Cheap Flights from Chicago to San Antonio
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Deals from
Chicago
RatePunk searches hundreds of travel sites at once for deals on flights to San Antonio
Prices updated 7 days ago
483 airlines compared
80%+ AI score for best value
Fares are subject to change and may not be available for all dates. (Data last updated Oct 26, 2026.)
Today’s best flight deals from Chicago to San Antonio
Explore current cheapest deals departing from Chicago to San Antonio
2026-11-18 – 2026-11-21
CHI - San Antonio
68% AI deal score
$263
$200
Round trip
2026-11-14 – 2026-11-18
CHI - San Antonio
66% AI deal score
$267
$217
Round trip
2026-12-19 – 2027-01-06
CHI - San Antonio
74% AI deal score
$355
$223
Round trip
2027-02-02 – 2027-02-17
CHI - San Antonio
44% AI deal score
$210
$228
Round trip
2026-12-16 – 2027-01-06
CHI - San Antonio
73% AI deal score
$347
$229
Round trip
2027-02-09 – 2027-02-17
CHI - San Antonio
45% AI deal score
$227
$229
Round trip
2027-02-02 – 2027-02-08
CHI - San Antonio
45% AI deal score
$230
$229
Round trip
2027-02-02 – 2027-02-09
CHI - San Antonio
45% AI deal score
$230
$229
Round trip
2026-11-14 – 2026-11-16
CHI - San Antonio
65% AI deal score
$267
$230
Round trip
2027-01-26 – 2027-02-17
CHI - San Antonio
43% AI deal score
$186
$231
Round trip
