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Flights from Chicago to Portland – Direct & connecting routes

Non-stop airlines Connecting flights Show map Price search

ORD to PWM flights and routes map ORD to PWM – All flight route options from Chicago O Hare International, Illinois, USA to Portland International Jetport, Maine, USA. These routes are operated by 6 airlines. Fly non-stop with American Airlines or United Airlines, or choose from 11 different stopover flights. The shortest flight time is 2 hours and 32 minutes. See the full flight schedule and time table, including departure times, airlines and stopover details to find the best option for you.

From
To
USA ORD Chicago O Hare Chicago, IL, USA
USA PWM Portland Jetport, ME, USA
ORD
Chicago O Hare
USAChicago, IL, USA
Portland Jetport
USAPortland, ME, USA
PWM
2 direct routes found »
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20 routes with 1 stop found »
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Non-stop route options:

Duration

American Airlines
Non-stop with American Airlines. 2-3 flights per day.

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2h 32m

American Airlines
Non-stop with American Airlines.
2h 32m
2-3 flights per day.
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United Airlines
Non-stop with United Airlines. 2 flights per day.

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2h 33m

United Airlines
Non-stop with United Airlines.
2h 33m
2 flights per day.
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1 stop route options with the same airline:

Duration

Via Detroit DTW
1 stop with Delta Air Lines. 2-3 flights per day.

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4h 15m

Via Detroit DTW
1 stop with Delta Air Lines.
4h 15m
2-3 flights per day.
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Via Washington DCA
1 stop with American Airlines. 2 flights per day.

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4h 30m

Via Washington DCA
1 stop with American Airlines.
4h 30m
2 flights per day.
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Via Baltimore BWI
1 stop with Southwest Airlines. 0-1 flights per day.

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4h 45m

Via Baltimore BWI
1 stop with Southwest Airlines.
4h 45m
0-1 flights per day.
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Via Philadelphia PHL
1 stop with American Airlines. 3-5 flights per day.

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5h 02m

Via Philadelphia PHL
1 stop with American Airlines.
5h 02m
3-5 flights per day.
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Via Dulles IAD
1 stop with United Airlines. 3-4 flights per day.

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5h 04m

Via Dulles IAD
1 stop with United Airlines.
5h 04m
3-4 flights per day.
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Via New York LGA
1 stop with American Airlines. 2-3 flights per day.

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5h 26m

Via New York LGA
1 stop with American Airlines.
5h 26m
2-3 flights per day.
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Via New York JFK
1 stop with Delta Air Lines. 2 flights per day.

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5h 33m

Via New York JFK
1 stop with Delta Air Lines.
5h 33m
2 flights per day.
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Via New York LGA
1 stop with Delta Air Lines. 3-5 flights per day.

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5h 40m

Via New York LGA
1 stop with Delta Air Lines.
5h 40m
3-5 flights per day.
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Via New York EWR
1 stop with United Airlines. 3-4 flights per day.

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5h 43m

Via New York EWR
1 stop with United Airlines.
5h 43m
3-4 flights per day.
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Via Charlotte CLT
1 stop with American Airlines. 3-4 flights per day.

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5h 51m

Via Charlotte CLT
1 stop with American Airlines.
5h 51m
3-4 flights per day.
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Via Minneapolis MSP
1 stop with Delta Air Lines.
Begins in 11/9

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5h 54m

Begins in 11/9
Via Minneapolis MSP
1 stop with Delta Air Lines.
5h 54m
Begins in 11/9
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Via New York JFK
1 stop with JetBlue Airways. 1-2 flights per day.

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6h 07m

Via New York JFK
1 stop with JetBlue Airways.
6h 07m
1-2 flights per day.
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Via Nashville BNA
1 stop with Southwest Airlines. 0-1 flights per day.
Begins in 4/10

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6h 40m

Begins in 4/10
Via Nashville BNA
1 stop with Southwest Airlines.
6h 40m
0-1 flights per day.
Begins in 4/10
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1 stop route options with codeshare or different airlines:

Duration

Via New York EWR With American Airlines & United Airlines 2 flights per day.

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5h 20m

Via New York EWR
5h 20m
With American Airlines & United Airlines 2 flights per day.
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Via Washington DCA With United Airlines & American Airlines 0-4 flights per day.

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5h 30m

Via Washington DCA
5h 30m
With United Airlines & American Airlines 0-4 flights per day.
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Via Detroit DTW With American Airlines & Delta Air Lines 0-1 flights per day.

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5h 31m

Via Detroit DTW
5h 31m
With American Airlines & Delta Air Lines 0-1 flights per day.
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Via Philadelphia PHL With United Airlines & American Airlines 1-2 flights per day.

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5h 34m

Via Philadelphia PHL
5h 34m
With United Airlines & American Airlines 1-2 flights per day.
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Via New York LGA With American Airlines & Delta Air Lines 3-5 flights per day.

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5h 42m

Via New York LGA
5h 42m
With American Airlines & Delta Air Lines 3-5 flights per day.
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Via Charlotte CLT With United Airlines & American Airlines 1-2 flights per day.

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5h 55m

Via Charlotte CLT
5h 55m
With United Airlines & American Airlines 1-2 flights per day.
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Via New York JFK With American Airlines & Delta Air Lines 2 flights per day.

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6h 47m

Via New York JFK
6h 47m
With American Airlines & Delta Air Lines 2 flights per day.
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Chicago to Portland flights

There are over 16 airlines and as many as 185 flights every week to this destination. You can fly non-stop to Portland (PWM) from Chicago (ORD) with American Airlines or United Airlines but if a stopover option suits you better you can choose to fly via Philadelphia, Baltimore or any other of the 14 alternatives with connectiing airports.

Chicago to Portland with American Airlines

You can fly non-stop every weekday with flights departing at 8:00 am, 1:00 pm or 6:00 pm. You can also catch a transit flight via Philadelphia or Washington. American Airlines is a member of the air alliance OneWorld.

Note Non-stop flights with American Airlines will begin in May 2025.

With Delta Air Lines

If you fly to Portland from Chicago with Delta Air Lines you will do a stopover in Detroit. Delta Air Lines is a member of SkyTeam.

Distance & flight times: Chicago O'Hare to Portland International Jetport

The shortest flight time between ORD and PWM is 2 hours and 30 minutes.

ViaTotal flight timeLayover timeDistance
Direct2h 30m-902 miles (1451 km)
PHL Philadelphia4h 36m54m1046 miles (1683 km)
BWI Baltimore4h 40m1h 5m1077 miles (1733 km)
DCA Washington4h 49m49m1098 miles (1767 km)
IAD Dulles5h 0m1h 25m1085 miles (1746 km)
CLT Charlotte5h 4m2h 47m1418 miles (2282 km)
LGA New York5h 42m1h 42m1005 miles (1617 km)
DTW Detroit6h 7m2h 54m905 miles (1456 km)
JFK New York6h 30m2h 20m1009 miles (1623 km)
EWR New York6h 33m--
BNA Nashville6h 50m--
CLE Cleveland7h 9m2h 21m926 miles (1490 km)
RIC Richmond7h 34m37m1208 miles (1944 km)
RDU Raleigh/Durham8h 37m--
MSP Minneapolis10h 21m1h 7m1474 miles (2372 km)
The flight times and layover times in the table above are approximate and may vary depending on flight number, aircraft, airline, weather, and time of day.ORD-PWM flight routesChicago to Portland flight routes illustrated on a map.
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Chicago - Portland route map and flight paths
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You can fly non-stop from Chicago (ORD) to Portland (PWM) with American Airlines or United Airlines. The flight takes approximately 2 hours and 30 minutes. If you travel with a connecting flight instead, for example via Philadelphia, the total flight time will be 4 hours and 36 minutes.

If you're interested in direct flights, American Airlines or United Airlines is available. For flights with stopovers, American Airlines, Southwest Airlines, United Airlines or Delta Air Lines is also an option.

The flight time between Chicago O Hare (ORD) and Portland International Jetport (PWM) is approximately 2 hours and 30 minutes. The distance between the two airports is 1046 miles (or 1683 kilometers).

Yes, you can fly non-stop to PWM from ORD with American Airlines or United Airlines.

A codeshare agreement means that cooperating airlines are able to sell seats on each other’s flights. This means that you are able to travel to more destinations than your airline of choice normally offers. Codeshare flights are also beneficial because of the seamless transits you can get with connecting flights from the same airline. The downside of choosing a codeshare flight can be that you in some cases can’t upgrade codeshare flights or use elite benefits.

A connecting or transit flight means that you reach your final destination through two or more flights – in other words a non-direct flight. You will change to a new aircraft after your first flight, this may include moving to another terminal at the airport aswell. The time required to transfer passengers and luggage between flights is called Minimum Connecting Time (MCT) and are always taken into account here on Flightroutes.com.

If you bought your whole flight on a single ticket, the airline will book you on the next available connecting flight.

With connecting flights, checked in luggage is most commonly forwarded to your final destination when buying a single ticket for both flights.

If you miss your connecting flight due to circumstances outside your control such as your first flight being delayed, you should turn to your airline who will provide you with a seat on the next available flight. This is usually done free of charge, and only applies if you purchased your trip as one ticket. If the next connecting flight is the following day, the airline usually provides accommodation and meals.
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