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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 19:51 depending on the schedule period. The flight distance is 902 miles (1451 km). Flight time ranges from 2 hours and 53 minutes to 3 hours and 21 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 53min to 3h 21min
Updated Jun 2, 2026
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Airlines with non-stop routes:

American Airlines oneworld

Departure times vary between 06:00 and 19:51
S
M
T
W
T
F
S
Sun
Mon
Tue
Wed
Thu
Fri
Sat
28 flights/week
28 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
14 flights/week
14 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
Jun 29
Tue
Jun 30
Wed
Jul 1
Thu
Jul 2
Fri
Jul 3
Sat
Jul 4
Sun
Jul 5
AA4391
06:09
06:09
06:09
06:00
06:09
06:19
06:10
AA3869
11:59
11:59
11:59
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AA4488
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12:13
12:07
12:15
12:07
AA4774
19:28
19:28
19:28
19:39
19:24
19:51
19:23

The timetable & schedule information was updated at 2026-06-02

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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
Jun 29
Tue
Jun 30
Wed
Jul 1
Thu
Jul 2
Fri
Jul 3
Sat
Jul 4
Sun
Jul 5
UA1113
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06:00
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UA723
06:00
06:00
06:00
06:00
06:00
----
06:00
UA1182
17:00
17:00
17:00
17:00
17:00
17:00
17:00

The timetable & schedule information was updated at 2026-06-02

RETURN SCHEDULE
CHECK PRICES

Portland to Chicago scheduled departures

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

Monday
Mon
Jun 29
5 flights(5)
Tuesday
Tue
Jun 30
5 flights(5)
Wednesday
Wed
Jul 01
5 flights(5)
Thursday
Thu
Jul 02
5 flights(5)
Friday
Fri
Jul 03
5 flights(5)
Saturday
Sat
Jul 04
5 flights(5)
Sunday
Sun
Jul 05
5 flights(5)
Time
Airline
Flight
06:00
United Airlines United Airlines
UA723
06:09
American Airlines American Airlines
AA4391
11:59
American Airlines American Airlines
AA3869
17:00
United Airlines United Airlines
UA1182
19:28
American Airlines American Airlines
AA4774
06:00
United Airlines United Airlines
UA723
06:09
American Airlines American Airlines
AA4391
11:59
American Airlines American Airlines
AA3869
17:00
United Airlines United Airlines
UA1182
19:28
American Airlines American Airlines
AA4774
06:00
United Airlines United Airlines
UA723
06:09
American Airlines American Airlines
AA4391
11:59
American Airlines American Airlines
AA3869
17:00
United Airlines United Airlines
UA1182
19:28
American Airlines American Airlines
AA4774
06:00
American Airlines American Airlines
AA4391
06:00
United Airlines United Airlines
UA723
12:13
American Airlines American Airlines
AA4488
17:00
United Airlines United Airlines
UA1182
19:39
American Airlines American Airlines
AA4774
06:00
United Airlines United Airlines
UA723
06:09
American Airlines American Airlines
AA4391
12:07
American Airlines American Airlines
AA4488
17:00
United Airlines United Airlines
UA1182
19:24
American Airlines American Airlines
AA4774
06:00
United Airlines United Airlines
UA1113
06:19
American Airlines American Airlines
AA4391
12:15
American Airlines American Airlines
AA4488
17:00
United Airlines United Airlines
UA1182
19:51
American Airlines American Airlines
AA4774
06:00
United Airlines United Airlines
UA723
06:10
American Airlines American Airlines
AA4391
12:07
American Airlines American Airlines
AA4488
17:00
United Airlines United Airlines
UA1182
19:23
American Airlines American Airlines
AA4774
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PWM-ORD flight route
Route map from Portland, PWM to Chicago, ORD. The distance is 902 miles or 1451 km.
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Portland - Chicago direct flight map
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PWM - ORD route facts

  • Distance
    902 miles (1451 km)
  • Flight time
    2 hours and 53 minutes to 3 hours and 21 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, Airbus A319 and Canadair (Bombardier) Regional Jet 700 and Challenger 870
    United Airlines: Boeing 737-700 Passenger, Boeing 737-800 Passenger, Boeing 737MAX 8 Passenger, Boeing 737-900 Passenger, Airbus A319, Embraer 175 (Enhanced Winglets) and Boeing 737MAX 9 Passenger

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 53 minutes to 3 hours and 21 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 19:51 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