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: Sat Sep 17 2016 Return: Wed Sep 21 2016 Trip spans 5 days
Depart: Tue Sep 27 2016 Return: Tue Oct 4 2016 Trip spans 8 days
Depart: Wed Nov 2 2016 Return: Sun Nov 6 2016 Trip spans 5 days
Depart: Tue Sep 13 2016 Return: Sun Sep 18 2016 Trip spans 6 days
Depart: Sat Oct 1 2016 Return: Sun Oct 2 2016 Trip spans 2 days
Depart: Wed Sep 7 2016 Return: Wed Sep 14 2016 Trip spans 8 days
Depart: Sat Oct 8 2016 Return: Tue Oct 11 2016 Trip spans 4 days
Depart: Tue Oct 4 2016 Return: Sat Oct 15 2016 Trip spans 12 days
Depart: Thu Oct 6 2016 Return: Mon Oct 10 2016 Trip spans 5 days
Depart: Thu Jan 5 2017 Return: Sun Jan 8 2017 Trip spans 4 days
Depart: Fri Nov 4 2016 Return: Mon Nov 7 2016 Trip spans 4 days
Depart: Thu Nov 10 2016 Return: Sat Nov 12 2016 Trip spans 3 days
Depart: Fri Dec 2 2016 Return: Tue Dec 6 2016 Trip spans 5 days
Depart: Fri Dec 2 2016 Return: Mon Dec 5 2016 Trip spans 4 days
Depart: Fri Feb 17 2017 Return: Mon Feb 20 2017 Trip spans 4 days
Depart: Thu Feb 23 2017 Return: Sun Feb 26 2017 Trip spans 4 days
Depart: Wed Aug 31 2016 Return: Wed Sep 7 2016 Trip spans 8 days
Depart: Thu Oct 6 2016 Return: Tue Oct 11 2016 Trip spans 6 days
Depart: Fri Dec 30 2016 Return: Mon Jan 2 2017 Trip spans 4 days
Depart: Wed Aug 31 2016 Return: Sun Sep 4 2016 Trip spans 5 days
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
4631 6:00 am 9:25 am Sep 7 - Oct 5
4562 6:05 am 9:30 am Aug 31 - Sep 6
435 7:50 am 11:13 am Sep 25 - Sep 25
435 8:45 am 12:08 pm Oct 2 - Oct 2
435 8:55 am 12:18 pm Sep 11 - Sep 18
3758 9:10 am 12:35 pm Sep 6 - Sep 6
435 9:15 am 12:32 pm Oct 6 - Oct 28
3916 9:27 am 12:55 pm Sep 17 - Oct 1
3916 9:27 am 12:55 pm Sep 8 - Sep 10
4522 9:27 am 12:50 pm Sep 9 - Sep 9
4570 9:30 am 12:53 pm Sep 7 - Sep 14
4570 9:30 am 12:53 pm Sep 15 - Oct 5
4035 1:45 pm 5:10 pm Aug 29 - Sep 6
4035 1:45 pm 5:12 pm Oct 6 - Oct 28
3512 1:50 pm 5:15 pm Sep 15 - Sep 22
3512 1:50 pm 5:15 pm Oct 3 - Oct 4
3512 1:50 pm 5:15 pm Oct 2 - Oct 2
3512 1:50 pm 5:15 pm Sep 25 - Oct 1
3512 1:50 pm 5:15 pm Sep 24 - Sep 30
3512 1:50 pm 5:15 pm Sep 7 - Sep 14
3512 1:50 pm 5:15 pm Sep 16 - Sep 23
3735 1:50 pm 5:15 pm Oct 5 - Oct 5
3735 1:55 pm 5:20 pm Sep 9 - Sep 9
3512 1:59 pm 5:24 pm Sep 8 - Sep 8
2049 5:35 pm 8:58 pm Sep 10 - Sep 10
2049 5:35 pm 8:58 pm Sep 17 - Oct 1
4329 6:35 pm 10:00 pm Oct 6 - Oct 23
4527 6:40 pm 10:03 pm Sep 15 - Oct 5
4527 6:40 pm 10:03 pm Sep 7 - Sep 14
3765 6:50 pm 10:18 pm Sep 8 - Sep 8
3954 7:30 pm 10:54 pm Sep 6 - Sep 6
* 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,
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Airports
Origin

Chicago
only $230
only $332
Destination

Portland
$230