Find Deals on Flights from Chicago to San Antonio (CHI - 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.
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Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Chicago to San Antonio

(Round-trip)
Depart: Sat Feb 27 2016 Return: Wed Mar 2 2016 Trip spans 5 days
American Airlines
American Airlines
ORD
SAT
3h 04m
nonstop
SAT
ORD
2h 49m
nonstop
Depart: Wed Mar 23 2016 Return: Tue Mar 29 2016 Trip spans 7 days
United
United
ORD
SAT
2h 56m
nonstop
SAT
ORD
2h 49m
nonstop
Depart: Tue Mar 22 2016 Return: Tue Mar 29 2016 Trip spans 8 days
American Airlines
American Airlines
ORD
SAT
2h 53m
nonstop
SAT
ORD
2h 49m
nonstop
Depart: Sat Apr 16 2016 Return: Sat Apr 23 2016 Trip spans 8 days
American Airlines
American Airlines
ORD
SAT
2h 51m
nonstop
SAT
ORD
2h 50m
nonstop
Depart: Tue May 24 2016 Return: Tue May 31 2016 Trip spans 8 days
United
United
ORD
SAT
3h 06m
nonstop
SAT
ORD
2h 51m
nonstop
Depart: Wed Jun 1 2016 Return: Tue Jun 7 2016 Trip spans 7 days
American Airlines
American Airlines
ORD
SAT
2h 58m
nonstop
SAT
ORD
2h 53m
nonstop
Depart: Thu Jun 2 2016 Return: Mon Jun 6 2016 Trip spans 5 days
United
United
ORD
SAT
3h 01m
nonstop
SAT
ORD
2h 46m
nonstop
Depart: Sat Apr 23 2016 Return: Tue Apr 26 2016 Trip spans 4 days
Delta
Delta
MDW
SAT
6h 08m
1 stop
SAT
MDW
5h 30m
1 stop
Depart: Wed Apr 27 2016 Return: Sun May 1 2016 Trip spans 5 days
American Airlines
American Airlines
ORD
SAT
2h 54m
nonstop
SAT
ORD
2h 50m
nonstop
Depart: Sat Apr 30 2016 Return: Tue May 10 2016 Trip spans 11 days
Delta
Delta
MDW
SAT
5h 18m
1 stop
SAT
MDW
5h 09m
1 stop
Depart: Wed May 11 2016 Return: Sat May 14 2016 Trip spans 4 days
Delta
Delta
MDW
SAT
5h 22m
1 stop
SAT
MDW
5h 17m
1 stop
Depart: Mon Mar 28 2016 Return: Wed Mar 30 2016 Trip spans 3 days
Delta
Delta
MDW
SAT
7h 22m
1 stop
SAT
MDW
5h 54m
1 stop
Depart: Thu May 12 2016 Return: Mon May 16 2016 Trip spans 5 days
Delta
Delta
MDW
SAT
8h 22m
1 stop
SAT
MDW
7h 13m
1 stop
Depart: Tue Apr 12 2016 Return: Tue Apr 19 2016 Trip spans 8 days
Southwest
Southwest
MDW
SAT
2h 50m
nonstop
SAT
MDW
2h 35m
nonstop
Depart: Mon Jul 4 2016 Return: Tue Jul 5 2016 Trip spans 2 days
United
United
ORD
SAT
2h 54m
nonstop
SAT
ORD
2h 42m
nonstop
Depart: Thu Mar 10 2016 Return: Sat Mar 19 2016 Trip spans 9 days
Southwest
Southwest
MDW
SAT
2h 50m
nonstop
SAT
MDW
2h 30m
nonstop
Depart: Thu Mar 31 2016 Return: Mon Apr 4 2016 Trip spans 5 days
Delta
Delta
MDW
SAT
7h 22m
1 stop
SAT
MDW
5h 45m
1 stop
Depart: Sat Jul 9 2016 Return: Tue Jul 12 2016 Trip spans 4 days
American Airlines
American Airlines
ORD
SAT
2h 58m
nonstop
SAT
ORD
3h 08m
nonstop
Depart: Thu Jul 28 2016 Return: Tue Aug 2 2016 Trip spans 6 days
American Airlines
American Airlines
ORD
SAT
2h 50m
nonstop
SAT
ORD
3h 08m
nonstop
Depart: Tue Aug 2 2016 Return: Sun Aug 7 2016 Trip spans 6 days
American Airlines
American Airlines
ORD
SAT
2h 56m
nonstop
SAT
ORD
3h 08m
nonstop
Direct flights CHI to SAT on American Airlines
Flight # Depart ORD Arrive SAT Sun Mon Tue Wed Thu Fri Sat Valid Between
3566 9:51 am 12:39 pm Mar 13 - Mar 25
3566 9:51 am 12:39 pm Mar 6 - Mar 11
3636 9:51 am 12:39 pm Mar 5 - Mar 12
3636 9:51 am 12:39 pm Mar 19 - Mar 26
4409 9:51 am 12:50 pm Feb 12 - Feb 29
4409 9:51 am 12:50 pm Feb 11 - Feb 25
4409 9:51 am 12:50 pm Mar 1 - Mar 2
4409 9:51 am 12:50 pm Mar 3 - Mar 4
4222 2:00 pm 5:10 pm Mar 13 - Mar 25
4222 2:00 pm 5:10 pm Feb 11 - Mar 11
3609 2:30 pm 5:23 pm Mar 19 - Mar 19
3609 2:30 pm 5:23 pm Mar 5 - Mar 12
4222 2:30 pm 5:34 pm Feb 13 - Feb 27
3526 8:00 pm 10:53 pm Mar 4 - Mar 11
3526 8:00 pm 10:53 pm Mar 13 - Mar 31
4352 8:00 pm 11:04 pm Mar 19 - Apr 2
4352 8:00 pm 11:04 pm Mar 5 - Mar 12
* 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.

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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.

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Airports
Origin

Chicago
only $277
only $294
Destination

San Antonio
$277