Find Deals on Flights from Chicago Midway to San Antonio (MDW - SAT)

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 Chicago Midway to San Antonio

(Round-trip)
Depart: Wed Feb 24 2016 Return: Sat Mar 5 2016 Trip spans 11 days
Delta
Delta
MDW
7:25a
SAT
3:00p
7h 35m
1 stop
SAT
2:45a
MDW
9:53a
7h 08m
1 stop
Depart: Sat Feb 27 2016 Return: Tue Mar 1 2016 Trip spans 4 days
Delta
Delta
MDW
5:09a
SAT
10:45a
5h 36m
1 stop
SAT
7:48a
MDW
1:02p
5h 14m
1 stop
Depart: Tue Mar 1 2016 Return: Wed Mar 2 2016 Trip spans 2 days
Delta
Delta
MDW
5:10a
SAT
10:41a
5h 31m
1 stop
SAT
6:17a
MDW
12:45p
6h 28m
1 stop
Depart: Wed Mar 2 2016 Return: Sat Mar 5 2016 Trip spans 4 days
Delta
Delta
MDW
2:05a
SAT
8:15a
6h 10m
1 stop
SAT
12:45a
MDW
6:37a
5h 52m
1 stop
Depart: Sat Mar 5 2016 Return: Tue Mar 8 2016 Trip spans 4 days
Delta
Delta
MDW
7:30a
SAT
12:44p
5h 14m
1 stop
SAT
11:41a
MDW
5:27p
5h 46m
1 stop
Depart: Tue Mar 8 2016 Return: Wed Mar 9 2016 Trip spans 2 days
Delta
Delta
MDW
1:00a
SAT
6:35a
5h 35m
1 stop
SAT
12:45a
MDW
8:07a
7h 22m
1 stop
Depart: Wed Mar 9 2016 Return: Tue Mar 15 2016 Trip spans 6 days
Delta
Delta
MDW
1:00a
SAT
6:35a
5h 35m
1 stop
SAT
8:25a
MDW
1:45p
5h 20m
1 stop
Depart: Sat Mar 12 2016 Return: Tue Apr 12 2016 Trip spans 31 days
Delta
Delta
MDW
10:31a
SAT
5:51p
7h 20m
1 stop
SAT
2:00a
MDW
7:45a
5h 45m
1 stop
Depart: Tue Mar 15 2016 Return: Tue Mar 22 2016 Trip spans 8 days
Delta
Delta
MDW
10:00a
SAT
3:51p
5h 51m
1 stop
SAT
3:10a
MDW
8:22a
5h 12m
1 stop
Depart: Tue Mar 22 2016 Return: Wed Mar 23 2016 Trip spans 2 days
Delta
Delta
MDW
2:00a
SAT
7:35a
5h 35m
1 stop
SAT
3:45a
MDW
9:07a
5h 22m
1 stop
Depart: Wed Mar 23 2016 Return: Sat Mar 26 2016 Trip spans 4 days
Delta
Delta
MDW
12:35p
SAT
6:34p
5h 59m
1 stop
SAT
1:45a
MDW
7:37a
5h 52m
1 stop
Depart: Tue Mar 29 2016 Return: Wed Mar 30 2016 Trip spans 2 days
Delta
Delta
MDW
2:00a
SAT
7:35a
5h 35m
1 stop
SAT
3:45a
MDW
9:07a
5h 22m
1 stop
Depart: Wed Mar 30 2016 Return: Tue Apr 5 2016 Trip spans 7 days
Delta
Delta
MDW
2:00a
SAT
7:35a
5h 35m
1 stop
SAT
3:10a
MDW
8:20a
5h 10m
1 stop
Depart: Tue Apr 5 2016 Return: Wed Apr 6 2016 Trip spans 2 days
Delta
Delta
MDW
11:35a
SAT
6:52p
7h 17m
1 stop
SAT
8:26a
MDW
1:44p
5h 18m
1 stop
Depart: Wed Apr 6 2016 Return: Wed Apr 13 2016 Trip spans 8 days
Delta
Delta
MDW
11:14a
SAT
4:46p
5h 32m
1 stop
SAT
2:29a
MDW
7:40a
5h 11m
1 stop
Depart: Sat Apr 9 2016 Return: Tue Apr 12 2016 Trip spans 4 days
Delta
Delta
MDW
11:35a
SAT
6:50p
7h 15m
1 stop
SAT
2:00a
MDW
9:15a
7h 15m
1 stop
Depart: Tue Apr 12 2016 Return: Tue Apr 19 2016 Trip spans 8 days
Delta
Delta
MDW
9:50a
SAT
3:50p
6h 00m
1 stop
SAT
8:48a
MDW
1:58p
5h 10m
1 stop
Depart: Tue Apr 19 2016 Return: Sat Apr 23 2016 Trip spans 5 days
Delta
Delta
MDW
6:10a
SAT
11:45a
5h 35m
1 stop
SAT
2:00a
MDW
7:43a
5h 43m
1 stop
Depart: Wed May 4 2016 Return: Sat May 7 2016 Trip spans 4 days
Delta
Delta
MDW
2:00a
SAT
7:16a
5h 16m
1 stop
SAT
3:15a
MDW
8:16a
5h 01m
1 stop
Depart: Wed May 11 2016 Return: Sat May 14 2016 Trip spans 4 days
Delta
Delta
MDW
11:27a
SAT
6:12p
6h 45m
1 stop
SAT
2:00a
MDW
7:47a
5h 47m
1 stop
Select an airline:  Southwest
Direct flights MDW to SAT on Southwest
Flight # Depart MDW Arrive SAT Sun Mon Tue Wed Thu Fri Sat Valid Between
2406 8:35 am 11:25 am Mar 10 - Mar 11
2406 8:35 am 11:25 am Mar 14 - Apr 11
2406 8:35 am 11:25 am Mar 13 - Apr 10
2392 9:00 am 11:55 am Mar 19 - Apr 9
2392 9:00 am 11:55 am Mar 12 - Mar 12
256 9:00 am 12:05 pm Feb 11 - Feb 26
256 9:00 am 12:05 pm Feb 29 - Mar 8
3317 9:00 am 12:05 pm Feb 21 - Mar 6
895 9:00 am 12:05 pm Mar 9 - Mar 9
2413 9:50 am 12:50 pm Feb 13 - Mar 5
3054 3:10 pm 6:00 pm Mar 14 - Mar 18
3054 3:10 pm 6:00 pm Mar 20 - Mar 20
3054 3:10 pm 6:00 pm Mar 21 - Mar 25
3054 3:10 pm 6:00 pm Mar 10 - Mar 11
3054 3:10 pm 6:00 pm Mar 13 - Mar 13
2411 6:25 pm 9:15 pm Mar 12 - Mar 12
2411 6:25 pm 9:15 pm Mar 19 - Apr 9
1935 7:55 pm 10:55 pm Mar 9 - Mar 9
530 8:00 pm 11:00 pm Feb 11 - Feb 19
530 8:00 pm 11:00 pm Feb 21 - Feb 26
530 8:00 pm 11:00 pm Feb 28 - Mar 8
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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

Here's why:

We’re not the seller
At KAYAK we don’t set prices, so it’s not possible for us to guarantee what other companies are selling.

We aggregate tons 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 don'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.

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

Chicago
$294
Destination

San Antonio
$294
Airlines