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

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Lowest round trip fares by airline from San Antonio and Chicago

Cheapest prices ($89 One Way, $118 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fly From San Antonio to Chicago

Origin
San Antonio
Destination
Chicago
Number of Daily Flights
19
Earliest Flight Departure Date
Dec 28
Latest Flight Departure Date
Dec 28
Popular Airlines
American Airlines

Cheap flights from San Antonio to Chicago

Are you ready to book your flight, but feeling nervous about paying too much if prices drop in a few days? Don't play the waiting game. Our Best Price Guarantee means if you see a better fare for the same flight, we'll give you the difference in CheapCash, plus $50 more in CheapCash, which you can use to save on your hotel reservation.

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Save Even More Time and Money With a Chicago Travel Package

Once your flights are booked, why start all over again searching for a cheap hotel? Book your flight and hotel together, and save yourself more than time and energy. You'll also be able to take advantage of discounts and coupons on your Chicago vacation that you can't get when you book flights and hotel separately.

Relax in Chicago With Confidence and Convenience

Going cheap doesn't mean giving up great service. Our agents are available 24/7 to help you find the right cheap flights and hotel, and to answer questions about your trip.

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.