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

Return flight: Chicago – San Antonio

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.

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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Flight Schedule San Antonio (Texas) to Chicago (Illinois)

12:41 — 23:59
11h 18m flight time
Find flight
from$283
12:41 — 14:07 San Antonio — Denver
F92355 Frontier Airlines
6h 23m stop
20:30 — 23:59 Denver — Chicago
F93172 Frontier Airlines
12:45 — 21:58
9h 13m flight time
Find flight
from$293
12:45 — 16:25 San Antonio — Orlando
NK1704 Spirit Airlines
3h 25m stop
19:50 — 21:58 Orlando — Chicago
NK341 Spirit Airlines
17:40 — 00:10+1day
6h 30m flight time
Find flight
from$142
17:40 — 21:16 San Antonio — Atlanta
F94810 Frontier Airlines
1h 42m stop
22:58 — 00:10 Atlanta — Chicago
F93397 Frontier Airlines
17:40 — 23:20
5h 40m flight time
Find flight
from$166
17:40 — 21:16 San Antonio — Atlanta
F94810 Frontier Airlines
1h 9m stop
22:25 — 23:20 Atlanta — Chicago
F92779 Frontier Airlines
19:17 — 16:50+1day
21h 33m flight time
Find flight
from$320
19:17 — 23:05 San Antonio — Miami
NK2209 Spirit Airlines
8h 5m stop
07:10 — 10:00 Miami — New York
NK373 Spirit Airlines
5h 12m stop
15:12 — 16:50 New York — Chicago
NK494 Spirit Airlines
19:17 — 10:52+1day
15h 35m flight time
Find flight
from$365
19:17 — 23:05 San Antonio — Miami
NK2209 Spirit Airlines
9h 22m stop
08:27 — 10:52 Miami — Chicago
NK1379 Spirit Airlines
19:17 — 17:39+1day
22h 22m flight time
Find flight
from$365
19:17 — 23:05 San Antonio — Miami
NK2209 Spirit Airlines
16h 9m stop
15:14 — 17:39 Miami — Chicago
NK1225 Spirit Airlines
19:17 — 22:48+1day
27h 31m flight time
Find flight
from$365
19:17 — 23:05 San Antonio — Miami
NK2209 Spirit Airlines
21h 20m stop
20:25 — 22:48 Miami — Chicago
NK2 Spirit Airlines
20:20 — 21:28+1day
25h 8m flight time
Find flight
from$148
20:20 — 21:48 San Antonio — Denver
F92097 Frontier Airlines
20h 2m stop
17:50 — 21:28 Denver — Chicago
F93174 Frontier Airlines
21:33 — 20:59+1day
23h 26m flight time
Find flight
from$184
21:33 — 22:27 San Antonio — Las Vegas
F93419 Frontier Airlines
16h 30m stop
14:57 — 20:59 Las Vegas — Chicago
F92146 Frontier Airlines
21:47 — 11:51+1day
14h 4m flight time
Find flight
from$293
21:47 — 22:40 San Antonio — Las Vegas
NK713 Spirit Airlines
7h 35m stop
06:15 — 11:51 Las Vegas — Chicago
NK2079 Spirit Airlines
21:47 — 14:20+1day
16h 33m flight time
Find flight
from$362
21:47 — 22:40 San Antonio — Las Vegas
NK713 Spirit Airlines
6h 25m stop
05:05 — 09:51 Las Vegas — Austin
F93646 Frontier Airlines
1h 36m stop
11:27 — 14:20 Austin — Chicago
F92800 Frontier Airlines
21:47 — 15:54+1day
18h 7m flight time
Find flight
from$362
21:47 — 22:40 San Antonio — Las Vegas
NK713 Spirit Airlines
8h 20m stop
07:00 — 12:00 Las Vegas — Dallas
F93978 Frontier Airlines
1h 19m stop
13:19 — 15:54 Dallas — Chicago
F91342 Frontier Airlines
21:47 — 20:46+1day
22h 59m flight time
Find flight
from$363
21:47 — 22:40 San Antonio — Las Vegas
NK713 Spirit Airlines
12h 1m stop
10:41 — 16:07 Las Vegas — Houston
F91490 Frontier Airlines
2h 2m stop
18:09 — 20:46 Houston — Chicago
F93282 Frontier Airlines
21:47 — 13:11+1day
15h 24m flight time
Find flight
from$369
21:47 — 22:40 San Antonio — Las Vegas
NK713 Spirit Airlines
2h 15m stop
00:55 — 05:45 Las Vegas — Dallas
F91650 Frontier Airlines
4h 56m stop
10:41 — 13:11 Dallas — Chicago
F91888 Frontier Airlines
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 and arrival times - local. Updated on October 12, 2025.

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 $ 732.

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
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  • NK - Spirit Airlines
    from $293
    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
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  • Kelly AFB-SKF
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  • Stinson Municipal-SSF
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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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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»
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  • 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.

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