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: Wed Aug 17 2016 Return: Wed Aug 24 2016 Trip spans 8 days
JetBlue
JetBlue
ORD
PWM
5h 04m
1 stop
PWM
ORD
6h 13m
1 stop
Depart: Fri May 6 2016 Return: Sun May 8 2016 Trip spans 3 days
JetBlue
JetBlue
ORD
PWM
5h 13m
1 stop
PWM
ORD
6h 23m
1 stop
Depart: Fri May 13 2016 Return: Mon May 16 2016 Trip spans 4 days
JetBlue
JetBlue
ORD
PWM
6h 09m
1 stop
PWM
ORD
8h 24m
1 stop
Depart: Sat Aug 13 2016 Return: Wed Aug 24 2016 Trip spans 12 days
JetBlue
JetBlue
ORD
PWM
5h 23m
1 stop
PWM
ORD
6h 13m
1 stop
Depart: Sat Jul 16 2016 Return: Sat Jul 23 2016 Trip spans 8 days
JetBlue
JetBlue
ORD
PWM
5h 23m
1 stop
PWM
ORD
6h 13m
1 stop
Depart: Sat Jul 30 2016 Return: Wed Aug 3 2016 Trip spans 5 days
JetBlue
JetBlue
ORD
PWM
5h 23m
1 stop
PWM
ORD
6h 13m
1 stop
Depart: Sun Mar 6 2016 Return: Sat Mar 12 2016 Trip spans 7 days
American Airlines
American Airlines
ORD
PWM
8h 06m
2 stops
PWM
ORD
19h 23m
1 stop
Depart: Sat Feb 27 2016 Return: Sat Mar 5 2016 Trip spans 8 days
American Airlines
American Airlines
ORD
PWM
5h 04m
1 stop
PWM
ORD
9h 41m
2 stops
Depart: Sat Jul 9 2016 Return: Sat Jul 16 2016 Trip spans 8 days
JetBlue
JetBlue
ORD
PWM
5h 23m
1 stop
PWM
ORD
6h 13m
1 stop
Depart: Sat Aug 6 2016 Return: Sat Aug 13 2016 Trip spans 8 days
JetBlue
JetBlue
ORD
PWM
5h 23m
1 stop
PWM
ORD
6h 13m
1 stop
Depart: Wed Aug 24 2016 Return: Mon Aug 29 2016 Trip spans 6 days
JetBlue
JetBlue
ORD
PWM
6h 00m
1 stop
PWM
ORD
6h 18m
1 stop
Depart: Wed Apr 6 2016 Return: Tue Apr 12 2016 Trip spans 7 days
United
United
ORD
PWM
9h 39m
1 stop
PWM
ORD
5h 11m
1 stop
Depart: Sat Apr 2 2016 Return: Sat Apr 9 2016 Trip spans 8 days
United
United
ORD
PWM
22h 57m
1 stop
PWM
ORD
9h 04m
2 stops
Depart: Tue Mar 29 2016 Return: Fri Apr 1 2016 Trip spans 4 days
United
United
ORD
PWM
11h 29m
2 stops
PWM
ORD
5h 31m
1 stop
Depart: Thu Mar 10 2016 Return: Mon Mar 21 2016 Trip spans 11 days
Delta
Delta
MDW
PWM
15h 36m
1 stop
PWM
MDW
17h 27m
1 stop
Depart: Mon Apr 11 2016 Return: Wed Apr 20 2016 Trip spans 10 days
Delta
Delta
MDW
PWM
9h 17m
1 stop
PWM
MDW
6h 48m
1 stop
Depart: Sun Apr 3 2016 Return: Fri Apr 8 2016 Trip spans 6 days
United
United
ORD
PWM
11h 27m
1 stop
PWM
ORD
5h 11m
1 stop
Depart: Tue Jun 7 2016 Return: Tue Jun 14 2016 Trip spans 8 days
Delta
Delta
MDW
PWM
7h 57m
2 stops
PWM
MDW
9h 59m
2 stops
Depart: Fri May 20 2016 Return: Mon May 23 2016 Trip spans 4 days
Delta
Delta
MDW
PWM
15h 24m
1 stop
PWM
MDW
17h 10m
1 stop
Depart: Wed Feb 17 2016 Return: Sat Feb 20 2016 Trip spans 4 days
JetBlue
JetBlue
ORD
PWM
5h 02m
1 stop
PWM
ORD
5h 21m
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
4035 1:35 pm 4:55 pm Mar 20 - Mar 20
4035 1:45 pm 5:05 pm Mar 13 - Mar 19
4035 1:45 pm 5:05 pm Mar 5 - Mar 12
4035 1:49 pm 5:09 pm Mar 4 - Mar 4
3612 1:55 pm 5:12 pm Feb 11 - Mar 2
4035 1:55 pm 5:15 pm Mar 11 - Mar 11
4035 1:55 pm 5:15 pm Mar 3 - Mar 7
4035 1:55 pm 5:12 pm Feb 13 - Feb 27
4035 1:55 pm 5:15 pm Mar 10 - Mar 10
4035 1:55 pm 5:15 pm Mar 8 - Mar 9
4035 1:55 pm 5:15 pm Mar 14 - Mar 21
4035 1:55 pm 5:15 pm Mar 17 - Mar 17
4035 1:55 pm 5:15 pm Mar 15 - Mar 16
4035 1:55 pm 5:15 pm Mar 22 - Mar 30
3896 5:20 pm 8:39 pm Mar 10 - Mar 10
3896 5:56 pm 9:15 pm Mar 14 - Mar 23
3896 5:56 pm 9:15 pm Mar 3 - Mar 9
3896 5:56 pm 9:15 pm Mar 11 - Mar 11
3896 6:00 pm 9:19 pm Mar 13 - Mar 20
3896 6:00 pm 9:19 pm Mar 6 - Mar 6
3896 6:10 pm 9:29 pm Mar 5 - Mar 5
3896 6:15 pm 9:34 pm Mar 4 - Mar 4
4877 6:20 pm 9:35 pm Mar 19 - Mar 19
3896 6:43 pm 10:02 pm Mar 12 - Mar 12
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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

Here's why:

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

We aggregate tons 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 don'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.

More questions or if you have a bad price to report to us
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Airports
Origin

Chicago
only $276
only $442
Destination

Portland
$276