Earn point on your loyalty program!arrow arc left

Cheap flights from San Antonio (SAT) to Chicago (CHI)

Know your dates, get live prices in seconds
airplane logo

pin logo

calendar
Departure
calendar backward
Return
airplane logo
1 Adults (11+)
0 Children (2~11)
0 Infants (0~2)
Save up to 31%
Book Flight + Hotel at the same time

How to find the cheapest flight from San Antonio (SAT) to Chicago (CHI)

How to find the cheapest flight from San Antonio (SAT) to Chicago (CHI)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.
How to find the cheapest flight from San Antonio (SAT) to Chicago (CHI)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.
How to find the cheapest flight from San Antonio (SAT) to Chicago (CHI)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.

Cheap flights from San Antonio to Chicago in July , August 2026

27 Jul - 05 Aug $ 377.00
SAT
San Antonio
Frontier Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Frontier Airlines
1 STOPS
SAT
San Antonio
Pick dates
30 Jul - 12 Aug $ 524.00
SAT
San Antonio
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
SAT
San Antonio
Pick dates
28 Jul - 01 Aug $ 898.00
SAT
San Antonio
Alaska Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Alaska Airlines
1 STOPS
SAT
San Antonio
Pick dates

Last minute flights from San Antonio to Chicago

27 Jul - 01 Aug $ 383.00
SAT
San Antonio
Frontier Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Frontier Airlines
1 STOPS
SAT
San Antonio
Pick dates
28 Jul - 31 Jul $ 633.00
SAT
San Antonio
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
SAT
San Antonio
Pick dates
28 Jul - 31 Jul $ 633.00
SAT
San Antonio
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
SAT
San Antonio
Pick dates

One-way flights to Chicago from San Antonio

9:32 PM - 11:49 PM
Frontier Airlines
1 Stops
8h 5m
SAT - CHI
$ 191
Kiwi
Pick dates
5:32 PM - 5:32 PM
United Airlines
0 Stops
3h 1m
SAT - CHI
$ 258
Kiwi
Pick dates
6:40 AM - 6:40 AM
United Airlines
0 Stops
2h 58m
SAT - CHI
$ 260
Kiwi
Pick dates

How to find the cheapest flight from San Antonio (SAT) to Chicago (CHI)

Related info for your journey
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.
How to find the cheapest flight from San Antonio (SAT) to Chicago (CHI)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.
How to find the cheapest flight from San Antonio (SAT) to Chicago (CHI)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.