Find Cheap Flights from Portland to Chicago Midway (PDX - MDW)

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 Midway

(Round-trip)
Depart: Wed Aug 2 2017 Return: Wed Aug 9 2017 Trip spans 8 days
Delta
Delta
PDX
12:00a
MDW
6:33a
6h 33m
1 stop
MDW
12:00a
PDX
8:52a
8h 52m
1 stop
Depart: Fri Aug 4 2017 Return: Tue Aug 8 2017 Trip spans 5 days
Delta
Delta
PDX
12:00a
MDW
8:48a
8h 48m
1 stop
MDW
12:00a
PDX
8:46a
8h 46m
1 stop
Depart: Wed Aug 9 2017 Return: Mon Aug 14 2017 Trip spans 6 days
Delta
Delta
PDX
12:00a
MDW
9:29a
9h 29m
1 stop
MDW
12:00a
PDX
6:18a
6h 18m
1 stop
Depart: Wed Aug 2 2017 Return: Mon Aug 7 2017 Trip spans 6 days
Delta
Delta
PDX
12:00a
MDW
5:52a
5h 52m
1 stop
MDW
12:00a
PDX
8:00a
8h 00m
1 stop
Depart: Thu Aug 3 2017 Return: Mon Aug 7 2017 Trip spans 5 days
Delta
Delta
PDX
12:00a
MDW
9:45a
9h 45m
1 stop
MDW
12:00a
PDX
6:12a
6h 12m
1 stop
Depart: Fri Aug 4 2017 Return: Mon Aug 7 2017 Trip spans 4 days
Delta
Delta
PDX
12:00a
MDW
8:03a
8h 03m
1 stop
MDW
12:00a
PDX
6:12a
6h 12m
1 stop
Depart: Wed Aug 16 2017 Return: Tue Aug 22 2017 Trip spans 7 days
Delta
Delta
PDX
12:00a
MDW
5:52a
5h 52m
1 stop
MDW
12:00a
PDX
8:10a
8h 10m
1 stop
Depart: Fri Aug 18 2017 Return: Sat Aug 26 2017 Trip spans 9 days
Delta
Delta
PDX
12:00a
MDW
8:49a
8h 49m
1 stop
MDW
12:00a
PDX
7:07a
7h 07m
1 stop
Depart: Sat Aug 19 2017 Return: Tue Aug 22 2017 Trip spans 4 days
Delta
Delta
PDX
12:00a
MDW
7:44a
7h 44m
1 stop
MDW
12:00a
PDX
8:10a
8h 10m
1 stop
Depart: Fri Aug 18 2017 Return: Mon Aug 21 2017 Trip spans 4 days
Delta
Delta
PDX
12:00a
MDW
8:49a
8h 49m
1 stop
MDW
12:00a
PDX
8:04a
8h 04m
1 stop
Depart: Fri Jul 28 2017 Return: Wed Aug 9 2017 Trip spans 13 days
Delta
Delta
PDX
12:00a
MDW
8:48a
8h 48m
1 stop
MDW
12:00a
PDX
8:52a
8h 52m
1 stop
Depart: Sat Jul 29 2017 Return: Mon Aug 7 2017 Trip spans 10 days
Delta
Delta
PDX
12:00a
MDW
8:35a
8h 35m
1 stop
MDW
12:00a
PDX
6:12a
6h 12m
1 stop
Depart: Sun Jul 30 2017 Return: Wed Aug 9 2017 Trip spans 11 days
Delta
Delta
PDX
12:00a
MDW
8:02a
8h 02m
1 stop
MDW
12:00a
PDX
8:46a
8h 46m
1 stop
Depart: Mon Jul 31 2017 Return: Fri Aug 4 2017 Trip spans 5 days
Delta
Delta
PDX
12:00a
MDW
8:48a
8h 48m
1 stop
MDW
12:00a
PDX
6:03a
6h 03m
1 stop
Depart: Tue Aug 1 2017 Return: Fri Aug 4 2017 Trip spans 4 days
Delta
Delta
PDX
12:00a
MDW
8:48a
8h 48m
1 stop
MDW
12:00a
PDX
6:18a
6h 18m
1 stop
Depart: Sun Aug 6 2017 Return: Sat Aug 12 2017 Trip spans 7 days
Delta
Delta
PDX
12:00a
MDW
5:52a
5h 52m
1 stop
MDW
12:00a
PDX
6:01a
6h 01m
1 stop
Depart: Mon Aug 7 2017 Return: Thu Aug 10 2017 Trip spans 4 days
Delta
Delta
PDX
12:00a
MDW
5:48a
5h 48m
1 stop
MDW
12:00a
PDX
6:03a
6h 03m
1 stop
Depart: Thu Aug 10 2017 Return: Mon Aug 14 2017 Trip spans 5 days
Delta
Delta
PDX
12:00a
MDW
5:52a
5h 52m
1 stop
MDW
12:00a
PDX
6:18a
6h 18m
1 stop
Depart: Mon Aug 14 2017 Return: Wed Aug 23 2017 Trip spans 10 days
Delta
Delta
PDX
12:00a
MDW
7:49a
7h 49m
1 stop
MDW
12:00a
PDX
6:13a
6h 13m
1 stop
Depart: Fri Jul 28 2017 Return: Tue Aug 8 2017 Trip spans 12 days
Delta
Delta
PDX
12:00a
MDW
5:50a
5h 50m
1 stop
MDW
12:00a
PDX
5:55a
5h 55m
1 stop
Select an airline:  Southwest
Direct flights PDX to MDW on Southwest
Flight # Depart PDX Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
268 6:15 am 12:15 pm Aug 15 - Sep 29
4403 6:40 am 12:35 pm Jul 30 - Aug 13
2183 6:50 am 12:45 pm Jul 26 - Aug 14
2506 6:55 am 12:50 pm Aug 19 - Sep 23
4561 6:55 am 12:50 pm Jul 29 - Aug 12
3211 7:10 am 1:10 pm Sep 3 - Sep 3
3374 7:10 am 1:10 pm Aug 20 - Aug 27
4853 8:30 am 2:25 pm Jul 29 - Aug 12
2977 12:15 pm 6:10 pm Jul 29 - Aug 12
1415 1:05 pm 7:00 pm Jul 26 - Aug 14
2551 1:50 pm 7:45 pm Aug 19 - Sep 23
2451 1:55 pm 7:50 pm Jul 29 - Aug 12
4403 2:55 pm 8:50 pm Sep 3 - Sep 3
4900 2:55 pm 8:50 pm Aug 20 - Aug 27
5218 3:00 pm 8:50 pm Jul 30 - Aug 13
5564 3:00 pm 8:55 pm Aug 15 - Sep 29
1878 3:25 pm 9:15 pm Jul 26 - Aug 14
6511 5:05 pm 11:00 pm Aug 16 - Sep 1
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Airports
Origin

Portland
$280
Destination

Chicago
$280
Airlines