Flights from San Antonio to Chicago

Flights

All filters Stops Airlines Time Price Stay Alliances

Cheapest flights

Frontier Airlines
  • Stops
DEPARTURE
SAT - ORD
Wed. Oct 14, 2026
RETURN
ORD - SAT
Mon. Oct 26, 2026
Price per a person from
$494
American Airlines
  • Non-stop
DEPARTURE
SAT - ORD
Wed. Oct 14, 2026
RETURN
ORD - SAT
Mon. Oct 26, 2026
Price per a person from
$691
Delta Air Lines
  • Stops
DEPARTURE
SAT - MDW
Wed. Oct 14, 2026
RETURN
ORD - SAT
Mon. Oct 26, 2026
Price per a person from
$722

Cheap one-way flights

If you're planning to travel one-way to Chicago, find the best flight deals available here.
Frontier Airlines
DEPARTURE
SAT - ORD
Wed. Oct 14, 2026
Price per a person from
$232
American Airlines
DEPARTURE
SAT - ORD
Wed. Oct 14, 2026
Price per a person from
$332
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