Flight Schedules

Last Updated: Sun, 2 Jun, 2024

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  • Availability
    • M
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  • 06:00 - 07:57
    PWM - ORD
  • 06:00 (PWM)Portland Airport
  • 07:57 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 3452)Embraer 170
  • 2h 57m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Embraer 170
  • 07:30 - 09:20
    PWM - ORD
  • 07:30 (PWM)Portland Airport
  • 09:20 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 3732)Embraer Emb 175
  • 2h 50m
  • Direct
    • -
    • -
    • W
    • T
    • F
    • S
    • S
  • Embraer Emb 175
  • 16:48 - 18:45
    PWM - ORD
  • 16:48 (PWM)Portland Airport
  • 18:45 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 2037)Boeing 737 700
  • 2h 57m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737 700
  • 17:55 - 19:45
    PWM - ORD
  • 17:55 (PWM)Portland Airport
  • 19:45 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 3531)Embraer 170
  • 2h 50m
  • Direct
    • -
    • -
    • W
    • T
    • F
    • S
    • S
  • Embraer 170

Connecting Flights

  • 06:00 - 07:35
    PWM - BWI
    08:40 - 10:00
    BWI - ORD
  • 06:00 (PWM)Portland Airport
    08:40 (BWI)Baltimore Washington International Airport
  • 07:35 (BWI)Baltimore Washington International Airport
    10:00 (ORD)Chicago O'Hare International Airport
  • Southwest Airlines (WN 501)Boeing 737 Max 8 Passenger
    Southwest Airlines (WN 3626)Boeing 737 800
  • 5h (1h 05m)
  • BWI Baltimore 1h 05m
    • M
    • -
    • -
    • -
    • -
    • -
    • -
  • 12:15 - 13:50
    PWM - BWI
    16:40 - 17:40
    BWI - MDW
  • 12:15 (PWM)Portland Airport
    16:40 (BWI)Baltimore Washington International Airport
  • 13:50 (BWI)Baltimore Washington International Airport
    17:40 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 291)Boeing 737 700
    Southwest Airlines (WN 2136)Boeing 737 Max 8 Passenger
  • 6h 25m (2h 50m)
  • BWI Baltimore 2h 50m
    • M
    • -
    • -
    • -
    • -
    • -
    • -
  • 17:10 - 18:45
    PWM - BWI
    21:00 - 22:00
    BWI - MDW
  • 17:10 (PWM)Portland Airport
    21:00 (BWI)Baltimore Washington International Airport
  • 18:45 (BWI)Baltimore Washington International Airport
    22:00 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 1087)Boeing 737 Max 8 Passenger
    Southwest Airlines (WN 3059)Boeing 737 Max 8 Passenger
  • 5h 50m (2h 15m)
  • BWI Baltimore 2h 15m
    • M
    • -
    • -
    • -
    • -
    • -
    • -
  • 17:10 - 18:45
    PWM - BWI
    21:10 - 22:20
    BWI - ORD
  • 17:10 (PWM)Portland Airport
    21:10 (BWI)Baltimore Washington International Airport
  • 18:45 (BWI)Baltimore Washington International Airport
    22:20 (ORD)Chicago O'Hare International Airport
  • Southwest Airlines (WN 1087)Boeing 737 Max 8 Passenger
    Southwest Airlines (WN 5289)Boeing 737 Max 8 Passenger
  • 6h 10m (2h 25m)
  • BWI Baltimore 2h 25m
    • M
    • -
    • -
    • -
    • -
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What’s the fastest flight time from Portland to Chicago?

The fastest flight time for direct flights from Portland to Chicago is 2 hours 50 minutes. Check latest flight schedules & prices on Wego.

How far is Chicago from Portland?

The flight distance between Portland and Chicago is 1429km. Check all available flights on Wego.

When is the earliest and latest flight of the day?

The earliest flight of the day departs at 06:00. The last flight of the day departs at 06:00. See the full list of flight times on Wego.

How many airlines offer direct flights from Portland to Chicago?

There are 2 airlines that offer direct flights from Portland to Chicago. Find out the list of airlines on Wego.