Find Deals on Flights from Dallas 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
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 Dallas to Chicago Midway

(Round-trip)
Depart: Tue Jan 31 2017 Return: Wed Feb 1 2017 Trip spans 2 days
Delta
Delta
DAL
2:00a
MDW
6:45a
4h 45m
1 stop
MDW
2:10a
DAL
7:06a
4h 56m
1 stop
Depart: Sat May 20 2017 Return: Mon May 22 2017 Trip spans 3 days
Southwest
Southwest
DAL
4:20p
MDW
6:25p
2h 05m
nonstop
MDW
12:45p
DAL
3:10p
2h 25m
nonstop
Depart: Fri Mar 10 2017 Return: Mon Mar 13 2017 Trip spans 3 days
Major Airline
Major Airline
DAL
12:00a
MDW
1:35a
1h 35m
1 stop
MDW
1:00a
DAL
2:35a
1h 35m
1 stop
Depart: Wed Feb 1 2017 Return: Tue Feb 7 2017 Trip spans 7 days
Delta
Delta
DAL
5:02a
MDW
10:03a
5h 01m
1 stop
MDW
2:10a
DAL
7:06a
4h 56m
1 stop
Depart: Tue Feb 7 2017 Return: Wed Feb 8 2017 Trip spans 2 days
Delta
Delta
DAL
7:46a
MDW
12:22p
4h 36m
1 stop
MDW
7:20a
DAL
12:56p
5h 36m
1 stop
Depart: Sat Jan 21 2017 Return: Tue Jan 31 2017 Trip spans 11 days
Southwest
Southwest
DAL
1:25a
MDW
3:40a
2h 15m
nonstop
MDW
9:20a
DAL
11:40a
2h 20m
nonstop
Depart: Wed Feb 8 2017 Return: Tue Feb 14 2017 Trip spans 7 days
Delta
Delta
DAL
2:00a
MDW
6:45a
4h 45m
1 stop
MDW
7:20a
DAL
12:56p
5h 36m
1 stop
Depart: Sat Mar 25 2017 Return: Thu Mar 30 2017 Trip spans 6 days
Southwest
Southwest
DAL
3:50a
MDW
5:55a
2h 05m
nonstop
MDW
1:40a
DAL
4:00a
2h 20m
nonstop
Depart: Tue Feb 14 2017 Return: Wed Feb 15 2017 Trip spans 2 days
Delta
Delta
DAL
2:00a
MDW
6:45a
4h 45m
1 stop
MDW
2:10a
DAL
7:06a
4h 56m
1 stop
Depart: Fri Feb 10 2017 Return: Sat Feb 11 2017 Trip spans 2 days
Southwest
Southwest
DAL
3:20p
MDW
5:30p
2h 10m
nonstop
MDW
6:00a
DAL
8:20a
2h 20m
nonstop
Depart: Wed Feb 15 2017 Return: Tue Feb 21 2017 Trip spans 7 days
Delta
Delta
DAL
2:00a
MDW
6:45a
4h 45m
1 stop
MDW
2:10a
DAL
7:09a
4h 59m
1 stop
Depart: Tue Feb 21 2017 Return: Wed Feb 22 2017 Trip spans 2 days
Delta
Delta
DAL
7:49a
MDW
12:50p
5h 01m
1 stop
MDW
2:10a
DAL
7:10a
5h 00m
1 stop
Depart: Wed Feb 22 2017 Return: Tue Feb 28 2017 Trip spans 7 days
Delta
Delta
DAL
2:00a
MDW
6:43a
4h 43m
1 stop
MDW
2:10a
DAL
7:09a
4h 59m
1 stop
Depart: Tue Feb 28 2017 Return: Tue Mar 7 2017 Trip spans 8 days
Delta
Delta
DAL
10:40a
MDW
3:27p
4h 47m
1 stop
MDW
7:25a
DAL
12:53p
5h 28m
1 stop
Depart: Sun Mar 19 2017 Return: Thu Mar 23 2017 Trip spans 5 days
Southwest
Southwest
DAL
6:15a
MDW
8:20a
2h 05m
nonstop
MDW
1:40a
DAL
4:00a
2h 20m
nonstop
Depart: Wed Mar 1 2017 Return: Tue Mar 7 2017 Trip spans 7 days
Delta
Delta
DAL
7:49a
MDW
12:50p
5h 01m
1 stop
MDW
2:10a
DAL
7:09a
4h 59m
1 stop
Depart: Tue Mar 7 2017 Return: Wed Mar 8 2017 Trip spans 2 days
Delta
Delta
DFW
2:00a
MDW
6:43a
4h 43m
1 stop
MDW
5:57a
DFW
11:05a
5h 08m
1 stop
Depart: Wed Mar 29 2017 Return: Tue Apr 4 2017 Trip spans 7 days
Delta
Delta
DAL
3:00a
MDW
9:07a
6h 07m
1 stop
MDW
2:00a
DAL
8:06a
6h 06m
1 stop
Depart: Wed Apr 5 2017 Return: Wed Apr 12 2017 Trip spans 8 days
Delta
Delta
DAL
8:45a
MDW
4:02p
7h 17m
1 stop
MDW
2:00a
DAL
8:06a
6h 06m
1 stop
Depart: Tue Apr 18 2017 Return: Tue Apr 25 2017 Trip spans 8 days
Delta
Delta
DAL
8:45a
MDW
1:38p
4h 53m
1 stop
MDW
6:10a
DAL
10:58a
4h 48m
1 stop
* 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

Dallas
only $184
only $184
Destination

Chicago
$184
Airlines Airline reviews

4 travelers who booked a flight from Dallas to Chicago rated their chosen airlines with an average of 6.3.

Overall
6.0
Boarding
6.0
Crew
7.0
Comfort
7.0
Food
6.0
Entertainment
6.0