Flight Schedules

Last Updated: Thu, 2 May, 2024

  • Depart Earliest
    • Earliest
    • Latest
  • Arrive
    • Earliest
    • Latest
  • Airline Filter by Airline
    All
  • Total Duration
    • Shortest
    • Longest
  • Stopover
    All
  • 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
  • Southwest Airlines (WN 1823)Boeing 737 800
    Southwest Airlines (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
  • Southwest Airlines (WN 5903)Boeing 737 700
    Southwest Airlines (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
  • Southwest Airlines (WN 5903)Boeing 737 800
    Southwest Airlines (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
  • Southwest Airlines (WN 5903)Boeing 737 700
    Southwest Airlines (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
  • Southwest Airlines (WN 5932)Boeing 737 800
    Southwest Airlines (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
  • Southwest Airlines (WN 575)Boeing 737 Max 8 Passenger
    Southwest Airlines (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
  • Southwest Airlines (WN 1833)Boeing 737 Max 8 Passenger
    Southwest Airlines (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
  • Southwest Airlines (WN 1833)Boeing 737 800
    Southwest Airlines (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
  • Southwest Airlines (WN 1773)Boeing 737 800
    Southwest Airlines (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
  • Southwest Airlines (WN 1773)Boeing 737 800
    Southwest Airlines (WN 3980)Boeing 737 Max 8 Passenger
  • 4h 55m (1h 30m)
  • BWI Baltimore 1h 30m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 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
  • Southwest Airlines (WN 1773)Boeing 737 800
    Southwest Airlines (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
  • Southwest Airlines (WN 1833)Boeing 737 Max 8 Passenger
    Southwest Airlines (WN 3980)Boeing 737 Max 8 Passenger
  • 4h 20m (1h 05m)
  • BWI Baltimore 1h 05m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
No Schedules Sorry, there are no schedules matching your filters. Try removing one. reset
What’s the fastest flight time from Chicago to Portland?

The fastest flight time for direct flights from Chicago to Portland is 2 hours 17 minutes. Check latest flight schedules & prices on Wego.

How far is Portland from Chicago?

The flight distance between Chicago and Portland 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 Chicago to Portland?

There are 1 airlines that offer direct flights from Chicago to Portland. Find out the list of airlines on Wego.