Find Cheap Flights from Chicago to Portland (CHI - PWM)

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
The price shown for each flight will be the average for all passengers including any infants.
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Book cheap flights from Chicago to Portland

(Round-trip)
Depart: Thu Oct 26 2017 Return: Sat Oct 28 2017 Trip spans 3 days
JetBlue
JetBlue
ORD
PWM
5h 23m
1 stop
PWM
ORD
6h 00m
1 stop
Depart: Wed Nov 8 2017 Return: Fri Nov 10 2017 Trip spans 3 days
Delta
Delta
ORD
PWM
6h 02m
1 stop
PWM
ORD
7h 59m
1 stop
Depart: Tue Oct 17 2017 Return: Sat Oct 21 2017 Trip spans 5 days
Multiple Airlines
Multiple Airlines
ORD
PWM
5h 57m
1 stop
PWM
ORD
5h 01m
1 stop
Depart: Fri Dec 8 2017 Return: Sun Dec 10 2017 Trip spans 3 days
American Airlines
American Airlines
ORD
PWM
5h 12m
1 stop
PWM
ORD
7h 22m
1 stop
Depart: Fri Nov 10 2017 Return: Sun Nov 12 2017 Trip spans 3 days
Delta
Delta
ORD
PWM
6h 02m
1 stop
PWM
ORD
6h 27m
1 stop
Depart: Tue Sep 26 2017 Return: Wed Oct 4 2017 Trip spans 9 days
JetBlue
JetBlue
ORD
PWM
5h 57m
1 stop
PWM
ORD
6h 00m
1 stop
Depart: Fri Nov 10 2017 Return: Sun Nov 12 2017 Trip spans 3 days
Delta
Delta
ORD
PWM
6h 02m
1 stop
PWM
ORD
6h 27m
1 stop
Depart: Tue Sep 26 2017 Return: Tue Oct 3 2017 Trip spans 8 days
JetBlue
JetBlue
ORD
PWM
5h 57m
1 stop
PWM
ORD
6h 00m
1 stop
Depart: Sun Jan 7 2018 Return: Sat Jan 13 2018 Trip spans 7 days
American Airlines
American Airlines
ORD
PWM
6h 56m
1 stop
PWM
ORD
5h 49m
1 stop
Depart: Sat Nov 11 2017 Return: Sun Nov 12 2017 Trip spans 2 days
Delta
Delta
ORD
PWM
6h 47m
1 stop
PWM
ORD
6h 27m
1 stop
Depart: Fri Sep 29 2017 Return: Mon Oct 2 2017 Trip spans 4 days
Multiple Airlines
Multiple Airlines
ORD
PWM
7h 17m
1 stop
PWM
ORD
5h 13m
1 stop
Depart: Wed Oct 11 2017 Return: Tue Oct 17 2017 Trip spans 7 days
JetBlue
JetBlue
ORD
PWM
5h 57m
1 stop
PWM
ORD
6h 00m
1 stop
Depart: Sun Oct 8 2017 Return: Thu Oct 12 2017 Trip spans 5 days
American Airlines
American Airlines
ORD
PWM
6h 26m
1 stop
PWM
ORD
5h 58m
1 stop
Depart: Fri Nov 17 2017 Return: Sun Nov 19 2017 Trip spans 3 days
Delta
Delta
ORD
PWM
6h 02m
1 stop
PWM
ORD
6h 27m
1 stop
Depart: Wed Dec 20 2017 Return: Mon Dec 25 2017 Trip spans 6 days
American Airlines
American Airlines
ORD
PWM
6h 39m
1 stop
PWM
ORD
5h 49m
1 stop
Depart: Thu Oct 12 2017 Return: Sun Oct 15 2017 Trip spans 4 days
Multiple Airlines
Multiple Airlines
ORD
PWM
15h 50m
1 stop
PWM
ORD
5h 58m
1 stop
Depart: Wed Oct 11 2017 Return: Mon Oct 16 2017 Trip spans 6 days
JetBlue
JetBlue
ORD
PWM
5h 57m
1 stop
PWM
ORD
6h 00m
1 stop
Depart: Thu Feb 22 2018 Return: Mon Feb 26 2018 Trip spans 5 days
Delta
Delta
ORD
PWM
5h 12m
1 stop
PWM
ORD
7h 59m
1 stop
Depart: Sun Dec 24 2017 Return: Thu Jan 4 2018 Trip spans 12 days
American Airlines
American Airlines
ORD
PWM
6h 56m
1 stop
PWM
ORD
6h 40m
1 stop
Depart: Wed Oct 18 2017 Return: Sun Oct 22 2017 Trip spans 5 days
Multiple Airlines
Multiple Airlines
ORD
PWM
8h 15m
2 stops
PWM
ORD
6h 00m
1 stop
Select an airline:  United
Direct flights CHI to PWM on United
Flight # Depart ORD Arrive PWM Sun Mon Tue Wed Thu Fri Sat Valid Between
4714 7:38 am 11:05 am Sep 6 - Oct 6
4714 7:38 am 11:05 am Oct 9 - Oct 27
3804 10:35 am 2:04 pm Oct 5 - Oct 28
4701 10:35 am 2:04 pm Sep 14 - Oct 4
3552 1:45 pm 5:14 pm Oct 6 - Oct 28
4035 1:45 pm 5:14 pm Oct 5 - Oct 5
4035 1:45 pm 5:14 pm Sep 6 - Oct 4
1643 5:50 pm 9:17 pm Sep 18 - Sep 27
1643 5:50 pm 9:17 pm Oct 22 - Oct 22
1643 5:50 pm 9:17 pm Oct 20 - Oct 27
1643 5:50 pm 9:17 pm Oct 8 - Oct 19
1643 5:50 pm 9:20 pm Oct 7 - Oct 28
1643 5:50 pm 9:17 pm Sep 29 - Oct 6
5866 5:50 pm 9:21 pm Sep 28 - Sep 28
1643 6:10 pm 9:37 pm Oct 13 - Oct 13
1643 6:25 pm 9:52 pm Oct 5 - Oct 5
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

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Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
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Airports
Origin

Chicago
$272
Destination

Portland
$272