Find Deals on Flights from Washington to Chicago Midway (WAS - MDW)

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.
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: Sun Feb 12 2017 Return: Tue Feb 14 2017 Trip spans 3 days
Southwest
Southwest
DCA
5:15a
MDW
7:20a
2h 05m
nonstop
MDW
12:40p
DCA
2:25p
1h 45m
nonstop
Depart: Tue Jan 24 2017 Return: Wed Jan 25 2017 Trip spans 2 days
Delta
Delta
IAD
4:42a
MDW
9:33a
4h 51m
1 stop
MDW
10:40a
IAD
3:29p
4h 49m
1 stop
Depart: Mon Feb 6 2017 Return: Fri Feb 10 2017 Trip spans 5 days
Delta
Delta
IAD
4:48a
MDW
8:34a
3h 46m
1 stop
MDW
1:00a
IAD
5:32a
4h 32m
1 stop
Depart: Tue Feb 14 2017 Return: Sat Feb 18 2017 Trip spans 5 days
Delta
Delta
IAD
12:35p
MDW
5:00p
4h 25m
1 stop
MDW
12:40a
IAD
4:39a
3h 59m
1 stop
Depart: Tue Feb 28 2017 Return: Thu Mar 2 2017 Trip spans 3 days
Delta
Delta
DCA
10:00a
MDW
2:02p
4h 02m
1 stop
MDW
7:50a
DCA
12:39p
4h 49m
1 stop
Depart: Thu Mar 2 2017 Return: Mon Mar 6 2017 Trip spans 5 days
Delta
Delta
DCA
1:00a
MDW
5:01a
4h 01m
1 stop
MDW
1:35p
DCA
5:36p
4h 01m
1 stop
Depart: Sun Dec 11 2016 Return: Tue Dec 13 2016 Trip spans 3 days
Delta
Delta
IAD
4:47a
MDW
9:24a
4h 37m
1 stop
MDW
2:00a
IAD
5:44a
3h 44m
1 stop
Depart: Tue Dec 13 2016 Return: Thu Dec 15 2016 Trip spans 3 days
Delta
Delta
DCA
4:40a
MDW
8:19a
3h 39m
1 stop
MDW
2:10a
DCA
6:52a
4h 42m
1 stop
Depart: Wed Dec 14 2016 Return: Sat Jan 14 2017 Trip spans 32 days
Delta
Delta
DCA
1:00a
MDW
4:44a
3h 44m
1 stop
MDW
3:45a
DCA
8:07a
4h 22m
1 stop
Depart: Thu Dec 15 2016 Return: Sat Dec 17 2016 Trip spans 3 days
Delta
Delta
DCA
1:00a
MDW
5:44a
4h 44m
1 stop
MDW
2:00a
DCA
7:38a
5h 38m
1 stop
Depart: Sun Dec 18 2016 Return: Mon Dec 19 2016 Trip spans 2 days
Delta
Delta
IAD
12:57a
MDW
4:53a
3h 56m
1 stop
MDW
10:28a
IAD
3:22p
4h 54m
1 stop
Depart: Tue Jan 3 2017 Return: Fri Jan 13 2017 Trip spans 11 days
Delta
Delta
DCA
10:00a
MDW
4:39p
6h 39m
1 stop
MDW
1:40p
DCA
5:44p
4h 04m
1 stop
Depart: Thu Jan 5 2017 Return: Mon Jan 9 2017 Trip spans 5 days
Delta
Delta
DCA
1:00a
MDW
4:52a
3h 52m
1 stop
MDW
1:40p
DCA
5:44p
4h 04m
1 stop
Depart: Fri Jan 6 2017 Return: Tue Jan 10 2017 Trip spans 5 days
Delta
Delta
DCA
4:48a
MDW
8:22a
3h 34m
1 stop
MDW
7:35a
DCA
10:59a
3h 24m
1 stop
Depart: Sat Jan 7 2017 Return: Mon Jan 9 2017 Trip spans 3 days
Delta
Delta
DCA
1:00a
MDW
5:52a
4h 52m
1 stop
MDW
12:59p
DCA
5:59p
5h 00m
1 stop
Depart: Mon Jan 9 2017 Return: Tue Jan 10 2017 Trip spans 2 days
Delta
Delta
DCA
4:40a
MDW
8:34a
3h 54m
1 stop
MDW
7:35a
DCA
10:59a
3h 24m
1 stop
Depart: Tue Jan 10 2017 Return: Wed Jan 11 2017 Trip spans 2 days
Delta
Delta
DCA
4:40a
MDW
8:34a
3h 54m
1 stop
MDW
7:35a
DCA
10:59a
3h 24m
1 stop
Depart: Wed Jan 25 2017 Return: Thu Jan 26 2017 Trip spans 2 days
Delta
Delta
DCA
6:00a
MDW
11:03a
5h 03m
1 stop
MDW
1:00a
DCA
5:23a
4h 23m
1 stop
Depart: Fri Jan 27 2017 Return: Wed Feb 1 2017 Trip spans 6 days
Delta
Delta
IAD
12:42a
MDW
4:40a
3h 58m
1 stop
MDW
1:00a
IAD
5:32a
4h 32m
1 stop
Depart: Sat Jan 28 2017 Return: Sun Jan 29 2017 Trip spans 2 days
Delta
Delta
DCA
4:10a
MDW
9:01a
4h 51m
1 stop
MDW
1:40p
DCA
5:44p
4h 04m
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
1075 6:00 am 7:05 am Dec 24 - Dec 24
1519 6:00 am 7:05 am Dec 21 - Jan 2
1866 6:00 am 7:05 am Jan 5 - Jan 13
1866 6:00 am 7:05 am Jan 7 - Jan 14
3536 6:10 am 7:15 am Dec 1 - Dec 20
3536 6:10 am 7:15 am Jan 1 - Jan 4
937 8:05 am 9:05 am Dec 31 - Dec 31
1359 8:20 am 9:20 am Dec 17 - Dec 17
2557 8:20 am 9:20 am Dec 24 - Dec 24
1650 8:35 am 9:40 am Jan 7 - Mar 4
3465 10:00 am 11:00 am Dec 21 - Jan 2
4303 10:00 am 11:05 am Jan 5 - Mar 8
5264 10:15 am 11:20 am Jan 8 - Jan 29
1397 10:25 am 11:35 am Dec 11 - Dec 20
1397 10:25 am 11:35 am Jan 1 - Jan 4
2944 10:55 am 12:05 pm Dec 25 - Dec 25
1086 12:00 pm 1:05 pm Dec 24 - Dec 24
2450 12:00 pm 1:05 pm Jan 7 - Mar 4
5709 12:00 pm 1:05 pm Dec 31 - Dec 31
1875 12:05 pm 1:10 pm Dec 17 - Dec 17
2958 12:55 pm 2:00 pm Dec 25 - Dec 25
1721 2:35 pm 3:40 pm Jan 5 - Mar 8
2943 2:55 pm 3:55 pm Jan 8 - Jan 8
6338 2:55 pm 4:00 pm Dec 21 - Jan 2
671 2:55 pm 4:00 pm Dec 1 - Dec 20
671 2:55 pm 4:00 pm Jan 1 - Jan 4
2259 3:00 pm 4:05 pm Dec 25 - Dec 25
6111 3:45 pm 4:55 pm Jan 5 - Mar 8
1642 3:55 pm 5:00 pm Dec 25 - Dec 25
4141 3:55 pm 5:05 pm Jan 8 - Jan 29
6485 3:55 pm 5:00 pm Dec 21 - Jan 2
6568 3:55 pm 5:00 pm Dec 1 - Dec 20
6568 3:55 pm 5:00 pm Jan 1 - Jan 4
166 4:35 pm 5:40 pm Jan 5 - Mar 8
2132 4:35 pm 5:40 pm Jan 7 - Mar 4
2339 4:35 pm 5:40 pm Dec 24 - Dec 24
5185 4:35 pm 5:40 pm Dec 17 - Dec 17
6862 4:40 pm 5:45 pm Dec 31 - Dec 31
4362 4:55 pm 6:05 pm Dec 21 - Jan 2
4111 5:40 pm 6:45 pm Jan 8 - Jan 29
1451 5:55 pm 7:05 pm Jan 1 - Jan 4
1451 5:55 pm 7:05 pm Dec 1 - Dec 20
1643 7:15 pm 8:20 pm Dec 25 - Dec 25
188 7:30 pm 8:30 pm Jan 1 - Jan 4
188 7:30 pm 8:30 pm Dec 1 - Dec 20
2412 7:30 pm 8:30 pm Dec 21 - Jan 2
3886 7:30 pm 8:30 pm Jan 5 - Mar 8
4088 7:35 pm 8:35 pm Jan 8 - Jan 29
2064 8:05 pm 9:05 pm Dec 17 - Dec 17
5745 8:25 pm 9:30 pm Jan 7 - Mar 4
2379 8:40 pm 9:40 pm Dec 24 - Dec 24
Flight # Depart BWI Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
6261 6:10 am 7:20 am Dec 21 - Jan 2
753 6:30 am 7:40 am Jan 3 - Jan 4
753 6:30 am 7:40 am Dec 5 - Dec 20
1844 6:50 am 8:00 am Jan 5 - Feb 13
5641 7:00 am 8:05 am Dec 17 - Dec 17
2654 7:15 am 8:25 am Jan 8 - Jan 29
3487 7:30 am 8:40 am Dec 21 - Jan 2
1183 8:00 am 9:05 am Jan 7 - Mar 4
3658 9:05 am 10:20 am Dec 31 - Dec 31
437 9:10 am 10:25 am Dec 24 - Dec 24
2708 9:15 am 10:25 am Dec 25 - Dec 25
4357 9:15 am 10:25 am Dec 21 - Jan 2
565 9:15 am 10:25 am Jan 1 - Jan 1
565 9:15 am 10:25 am Dec 19 - Dec 20
565 9:15 am 10:25 am Jan 3 - Jan 4
565 9:15 am 10:25 am Dec 18 - Dec 18
565 9:15 am 10:25 am Dec 4 - Dec 11
565 9:15 am 10:25 am Dec 1 - Dec 16
2901 9:20 am 10:35 am Dec 17 - Dec 17
548 10:00 am 11:05 am Jan 5 - Jan 12
548 10:00 am 11:05 am Jan 6 - Jan 6
459 12:10 pm 1:15 pm Jan 6 - Mar 8
459 12:10 pm 1:15 pm Jan 5 - Jan 5
5809 12:25 pm 1:30 pm Jan 7 - Mar 4
3501 12:30 pm 1:35 pm Dec 17 - Dec 17
849 12:30 pm 1:35 pm Dec 21 - Jan 2
3531 12:40 pm 1:40 pm Jan 8 - Jan 29
2791 1:20 pm 2:25 pm Dec 25 - Dec 25
953 1:20 pm 2:25 pm Jan 1 - Jan 4
953 1:20 pm 2:25 pm Dec 1 - Dec 20
1433 1:30 pm 2:35 pm Dec 31 - Dec 31
3843 1:30 pm 2:35 pm Dec 24 - Dec 24
4948 2:15 pm 3:20 pm Jan 7 - Mar 4
3468 3:25 pm 4:30 pm Jan 8 - Jan 29
1941 3:30 pm 4:35 pm Dec 4 - Dec 11
1941 3:30 pm 4:35 pm Dec 18 - Dec 18
1941 3:30 pm 4:35 pm Jan 1 - Jan 1
2668 3:30 pm 4:35 pm Dec 25 - Dec 25
459 3:30 pm 4:35 pm Dec 19 - Dec 20
459 3:30 pm 4:35 pm Dec 1 - Dec 16
459 3:30 pm 4:35 pm Jan 3 - Jan 4
1316 4:15 pm 5:20 pm Jan 7 - Mar 4
6282 4:25 pm 5:30 pm Dec 21 - Jan 2
1996 4:40 pm 5:45 pm Dec 17 - Dec 17
242 4:40 pm 5:45 pm Dec 24 - Dec 24
2839 4:45 pm 5:50 pm Dec 31 - Dec 31
949 4:55 pm 6:05 pm Jan 5 - Jan 5
949 5:05 pm 6:10 pm Jan 6 - Mar 8
1020 5:15 pm 6:25 pm Jan 1 - Jan 4
1020 5:15 pm 6:25 pm Dec 1 - Dec 20
2601 5:15 pm 6:25 pm Dec 25 - Dec 25
4124 5:40 pm 6:50 pm Jan 8 - Jan 29
1170 5:55 pm 7:05 pm Dec 21 - Jan 2
382 7:10 pm 8:15 pm Jan 5 - Mar 8
5848 7:55 pm 9:00 pm Dec 21 - Jan 2
2048 8:15 pm 9:20 pm Dec 17 - Dec 17
2972 9:05 pm 10:05 pm Jan 8 - Jan 8
650 9:10 pm 10:15 pm Jan 5 - Jan 5
2838 9:30 pm 10:35 pm Dec 25 - Dec 25
650 9:40 pm 10:45 pm Jan 6 - Jan 13
2947 10:10 pm 11:15 pm Dec 1 - Dec 20
2947 10:10 pm 11:15 pm Jan 1 - Jan 3
2947 10:10 pm 11:15 pm Jan 4 - Jan 4
6038 10:45 pm 11:55 pm Dec 21 - Dec 21
6038 10:45 pm 11:55 pm Dec 22 - Dec 28
6038 10:45 pm 11:55 pm Dec 29 - Jan 2
* 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 $166
only $160
Destination

Chicago
$160
Airlines Airline reviews

4 travelers who booked a flight from Washington to Chicago rated their chosen airlines with an average of 9.4.

Overall
10.0
Boarding
10.0
Crew
10.0
Comfort
10.0
Food
6.0
Entertainment
8.0