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 ($84 One Way, $168 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Great Deals On Cheap Hotels in Chicago

Freehand Chicago

Freehand Chicago

3.5 out of 5
19 East Ohio Street, Chicago, IL, 60611
The price is $87 per night from Dec 5 to Dec 6
$87
per night
Dec 5 - Dec 6
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and ...
3.9/5 Very Good! (1,003 reviews)
"Staff there are Nice people"

Reviewed on Nov 23, 2022

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St, Chicago, IL, 60605
The price is $93 per night from Dec 4 to Dec 5
$93
per night
Dec 4 - Dec 5
Stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast, and a 24-hour front desk. Our guests praise the breakfast and the restaurant in ...
3/5 (1,044 reviews)
"The service"

Reviewed on Nov 20, 2022

Travelodge by Wyndham Downtown Chicago
Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave, Elk Grove Village, IL, 60007
The price is $45 per night from Dec 19 to Dec 20
$45
per night
Dec 19 - Dec 20
Stay at this business-friendly motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the ...
4/5 Very Good! (1,005 reviews)
I’d visit again
"This motel was everything I needed. I was trying to find something decent not too far from downtown, not expensive, but also not sketchy. I went with this one and had no issues. Had a bed, hot shower, heating/cooling, all the basics you need. It didn’t have a fridge but that wasn’t a problem for ..."

Reviewed on Nov 21, 2022

Motel 6 Elk Grove Village, IL - O'Hare
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. 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 22
Earliest Flight Departure Date Dec 4
Latest Flight Departure Date Dec 4
Popular Airlines United Airlines

Cheap flights from San Antonio to Chicago

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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

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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.