Find Cheap 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
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: Mon Aug 14 2017 Return: Tue Aug 15 2017 Trip spans 2 days
United
United
PDX
8:05p
ORD
11:57p
3h 52m
nonstop
ORD
7:18p
PDX
11:41p
4h 23m
nonstop
Depart: Fri Aug 25 2017 Return: Mon Aug 28 2017 Trip spans 4 days
Spirit Airlines
Spirit Airlines
PDX
7:59p
ORD
11:47p
3h 48m
nonstop
ORD
4:43p
PDX
9:14p
4h 31m
nonstop
Depart: Wed Sep 6 2017 Return: Tue Sep 12 2017 Trip spans 7 days
Delta
Delta
PDX
3:17a
ORD
9:44a
6h 27m
1 stop
ORD
10:25a
PDX
6:15p
7h 50m
1 stop
Depart: Sun Sep 24 2017 Return: Wed Sep 27 2017 Trip spans 4 days
American Airlines
American Airlines
PDX
7:59p
ORD
11:49p
3h 50m
nonstop
ORD
5:55a
PDX
10:18a
4h 23m
nonstop
Depart: Tue Oct 3 2017 Return: Mon Oct 9 2017 Trip spans 7 days
Frontier
Frontier
PDX
1:30a
ORD
3:35p
14h 05m
1 stop
ORD
2:30a
PDX
9:27a
6h 57m
1 stop
Depart: Fri Nov 17 2017 Return: Thu Nov 23 2017 Trip spans 7 days
Alaska Airlines
Alaska Airlines
PDX
1:55a
ORD
5:57a
4h 02m
nonstop
ORD
12:12p
PDX
4:43p
4h 31m
nonstop
Depart: Mon Aug 28 2017 Return: Tue Sep 5 2017 Trip spans 9 days
United
United
PDX
8:35p
ORD
12:28a
3h 53m
nonstop
ORD
7:18p
PDX
11:41p
4h 23m
nonstop
Depart: Tue Aug 29 2017 Return: Tue Sep 5 2017 Trip spans 8 days
United
United
PDX
8:35p
ORD
12:28a
3h 53m
nonstop
ORD
7:18p
PDX
11:41p
4h 23m
nonstop
Depart: Wed Jul 26 2017 Return: Thu Aug 3 2017 Trip spans 9 days
Spirit Airlines
Spirit Airlines
PDX
7:59p
ORD
11:47p
3h 48m
nonstop
ORD
4:43p
PDX
9:14p
4h 31m
nonstop
Depart: Wed Aug 30 2017 Return: Tue Sep 5 2017 Trip spans 7 days
United
United
PDX
7:20p
ORD
11:08p
3h 48m
nonstop
ORD
7:18p
PDX
11:41p
4h 23m
nonstop
Depart: Fri Jul 28 2017 Return: Sat Jul 29 2017 Trip spans 2 days
Spirit Airlines
Spirit Airlines
PDX
7:59p
ORD
11:47p
3h 48m
nonstop
ORD
4:43p
PDX
9:14p
4h 31m
nonstop
Depart: Tue Sep 12 2017 Return: Sat Sep 16 2017 Trip spans 5 days
Delta
Delta
PDX
9:15a
ORD
5:11p
7h 56m
1 stop
ORD
1:59p
PDX
9:46p
7h 47m
1 stop
Depart: Sat Jul 29 2017 Return: Thu Aug 3 2017 Trip spans 6 days
Spirit Airlines
Spirit Airlines
PDX
7:59p
ORD
11:47p
3h 48m
nonstop
ORD
4:43p
PDX
9:14p
4h 31m
nonstop
Depart: Wed Sep 13 2017 Return: Sat Sep 16 2017 Trip spans 4 days
Delta
Delta
PDX
9:15a
ORD
5:11p
7h 56m
1 stop
ORD
1:00p
PDX
7:29p
6h 29m
1 stop
Depart: Sat Aug 26 2017 Return: Tue Aug 29 2017 Trip spans 4 days
United
United
PDX
8:35p
ORD
12:30a
3h 55m
nonstop
ORD
7:18p
PDX
11:41p
4h 23m
nonstop
Depart: Sun Jul 30 2017 Return: Mon Jul 31 2017 Trip spans 2 days
Spirit Airlines
Spirit Airlines
PDX
7:59p
ORD
11:47p
3h 48m
nonstop
ORD
4:43p
PDX
9:14p
4h 31m
nonstop
Depart: Tue Sep 19 2017 Return: Sat Sep 23 2017 Trip spans 5 days
Delta
Delta
PDX
3:17a
ORD
12:15p
8h 58m
1 stop
ORD
4:00a
PDX
10:58a
6h 58m
1 stop
Depart: Sun Sep 3 2017 Return: Tue Sep 5 2017 Trip spans 3 days
United
United
PDX
8:35p
ORD
12:30a
3h 55m
nonstop
ORD
7:18p
PDX
11:41p
4h 23m
nonstop
Depart: Tue Aug 1 2017 Return: Wed Aug 2 2017 Trip spans 2 days
Spirit Airlines
Spirit Airlines
PDX
7:59p
ORD
11:47p
3h 48m
nonstop
ORD
4:43p
PDX
9:14p
4h 31m
nonstop
Depart: Thu Oct 5 2017 Return: Sat Oct 7 2017 Trip spans 3 days
American Airlines
American Airlines
PDX
7:59p
ORD
11:49p
3h 50m
nonstop
ORD
1:15p
PDX
5:39p
4h 24m
nonstop
Direct flights PDX to ORD on American Airlines
Flight # Depart PDX Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
86 7:00 am 1:00 pm Jul 27 - Aug 21
86 7:00 am 1:02 pm Aug 22 - Oct 4
86 8:00 am 2:00 pm Jul 29 - Aug 19
319 2:35 pm 8:36 pm Aug 1 - Aug 16
319 2:35 pm 8:33 pm Aug 22 - Oct 4
319 2:35 pm 8:33 pm Aug 24 - Sep 4
319 2:35 pm 8:36 pm Jul 22 - Aug 21
2608 11:45 pm 5:35 am Jul 22 - Aug 21
2608 11:59 pm 5:49 am Aug 22 - Sep 5
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Airports
Origin

Portland
$153
Destination

Chicago
$153
Airlines Airline reviews

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

Overall
6.4
Boarding
6.8
Crew
6.8
Comfort
5.8
Food
5.2
Entertainment
5.0