSan Antonio International Airport 12:33
  • 2h 48m
  • Direct
  • American Airlines (AA 2093)Boeing 737 800
  • American Airlines (AA 2093)
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737 800
  • 09:50 MDW
    12:30 SAT
    2Hrs, 40m Direct
  • MDWChicago Midway Airport 09:50 - SAT 12:30 2h 40m Direct
  • MDWChicago Midway Airport 09:50
  • SATSan Antonio International Airport 12:30
  • 2h 40m
  • Direct
  • Southwest Airlines (WN 3996)Boeing 737 800
  • Southwest Airlines (WN 3996)
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 800
  • 10:05 MDW
    12:50 SAT
    2Hrs, 45m Direct
  • MDWChicago Midway Airport 10:05 - SAT 12:50 2h 45m Direct
  • MDWChicago Midway Airport 10:05
  • SATSan Antonio International Airport 12:50
  • 2h 45m
  • Direct
  • Southwest Airlines (WN 1349)Boeing 737 800
  • Southwest Airlines (WN 1349)
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • Boeing 737 800
  • 11:00 MDW
    13:40 SAT
    2Hrs, 40m Direct
  • MDWChicago Midway Airport 11:00 - SAT 13:40 2h 40m Direct
  • MDWChicago Midway Airport 11:00
  • SATSan Antonio International Airport 13:40
  • 2h 40m
  • Direct
  • Southwest Airlines (WN 1349)Boeing 737 800
  • Southwest Airlines (WN 1349)
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Boeing 737 800
  • 13:05 ORD
    16:15 SAT
    3Hrs, 10m Direct
  • ORDChicago O'Hare International Airport 13:05 - SAT 16:15 3h 10m Direct
  • ORDChicago O'Hare International Airport 13:05
  • SATSan Antonio International Airport 16:15
  • 3h 10m
  • Direct
  • United Airlines (UA 5500)Embraer 175
  • United Airlines (UA 5500)
    • M
    • -
    • -
    • T
    • -
    • -
    • S
  • Embraer 175
  • 18:57 ORD
    22:07 SAT
    3Hrs, 10m Direct
  • ORDChicago O'Hare International Airport 18:57 - SAT 22:07 3h 10m Direct
  • ORDChicago O'Hare International Airport 18:57
  • SATSan Antonio International Airport 22:07
  • 3h 10m
  • Direct
  • American Airlines (AA 431)Boeing 737 800
  • American Airlines (AA 431)
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737 800
  • 05:00 ORD
    09:41 SAT
    4Hrs, 41m 1 Stop (DFW)
  • ORDChicago O'Hare International Airport 05:00 - SAT 09:41 4h 41m 1 Stop (DFW) Dallas
  • ORDChicago O'Hare International Airport 05:00
    DFWDallas/Fort Worth Intl Airport 08:18
  • DFWDallas/Fort Worth Intl Airport 07:28
    SATSan Antonio International Airport 09:41
  • 4h 41m (50m)
  • 1 Stop DFW · Dallas 50m
  • American Airlines (AA 760)Boeing 737 800
    American Airlines (AA 2077)Boeing 737 800
  • American Airlines (AA 760)
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • 05:00 MDW
    11:10 SAT
    6Hrs, 10m 1 Stop (BWI)
  • MDWChicago Midway Airport 05:00 - SAT 11:10 6h 10m 1 Stop (BWI) Baltimore
  • MDWChicago Midway Airport 05:00
    BWIBaltimore Washington International Airport 08:35
  • BWIBaltimore Washington International Airport 07:45
    SATSan Antonio International Airport 11:10
  • 6h 10m (50m)
  • 1 Stop BWI · Baltimore 50m
  • Southwest Airlines (WN 3634)Boeing 737 Max 8 Passenger
    Southwest Airlines (WN 2041)Boeing 737 Max 8 Passenger
  • Southwest Airlines (WN 3634)
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 05:00 ORD
    11:17 SAT
    6Hrs, 17m 1 Stop (DFW)
  • ORDChicago O'Hare International Airport 05:00 - SAT 11:17 6h 17m 1 Stop (DFW) Dallas
  • ORDChicago O'Hare International Airport 05:00
    DFWDallas/Fort Worth Intl Airport 10:00
  • DFWDallas/Fort Worth Intl Airport 07:28
    SATSan Antonio International Airport 11:17
  • 6h 17m (2h 32m)
  • 1 Stop DFW · Dallas 2h 32m
  • American Airlines (AA 760)Boeing 737 800
    American Airlines (AA 3498)Embraer Emb 175
  • American Airlines (AA 760)
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 05:00 ORD
    11:31 SAT
    6Hrs, 31m 1 Stop (DFW)
  • ORDChicago O'Hare International Airport 05:00 - SAT 11:31 6h 31m 1 Stop (DFW) Dallas
  • ORDChicago O'Hare International Airport 05:00
    DFWDallas/Fort Worth Intl Airport 10:15
  • DFWDallas/Fort Worth Intl Airport 07:28
    SATSan Antonio International Airport 11:31
  • 6h 31m (2h 47m)
  • 1 Stop DFW · Dallas 2h 47m
  • American Airlines (AA 760)Boeing 737 800
    American Airlines (AA 1957)Boeing 737 800
  • American Airlines (AA 760)
    • M
    • T
    • W
    • T
    • F
    • -
    • -
  • 05:20 ORD
    12:24 SAT
    7Hrs, 04m 1 Stop (CLT)
  • ORDChicago O'Hare International Airport 05:20 - SAT 12:24 7h 04m 1 Stop (CLT) Charlotte
  • ORDChicago O'Hare International Airport 05:20
    CLTCharlotte Airport 10:30
  • CLTCharlotte Airport 08:19
    SATSan Antonio International Airport 12:24
  • 7h 04m (2h 11m)
  • 1 Stop CLT · Charlotte 2h 11m
  • American Airlines (AA 1038)Airbus
    American Airlines (AA 1977)Boeing 737 800
  • American Airlines (AA 1038)
    • -
    • T
    • W
    • -
    • -
    • S
    • -
  • 05:30 ORD
    12:19 SAT
    6Hrs, 49m 1 Stop (PHL)
  • ORDChicago O'Hare International Airport 05:30 - SAT 12:19 6h 49m 1 Stop (PHL) Philadelphia
  • ORDChicago O'Hare International Airport 05:30
    PHLPhiladelphia International Airport 09:34
  • PHLPhiladelphia International Airport 08:31
    SATSan Antonio International Airport 12:19
  • 6h 49m (1h 03m)
  • 1 Stop PHL · Philadelphia 1h 03m
  • American Airlines (AA 2970)Boeing 737 800
    American Airlines (AA 2848)Airbus
  • American Airlines (AA 2970)
    • M
    • -
    • -
    • T
    • F
    • -
    • S
  • 05:40 MDW
    10:20 SAT
    4Hrs, 40m 1 Stop (BNA)
  • MDWChicago Midway Airport 05:40 - SAT 10:20 4h 40m 1 Stop (BNA) Nashville
  • MDWChicago Midway Airport 05:40
    BNANashville Airport 08:00
  • BNANashville Airport 07:05
    SATSan Antonio International Airport 10:20
  • 4h 40m (55m)
  • 1 Stop BNA · Nashville 55m
  • Southwest Airlines (WN 533)Boeing 737 700
    Southwest Airlines (WN 2704)Boeing 737 700
  • Southwest Airlines (WN 533)
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 05:45 ORD
    11:50 SAT
    6Hrs, 05m 1 Stop (DAL)
  • ORDChicago O'Hare International Airport 05:45 - SAT 11:50 6h 05m 1 Stop (DAL) Dallas
  • ORDChicago O'Hare International Airport 05:45
    DALDallas/Fort Worth Love Field Airport 10:45
  • DALDallas/Fort Worth Love Field Airport 07:55
    SATSan Antonio International Airport 11:50
  • 6h 05m (2h 50m)
  • 1 Stop DAL · Dallas 2h 50m
  • Southwest Airlines (WN 192)Boeing 737 Max 8 Passenger
    Southwest Airlines (WN 4538)Boeing 737 700
  • Southwest Airlines (WN 192)
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 05:45 MDW
    12:20 SAT
    6Hrs, 35m 1 Stop (DEN)
  • MDWChicago Midway Airport 05:45 - SAT 12:20 6h 35m 1 Stop (DEN) Denver
  • MDWChicago Midway Airport 05:45
    DENDenver Intl Airport 09:15
  • DENDenver Intl Airport 07:15
    SATSan Antonio International Airport 12:20
  • 6h 35m (2h)
  • 1 Stop DEN · Denver 2h
  • Southwest Airlines (WN 178)Boeing 737 700
    Southwest Airlines (WN 1194)Boeing 737 800
  • Southwest Airlines (WN 178)
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 05:50 MDW
    11:50 SAT
    6Hrs, 00m 1 Stop (DAL)
  • MDWChicago Midway Airport 05:50 - SAT 11:50 6h 1 Stop (DAL) Dallas
  • MDWChicago Midway Airport 05:50
    DALDallas/Fort Worth Love Field Airport 10:45
  • DALDallas/Fort Worth Love Field Airport 08:00
    SATSan Antonio International Airport 11:50
  • 6h (2h 45m)
  • 1 Stop DAL · Dallas 2h 45m
  • Southwest Airlines (WN 569)Boeing 737 700
    Southwest Airlines (WN 4538)Boeing 737 700
  • Southwest Airlines (WN 569)
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 06:00 MDW
    11:04 SAT
    5Hrs, 04m 1 Stop (ATL)
  • MDWChicago Midway Airport 06:00 - SAT 11:04 5h 04m 1 Stop (ATL) Atlanta
  • MDWChicago Midway Airport 06:00
    ATLAtlanta Hartsfield-Jackson Intl Airport 09:40
  • ATLAtlanta Hartsfield-Jackson Intl Airport 08:52
    SATSan Antonio International Airport 11:04
  • 5h 04m (48m)
  • 1 Stop ATL · Atlanta 48m
  • Delta Air Lines (DL 1285)Boeing 717
    Delta Air Lines (DL 1059)Airbus
  • Delta Air Lines (DL 1285)
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • 06:00 ORD
    11:05 SAT
    5Hrs, 05m 1 Stop (IAH)
  • ORDChicago O'Hare International Airport 06:00 - SAT 11:05 5h 05m 1 Stop (IAH) Houston
  • ORDChicago O'Hare International Airport 06:00
    IAHHouston George Bush Intercontinental Airport 10:00
  • IAHHouston George Bush Intercontinental Airport 08:46
    SATSan Antonio International Airport 11:05
  • 5h 05m (1h 14m)
  • 1 Stop IAH · Houston 1h 14m
  • United Airlines (UA 2180)Airbus A321 Neo
    United Airlines (UA 1688)Airbus
  • United Airlines (UA 2180)
    • M
    • T
    • W
    • T
    • F
    • -
    • S
  • 06:00 ORD
    11:08 SAT
    5Hrs, 08m 1 Stop (IAH)
  • ORDChicago O'Hare International Airport 06:00 - SAT 11:08 5h 08m 1 Stop (IAH) Houston
  • ORDChicago O'Hare International Airport 06:00
    IAHHouston George Bush Intercontinental Airport 10:00
  • IAHHouston George Bush Intercontinental Airport 08:46
    SATSan Antonio International Airport 11:08
  • 5h 08m (1h 14m)
  • 1 Stop IAH · Houston 1h 14m
  • United Airlines (UA 2180)Airbus A321 Neo
    United Airlines (UA 6150)Embraer 175
  • United Airlines (UA 2180)
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 06:00 ORD
    11:17 SAT
    5Hrs, 17m 1 Stop (DFW)
  • ORDChicago O'Hare International Airport 06:00 - SAT 11:17 5h 17m 1 Stop (DFW) Dallas
  • ORDChicago O'Hare International Airport 06:00
    DFWDallas/Fort Worth Intl Airport 10:00
  • DFWDallas/Fort Worth Intl Airport 08:28
    SATSan Antonio International Airport 11:17
  • 5h 17m (1h 32m)
  • 1 Stop DFW · Dallas 1h 32m
  • American Airlines (AA 2610)Boeing 737 800
    American Airlines (AA 3498)Embraer Emb 175
  • American Airlines (AA 2610)
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 06:00 ORD
    11:31 SAT
    5Hrs, 31m 1 Stop (DFW)
  • ORDChicago O'Hare International Airport 06:00 - SAT 11:31 5h 31m 1 Stop (DFW) Dallas
  • ORDChicago O'Hare International Airport 06:00
    DFWDallas/Fort Worth Intl Airport 10:15
  • DFWDallas/Fort Worth Intl Airport 08:28
    SATSan Antonio International Airport 11:31
  • 5h 31m (1h 47m)
  • 1 Stop DFW · Dallas 1h 47m
  • American Airlines (AA 2610)Boeing 737 800
    American Airlines (AA 1957)Boeing 737 800
  • American Airlines (AA 2610)
    • M
    • T
    • W
    • T
    • F
    • S
    • -
  • 06:00 ORD
    12:02 SAT
    6Hrs, 02m 1 Stop (MSP)
  • ORDChicago O'Hare International Airport 06:00 - SAT 12:02 6h 02m 1 Stop (MSP) Minneapolis
  • ORDChicago O'Hare International Airport 06:00
    MSPMinneapolis International Airport 09:14
  • MSPMinneapolis International Airport 07:36
    SATSan Antonio International Airport 12:02
  • 6h 02m (1h 38m)
  • 1 Stop MSP · Minneapolis 1h 38m
  • Delta Air Lines (DL 1717)Boeing 717
    Delta Air Lines (DL 2667)Airbus
  • Delta Air Lines (DL 1717)
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • 06:00 MDW
    13:00 SAT
    7Hrs, 00m 1 Stop (ATL)
  • MDWChicago Midway Airport 06:00 - SAT 13:00 7h 1 Stop (ATL) Atlanta
  • MDWChicago Midway Airport 06:00
    ATLAtlanta Hartsfield-Jackson Intl Airport 11:40
  • ATLAtlanta Hartsfield-Jackson Intl Airport 08:52
    SATSan Antonio International Airport 13:00
  • 7h (2h 48m)
  • 1 Stop ATL · Atlanta 2h 48m
  • Delta Air Lines (DL 1285)Boeing 717
    Delta Air Lines (DL 1408)Airbus
  • Delta Air Lines (DL 1285)
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • 06:00 ORD
    13:14 SAT
    7Hrs, 14m 1 Stop (IAH)
  • ORDChicago O'Hare International Airport 06:00 - SAT 13:14 7h 14m 1 Stop (IAH) Houston
  • ORDChicago O'Hare International Airport 06:00
    IAHHouston George Bush Intercontinental Airport 12:10
  • IAHHouston George Bush Intercontinental Airport 08:46
    SATSan Antonio International Airport 13:14
  • 7h 14m (3h 24m)
  • 1 Stop IAH · Houston 3h 24m
  • United Airlines (UA 2180)Airbus A321 Neo
    United Airlines (UA 2385)Boeing 737 900
  • United Airlines (UA 2180)
    • -
    • T
    • W
    • T
    • F
    • S
    • S
  • 06:05 MDW
    10:35 SAT
    4Hrs, 30m 1 Stop (BNA)
  • MDWChicago Midway Airport 06:05 - SAT 10:35 4h 30m 1 Stop (BNA) Nashville
  • MDWChicago Midway Airport 06:05
    BNANashville Airport 08:15
  • BNANashville Airport 07:30
    SATSan Antonio International Airport 10:35
  • 4h 30m (45m)
  • 1 Stop BNA · Nashville 45m
  • Southwest Airlines (WN 533)Boeing 737 700
    Southwest Airlines (WN 2704)Boeing 737 Max 8 Passenger
  • Southwest Airlines (WN 533)
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 06:06 ORD
    11:04 SAT
    4Hrs, 58m 1 Stop (ATL)
  • ORDChicago O'Hare International Airport 06:06 - SAT 11:04 4h 58m 1 Stop (ATL) Atlanta
  • ORDChicago O'Hare International Airport 06:06
    ATLAtlanta Hartsfield-Jackson Intl Airport 09:40
  • ATLAtlanta Hartsfield-Jackson Intl Airport 09:00
    SATSan Antonio International Airport 11:04
  • 4h 58m (40m)
  • 1 Stop ATL · Atlanta 40m
  • Delta Air Lines (DL 1264)Boeing 737 800
    Delta Air Lines (DL 1059)Airbus
  • Delta Air Lines (DL 1264)
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • 06:06 ORD
    13:00 SAT
    6Hrs, 54m 1 Stop (ATL)
  • ORDChicago O'Hare International Airport 06:06 - SAT 13:00 6h 54m 1 Stop (ATL) Atlanta
  • ORDChicago O'Hare International Airport 06:06
    ATLAtlanta Hartsfield-Jackson Intl Airport 11:40
  • ATLAtlanta Hartsfield-Jackson Intl Airport 09:00
    SATSan Antonio International Airport 13:00
  • 6h 54m (2h 40m)
  • 1 Stop ATL · Atlanta 2h 40m
  • Delta Air Lines (DL 1264)Boeing 737 800
    Delta Air Lines (DL 1408)Airbus
  • Delta Air Lines (DL 1264)
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • 06:10 MDW
    12:35 SAT
    6Hrs, 25m 1 Stop (BWI)
  • MDWChicago Midway Airport 06:10 - SAT 12:35 6h 25m 1 Stop (BWI) Baltimore
  • MDWChicago Midway Airport 06:10
    BWIBaltimore Washington International Airport 10:00
  • BWIBaltimore Washington International Airport 08:55
    SATSan Antonio International Airport 12:35
  • 6h 25m (1h 05m)
  • 1 Stop BWI · Baltimore 1h 05m
  • Southwest Airlines (WN 3634)Boeing 737 800
    Southwest Airlines (WN 1795)Boeing 737 Max 8 Passenger
  • Southwest Airlines (WN 3634)
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 06:30 MDW
    10:50 SAT
    4Hrs, 20m 1 Stop (MCI)
  • MDWChicago Midway Airport 06:30 - SAT 10:50 4h 20m 1 Stop (MCI) Kansas City
  • MDWChicago Midway Airport 06:30
    MCIKansas City International Airport 08:50
  • MCIKansas City International Airport 07:55
    SATSan Antonio International Airport 10:50
  • 4h 20m (55m)
  • 1 Stop MCI · Kansas City 55m
  • Southwest Airlines (WN 2120)Boeing 737 Max 8 Passenger
    Southwest Airlines (WN 546)Boeing 737 700
  • Southwest Airlines (WN 2120)
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 06:35 MDW
    12:10 SAT
    5Hrs, 35m 1 Stop (DAL)
  • MDWChicago Midway Airport 06:35 - SAT 12:10 5h 35m 1 Stop (DAL) Dallas
  • MDWChicago Midway Airport 06:35
    DALDallas/Fort Worth Love Field Airport 11:05
  • DALDallas/Fort Worth Love Field Airport 08:45
    SATSan Antonio International Airport 12:10
  • 5h 35m (2h 20m)
  • 1 Stop DAL · Dallas 2h 20m
  • Southwest Airlines (WN 3322)Boeing 737 Max 8 Passenger
    Southwest Airlines (WN 2904)Boeing 737 700
  • Southwest Airlines (WN 3322)
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 06:35 MDW
    13:25 SAT
    6Hrs, 50m 1 Stop (DAL)
  • MDWChicago Midway Airport 06:35 - SAT 13:25 6h 50m 1 Stop (DAL) Dallas
  • MDWChicago Midway Airport 06:35
    DALDallas/Fort Worth Love Field Airport 12:20
  • DALDallas/Fort Worth Love Field Airport 08:45
    SATSan Antonio International Airport 13:25
  • 6h 50m (3h 35m)
  • 1 Stop DAL · Dallas 3h 35m
  • Southwest Airlines (WN 3322)Boeing 737 Max 8 Passenger
    Southwest Airlines (WN 266)Boeing 737 700
  • Southwest Airlines (WN 3322)
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 06:40 ORD
    11:05 SAT
    4Hrs, 25m 1 Stop (IAH)
  • ORDChicago O'Hare International Airport 06:40 - SAT 11:05 4h 25m 1 Stop (IAH) Houston
  • ORDChicago O'Hare International Airport 06:40
    IAHHouston George Bush Intercontinental Airport 10:00
  • IAHHouston George Bush Intercontinental Airport 09:26
    SATSan Antonio International Airport 11:05
  • 4h 25m (34m)
  • 1 Stop IAH · Houston 34m
  • United Airlines (UA 1862)Boeing 737 900
    United Airlines (UA 1688)Airbus
  • United Airlines (UA 1862)
    • M
    • -
    • -
    • -
    • -
    • -
    • -
  • 06:40 ORD
    13:14 SAT
    6Hrs, 34m 1 Stop (IAH)
  • ORDChicago O'Hare International Airport 06:40 - SAT 13:14 6h 34m 1 Stop (IAH) Houston
  • ORDChicago O'Hare International Airport 06:40
    IAHHouston George Bush Intercontinental Airport 12:10
  • IAHHouston George Bush Intercontinental Airport 09:26
    SATSan Antonio International Airport 13:14
  • 6h 34m (2h 44m)
  • 1 Stop IAH · Houston 2h 44m
  • United Airlines (UA 1862)Boeing 737 900
    United Airlines (UA 2385)Boeing 737 900
  • United Airlines (UA 1862)
    • M
    • -
    • -
    • -
    • -
    • -
    • -
  • 06:50 MDW
    11:30 SAT
    4Hrs, 40m 1 Stop (DAL)
  • MDWChicago Midway Airport 06:50 - SAT 11:30 4h 40m 1 Stop (DAL) Dallas
  • MDWChicago Midway Airport 06:50
    DALDallas/Fort Worth Love Field Airport 10:20
  • DALDallas/Fort Worth Love Field Airport 09:05
    SATSan Antonio International Airport 11:30
  • 4h 40m (1h 15m)
  • 1 Stop DAL · Dallas 1h 15m
  • Southwest Airlines (WN 3322)Boeing 737 700
    Southwest Airlines (WN 3297)Boeing 737 700
  • Southwest Airlines (WN 3322)
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 06:50 MDW
    13:05 SAT
    6Hrs, 15m 1 Stop (DAL)
  • MDWChicago Midway Airport 06:50 - SAT 13:05 6h 15m 1 Stop (DAL) Dallas
  • MDWChicago Midway Airport 06:50
    DALDallas/Fort Worth Love Field Airport 12:00
  • DALDallas/Fort Worth Love Field Airport 09:05
    SATSan Antonio International Airport 13:05
  • 6h 15m (2h 55m)
  • 1 Stop DAL · Dallas 2h 55m
  • Southwest Airlines (WN 3322)Boeing 737 700
    Southwest Airlines (WN 2842)Boeing 737 Max 8 Passenger
  • Southwest Airlines (WN 3322)
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 06:55 MDW
    12:20 SAT
    5Hrs, 25m 1 Stop (DEN)
  • MDWChicago Midway Airport 06:55 - SAT 12:20 5h 25m 1 Stop (DEN) Denver
  • MDWChicago Midway Airport 06:55
    DENDenver Intl Airport 09:15
  • DENDenver Intl Airport 08:30
    SATSan Antonio International Airport 12:20
  • 5h 25m (45m)
  • 1 Stop DEN · Denver 45m
  • Southwest Airlines (WN 178)Boeing 737 700
    Southwest Airlines (WN 1463)Boeing 737 Max 8 Passenger
  • Southwest Airlines (WN 178)
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 07:00 ORD
    11:31 SAT
    4Hrs, 31m 1 Stop (DFW)
  • ORDChicago O'Hare International Airport 07:00 - SAT 11:31 4h 31m 1 Stop (DFW) Dallas
  • ORDChicago O'Hare International Airport 07:00
    DFWDallas/Fort Worth Intl Airport 10:15
  • DFWDallas/Fort Worth Intl Airport 09:28
    SATSan Antonio International Airport 11:31
  • 4h 31m (47m)
  • 1 Stop DFW · Dallas 47m
  • American Airlines (AA 2754)Airbus
    American Airlines (AA 1957)Boeing 737 800
  • American Airlines (AA 2754)
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 07:00 MDW
    11:55 SAT
    4Hrs, 55m 1 Stop (HOU)
  • MDWChicago Midway Airport 07:00 - SAT 11:55 4h 55m 1 Stop (HOU) Houston
  • MDWChicago Midway Airport 07:00
    HOUHouston Hobby Airport 10:55
  • HOUHouston Hobby Airport 09:30
    SATSan Antonio International Airport 11:55
  • 4h 55m (1h 25m)
  • 1 Stop HOU · Houston 1h 25m
  • Southwest Airlines (WN 4150)Boeing 737 700
    Southwest Airlines (WN 3281)Boeing 737 800
  • Southwest Airlines (WN 4150)
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 07:00 ORD
    14:02 SAT
    7Hrs, 02m 1 Stop (DFW)
  • ORDChicago O'Hare International Airport 07:00 - SAT 14:02 7h 02m 1 Stop (DFW) Dallas
  • ORDChicago O'Hare International Airport 07:00
    DFWDallas/Fort Worth Intl Airport 12:48
  • DFWDallas/Fort Worth Intl Airport 09:28
    SATSan Antonio International Airport 14:02
  • 7h 02m (3h 20m)
  • 1 Stop DFW · Dallas 3h 20m
  • American Airlines (AA 2754)Airbus
    American Airlines (AA 460)Airbus
  • American Airlines (AA 2754)
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 07:10 ORD
    13:05 SAT
    5Hrs, 55m 1 Stop (DEN)
  • ORDChicago O'Hare International Airport 07:10 - SAT 13:05 5h 55m 1 Stop (DEN) Denver
  • ORDChicago O'Hare International Airport 07:10
    DENDenver Intl Airport 09:54
  • DENDenver Intl Airport 08:53
    SATSan Antonio International Airport 13:05
  • 5h 55m (1h 01m)
  • 1 Stop DEN · Denver 1h 01m
  • United Airlines (UA 711)Boeing 737 900
    United Airlines (UA 1131)Airbus
  • United Airlines (UA 711)
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • 07:15 ORD
    12:10 SAT
    4Hrs, 55m 1 Stop (DAL)
  • ORDChicago O'Hare International Airport 07:15 - SAT 12:10 4h 55m 1 Stop (DAL) Dallas
  • ORDChicago O'Hare International Airport 07:15
    DALDallas/Fort Worth Love Field Airport 11:05
  • DALDallas/Fort Worth Love Field Airport 09:40
    SATSan Antonio International Airport 12:10
  • 4h 55m (1h 25m)
  • 1 Stop DAL · Dallas 1h 25m
  • Southwest Airlines (WN 2150)Boeing 737 Max 8 Passenger
    Southwest Airlines (WN 2904)Boeing 737 700
  • Southwest Airlines (WN 2150)
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 07:15 ORD
    13:00 SAT
    5Hrs, 45m 1 Stop (ATL)
  • ORDChicago O'Hare International Airport 07:15 - SAT 13:00 5h 45m 1 Stop (ATL) Atlanta
  • ORDChicago O'Hare International Airport 07:15
    ATLAtlanta Hartsfield-Jackson Intl Airport 11:40
  • ATLAtlanta Hartsfield-Jackson Intl Airport 10:11
    SATSan Antonio International Airport 13:00
  • 5h 45m (1h 29m)
  • 1 Stop ATL · Atlanta 1h 29m
  • Delta Air Lines (DL 1247)Boeing 737 900
    Delta Air Lines (DL 1408)Airbus
  • Delta Air Lines (DL 1247)
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • 07:15 ORD
    13:05 SAT
    5Hrs, 50m 1 Stop (DAL)
  • ORDChicago O'Hare International Airport 07:15 - SAT 13:05 5h 50m 1 Stop (DAL) Dallas
  • ORDChicago O'Hare International Airport 07:15
    DALDallas/Fort Worth Love Field Airport 12:00
  • DALDallas/Fort Worth Love Field Airport 09:40
    SATSan Antonio International Airport 13:05
  • 5h 50m (2h 20m)
  • 1 Stop DAL · Dallas 2h 20m
  • Southwest Airlines (WN 1417)Boeing 737 Max 8 Passenger
    Southwest Airlines (WN 2842)Boeing 737 Max 8 Passenger
  • Southwest Airlines (WN 1417)
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 07:15 ORD
    13:25 SAT
    6Hrs, 10m 1 Stop (DAL)
  • ORDChicago O'Hare International Airport 07:15 - SAT 13:25 6h 10m 1 Stop (DAL) Dallas
  • ORDChicago O'Hare International Airport 07:15
    DALDallas/Fort Worth Love Field Airport 12:20
  • DALDallas/Fort Worth Love Field Airport 09:40
    SATSan Antonio International Airport 13:25
  • 6h 10m (2h 40m)
  • 1 Stop DAL · Dallas 2h 40m
  • Southwest Airlines (WN 2150)Boeing 737 Max 8 Passenger
    Southwest Airlines (WN 266)Boeing 737 700
  • Southwest Airlines (WN 2150)
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 07:15 ORD
    14:15 SAT
    7Hrs, 00m 1 Stop (DAL)
  • ORDChicago O'Hare International Airport 07:15 - SAT 14:15 7h 1 Stop (DAL) Dallas
  • ORDChicago O'Hare International Airport 07:15
    DALDallas/Fort Worth Love Field Airport 13:10
  • DALDallas/Fort Worth Love Field Airport 09:40
    SATSan Antonio International Airport 14:15
  • 7h (3h 30m)
  • 1 Stop DAL · Dallas 3h 30m
  • Southwest Airlines (WN 1417)Boeing 737 Max 8 Passenger
    Southwest Airlines (WN 2892)Boeing 737 Max 8 Passenger
  • Southwest Airlines (WN 1417)
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 07:20 ORD
    13:14 SAT
    5Hrs, 54m 1 Stop (IAH)
  • ORDChicago O'Hare International Airport 07:20 - SAT 13:14 5h 54m 1 Stop (IAH) Houston
  • ORDChicago O'Hare International Airport 07:20
    IAHHouston George Bush Intercontinental Airport 12:10
  • IAHHouston George Bush Intercontinental Airport 10:10
    SATSan Antonio International Airport 13:14
  • 5h 54m (2h)
  • 1 Stop IAH · Houston 2h
  • United Airlines (UA 1850)Boeing 757 300 Series
    United Airlines (UA 2385)Boeing 737 900
  • United Airlines (UA 1850)
    • -
    • -
    • W
    • -
    • -
    • -
    • S
  • 07:20 ORD
    13:14 SAT
    5Hrs, 54m 1 Stop (IAH)
  • ORDChicago O'Hare International Airport 07:20 - SAT 13:14 5h 54m 1 Stop (IAH) Houston
  • ORDChicago O'Hare International Airport 07:20
    IAHHouston George Bush Intercontinental Airport 12:10
  • IAHHouston George Bush Intercontinental Airport 10:11
    SATSan Antonio International Airport 13:14
  • 5h 54m (1h 59m)
  • 1 Stop IAH · Houston 1h 59m
  • United Airlines (UA 1850)Boeing 737 900
    United Airlines (UA 2385)Boeing 737 900
  • United Airlines (UA 1850)
    • M
    • T
    • -
    • T
    • F
    • S
    • -
  • 07:20 ORD
    14:02 SAT
    6Hrs, 42m 1 Stop (DFW)
  • ORDChicago O'Hare International Airport 07:20 - SAT 14:02 6h 42m 1 Stop (DFW) Dallas
  • ORDChicago O'Hare International Airport 07:20
    DFWDallas/Fort Worth Intl Airport 12:48
  • DFWDallas/Fort Worth Intl Airport 09:49
    SATSan Antonio International Airport 14:02
  • 6h 42m (2h 59m)
  • 1 Stop DFW · Dallas 2h 59m
  • American Airlines (AA 2754)Airbus
    American Airlines (AA 460)Airbus
  • American Airlines (AA 2754)
    • M
    • T
    • W
    • T
    • F
    • -
    • S
  • 07:30 MDW
    12:35 SAT
    5Hrs, 05m 1 Stop (STL)
  • MDWChicago Midway Airport 07:30 - SAT 12:35 5h 05m 1 Stop (STL) Saint Louis
  • MDWChicago Midway Airport 07:30
    STLSt Louis Lambert Intl Airport 10:30
  • STLSt Louis Lambert Intl Airport 08:40
    SATSan Antonio International Airport 12:35
  • 5h 05m (1h 50m)
  • 1 Stop STL · Saint Louis 1h 50m
  • Southwest Airlines (WN 981)Boeing 737 700
    Southwest Airlines (WN 867)Boeing 737 700
  • Southwest Airlines (WN 981)
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 07:30 MDW
    13:05 SAT
    5Hrs, 35m 1 Stop (DAL)
  • MDWChicago Midway Airport 07:30 - SAT 13:05 5h 35m 1 Stop (DAL) Dallas
  • MDWChicago Midway Airport 07:30
    DALDallas/Fort Worth Love Field Airport 12:00
  • DALDallas/Fort Worth Love Field Airport 11:00
    SATSan Antonio International Airport 13:05
  • 5h 35m (1h)
  • 1 Stop DAL · Dallas 1h
  • Southwest Airlines (WN 433)Boeing 737 700
    Southwest Airlines (WN 2842)Boeing 737 Max 8 Passenger
  • Southwest Airlines (WN 433)
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 07:35 MDW
    11:45 SAT
    4Hrs, 10m 1 Stop (HOU)
  • MDWChicago Midway Airport 07:35 - SAT 11:45 4h 10m 1 Stop (HOU) Houston
  • MDWChicago Midway Airport 07:35
    HOUHouston Hobby Airport 10:45
  • HOUHouston Hobby Airport 10:05
    SATSan Antonio International Airport 11:45
  • 4h 10m (40m)
  • 1 Stop HOU · Houston 40m
  • Southwest Airlines (WN 4150)Boeing 737 700
    Southwest Airlines (WN 858)Boeing 737 Max 8 Passenger
  • Southwest Airlines (WN 4150)
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 07:50 MDW
    14:55 SAT
    7Hrs, 05m 1 Stop (TPA)
  • MDWChicago Midway Airport 07:50 - SAT 14:55 7h 05m 1 Stop (TPA) Tampa
  • MDWChicago Midway Airport 07:50
    TPATampa International Airport 13:15
  • TPATampa International Airport 11:20
    SATSan Antonio International Airport 14:55
  • 7h 05m (1h 55m)
  • 1 Stop TPA · Tampa 1h 55m
  • Southwest Airlines (WN 2785)Boeing 737 Max 8 Passenger
    Southwest Airlines (WN 3677)Boeing 737 700
  • Southwest Airlines (WN 2785)
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 08:15 MDW
    13:05 SAT
    4Hrs, 50m 1 Stop (DAL)
  • MDWChicago Midway Airport 08:15 - SAT 13:05 4h 50m 1 Stop (DAL) Dallas
  • MDWChicago Midway Airport 08:15
    DALDallas/Fort Worth Love Field Airport 12:00
  • DALDallas/Fort Worth Love Field Airport 10:30
    SATSan Antonio International Airport 13:05
  • 4h 50m (1h 30m)
  • 1 Stop DAL · Dallas 1h 30m
  • Southwest Airlines (WN 2816)Boeing 737 700
    Southwest Airlines (WN 2842)Boeing 737 Max 8 Passenger
  • Southwest Airlines (WN 2816)
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 08:15 MDW
    14:15 SAT
    6Hrs, 00m 1 Stop (DAL)
  • MDWChicago Midway Airport 08:15 - SAT 14:15 6h 1 Stop (DAL) Dallas
  • MDWChicago Midway Airport 08:15
    DALDallas/Fort Worth Love Field Airport 13:10
  • DALDallas/Fort Worth Love Field Airport 10:30
    SATSan Antonio International Airport 14:15
  • 6h (2h 40m)
  • 1 Stop DAL · Dallas 2h 40m
  • Southwest Airlines (WN 2816)Boeing 737 700
    Southwest Airlines (WN 2892)Boeing 737 Max 8 Passenger
  • Southwest Airlines (WN 2816)
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 08:15 MDW
    15:25 SAT
    7Hrs, 10m 1 Stop (DEN)
  • MDWChicago Midway Airport 08:15 - SAT 15:25 7h 10m 1 Stop (DEN) Denver
  • MDWChicago Midway Airport 08:15
    DENDenver Intl Airport 12:20
  • DENDenver Intl Airport 09:50
    SATSan Antonio International Airport 15:25
  • 7h 10m (2h 30m)
  • 1 Stop DEN · Denver 2h 30m
  • Southwest Airlines (WN 3082)Boeing 737 Max 8 Passenger
    Southwest Airlines (WN 4737)Boeing 737 Max 8 Passenger
  • Southwest Airlines (WN 3082)
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 08:20 MDW
    13:55 SAT
    5Hrs, 35m 1 Stop (HOU)
  • MDWChicago Midway Airport 08:20 - SAT 13:55 5h 35m 1 Stop (HOU) Houston
  • MDWChicago Midway Airport 08:20
    HOUHouston Hobby Airport 12:55
  • HOUHouston Hobby Airport 10:55
    SATSan Antonio International Airport 13:55
  • 5h 35m (2h)
  • 1 Stop HOU · Houston 2h
  • Southwest Airlines (WN 4010)Boeing 737 700
    Southwest Airlines (WN 858)Boeing 737 Max 8 Passenger
  • Southwest Airlines (WN 4010)
    • M
    • -
    • -
    • T
    • F
    • -
    • -
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What’s the fastest flight time from Chicago to San Antonio?

The fastest flight time for direct flights from Chicago to San Antonio is 2 hours 40 minutes. Check latest flight schedules & prices on Wego.

What’s the most popular airline flying from Chicago to San Antonio?

The most popular airline flying from Chicago to San Antonio is Frontier Airlines. Find the latest flight deals on Wego.

How far is San Antonio from Chicago?

The flight distance between Chicago and San Antonio is 1694km. Check all available flights on Wego.

When is the earliest and latest flight of the day?

The earliest flight of the day departs at 05:00. The last flight of the day departs at 19:35. See the full list of flight times on Wego.

How many airlines offer direct flights from Chicago to San Antonio?

There are 3 airlines that offer direct flights from Chicago to San Antonio. Find out the list of airlines on Wego.