Flight Schedules from Chicago to Portland

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Flight Schedules

Last Updated: Thu, 2 May, 2024

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  • Airline Filter by Airline
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    • Total Duration
      • Shortest
      • Longest
    • Stopover
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      • Availability
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • 10:35 - 13:52
        ORD - PWM
      • 10:35 (ORD)Chicago O'Hare International Airport
      • 13:52 (PWM)Portland Airport
      • United Airlines (UA 1894)Boeing 737 700
      • 2h 17m
      • Direct
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Boeing 737 700
      • 18:00 - 21:27
        ORD - PWM
      • 18:00 (ORD)Chicago O'Hare International Airport
      • 21:27 (PWM)Portland Airport
      • United Airlines (UA 3465)Embraer 170
      • 2h 27m
      • Direct
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Embraer 170

      Connecting Flights

      • 06:00 - 08:55
        MDW - BWI
        10:00 - 11:30
        BWI - PWM
      • 06:00 (MDW)Chicago Midway Airport
        10:00 (BWI)Baltimore Washington International Airport
      • 08:55 (BWI)Baltimore Washington International Airport
        11:30 (PWM)Portland Airport
      • (WN 1823)Boeing 737 800
        (WN 1052)Boeing 737 800
      • 4h 30m (1h 05m)
      • BWI Baltimore 1h 05m
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 07:15 - 10:05
        MDW - BWI
        10:55 - 12:25
        BWI - PWM
      • 07:15 (MDW)Chicago Midway Airport
        10:55 (BWI)Baltimore Washington International Airport
      • 10:05 (BWI)Baltimore Washington International Airport
        12:25 (PWM)Portland Airport
      • (WN 5903)Boeing 737 700
        (WN 1052)Boeing 737 Max 8 Passenger
      • 4h 10m (50m)
      • BWI Baltimore 50m
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 08:15 - 11:10
        MDW - BWI
        14:50 - 16:20
        BWI - PWM
      • 08:15 (MDW)Chicago Midway Airport
        14:50 (BWI)Baltimore Washington International Airport
      • 11:10 (BWI)Baltimore Washington International Airport
        16:20 (PWM)Portland Airport
      • (WN 5903)Boeing 737 800
        (WN 3979)Boeing 737 Max 8 Passenger
      • 7h 05m (3h 40m)
      • BWI Baltimore 3h 40m
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • 08:35 - 11:30
        MDW - BWI
        14:55 - 16:25
        BWI - PWM
      • 08:35 (MDW)Chicago Midway Airport
        14:55 (BWI)Baltimore Washington International Airport
      • 11:30 (BWI)Baltimore Washington International Airport
        16:25 (PWM)Portland Airport
      • (WN 5903)Boeing 737 700
        (WN 3979)Boeing 737 700
      • 6h 50m (3h 25m)
      • BWI Baltimore 3h 25m
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 09:30 - 12:35
        ORD - BWI
        15:50 - 17:20
        BWI - PWM
      • 09:30 (ORD)Chicago O'Hare International Airport
        15:50 (BWI)Baltimore Washington International Airport
      • 12:35 (BWI)Baltimore Washington International Airport
        17:20 (PWM)Portland Airport
      • (WN 5932)Boeing 737 800
        (WN 3402)Boeing 737 700
      • 6h 50m (3h 15m)
      • BWI Baltimore 3h 15m
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 10:35 - 13:20
        MDW - BWI
        14:55 - 16:25
        BWI - PWM
      • 10:35 (MDW)Chicago Midway Airport
        14:55 (BWI)Baltimore Washington International Airport
      • 13:20 (BWI)Baltimore Washington International Airport
        16:25 (PWM)Portland Airport
      • (WN 575)Boeing 737 Max 8 Passenger
        (WN 3979)Boeing 737 700
      • 4h 50m (1h 35m)
      • BWI Baltimore 1h 35m
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 16:30 - 19:15
        MDW - BWI
        21:50 - 23:20
        BWI - PWM
      • 16:30 (MDW)Chicago Midway Airport
        21:50 (BWI)Baltimore Washington International Airport
      • 19:15 (BWI)Baltimore Washington International Airport
        23:20 (PWM)Portland Airport
      • (WN 1833)Boeing 737 Max 8 Passenger
        (WN 3980)Boeing 737 Max 8 Passenger
      • 5h 50m (2h 35m)
      • BWI Baltimore 2h 35m
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • 17:15 - 20:00
        MDW - BWI
        21:50 - 23:20
        BWI - PWM
      • 17:15 (MDW)Chicago Midway Airport
        21:50 (BWI)Baltimore Washington International Airport
      • 20:00 (BWI)Baltimore Washington International Airport
        23:20 (PWM)Portland Airport
      • (WN 1833)Boeing 737 800
        (WN 3980)Boeing 737 Max 8 Passenger
      • 5h 05m (1h 50m)
      • BWI Baltimore 1h 50m
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 17:25 - 20:20
        ORD - BWI
        21:40 - 23:10
        BWI - PWM
      • 17:25 (ORD)Chicago O'Hare International Airport
        21:40 (BWI)Baltimore Washington International Airport
      • 20:20 (BWI)Baltimore Washington International Airport
        23:10 (PWM)Portland Airport
      • (WN 1773)Boeing 737 800
        (WN 3980)Boeing 737 Max 8 Passenger
      • 4h 45m (1h 20m)
      • BWI Baltimore 1h 20m
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 17:25 - 20:20
        ORD - BWI
        21:50 - 23:20
        BWI - PWM
      • 17:25 (ORD)Chicago O'Hare International Airport
        21:50 (BWI)Baltimore Washington International Airport
      • 20:20 (BWI)Baltimore Washington International Airport
        23:20 (PWM)Portland Airport
      • (WN 1773)Boeing 737 800
        (WN 3980)Boeing 737 Max 8 Passenger
      • 4h 55m (1h 30m)
      • BWI Baltimore 1h 30m
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • 17:25 - 21:25+ 1
        MDW - BWI
        22:50 - 00:20+ 1
        BWI - PWM
      • 17:25 (MDW)Chicago Midway Airport
        22:50 (BWI)Baltimore Washington International Airport
      • 21:25 (BWI)Baltimore Washington International Airport + 1
        00:20 (PWM)Portland Airport
      • (WN 1223)Boeing 737 700
        (WN 3980)Boeing 737 Max 8 Passenger
      • 5h 55m (1h 25m)
      • BWI Baltimore 1h 25m
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 17:25 - 20:20+ 1
        ORD - BWI
        22:50 - 00:20+ 1
        BWI - PWM
      • 17:25 (ORD)Chicago O'Hare International Airport
        22:50 (BWI)Baltimore Washington International Airport
      • 20:20 (BWI)Baltimore Washington International Airport + 1
        00:20 (PWM)Portland Airport
      • (WN 1773)Boeing 737 800
        (WN 3980)Boeing 737 Max 8 Passenger
      • 5h 55m (2h 30m)
      • BWI Baltimore 2h 30m
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 17:50 - 20:35
        MDW - BWI
        21:40 - 23:10
        BWI - PWM
      • 17:50 (MDW)Chicago Midway Airport
        21:40 (BWI)Baltimore Washington International Airport
      • 20:35 (BWI)Baltimore Washington International Airport
        23:10 (PWM)Portland Airport
      • (WN 1833)Boeing 737 Max 8 Passenger
        (WN 3980)Boeing 737 Max 8 Passenger
      • 4h 20m (1h 05m)
      • BWI Baltimore 1h 05m
        • -
        • T
        • W
        • -
        • -
        • -
        • -
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