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

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1 Adults (11+)
0 Children (2~11)
0 Infants (0~2)
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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)
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How to find the cheapest flight from San Antonio (SAT) to Chicago (CHI)
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How to find the cheapest flight from San Antonio (SAT) to Chicago (CHI)
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Cheap flights from San Antonio to Chicago in May , June 2026

24 May - 09 Jun $ 426.00
SAT
San Antonio
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
SAT
San Antonio
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18 May - 11 Jun $ 782.00
SAT
San Antonio
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
SAT
San Antonio
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25 May - 10 Jun $ 1,067.00
SAT
San Antonio
Alaska Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Alaska Airlines
1 STOPS
SAT
San Antonio
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Last minute flights from San Antonio to Chicago

27 May - 31 May $ 460.00
SAT
San Antonio
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
SAT
San Antonio
Pick dates
27 May - 31 May $ 460.00
SAT
San Antonio
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
SAT
San Antonio
Pick dates
21 May - 31 May $ 800.00
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

6:40 AM - 6:40 AM
United Airlines
0 Stops
2h 58m
SAT - CHI
$ 184
Kiwi
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1:40 PM - 1:40 PM
United Airlines
0 Stops
3h 9m
SAT - CHI
$ 184
Kiwi
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2:00 PM - 2:00 PM
United Airlines
0 Stops
2h 55m
SAT - CHI
$ 479
Kiwi
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How to find the cheapest flight from San Antonio (SAT) to Chicago (CHI)

Related info for your journey
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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.