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: Wed Nov 29 2017 Return: Fri Dec 1 2017 Trip spans 3 days
American Airlines
American Airlines
ORD
PWM
5h 25m
1 stop
PWM
ORD
7h 09m
1 stop
Depart: Mon Jan 22 2018 Return: Wed Jan 24 2018 Trip spans 3 days
Multiple Airlines
Multiple Airlines
ORD
PWM
4h 40m
1 stop
PWM
ORD
6h 55m
1 stop
Depart: Fri Dec 1 2017 Return: Sun Dec 3 2017 Trip spans 3 days
American Airlines
American Airlines
ORD
PWM
5h 12m
1 stop
PWM
ORD
7h 09m
1 stop
Depart: Tue Nov 28 2017 Return: Fri Dec 1 2017 Trip spans 4 days
American Airlines
American Airlines
ORD
PWM
4h 03m
1 stop
PWM
ORD
7h 09m
1 stop
Depart: Wed Jan 17 2018 Return: Fri Jan 19 2018 Trip spans 3 days
JetBlue
JetBlue
ORD
PWM
4h 34m
1 stop
PWM
ORD
6h 55m
1 stop
Depart: Fri Jan 26 2018 Return: Sun Jan 28 2018 Trip spans 3 days
Delta
Delta
MDW
PWM
7h 41m
2 stops
PWM
MDW
7h 19m
2 stops
Depart: Wed Nov 29 2017 Return: Mon Dec 4 2017 Trip spans 6 days
American Airlines
American Airlines
ORD
PWM
7h 17m
1 stop
PWM
ORD
8h 44m
1 stop
Depart: Sat Jan 20 2018 Return: Tue Jan 23 2018 Trip spans 4 days
American Airlines
American Airlines
ORD
PWM
5h 22m
1 stop
PWM
ORD
6h 03m
1 stop
Depart: Sat Dec 23 2017 Return: Mon Dec 25 2017 Trip spans 3 days
United
United
ORD
PWM
2h 25m
nonstop
PWM
ORD
3h 04m
nonstop
Depart: Wed Jan 17 2018 Return: Thu Jan 25 2018 Trip spans 9 days
Multiple Airlines
Multiple Airlines
ORD
PWM
4h 19m
1 stop
PWM
ORD
5h 00m
1 stop
Depart: Tue Jan 16 2018 Return: Thu Jan 18 2018 Trip spans 3 days
Multiple Airlines
Multiple Airlines
ORD
PWM
12h 01m
1 stop
PWM
ORD
7h 23m
1 stop
Depart: Wed Jan 17 2018 Return: Thu Jan 18 2018 Trip spans 2 days
Multiple Airlines
Multiple Airlines
ORD
PWM
12h 01m
1 stop
PWM
ORD
5h 10m
1 stop
Depart: Thu Dec 14 2017 Return: Sun Dec 17 2017 Trip spans 4 days
American Airlines
American Airlines
ORD
PWM
7h 17m
1 stop
PWM
ORD
5h 50m
1 stop
Depart: Sat Jan 20 2018 Return: Thu Jan 25 2018 Trip spans 6 days
Multiple Airlines
Multiple Airlines
ORD
PWM
12h 01m
1 stop
PWM
ORD
7h 23m
1 stop
Depart: Thu Jan 18 2018 Return: Sun Jan 21 2018 Trip spans 4 days
American Airlines
American Airlines
ORD
PWM
7h 51m
1 stop
PWM
ORD
6h 18m
1 stop
Depart: Mon Jan 22 2018 Return: Thu Jan 25 2018 Trip spans 4 days
Multiple Airlines
Multiple Airlines
ORD
PWM
17h 31m
1 stop
PWM
ORD
7h 23m
1 stop
Depart: Fri Dec 1 2017 Return: Sun Dec 3 2017 Trip spans 3 days
JetBlue
JetBlue
ORD
PWM
4h 28m
1 stop
PWM
ORD
5h 22m
1 stop
Depart: Fri Jan 26 2018 Return: Sun Jan 28 2018 Trip spans 3 days
American Airlines
American Airlines
ORD
PWM
4h 40m
1 stop
PWM
ORD
6h 18m
1 stop
Depart: Tue Jan 16 2018 Return: Sun Jan 21 2018 Trip spans 6 days
JetBlue
JetBlue
ORD
PWM
4h 34m
1 stop
PWM
ORD
6h 55m
1 stop
Depart: Thu Dec 14 2017 Return: Sun Dec 17 2017 Trip spans 4 days
Delta
Delta
ORD
PWM
5h 13m
1 stop
PWM
ORD
10h 39m
2 stops
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
3552 12:24 am 3:48 am Nov 26 - Nov 26
3552 12:25 am 3:49 am Nov 27 - Nov 27
4347 7:00 am 10:25 am Dec 21 - Dec 30
4347 7:17 am 10:42 am Dec 20 - Dec 20
4478 7:30 am 10:50 am Nov 25 - Nov 25
4035 1:45 pm 5:09 pm Nov 15 - Dec 19
4035 1:55 pm 5:20 pm Dec 20 - Jan 7
4219 5:30 pm 8:54 pm Nov 26 - Nov 26
3436 5:55 pm 9:19 pm Nov 27 - Nov 27
3991 5:55 pm 9:19 pm Nov 28 - Dec 5
3991 5:55 pm 9:19 pm Dec 6 - Dec 18
4478 5:55 pm 9:15 pm Nov 24 - Nov 24
3991 6:10 pm 9:34 pm Dec 1 - Dec 1
3991 6:46 pm 10:10 pm Nov 30 - Nov 30
3991 6:55 pm 10:19 pm Dec 19 - Dec 19
3991 7:10 pm 10:34 pm Nov 29 - Nov 29
3991 7:15 pm 10:40 pm Dec 20 - Jan 6
3686 8:55 pm 12:19 am Nov 26 - Nov 26
3686 9:17 pm 12:41 am Nov 25 - Nov 25
* 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.

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Airports
Origin

Chicago
only $137
only $354
Destination

Portland
$137