Cheap Flights from Chicago, IL to San Antonio, TX from $66

Return flight: San Antonio – Chicago

On Cheapflightsplus.com you will find 2 direct and 88 connecting flights from Chicago to San Antonio. You can compare airfare deals from 7 airlines and multiple travel sites from $66, book and save on cheap plane tickets and last minute offers. Also check out CHI-SAT flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Chicago to San Antonio 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: $66 (one-way), $113 (round-trip).
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Full flight schedule will help you in detecting at what time planes fly from Chicago to San Antonio. 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
09:05 — 12:21
09:05 — 12:21 UA2672 United Airlines
Chicago — San Antonio
3h 16m
Find flight
from$273
09:15 — 12:29
09:15 — 12:29 UA1834 United Airlines
Chicago — San Antonio
3h 14m
Find flight
from$271
00:48 — 10:37
00:48 — 05:10 Y4701 Volaris
Chicago — Mexico City
3h 15m stop
08:25 — 10:37 AM632 Aeromexico
Mexico City — San Antonio
9h 49m
including layover
Find flight
from$320
00:48 — 10:56
00:48 — 05:10 Y4701 Volaris
Chicago — Mexico City
3h 45m stop
08:55 — 10:56 Y4750 Volaris
Mexico City — San Antonio
10h 8m
including layover
Find flight
from$328
05:05 — 17:18
05:00 — 09:00 NK19 Spirit Airlines
Chicago — Miami
6h 10m stop
15:28 — 17:46 NK955 Spirit Airlines
Miami — San Antonio
12h 13m
including layover
Find flight
from$148
07:10 — 16:40
07:10 — 09:00 UA711 United Airlines
Chicago — Denver
4h 26m stop
13:41 — 16:54 UA1022 United Airlines
Denver — San Antonio
9h 30m
including layover
Find flight
from$266
07:35 — 13:24
07:35 — 10:38 UA2482 United Airlines
Chicago — Houston
1h 34m stop
12:12 — 13:24 UA492 United Airlines
Houston — San Antonio
5h 49m
including layover
Find flight
from$283
08:30 — 17:18
08:30 — 12:37 NK1986 Spirit Airlines
Chicago — Miami
2h 43m stop
15:20 — 17:18 NK955 Spirit Airlines
Miami — San Antonio
8h 48m
including layover
Find flight
from$148
08:50 — 15:42
08:50 — 11:53 UA307 United Airlines
Chicago — Houston
2h 37m stop
14:30 — 15:42 UA2399 United Airlines
Houston — San Antonio
6h 52m
including layover
Find flight
from$283
10:35 — 15:42
10:35 — 13:38 UA2624 United Airlines
Chicago — Houston
52m stop
14:30 — 15:42 UA2399 United Airlines
Houston — San Antonio
5h 7m
including layover
Find flight
from$283
10:35 — 17:44
10:35 — 13:38 UA2624 United Airlines
Chicago — Houston
2h 52m stop
16:30 — 17:44 UA6135 United Airlines
Houston — San Antonio
7h 9m
including layover
Find flight
from$283
12:00 — 00:05
+1 day
12:00 — 15:47 NK1686 Spirit Airlines
Chicago — Orlando
6h 8m stop
21:55 — 00:05 NK1620 Spirit Airlines
Orlando — San Antonio
12h 5m
including layover
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from$148
12:45 — 17:43
12:45 — 15:47 UA2417 United Airlines
Chicago — Houston
45m stop
16:30 — 17:44 UA6135 United Airlines
Houston — San Antonio
4h 58m
including layover
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from$283
13:14 — 05:04
+1 day
13:09 — 15:14 NK188 Spirit Airlines
Chicago — Las Vegas
9h 20m stop
00:26 — 04:59 NK1058 Spirit Airlines
Las Vegas — San Antonio
15h 50m
including layover
Find flight
from$148
13:15 — 20:21
13:15 — 16:13 UA2431 United Airlines
Chicago — Washington D.C.
1h 11m stop
17:24 — 20:21 UA1869 United Airlines
Washington D.C. — San Antonio
7h 6m
including layover
Find flight
from$342
14:00 — 21:37
14:00 — 17:03 UA1373 United Airlines
Chicago — Houston
3h 22m stop
20:25 — 21:37 UA2338 United Airlines
Houston — San Antonio
7h 37m
including layover
Find flight
from$283
15:40 — 21:18
15:40 — 18:43 UA2678 United Airlines
Chicago — Houston
1h 23m stop
20:06 — 21:18 UA1589 United Airlines
Houston — San Antonio
5h 38m
including layover
Find flight
from$283
15:40 — 23:14
15:40 — 18:43 UA2678 United Airlines
Chicago — Houston
3h 22m stop
22:05 — 23:14 UA6158 United Airlines
Houston — San Antonio
7h 34m
including layover
Find flight
from$283
17:50 — 23:14
17:50 — 20:50 UA1568 United Airlines
Chicago — Houston
1h 15m stop
22:05 — 23:14 UA6158 United Airlines
Houston — San Antonio
5h 24m
including layover
Find flight
from$283
17:54 — 14:07
+1 day
17:28 — 20:11 AS353 Alaska Airlines
Chicago — Seattle
11h 24m stop
08:01 — 14:07 AS494 Alaska Airlines
Seattle — San Antonio
20h 13m
including layover
Find flight
from$293
18:48 — 08:19
+1 day
18:00 — 20:02 F91483 Frontier Airlines
Chicago — Denver
8h 34m stop
07:45 — 11:04 F92356 Frontier Airlines
Denver — San Antonio
13h 31m
including layover
Find flight
from$66
18:55 — 14:07
+1 day
18:55 — 21:46 AS421 Alaska Airlines
Chicago — Seattle
10h 15m stop
08:01 — 14:07 AS494 Alaska Airlines
Seattle — San Antonio
19h 12m
including layover
Find flight
from$262
19:30 — 17:44
+1 day
15:15 — 17:23 F92145 Frontier Airlines
Chicago — Las Vegas
15h 5m stop
13:00 — 17:47 F93418 Frontier Airlines
Las Vegas — San Antonio
22h 14m
including layover
Find flight
from$86
19:55 — 08:33
+1 day
19:55 — 22:59 UA483 United Airlines
Chicago — Houston
8h 21m stop
07:20 — 08:33 UA6089 United Airlines
Houston — San Antonio
12h 38m
including layover
Find flight
from$320
20:15 — 15:18
+1 day
20:15 — 23:28 UA1655 United Airlines
Chicago — Newark
12h 30m stop
11:58 — 15:18 UA1027 United Airlines
Newark — San Antonio
19h 3m
including layover
Find flight
from$313
21:30 — 08:33
+1 day
21:30 — 00:30 UA2665 United Airlines
Chicago — Houston
6h 50m stop
07:20 — 08:33 UA6089 United Airlines
Houston — San Antonio
11h 3m
including layover
Find flight
from$320
21:40 — 15:18
+1 day
21:40 — 00:45 UA1633 United Airlines
Chicago — Newark
11h 13m stop
11:58 — 15:18 UA1027 United Airlines
Newark — San Antonio
17h 38m
including layover
Find flight
from$313
22:47 — 12:57
+1 day
22:47 — 00:54 NK713 Spirit Airlines
Chicago — Las Vegas
7h 24m stop
08:18 — 12:57 NK187 Spirit Airlines
Las Vegas — San Antonio
14h 10m
including layover
Find flight
from$148
05:15 — 00:05
+1 day
05:15 — 08:31 NK210 Spirit Airlines
Chicago — Newark
5h 42m stop
14:13 — 17:12 NK2992 Spirit Airlines
Newark — Orlando
4h 43m stop
21:55 — 00:05 NK1620 Spirit Airlines
Orlando — San Antonio
18h 50m
including layover
Find flight
from$157
06:45 — 05:04
+1 day
06:45 — 09:07 NK467 Spirit Airlines
Chicago — Los Angeles
4h 33m stop
13:40 — 15:01 NK1494 Spirit Airlines
Los Angeles — Las Vegas
9h 29m stop
00:30 — 05:04 NK1058 Spirit Airlines
Las Vegas — San Antonio
22h 19m
including layover
Find flight
from$210
06:45 — 05:04
+1 day
06:45 — 09:07 NK467 Spirit Airlines
Chicago — Los Angeles
11h 15m stop
20:22 — 21:45 NK473 Spirit Airlines
Los Angeles — Las Vegas
2h 45m stop
00:30 — 05:04 NK1058 Spirit Airlines
Las Vegas — San Antonio
22h 19m
including layover
Find flight
from$296
14:28 — 00:05
+1 day
14:28 — 18:43 NK717 Spirit Airlines
Chicago — Miami
32m stop
19:15 — 20:28 NK360 Spirit Airlines
Miami — Orlando
1h 27m stop
21:55 — 00:05 NK1620 Spirit Airlines
Orlando — San Antonio
9h 37m
including layover
Find flight
from$172
*Departure and arrival times - local. Updated on January 29, 2025

Flight Information

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

Distance between Chicago and San Antonio is 1684 miles. Time difference between the cities is 0h. Airplanes depart 00:48 to 22:47 from 7 Chicago airports and arrive 00:48 to 22:47 to 5 San Antonio airports. Average flight time is 3h 15m.

  • The fastest flight 3h 14m
  • Average flight time 3h 15m
  • The earliest flight 00:48
  • The latest flight 22:47
  • Distance 1047 ml

The cheapest months to travel to San Antonio are december (from 58 $), february (from 66 $), november (from 75 $).

The most expensive months are january (from 148 $), november (from 75 $), february (from 66 $).

What is the lowest airfare Chicago to San Antonio?

The cheapest plane ticket found by our users is $66. This airfare is for economy class on one-way F91483 flight by Frontier Airlines for February 21, 2025 which leaves O'Hare International in Chicago at 18:48 am and arrives at San Antonio San Antonio at 08:19.

Economy class
$66
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Business class
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First class
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Popular Airlines on the Route

The flight Chicago — San Antonio is served by 7 regular airlines and 4 low-cost airlines. Most of the flights on this route are operated by Alaska Airlines - 3 departures per week at the price of from $ 262 . And the most expensive tickets are offered by United Airlines airline - from $ 717.

Direct flights

There are 2 nonstop flights on the route. The fastest direct flight is UA1834 by United Airlines takes 3h 14m and the cheapest is F91483 by Frontier Airlines for $271.

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Connecting Flights

There are 88 flights with layovers on the route. The fastest connecting flight is UA2417 by United Airlines takes 4h 58m and the cheapest is F91483 by Frontier Airlines for $66.

See more connecting flights

Airports

You can fly from Chicago to San Antonio from 7 airports (O'Hare International, Midway, Dupage County, Chicago FSS, Merrill C Meigs (closed), Pal-Waukee, Chicago NAS).

Chicago airports

  • O'Hare International-ORD
    from $66
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  • Midway-MDW
    from $393
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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
    Find
  • Chicago NAS-NOH
    Find

San Antonio airports

  • Randolph AFB-RND
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  • Martindale AAF-MDA
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  • San Antonio-SAT
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  • Kelly AFB-SKF
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  • Stinson Municipal-SSF
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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»
  • 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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