Find Cheap Flights to Chicago Midway

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.
Compare vs. KAYAK all | none
Browse Origins:
Browse Destinations:

Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Washington to Chicago Midway

(Round-trip)
Depart: Wed Aug 9 2017 Return: Thu Aug 10 2017 Trip spans 2 days
Delta
Delta
DCA
12:00a
MDW
3:42a
3h 42m
1 stop
MDW
12:00a
DCA
4:07a
4h 07m
1 stop
Depart: Mon Aug 21 2017 Return: Wed Aug 23 2017 Trip spans 3 days
Delta
Delta
DCA
12:00a
MDW
5:35a
5h 35m
1 stop
MDW
12:00a
DCA
4:27a
4h 27m
1 stop
Depart: Tue Aug 22 2017 Return: Sat Aug 26 2017 Trip spans 5 days
Delta
Delta
DCA
12:00a
MDW
5:48a
5h 48m
1 stop
MDW
12:00a
DCA
6:00a
6h 00m
1 stop
Depart: Wed Aug 23 2017 Return: Tue Aug 29 2017 Trip spans 7 days
Delta
Delta
DCA
12:00a
MDW
4:19a
4h 19m
1 stop
MDW
12:00a
DCA
3:50a
3h 50m
1 stop
Depart: Sat Aug 26 2017 Return: Tue Aug 29 2017 Trip spans 4 days
Delta
Delta
IAD
12:00a
MDW
4:45a
4h 45m
1 stop
MDW
12:00a
IAD
3:34a
3h 34m
1 stop
Depart: Tue Aug 29 2017 Return: Sat Sep 2 2017 Trip spans 5 days
Delta
Delta
DCA
12:00a
MDW
3:55a
3h 55m
1 stop
MDW
12:00a
DCA
3:40a
3h 40m
1 stop
Depart: Wed Aug 30 2017 Return: Sat Sep 2 2017 Trip spans 4 days
Delta
Delta
DCA
12:00a
MDW
3:55a
3h 55m
1 stop
MDW
12:00a
DCA
3:40a
3h 40m
1 stop
Depart: Thu Aug 31 2017 Return: Sat Sep 2 2017 Trip spans 3 days
Delta
Delta
DCA
12:00a
MDW
3:28a
3h 28m
1 stop
MDW
12:00a
DCA
3:40a
3h 40m
1 stop
Depart: Sat Sep 2 2017 Return: Thu Sep 7 2017 Trip spans 6 days
Delta
Delta
DCA
12:00a
MDW
6:49a
6h 49m
1 stop
MDW
12:00a
DCA
4:16a
4h 16m
1 stop
Depart: Sun Sep 3 2017 Return: Thu Sep 7 2017 Trip spans 5 days
Delta
Delta
DCA
12:00a
MDW
5:28a
5h 28m
1 stop
MDW
12:00a
DCA
4:16a
4h 16m
1 stop
Depart: Tue Sep 5 2017 Return: Wed Sep 6 2017 Trip spans 2 days
Delta
Delta
DCA
12:00a
MDW
6:36a
6h 36m
1 stop
MDW
12:00a
DCA
5:45a
5h 45m
1 stop
Depart: Wed Sep 6 2017 Return: Thu Sep 7 2017 Trip spans 2 days
Delta
Delta
DCA
12:00a
MDW
5:03a
5h 03m
1 stop
MDW
12:00a
DCA
5:32a
5h 32m
1 stop
Depart: Sat Sep 9 2017 Return: Mon Sep 11 2017 Trip spans 3 days
Delta
Delta
DCA
12:00a
MDW
5:55a
5h 55m
1 stop
MDW
12:00a
DCA
3:49a
3h 49m
1 stop
Depart: Wed Sep 13 2017 Return: Wed Sep 20 2017 Trip spans 8 days
Delta
Delta
DCA
12:00a
MDW
5:25a
5h 25m
1 stop
MDW
12:00a
DCA
3:49a
3h 49m
1 stop
Depart: Sat Sep 16 2017 Return: Mon Sep 18 2017 Trip spans 3 days
Delta
Delta
DCA
12:00a
MDW
4:28a
4h 28m
1 stop
MDW
12:00a
DCA
3:49a
3h 49m
1 stop
Depart: Mon Sep 18 2017 Return: Thu Sep 21 2017 Trip spans 4 days
Delta
Delta
DCA
12:00a
MDW
6:10a
6h 10m
1 stop
MDW
12:00a
DCA
6:07a
6h 07m
1 stop
Depart: Tue Sep 19 2017 Return: Thu Sep 21 2017 Trip spans 3 days
Delta
Delta
DCA
12:00a
MDW
4:10a
4h 10m
1 stop
MDW
12:00a
DCA
6:07a
6h 07m
1 stop
Depart: Thu Sep 21 2017 Return: Mon Sep 25 2017 Trip spans 5 days
Delta
Delta
DCA
12:00a
MDW
3:28a
3h 28m
1 stop
MDW
12:00a
DCA
3:49a
3h 49m
1 stop
Depart: Wed Sep 27 2017 Return: Mon Oct 2 2017 Trip spans 6 days
Delta
Delta
DCA
12:00a
MDW
4:26a
4h 26m
1 stop
MDW
12:00a
DCA
3:43a
3h 43m
1 stop
Depart: Thu Sep 28 2017 Return: Sat Sep 30 2017 Trip spans 3 days
Delta
Delta
DCA
12:00a
MDW
3:28a
3h 28m
1 stop
MDW
12:00a
DCA
5:36a
5h 36m
1 stop
Select an airline:  Southwest
Direct flights WAS to MDW on Southwest
Flight # Depart DCA Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
1971 6:00 am 7:00 am Aug 16 - Sep 1
1971 6:00 am 6:55 am Aug 15 - Aug 15
1971 6:00 am 7:00 am Aug 20 - Aug 27
3418 6:00 am 7:00 am Jul 22 - Aug 12
4039 6:00 am 7:00 am Jul 23 - Aug 13
1693 6:05 am 7:05 am Jul 19 - Aug 14
3875 6:05 am 7:00 am Aug 19 - Aug 26
2345 7:55 am 8:50 am Jul 19 - Aug 14
1711 8:00 am 8:55 am Aug 15 - Sep 29
3893 9:00 am 10:05 am Aug 19 - Aug 26
4076 9:00 am 10:10 am Jul 22 - Aug 12
5593 11:35 am 12:35 pm Jul 22 - Aug 12
5415 11:40 am 12:40 pm Aug 19 - Sep 23
1051 12:10 pm 1:10 pm Jul 19 - Aug 14
1054 12:10 pm 1:05 pm Aug 15 - Sep 29
3602 12:30 pm 1:25 pm Aug 20 - Aug 27
4395 12:35 pm 1:30 pm Jul 23 - Aug 13
3091 2:00 pm 2:55 pm Aug 19 - Aug 26
4058 2:00 pm 3:00 pm Jul 22 - Aug 12
463 2:40 pm 3:35 pm Aug 20 - Aug 27
2726 2:55 pm 3:55 pm Jul 23 - Aug 13
3008 2:55 pm 3:55 pm Jul 19 - Aug 14
1946 3:05 pm 4:05 pm Aug 15 - Sep 29
2551 4:30 pm 5:40 pm Jul 22 - Aug 12
1028 4:55 pm 6:05 pm Jul 23 - Aug 13
6015 4:55 pm 5:55 pm Aug 19 - Sep 23
3526 5:55 pm 6:55 pm Aug 20 - Aug 27
1056 6:00 pm 7:00 pm Aug 15 - Aug 15
1056 6:00 pm 7:00 pm Aug 16 - Sep 29
1797 6:05 pm 7:10 pm Jul 19 - Aug 14
6147 7:25 pm 8:30 pm Aug 19 - Aug 26
4386 7:30 pm 8:30 pm Aug 20 - Aug 27
4467 7:35 pm 8:40 pm Jul 23 - Aug 13
4807 7:35 pm 8:35 pm Jul 22 - Aug 12
6221 8:05 pm 9:10 pm Aug 16 - Sep 1
4273 8:45 pm 9:45 pm Jul 19 - Aug 14
5553 8:50 pm 9:55 pm Aug 15 - Aug 15
Flight # Depart BWI Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
2153 6:15 am 7:10 am Aug 19 - Sep 23
1704 6:30 am 7:25 am Aug 15 - Sep 1
1722 6:30 am 7:30 am Jul 19 - Aug 14
4287 7:00 am 8:00 am Jul 23 - Aug 13
4835 7:05 am 8:00 am Aug 20 - Aug 27
2860 7:10 am 8:05 am Aug 19 - Sep 23
4751 7:25 am 8:25 am Jul 22 - Aug 12
5515 7:25 am 8:20 am Aug 16 - Sep 1
472 7:55 am 8:50 am Aug 15 - Aug 15
530 8:55 am 9:55 am Jul 19 - Aug 14
4185 9:15 am 10:20 am Aug 20 - Aug 27
4619 9:20 am 10:20 am Jul 23 - Aug 13
267 9:45 am 10:45 am Aug 15 - Aug 24
267 9:45 am 10:45 am Aug 25 - Sep 1
3659 9:55 am 10:55 am Aug 19 - Aug 26
291 10:05 am 11:05 am Jul 19 - Aug 14
4225 10:05 am 11:05 am Jul 22 - Aug 12
3653 10:40 am 11:35 am Aug 20 - Aug 27
1534 11:35 am 12:30 pm Aug 15 - Sep 29
4569 12:45 pm 1:45 pm Jul 22 - Aug 12
5265 1:40 pm 2:40 pm Jul 23 - Aug 13
990 2:00 pm 3:00 pm Jul 19 - Aug 14
4376 2:05 pm 3:00 pm Aug 20 - Aug 27
3844 2:30 pm 3:30 pm Jul 22 - Aug 12
2156 2:35 pm 3:30 pm Aug 19 - Sep 23
5194 3:25 pm 4:25 pm Jul 23 - Aug 13
293 3:35 pm 4:35 pm Jul 19 - Aug 14
2693 4:45 pm 5:45 pm Aug 19 - Sep 23
4646 5:00 pm 5:55 pm Aug 20 - Aug 27
1690 5:05 pm 6:00 pm Aug 15 - Sep 4
4795 5:20 pm 6:20 pm Jul 23 - Aug 13
3251 5:50 pm 6:55 pm Jul 19 - Aug 14
4945 6:00 pm 7:00 pm Aug 19 - Aug 26
727 6:30 pm 7:30 pm Aug 15 - Sep 1
788 6:55 pm 7:55 pm Jul 22 - Aug 12
4097 7:05 pm 8:00 pm Aug 20 - Aug 27
1760 7:10 pm 8:10 pm Jul 19 - Aug 14
535 9:05 pm 10:00 pm Aug 15 - Sep 1
4595 9:15 pm 10:10 pm Jul 23 - Aug 13
4396 9:30 pm 10:30 pm Aug 20 - Aug 27
3473 9:35 pm 10:30 pm Jul 22 - Aug 12
2529 10:40 pm 11:40 pm Jul 23 - Aug 13
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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

Here's why:

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.

We compile tonnes 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 can'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.

If you have more questions or if you have a bad price to report to us,
please send us an email and someone from our team will get back to you promptly.

Airports
Origin

Washington
only $174
only $174
Destination

Chicago
$174
Airlines