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

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 Portland to Chicago

(Round-trip)
Depart: Tue Nov 14 2017 Return: Wed Nov 15 2017 Trip spans 2 days
Spirit Airlines
Spirit Airlines
PDX
ORD
6h 05m
1 stop
ORD
PDX
7h 56m
1 stop
Depart: Wed Oct 4 2017 Return: Wed Oct 11 2017 Trip spans 8 days
Frontier
Frontier
PDX
ORD
12h 44m
1 stop
ORD
PDX
9h 20m
1 stop
Depart: Mon Oct 23 2017 Return: Wed Oct 25 2017 Trip spans 3 days
Multiple Airlines
Multiple Airlines
PDX
ORD
9h 27m
1 stop
ORD
PDX
9h 20m
1 stop
Depart: Tue Oct 10 2017 Return: Tue Oct 17 2017 Trip spans 8 days
Delta
Delta
PDX
ORD
8h 04m
1 stop
ORD
PDX
7h 40m
1 stop
Depart: Wed Oct 25 2017 Return: Tue Oct 31 2017 Trip spans 7 days
Frontier
Frontier
PDX
ORD
17h 39m
1 stop
ORD
PDX
21h 53m
1 stop
Depart: Wed Nov 8 2017 Return: Tue Nov 14 2017 Trip spans 7 days
Spirit Airlines
Spirit Airlines
PDX
ORD
7h 39m
1 stop
ORD
PDX
7h 56m
1 stop
Depart: Wed Nov 1 2017 Return: Sat Nov 4 2017 Trip spans 4 days
Multiple Airlines
Multiple Airlines
PDX
ORD
17h 20m
1 stop
ORD
PDX
6h 42m
1 stop
Depart: Wed Oct 11 2017 Return: Tue Oct 24 2017 Trip spans 14 days
Delta
Delta
PDX
ORD
8h 04m
1 stop
ORD
PDX
8h 02m
1 stop
Depart: Tue Feb 6 2018 Return: Tue Feb 13 2018 Trip spans 8 days
Spirit Airlines
Spirit Airlines
PDX
ORD
6h 16m
1 stop
ORD
PDX
7h 45m
1 stop
Depart: Sat Nov 4 2017 Return: Sat Nov 11 2017 Trip spans 8 days
Multiple Airlines
Multiple Airlines
PDX
ORD
18h 20m
1 stop
ORD
PDX
8h 21m
1 stop
Depart: Sat Oct 14 2017 Return: Sat Oct 21 2017 Trip spans 8 days
Delta
Delta
PDX
ORD
7h 59m
1 stop
ORD
PDX
7h 38m
1 stop
Depart: Wed Feb 7 2018 Return: Mon Feb 12 2018 Trip spans 6 days
Spirit Airlines
Spirit Airlines
PDX
ORD
6h 16m
1 stop
ORD
PDX
7h 45m
1 stop
Depart: Wed Oct 25 2017 Return: Tue Oct 31 2017 Trip spans 7 days
Multiple Airlines
Multiple Airlines
PDX
ORD
11h 51m
2 stops
ORD
PDX
21h 53m
1 stop
Depart: Tue Nov 7 2017 Return: Mon Nov 13 2017 Trip spans 7 days
Frontier
Frontier
PDX
ORD
18h 35m
1 stop
ORD
PDX
9h 08m
1 stop
Depart: Tue Oct 17 2017 Return: Tue Oct 24 2017 Trip spans 8 days
Delta
Delta
PDX
ORD
5h 49m
1 stop
ORD
PDX
7h 57m
1 stop
Depart: Tue Feb 13 2018 Return: Sat Feb 17 2018 Trip spans 5 days
Spirit Airlines
Spirit Airlines
PDX
ORD
6h 16m
1 stop
ORD
PDX
7h 49m
1 stop
Depart: Wed Oct 18 2017 Return: Sat Oct 21 2017 Trip spans 4 days
Delta
Delta
PDX
ORD
8h 04m
1 stop
ORD
PDX
7h 38m
1 stop
Depart: Tue Oct 24 2017 Return: Mon Oct 30 2017 Trip spans 7 days
Multiple Airlines
Multiple Airlines
PDX
ORD
9h 27m
1 stop
ORD
PDX
4h 28m
nonstop
Depart: Sat Nov 4 2017 Return: Wed Nov 8 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
PDX
ORD
12h 13m
1 stop
ORD
PDX
12h 07m
1 stop
Depart: Sat Oct 21 2017 Return: Sat Oct 28 2017 Trip spans 8 days
Delta
Delta
PDX
ORD
6h 00m
1 stop
ORD
PDX
6h 42m
1 stop
Direct flights PDX to CHI on American Airlines
Flight # Depart PDX Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
86 7:00 am 1:02 pm Sep 2 - Oct 4
86 7:15 am 1:16 pm Oct 8 - Oct 22
86 8:00 am 2:00 pm Oct 5 - Oct 27
319 2:35 pm 8:33 pm Sep 14 - Oct 2
319 2:35 pm 8:33 pm Oct 5 - Oct 28
319 2:35 pm 8:33 pm Sep 5 - Oct 4
319 2:35 pm 8:33 pm Oct 8 - Oct 22
319 2:35 pm 8:33 pm Oct 10 - Oct 25
2608 11:59 pm 5:49 am Sep 14 - Sep 29
2608 11:59 pm 5:49 am Sep 30 - Oct 1
2608 11:59 pm 5:49 am Oct 2 - Oct 9
2608 11:59 pm 5:49 am Oct 11 - Oct 26
2608 11:59 pm 5:49 am Oct 27 - Nov 3
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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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

Portland
$176
Destination

Chicago
$176
Airlines Airline reviews

160 travelers who booked a flight from Portland to Chicago rated their chosen airlines with an average of 4.9.

Overall
4.9
Boarding
5.6
Crew
5.6
Comfort
4.3
Food
3.7
Entertainment
3.6