Find Deals on Flights from Portland to Chicago O'Hare International (PDX - ORD)

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
Students
under 26
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 O'Hare International

(Round-trip)
Depart: Sat Apr 29 2017 Return: Sat May 6 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
PDX
7:59p
ORD
11:53p
3h 54m
nonstop
ORD
4:27p
PDX
8:42p
4h 15m
nonstop
Depart: Sat May 13 2017 Return: Tue May 16 2017 Trip spans 4 days
Major Airline
Major Airline
PDX
12:40a
ORD
4:46a
4h 06m
1 stop
ORD
11:25a
PDX
5:55p
6h 30m
1 stop
Depart: Sun Dec 11 2016 Return: Tue Dec 13 2016 Trip spans 3 days
American Airlines
American Airlines
PDX
3:00a
ORD
7:02a
4h 02m
nonstop
ORD
5:25a
PDX
3:56p
10h 31m
1 stop
Depart: Sat Jan 7 2017 Return: Sat Jan 14 2017 Trip spans 8 days
Frontier
Frontier
PDX
1:59p
ORD
2:54a
12h 55m
1 stop
ORD
10:45a
PDX
5:19a
18h 34m
1 stop
Depart: Thu Feb 2 2017 Return: Sun Feb 5 2017 Trip spans 4 days
United
United
PDX
5:55a
ORD
9:48a
3h 53m
nonstop
ORD
10:50a
PDX
3:24p
4h 34m
nonstop
Depart: Sun Dec 25 2016 Return: Wed Jan 11 2017 Trip spans 18 days
Alaska Airlines
Alaska Airlines
PDX
5:40a
ORD
9:45a
4h 05m
nonstop
ORD
12:45p
PDX
5:28p
4h 43m
nonstop
Depart: Tue Mar 28 2017 Return: Tue Apr 4 2017 Trip spans 8 days
Delta
Delta
PDX
2:00a
ORD
7:56a
5h 56m
1 stop
ORD
3:25p
PDX
9:41p
6h 16m
1 stop
Depart: Tue May 2 2017 Return: Tue May 9 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
PDX
7:59p
ORD
11:53p
3h 54m
nonstop
ORD
4:27p
PDX
8:42p
4h 15m
nonstop
Depart: Wed May 3 2017 Return: Wed May 10 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
PDX
7:59p
ORD
11:53p
3h 54m
nonstop
ORD
4:27p
PDX
8:42p
4h 15m
nonstop
Depart: Sat May 6 2017 Return: Tue May 9 2017 Trip spans 4 days
Spirit Airlines
Spirit Airlines
PDX
7:59p
ORD
11:53p
3h 54m
nonstop
ORD
4:27p
PDX
8:42p
4h 15m
nonstop
Depart: Tue May 9 2017 Return: Tue May 16 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
PDX
7:59p
ORD
11:53p
3h 54m
nonstop
ORD
4:27p
PDX
8:42p
4h 15m
nonstop
Depart: Tue Jan 10 2017 Return: Sat Jan 14 2017 Trip spans 5 days
Frontier
Frontier
PDX
1:59p
ORD
2:54a
12h 55m
1 stop
ORD
10:45a
PDX
5:19a
18h 34m
1 stop
Depart: Mon Jan 16 2017 Return: Tue Jan 24 2017 Trip spans 9 days
Major Airline
Major Airline
PDX
7:00p
ORD
1:05a
6h 05m
1 stop
ORD
4:00a
PDX
10:40a
6h 40m
1 stop
Depart: Wed May 10 2017 Return: Wed May 17 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
PDX
7:59p
ORD
11:53p
3h 54m
nonstop
ORD
4:27p
PDX
8:42p
4h 15m
nonstop
Depart: Wed Jan 11 2017 Return: Sat Jan 14 2017 Trip spans 4 days
Frontier
Frontier
PDX
5:20a
ORD
3:02p
9h 42m
1 stop
ORD
4:20a
PDX
3:14p
10h 54m
1 stop
Depart: Sat Jan 21 2017 Return: Sat Jan 28 2017 Trip spans 8 days
American Airlines
American Airlines
PDX
12:10a
ORD
7:22a
7h 12m
1 stop
ORD
11:54a
PDX
4:27p
4h 33m
nonstop
Depart: Sat Feb 4 2017 Return: Sat Feb 11 2017 Trip spans 8 days
United
United
PDX
5:55a
ORD
9:48a
3h 53m
nonstop
ORD
7:45a
PDX
12:21p
4h 36m
nonstop
Depart: Wed Apr 12 2017 Return: Fri Apr 28 2017 Trip spans 17 days
Major Airline
Major Airline
PDX
3:30a
ORD
10:46a
7h 16m
1 stop
ORD
10:00p
PDX
8:45a
10h 45m
1 stop
Depart: Fri Jan 20 2017 Return: Sun Jan 22 2017 Trip spans 3 days
Alaska Airlines
Alaska Airlines
PDX
5:40a
ORD
9:44a
4h 04m
nonstop
ORD
12:45p
PDX
5:28p
4h 43m
nonstop
Depart: Sat Jan 14 2017 Return: Tue Jan 17 2017 Trip spans 4 days
Frontier
Frontier
PDX
1:59p
ORD
2:54a
12h 55m
1 stop
ORD
4:20a
PDX
3:14p
10h 54m
1 stop
Direct flights PDX to ORD on American Airlines
Flight # Depart PDX Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
86 8:00 am 2:02 pm Jan 6 - Jan 8
86 8:00 am 2:02 pm Jan 4 - Jan 5
86 8:00 am 2:02 pm Dec 15 - Jan 3
86 8:05 am 1:59 pm Jan 9 - Jan 10
86 8:05 am 1:59 pm Jan 13 - Jan 17
86 8:05 am 1:59 pm Jan 11 - Jan 18
7122 10:40 am 4:45 pm Jan 6 - Jan 8
7122 10:40 am 4:44 pm Jan 9 - Jan 30
7122 10:40 am 4:44 pm Jan 10 - Feb 2
7122 10:40 am 4:45 pm Dec 29 - Jan 3
7122 10:40 am 4:45 pm Dec 18 - Dec 27
7122 10:40 am 4:45 pm Dec 16 - Dec 28
7122 10:40 am 4:45 pm Dec 8 - Dec 15
7122 10:40 am 4:45 pm Dec 30 - Jan 5
1015 11:55 pm 5:52 am Dec 19 - Dec 22
1015 11:55 pm 5:52 am Dec 23 - Dec 23
1015 11:55 pm 5:52 am Dec 30 - Dec 30
1015 11:55 pm 5:52 am Dec 24 - Dec 24
1015 11:55 pm 5:52 am Dec 29 - Dec 29
1015 11:55 pm 5:52 am Dec 26 - Dec 28
1015 11:55 pm 5:52 am Dec 15 - Dec 18
1015 11:55 pm 5:52 am Dec 25 - Dec 25
1015 11:55 pm 5:52 am Jan 2 - Jan 2
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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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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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
$145
Destination

Chicago
$145
Airlines Airline reviews

231 travelers who booked a flight from Portland to Chicago rated their chosen airlines with an average of 6.2.

Overall
6.5
Boarding
6.8
Crew
6.9
Comfort
5.7
Food
5.2
Entertainment
5.0