Flight Schedules
Last Updated: Thu, 2 May, 2024
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06:00 - 07:57PWM - ORD
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06:00 (PWM)Portland Airport
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07:57 (ORD)Chicago O'Hare International Airport
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United Airlines (UA 3452)Embraer 170 - 2h 57m
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- Embraer 170
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16:48 - 18:45PWM - ORD
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16:48 (PWM)Portland Airport
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18:45 (ORD)Chicago O'Hare International Airport
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United Airlines (UA 2037)Boeing 737 700 - 2h 57m
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- Boeing 737 700
Connecting Flights
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06:00 - 07:35PWM - BWI08:40 - 10:00BWI - ORD
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06:00 (PWM)Portland Airport08:40 (BWI)Baltimore Washington International Airport
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07:35 (BWI)Baltimore Washington International Airport10:00 (ORD)Chicago O'Hare International Airport
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Southwest Airlines (WN 501)Boeing 737 Max 8 Passenger Southwest Airlines (WN 3626)Boeing 737 700 - 5h (1h 05m)
- BWI Baltimore 1h 05m
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06:00 - 07:35PWM - BWI08:40 - 10:00BWI - ORD
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06:00 (PWM)Portland Airport08:40 (BWI)Baltimore Washington International Airport
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07:35 (BWI)Baltimore Washington International Airport10:00 (ORD)Chicago O'Hare International Airport
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Southwest Airlines (WN 501)Boeing 737 Max 8 Passenger Southwest Airlines (WN 3626)Boeing 737 800 - 5h (1h 05m)
- BWI Baltimore 1h 05m
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11:10 - 11:25CMH - MDW06:00 - 07:35PWM - BWI
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11:10 (CMH)Columbus Port Columbus Intl Airport06:00 (PWM)Portland Airport
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11:25 (MDW)Chicago Midway Airport07:35 (BWI)Baltimore Washington International Airport
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Southwest Airlines (WN 3279)Boeing 737 700 Southwest Airlines (WN 501)Boeing 737 Max 8 Passenger - 6h 25m (2h 10m)
- MDW Chicago 2h 10m
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06:00 - 07:35PWM - BWI10:10 - 11:10BWI - MDW
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06:00 (PWM)Portland Airport10:10 (BWI)Baltimore Washington International Airport
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07:35 (BWI)Baltimore Washington International Airport11:10 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 501)Boeing 737 Max 8 Passenger Southwest Airlines (WN 1930)Boeing 737 Max 8 Passenger - 6h 10m (2h 35m)
- BWI Baltimore 2h 35m
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12:15 - 13:45PWM - BWI16:40 - 17:45BWI - MDW
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12:15 (PWM)Portland Airport16:40 (BWI)Baltimore Washington International Airport
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13:45 (BWI)Baltimore Washington International Airport17:45 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 291)Boeing 737 800 Southwest Airlines (WN 2136)Boeing 737 800 - 6h 30m (2h 55m)
- BWI Baltimore 2h 55m
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12:15 - 13:50PWM - BWI16:40 - 17:40BWI - MDW
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12:15 (PWM)Portland Airport16:40 (BWI)Baltimore Washington International Airport
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13:50 (BWI)Baltimore Washington International Airport17:40 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 291)Boeing 737 700 Southwest Airlines (WN 2136)Boeing 737 Max 8 Passenger - 6h 25m (2h 50m)
- BWI Baltimore 2h 50m
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12:15 - 13:50PWM - BWI14:40 - 17:05BWI - MDW
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12:15 (PWM)Portland Airport14:40 (BWI)Baltimore Washington International Airport
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13:50 (BWI)Baltimore Washington International Airport17:05 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 291)Boeing 737 700 Southwest Airlines (WN 715)Boeing 737 700 - 5h 50m (50m)
- BWI Baltimore 50m
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12:15 - 13:50PWM - BWI15:30 - 17:35BWI - MDW
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12:15 (PWM)Portland Airport15:30 (BWI)Baltimore Washington International Airport
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13:50 (BWI)Baltimore Washington International Airport17:35 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 291)Boeing 737 700 Southwest Airlines (WN 2145)Boeing 737 700 - 6h 20m (1h 40m)
- BWI Baltimore 1h 40m
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13:15 - 14:50PWM - BWI16:00 - 17:00BWI - MDW
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13:15 (PWM)Portland Airport16:00 (BWI)Baltimore Washington International Airport
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14:50 (BWI)Baltimore Washington International Airport17:00 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 291)Boeing 737 Max 8 Passenger Southwest Airlines (WN 2136)Boeing 737 800 - 4h 45m (1h 10m)
- BWI Baltimore 1h 10m
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13:15 - 14:50PWM - BWI18:45 - 19:45BWI - MDW
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13:15 (PWM)Portland Airport18:45 (BWI)Baltimore Washington International Airport
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14:50 (BWI)Baltimore Washington International Airport19:45 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 291)Boeing 737 Max 8 Passenger Southwest Airlines (WN 1789)Boeing 737 Max 8 Passenger - 7h 30m (3h 55m)
- BWI Baltimore 3h 55m
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13:15 - 14:50PWM - BWI15:35 - 16:35BWI - MDW
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13:15 (PWM)Portland Airport15:35 (BWI)Baltimore Washington International Airport
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14:50 (BWI)Baltimore Washington International Airport16:35 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 291)Boeing 737 Max 8 Passenger Southwest Airlines (WN 2136)Boeing 737 Max 8 Passenger - 4h 20m (45m)
- BWI Baltimore 45m
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17:05 - 18:35PWM - BWI21:10 - 22:20BWI - ORD
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17:05 (PWM)Portland Airport21:10 (BWI)Baltimore Washington International Airport
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18:35 (BWI)Baltimore Washington International Airport22:20 (ORD)Chicago O'Hare International Airport
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Southwest Airlines (WN 1087)Boeing 737 700 Southwest Airlines (WN 5289)Boeing 737 700 - 6h 15m (2h 35m)
- BWI Baltimore 2h 35m
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17:05 - 18:35PWM - BWI20:20 - 21:25BWI - MDW
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17:05 (PWM)Portland Airport20:20 (BWI)Baltimore Washington International Airport
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18:35 (BWI)Baltimore Washington International Airport21:25 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 1087)Boeing 737 700 Southwest Airlines (WN 3059)Boeing 737 700 - 5h 20m (1h 45m)
- BWI Baltimore 1h 45m
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17:10 - 18:45PWM - BWI21:10 - 22:20BWI - ORD
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17:10 (PWM)Portland Airport21:10 (BWI)Baltimore Washington International Airport
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18:45 (BWI)Baltimore Washington International Airport22:20 (ORD)Chicago O'Hare International Airport
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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
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17:10 - 18:45PWM - BWI21:00 - 22:00BWI - MDW
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17:10 (PWM)Portland Airport21:00 (BWI)Baltimore Washington International Airport
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18:45 (BWI)Baltimore Washington International Airport22:00 (MDW)Chicago Midway Airport
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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
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17:55 - 19:30PWM - BWI21:55 - 22:55BWI - MDW
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17:55 (PWM)Portland Airport21:55 (BWI)Baltimore Washington International Airport
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19:30 (BWI)Baltimore Washington International Airport22:55 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 1087)Boeing 737 700 Southwest Airlines (WN 2775)Boeing 737 700 - 6h (2h 25m)
- BWI Baltimore 2h 25m
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17:55 - 19:30PWM - BWI21:10 - 22:20BWI - ORD
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17:55 (PWM)Portland Airport21:10 (BWI)Baltimore Washington International Airport
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19:30 (BWI)Baltimore Washington International Airport22:20 (ORD)Chicago O'Hare International Airport
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Southwest Airlines (WN 1087)Boeing 737 700 Southwest Airlines (WN 5289)Boeing 737 800 - 5h 25m (1h 40m)
- BWI Baltimore 1h 40m
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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 57 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 1 airlines that offer direct flights from Portland to Chicago. Find out the list of airlines on Wego.
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