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Direct flights from Portland to Chicago

Airlines Schedules

PWM - ORD route map All flights from PWM to ORD non-stop. There are direct flights from Portland International Jetport (PWM), Maine, USA to Chicago O Hare International (ORD), Illinois, USA with American Airlines and United Airlines. 42 weekly departures are currently scheduled on this route. Departure times range from 05:45 to 19:28 depending on the schedule period. The flight distance is 902 miles (1451 km). Flight time ranges from 2 hours and 55 minutes to 3 hours and 26 minutes.

PWM
Portland Jetport
USAPortland , USA
ORD
Chicago O Hare
USAChicago , USA
PWM
Portland Jetport
USAPortland , USA
Chicago O Hare
USAChicago , USA
ORD
Flight time 2h 55min to 3h 26min
Updated Aug 24, 2026
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Airlines with non-stop routes:

American Airlines oneworld

Departure times vary between 06:00 and 19:28
S
M
T
W
T
F
S
Sun
Mon
Tue
Wed
Thu
Fri
Sat
21 flights/week
21 flights/week

United Airlines Star Alliance

Departure times vary between 05:45 and 17:08
S
M
T
W
T
F
S
Sun
Mon
Tue
Wed
Thu
Fri
Sat
21 flights/week
21 flights/week
Weekday-labels: HAS FLIGHTS UPCOMING NO FLIGHTS
View all flight dates
Flight schedule from Portland to Chicago with American Airlines

This is a weekly direct flight schedule for American Airlines. Use the arrows or click on the date to change week. Click on any flight departure time to show more information and check availability.

 
Flight
Mon
Sep 21
Tue
Sep 22
Wed
Sep 23
Thu
Sep 24
Fri
Sep 25
Sat
Sep 26
Sun
Sep 27
AA4499
06:30
06:30
06:30
06:30
06:30
06:30
06:36
AA2717
14:03
14:03
14:03
14:03
14:03
14:03
14:03
AA4741
17:38
17:38
17:38
17:38
17:38
17:38
17:38

The timetable & schedule information was updated at 2026-08-24

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Flight schedule from Portland to Chicago with United Airlines

This is a weekly direct flight schedule for United Airlines. Use the arrows or click on the date to change week. Click on any flight departure time to show more information and check availability.

 
Flight
Mon
Sep 21
Tue
Sep 22
Wed
Sep 23
Thu
Sep 24
Fri
Sep 25
Sat
Sep 26
Sun
Sep 27
UA2170
----
----
----
----
06:00
06:00
06:00
UA723
06:00
06:00
06:00
----
----
----
----
UA3544
08:00
07:57
08:26
----
----
----
----
UA3688
----
----
----
07:58
07:58
07:58
07:58
UA6046
----
----
----
11:35
11:35
11:35
11:35
UA1828
16:57
16:57
16:57
17:08
17:08
17:08
17:08

The timetable & schedule information was updated at 2026-08-24

RETURN SCHEDULE
CHECK PRICES
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Portland to Chicago scheduled departures

Select a date to see every published non-stop departure between PWM and ORD.

Thursday
Thu
Sep 24
6 flights(6)
Friday
Fri
Sep 25
7 flights(7)
Saturday
Sat
Sep 26
7 flights(7)
Sunday
Sun
Sep 27
7 flights(7)
Monday
Mon
Sep 28
7 flights(7)
Tuesday
Tue
Sep 29
7 flights(7)
Wednesday
Wed
Sep 30
7 flights(7)
Time
Airline
Flight
06:30
American Airlines American Airlines
AA4499
07:58
United Airlines United Airlines
UA3688
11:35
United Airlines United Airlines
UA6046
14:03
American Airlines American Airlines
AA2717
17:08
United Airlines United Airlines
UA1828
17:38
American Airlines American Airlines
AA4741
06:00
United Airlines United Airlines
UA2170
06:30
American Airlines American Airlines
AA4499
07:58
United Airlines United Airlines
UA3688
11:35
United Airlines United Airlines
UA6046
14:03
American Airlines American Airlines
AA2717
17:08
United Airlines United Airlines
UA1828
17:38
American Airlines American Airlines
AA4741
06:00
United Airlines United Airlines
UA2170
06:30
American Airlines American Airlines
AA4499
07:58
United Airlines United Airlines
UA3688
11:35
United Airlines United Airlines
UA6046
14:03
American Airlines American Airlines
AA2717
17:08
United Airlines United Airlines
UA1828
17:38
American Airlines American Airlines
AA4741
06:00
United Airlines United Airlines
UA2170
06:36
American Airlines American Airlines
AA4499
07:58
United Airlines United Airlines
UA3688
11:35
United Airlines United Airlines
UA6046
14:03
American Airlines American Airlines
AA2717
17:08
United Airlines United Airlines
UA1828
17:38
American Airlines American Airlines
AA4741
06:00
United Airlines United Airlines
UA2170
06:30
American Airlines American Airlines
AA4499
07:58
United Airlines United Airlines
UA3688
11:35
United Airlines United Airlines
UA6046
14:03
American Airlines American Airlines
AA2717
17:08
United Airlines United Airlines
UA1828
17:38
American Airlines American Airlines
AA4741
06:00
United Airlines United Airlines
UA2170
06:30
American Airlines American Airlines
AA4499
07:58
United Airlines United Airlines
UA3688
11:35
United Airlines United Airlines
UA6046
14:03
American Airlines American Airlines
AA2717
17:08
United Airlines United Airlines
UA1828
17:38
American Airlines American Airlines
AA4741
06:00
United Airlines United Airlines
UA2170
06:30
American Airlines American Airlines
AA4499
07:58
United Airlines United Airlines
UA3688
11:35
United Airlines United Airlines
UA6046
14:03
American Airlines American Airlines
AA2717
17:08
United Airlines United Airlines
UA1828
17:38
American Airlines American Airlines
AA4741
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PWM-ORD flight route
Route map from Portland, PWM to Chicago, ORD. The distance is 902 miles or 1451 km.
Portland - Chicago direct flight map
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PWM - ORD route facts

  • Distance
    902 miles (1451 km)
  • Flight time
    2 hours and 55 minutes to 3 hours and 26 minutes
  • Airlines
    American Airlines American Airlines
    United United
  • Airline alliances
    oneworld Star Alliance
  • Cabins
    Economy First Business
  • Hub airports
    American Airlines: ORD
    United Airlines: ORD (Largest hub.)
  • Arrival terminals
    American Airlines: Terminal 3
    United Airlines: Terminal 1 and Terminal 2
  • Aircraft
    American Airlines: Embraer 175 and Airbus A319
    United Airlines: Boeing 737-700 Passenger, Boeing 737MAX 8 Passenger, Boeing 737-900 Passenger, Boeing 737-800 Passenger, Boeing 737MAX 9 Passenger, Embraer 175 (Enhanced Winglets), Airbus A320 and Airbus A319

Route FAQ

American Airlines and United Airlines operate non-stop flights from PWM to ORD with 42 weekly departures.

Scheduled flight time from PWM to ORD ranges from 2 hours and 55 minutes to 3 hours and 26 minutes. The route covers 902 miles (1451 km).

42 weekly departures are currently scheduled on this route, with published departure times ranging from 05:45 to 19:28 depending on the schedule period.

Arrival terminals: American Airlines: Terminal 3 and United Airlines: Terminal 1 and Terminal 2.

Economy, First and Business are currently scheduled on non-stop flights for this route.
Direct flights from Portland to IL, USA
From Portland to Chicago

MDW Chicago Midway International
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