Cheap Flights from San Antonio, TX to Chicago, IL from $142

Return flight: Chicago – San Antonio
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On Cheapflightsplus.com you will find 36 connecting flights from San Antonio to Chicago. You can compare airfare deals from 2 airlines and multiple travel sites from $142, book and save on cheap plane tickets and last minute offers. Also check out SAT-CHI flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip San Antonio to Chicago Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $142 (one-way), $244 (round-trip).
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Best Flights from San Antonio to Chicago Today

Take a look at the list of non stop flights and flights with layovers from San Antonio to Chicago with the lowest price of $142. Take a look at the list of flights with layovers from San Antonio to Chicago from $142. There’re no direct flights. The fastest connecting flight – 5h 40m.
Price Departure Arrival Flight Duration Airline Flight
from $142
Find flight
17:40
San Antonio
San Antonio
 00:10+1 день
Chicago
O'Hare International
 6h 30m
layover
1h 42m - Atlanta
 Frontier Airlines
F94810
F93397
from $183
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21:33
San Antonio
San Antonio
 20:59+1 день
Chicago
O'Hare International
 23h 26m
layover
16h 30m - Las Vegas
 Frontier Airlines
F93419
F92146
Show all tickets
*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on September 17, 2025
Full flight schedule will help you in detecting at what time planes fly from San Antonio to Chicago. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
Departure Arrival Flight Details Flight Duration Price
12:41 — 23:59
12:41 — 14:07 F92355 Frontier Airlines
San Antonio — Denver
6h 23m stop
20:30 — 23:59 F93172 Frontier Airlines
Denver — Chicago
11h 18m
including layover
Find flight
from$281
12:45 — 21:58
12:45 — 16:25 NK1704 Spirit Airlines
San Antonio — Orlando
3h 25m stop
19:50 — 21:58 NK341 Spirit Airlines
Orlando — Chicago
9h 13m
including layover
Find flight
from$291
17:40 — 00:10
+1 day
17:40 — 21:16 F94810 Frontier Airlines
San Antonio — Atlanta
1h 42m stop
22:58 — 00:10 F93397 Frontier Airlines
Atlanta — Chicago
6h 30m
including layover
Find flight
from$142
17:40 — 23:20
17:40 — 21:16 F94810 Frontier Airlines
San Antonio — Atlanta
1h 9m stop
22:25 — 23:20 F92779 Frontier Airlines
Atlanta — Chicago
5h 40m
including layover
Find flight
from$165
19:17 — 16:50
+1 day
19:17 — 23:05 NK2209 Spirit Airlines
San Antonio — Miami
8h 5m stop
07:10 — 10:00 NK373 Spirit Airlines
Miami — New York
5h 12m stop
15:12 — 16:50 NK494 Spirit Airlines
New York — Chicago
21h 33m
including layover
Find flight
from$318
19:17 — 10:52
+1 day
19:17 — 23:05 NK2209 Spirit Airlines
San Antonio — Miami
9h 22m stop
08:27 — 10:52 NK1379 Spirit Airlines
Miami — Chicago
15h 35m
including layover
Find flight
from$363
19:17 — 17:39
+1 day
19:17 — 23:05 NK2209 Spirit Airlines
San Antonio — Miami
16h 9m stop
15:14 — 17:39 NK1225 Spirit Airlines
Miami — Chicago
22h 22m
including layover
Find flight
from$363
19:17 — 22:48
+1 day
19:17 — 23:05 NK2209 Spirit Airlines
San Antonio — Miami
21h 20m stop
20:25 — 22:48 NK2 Spirit Airlines
Miami — Chicago
27h 31m
including layover
Find flight
from$363
20:20 — 21:28
+1 day
20:20 — 21:48 F92097 Frontier Airlines
San Antonio — Denver
20h 2m stop
17:50 — 21:28 F93174 Frontier Airlines
Denver — Chicago
25h 8m
including layover
Find flight
from$147
21:33 — 20:59
+1 day
21:33 — 22:27 F93419 Frontier Airlines
San Antonio — Las Vegas
16h 30m stop
14:57 — 20:59 F92146 Frontier Airlines
Las Vegas — Chicago
23h 26m
including layover
Find flight
from$183
21:47 — 11:51
+1 day
21:47 — 22:40 NK713 Spirit Airlines
San Antonio — Las Vegas
7h 35m stop
06:15 — 11:51 NK2079 Spirit Airlines
Las Vegas — Chicago
14h 4m
including layover
Find flight
from$291
21:47 — 14:20
+1 day
21:47 — 22:40 NK713 Spirit Airlines
San Antonio — Las Vegas
6h 25m stop
05:05 — 09:51 F93646 Frontier Airlines
Las Vegas — Austin
1h 36m stop
11:27 — 14:20 F92800 Frontier Airlines
Austin — Chicago
16h 33m
including layover
Find flight
from$360
21:47 — 15:54
+1 day
21:47 — 22:40 NK713 Spirit Airlines
San Antonio — Las Vegas
8h 20m stop
07:00 — 12:00 F93978 Frontier Airlines
Las Vegas — Dallas
1h 19m stop
13:19 — 15:54 F91342 Frontier Airlines
Dallas — Chicago
18h 7m
including layover
Find flight
from$360
21:47 — 20:46
+1 day
21:47 — 22:40 NK713 Spirit Airlines
San Antonio — Las Vegas
12h 1m stop
10:41 — 16:07 F91490 Frontier Airlines
Las Vegas — Houston
2h 2m stop
18:09 — 20:46 F93282 Frontier Airlines
Houston — Chicago
22h 59m
including layover
Find flight
from$361
21:47 — 13:11
+1 day
21:47 — 22:40 NK713 Spirit Airlines
San Antonio — Las Vegas
2h 15m stop
00:55 — 05:45 F91650 Frontier Airlines
Las Vegas — Dallas
4h 56m stop
10:41 — 13:11 F91888 Frontier Airlines
Dallas — Chicago
15h 24m
including layover
Find flight
from$367
*Departure and arrival times - local. Updated on September 17, 2025

Flight Information

Below we will explain in detail what the flights cost on the destination from San Antonio to Chicago depends on and how to choose the most interesting flight option for you.

Distance between San Antonio and Chicago is 1684 miles. Time difference between the cities is 0h. Airplanes depart 12:41 to 21:47 from 5 San Antonio airports and arrive 12:41 to 21:47 to 7 Chicago airports. Average flight time is 19h 50m.

  • The fastest flight 5h 40m
  • Average flight time 19h 50m
  • The earliest flight 12:41
  • The latest flight 21:47
  • Distance 1047 ml

The cheapest months to travel to Chicago are september (from 142 $).

What is the lowest airfare San Antonio to Chicago?

The cheapest plane ticket found by our users is $142. This airfare is for economy class on one-way F94810 flight by Frontier Airlines for September 5, 2025 which leaves San Antonio in San Antonio at 17:40 am and arrives at Chicago O'Hare International at 00:10.

Economy class
$142
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Business class
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First class
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Popular Airlines on the Route

The flight San Antonio — Chicago is served by 2 regular airlines and 2 low-cost airlines. Most of the flights on this route are operated by Frontier Airlines - 5 departures per week at the price of from $ 142 . And the most expensive tickets are offered by Spirit Airlines airline - from $ 728.

Direct flights

There’re no direct flights on this route. Try flights with stops.

Connecting Flights

There are 36 flights with layovers on the route. The fastest connecting flight is F94810 by Frontier Airlines takes 5h 40m and the cheapest is F94810 by Frontier Airlines for $142.

  • F9 - Frontier Airlines
    from $142
    Find
  • NK - Spirit Airlines
    from $291
    Find
See more connecting flights

Airports

You can fly from San Antonio to Chicago from 5 airports (Randolph AFB, Martindale AAF, San Antonio, Kelly AFB, Stinson Municipal).

San Antonio airports

  • Randolph AFB-RND
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  • Martindale AAF-MDA
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  • San Antonio-SAT
    from $142
    Find
  • Kelly AFB-SKF
    Find
  • Stinson Municipal-SSF
    Find

Chicago airports

  • O'Hare International-ORD
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  • Midway-MDW
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  • Dupage County-DPA
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  • Chicago FSS-CHI
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  • Merrill C Meigs (closed)-CGX
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  • Pal-Waukee-PWK
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  • Chicago NAS-NOH
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Airplanes

There are flights to Chicago from San Antonio by 2 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.

Top Domestic Destinations from San Antonio

You may also consider searching for discounted plane tickets to some other popular places from San Antonio within United States.

Top International Destinations from San Antonio

Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.

How to book a plane ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

    To find a plane ticket, please select dates.

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