Find Deals on 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: Tue Apr 18 2017 Return: Wed Apr 19 2017 Trip spans 2 days
Major Airline
Major Airline
ORD
PWM
4h 33m
1 stop
PWM
ORD
5h 16m
1 stop
Depart: Tue Oct 18 2016 Return: Tue Oct 25 2016 Trip spans 8 days
JetBlue
JetBlue
ORD
PWM
26h 52m
1 stop
PWM
ORD
17h 35m
1 stop
Depart: Tue Nov 1 2016 Return: Thu Nov 3 2016 Trip spans 3 days
Delta
Delta
MDW
PWM
4h 55m
1 stop
PWM
MDW
8h 41m
1 stop
Depart: Thu Nov 10 2016 Return: Tue Nov 15 2016 Trip spans 6 days
Delta
Delta
MDW
PWM
3h 49m
1 stop
PWM
MDW
4h 36m
1 stop
Depart: Wed Nov 2 2016 Return: Mon Dec 12 2016 Trip spans 41 days
Major Airline
Major Airline
ORD
PWM
5h 02m
nonstop
PWM
ORD
6h 07m
nonstop
Depart: Fri Apr 14 2017 Return: Tue Apr 18 2017 Trip spans 5 days
JetBlue
JetBlue
ORD
PWM
4h 33m
1 stop
PWM
ORD
6h 41m
1 stop
Depart: Thu Nov 10 2016 Return: Sun Nov 13 2016 Trip spans 4 days
Major Airline
Major Airline
ORD
PWM
5h 02m
nonstop
PWM
ORD
5h 17m
nonstop
Depart: Tue Oct 11 2016 Return: Thu Oct 20 2016 Trip spans 10 days
Delta
Delta
MDW
PWM
4h 58m
1 stop
PWM
MDW
6h 44m
1 stop
Depart: Fri Mar 10 2017 Return: Sat Mar 18 2017 Trip spans 8 days
JetBlue
JetBlue
ORD
PWM
4h 33m
1 stop
PWM
ORD
5h 16m
1 stop
Depart: Thu Dec 8 2016 Return: Sun Dec 11 2016 Trip spans 4 days
Major Airline
Major Airline
ORD
PWM
12h 17m
nonstop
PWM
ORD
6h 07m
nonstop
Depart: Thu Feb 9 2017 Return: Sat Feb 11 2017 Trip spans 3 days
Major Airline
Major Airline
ORD
PWM
14h 54m
nonstop
PWM
ORD
12h 42m
nonstop
Depart: Fri Oct 21 2016 Return: Tue Oct 25 2016 Trip spans 5 days
Delta
Delta
MDW
PWM
3h 56m
1 stop
PWM
MDW
6h 20m
1 stop
Depart: Fri Mar 3 2017 Return: Sun Mar 5 2017 Trip spans 3 days
JetBlue
JetBlue
ORD
PWM
4h 33m
1 stop
PWM
ORD
6h 46m
1 stop
Depart: Fri Apr 14 2017 Return: Tue Apr 18 2017 Trip spans 5 days
Delta
Delta
MDW
PWM
5h 37m
1 stop
PWM
MDW
4h 29m
1 stop
Depart: Thu Nov 17 2016 Return: Sat Nov 19 2016 Trip spans 3 days
Major Airline
Major Airline
ORD
PWM
23h 52m
nonstop
PWM
ORD
6h 07m
nonstop
Depart: Fri Dec 9 2016 Return: Sun Dec 11 2016 Trip spans 3 days
Major Airline
Major Airline
MDW
PWM
4h 45m
1 stop
PWM
MDW
6h 40m
1 stop
Depart: Fri Dec 23 2016 Return: Wed Jan 4 2017 Trip spans 13 days
Delta
Delta
MDW
PWM
3h 52m
1 stop
PWM
MDW
4h 39m
1 stop
Depart: Fri Oct 14 2016 Return: Mon Oct 17 2016 Trip spans 4 days
Major Airline
Major Airline
ORD
PWM
15h 18m
nonstop
PWM
ORD
27h 06m
nonstop
Depart: Sun Jan 1 2017 Return: Wed Jan 4 2017 Trip spans 4 days
Major Airline
Major Airline
ORD
PWM
5h 06m
nonstop
PWM
ORD
7h 52m
nonstop
Depart: Fri Mar 10 2017 Return: Sat Mar 18 2017 Trip spans 8 days
Delta
Delta
MDW
PWM
3h 56m
1 stop
PWM
MDW
4h 32m
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
3974 9:15 am 12:36 pm Oct 29 - Oct 29
435 9:15 am 12:32 pm Oct 6 - Oct 28
4533 9:20 am 12:31 pm Nov 5 - Nov 5
4687 9:20 am 12:35 pm Oct 31 - Nov 4
4687 9:20 am 12:35 pm Nov 6 - Nov 18
4687 9:30 am 12:45 pm Oct 30 - Oct 30
3496 1:35 pm 4:58 pm Nov 8 - Nov 8
3496 1:45 pm 5:08 pm Nov 6 - Nov 13
3496 1:45 pm 5:08 pm Nov 7 - Nov 17
3496 1:45 pm 5:08 pm Oct 31 - Nov 4
3735 1:45 pm 5:12 pm Oct 8 - Oct 29
4035 1:45 pm 5:12 pm Oct 11 - Oct 25
4035 1:45 pm 5:12 pm Oct 16 - Oct 23
4035 1:45 pm 5:08 pm Oct 30 - Oct 30
4035 1:45 pm 5:12 pm Oct 6 - Oct 28
4035 1:45 pm 5:12 pm Oct 9 - Oct 9
4329 6:32 pm 9:57 pm Oct 24 - Oct 24
4329 6:35 pm 10:00 pm Oct 6 - Oct 23
4329 6:35 pm 10:00 pm Oct 25 - Oct 28
4527 7:05 pm 10:25 pm Oct 8 - Oct 22
3988 7:17 pm 10:35 pm Nov 5 - Nov 5
4799 7:17 pm 10:35 pm Nov 6 - Nov 20
4799 7:17 pm 10:35 pm Oct 30 - Nov 4
* 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.

We compile tonnes of data for you
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,
please send us an email and someone from our team will get back to you promptly.

Airports
Origin

Chicago
only $212
only $230
Destination

Portland
$212