Find Cheap Flights to San Antonio

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 Aug 2 2017 Return: Sat Aug 5 2017 Trip spans 4 days
Delta
Delta
MDW
12:00a
SAT
7:00a
7h 00m
1 stop
SAT
12:00a
MDW
8:22a
8h 22m
1 stop
Depart: Tue Aug 8 2017 Return: Wed Aug 9 2017 Trip spans 2 days
Delta
Delta
MDW
12:00a
SAT
7:42a
7h 42m
1 stop
SAT
12:00a
MDW
5:30a
5h 30m
1 stop
Depart: Sat Sep 30 2017 Return: Wed Oct 4 2017 Trip spans 5 days
Delta
Delta
MDW
12:00a
SAT
5:38a
5h 38m
1 stop
SAT
12:00a
MDW
6:22a
6h 22m
1 stop
Depart: Wed Nov 1 2017 Return: Wed Nov 15 2017 Trip spans 15 days
Delta
Delta
MDW
12:00a
SAT
5:15a
5h 15m
1 stop
SAT
12:00a
MDW
5:20a
5h 20m
1 stop
Depart: Tue Aug 1 2017 Return: Wed Aug 2 2017 Trip spans 2 days
Delta
Delta
MDW
12:00a
SAT
5:28a
5h 28m
1 stop
SAT
12:00a
MDW
5:30a
5h 30m
1 stop
Depart: Wed Aug 2 2017 Return: Sun Aug 6 2017 Trip spans 5 days
Delta
Delta
MDW
12:00a
SAT
7:18a
7h 18m
1 stop
SAT
12:00a
MDW
8:23a
8h 23m
1 stop
Depart: Thu Aug 3 2017 Return: Sat Aug 5 2017 Trip spans 3 days
Delta
Delta
MDW
12:00a
SAT
8:24a
8h 24m
1 stop
SAT
12:00a
MDW
5:29a
5h 29m
1 stop
Depart: Tue Aug 15 2017 Return: Sun Aug 20 2017 Trip spans 6 days
Delta
Delta
MDW
12:00a
SAT
7:58a
7h 58m
1 stop
SAT
12:00a
MDW
5:03a
5h 03m
1 stop
Depart: Thu Aug 17 2017 Return: Tue Aug 22 2017 Trip spans 6 days
Delta
Delta
MDW
12:00a
SAT
5:28a
5h 28m
1 stop
SAT
12:00a
MDW
5:27a
5h 27m
1 stop
Depart: Thu Aug 31 2017 Return: Sat Sep 2 2017 Trip spans 3 days
Delta
Delta
MDW
12:00a
SAT
7:24a
7h 24m
1 stop
SAT
12:00a
MDW
6:49a
6h 49m
1 stop
Depart: Tue Aug 1 2017 Return: Sun Aug 6 2017 Trip spans 6 days
Delta
Delta
MDW
12:00a
SAT
5:32a
5h 32m
1 stop
SAT
12:00a
MDW
8:23a
8h 23m
1 stop
Depart: Thu Aug 3 2017 Return: Sun Aug 6 2017 Trip spans 4 days
Delta
Delta
MDW
12:00a
SAT
7:42a
7h 42m
1 stop
SAT
12:00a
MDW
8:23a
8h 23m
1 stop
Depart: Thu Aug 31 2017 Return: Sun Sep 3 2017 Trip spans 4 days
Delta
Delta
MDW
12:00a
SAT
5:38a
5h 38m
1 stop
SAT
12:00a
MDW
7:30a
7h 30m
1 stop
Depart: Wed Aug 2 2017 Return: Mon Aug 7 2017 Trip spans 6 days
Delta
Delta
MDW
12:00a
SAT
7:18a
7h 18m
1 stop
SAT
12:00a
MDW
5:30a
5h 30m
1 stop
Depart: Fri Aug 4 2017 Return: Sat Aug 5 2017 Trip spans 2 days
Delta
Delta
MDW
12:00a
SAT
5:06a
5h 06m
1 stop
SAT
12:00a
MDW
5:29a
5h 29m
1 stop
Depart: Wed Aug 16 2017 Return: Mon Aug 21 2017 Trip spans 6 days
Delta
Delta
MDW
12:00a
SAT
5:30a
5h 30m
1 stop
SAT
12:00a
MDW
5:25a
5h 25m
1 stop
Depart: Tue Aug 1 2017 Return: Sun Aug 6 2017 Trip spans 6 days
Delta
Delta
MDW
12:00a
SAT
5:28a
5h 28m
1 stop
SAT
12:00a
MDW
5:24a
5h 24m
1 stop
Depart: Thu Aug 3 2017 Return: Mon Aug 7 2017 Trip spans 5 days
Delta
Delta
MDW
12:00a
SAT
7:42a
7h 42m
1 stop
SAT
12:00a
MDW
8:08a
8h 08m
1 stop
Depart: Fri Aug 4 2017 Return: Sun Aug 6 2017 Trip spans 3 days
Delta
Delta
MDW
12:00a
SAT
5:19a
5h 19m
1 stop
SAT
12:00a
MDW
8:23a
8h 23m
1 stop
Depart: Fri Aug 18 2017 Return: Sun Aug 20 2017 Trip spans 3 days
Delta
Delta
MDW
12:00a
SAT
5:25a
5h 25m
1 stop
SAT
12:00a
MDW
5:03a
5h 03m
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
2012 8:10 am 10:50 am Aug 15 - Aug 15
2012 8:10 am 10:50 am Aug 16 - Sep 1
3713 8:25 am 11:10 am Jul 19 - Aug 14
2190 8:45 am 11:30 am Aug 19 - Sep 23
2808 9:00 am 11:40 am Jul 22 - Jul 29
2808 9:00 am 11:40 am Aug 12 - Aug 12
4208 9:00 am 11:45 am Aug 20 - Aug 27
4287 9:00 am 11:40 am Jul 23 - Aug 13
2808 9:05 am 11:45 am Aug 5 - Aug 5
3997 12:10 pm 2:50 pm Jul 19 - Aug 14
575 2:45 pm 5:25 pm Aug 15 - Sep 29
3714 3:55 pm 6:35 pm Aug 20 - Aug 27
3051 6:10 pm 8:50 pm Aug 19 - Aug 26
5919 6:35 pm 9:15 pm Aug 12 - Aug 12
5919 6:35 pm 9:15 pm Jul 22 - Jul 29
5418 6:45 pm 9:25 pm Jul 23 - Aug 13
5919 7:10 pm 9:50 pm Aug 5 - Aug 5
2131 7:20 pm 10:00 pm Jul 19 - Aug 14
* 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

Chicago
$204
Destination

San Antonio
$204
Airlines