Cheap Flights from Chicago, IL to San Antonio, TX from $29

Return flight: San Antonio – Chicago

On Cheapflightsplus.com you will find 33 direct and 198 connecting flights from Chicago to San Antonio. You can compare airfare deals from 9 airlines and multiple travel sites from $29, 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: $29 (one-way), $50 (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
08:30 — 11:30
08:30 — 11:30 WN179 Southwest Airlines
Chicago — San Antonio
3h
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from$93
08:30 — 11:30
08:30 — 11:30 WN3530 Southwest Airlines
Chicago — San Antonio
3h
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from$98
08:35 — 11:35
08:35 — 11:35 WN2140 Southwest Airlines
Chicago — San Antonio
3h
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from$145
08:40 — 11:35
08:40 — 11:35 WN3904 Southwest Airlines
Chicago — San Antonio
2h 55m
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from$100
08:50 — 11:35
08:50 — 11:35 WN1612 Southwest Airlines
Chicago — San Antonio
2h 45m
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from$93
08:50 — 11:45
08:50 — 11:45 WN2034 Southwest Airlines
Chicago — San Antonio
2h 55m
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from$93
08:57 — 11:58
08:57 — 11:58 UA5846 United Airlines
Chicago — San Antonio
3h 1m
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from$51
09:18 — 12:13
09:18 — 12:13 UA3453 United Airlines
Chicago — San Antonio
2h 55m
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from$52
09:18 — 12:02
09:18 — 12:02 UA5257 United Airlines
Chicago — San Antonio
2h 44m
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from$54
10:15 — 13:10
10:15 — 13:10 UA2164 United Airlines
Chicago — San Antonio
2h 55m
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from$51
10:30 — 13:10
10:30 — 13:10 AA2887 American Airlines
Chicago — San Antonio
2h 40m
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from$54
10:30 — 13:10
10:30 — 13:10 AA1573 American Airlines
Chicago — San Antonio
2h 40m
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from$65
10:30 — 13:16
10:30 — 13:16 AA3453 American Airlines
Chicago — San Antonio
2h 46m
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from$81
12:25 — 15:25
12:25 — 15:25 WN4516 Southwest Airlines
Chicago — San Antonio
3h
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from$97
12:50 — 15:46
12:50 — 15:46 UA2267 United Airlines
Chicago — San Antonio
2h 56m
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from$51
12:55 — 15:55
12:55 — 15:55 WN1027 Southwest Airlines
Chicago — San Antonio
3h
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from$176
13:15 — 16:02
13:15 — 16:02 AA3835 American Airlines
Chicago — San Antonio
2h 47m
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from$56
13:15 — 16:02
13:15 — 16:02 AA3894 American Airlines
Chicago — San Antonio
2h 47m
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from$81
15:15 — 18:05
15:15 — 18:05 WN1551 Southwest Airlines
Chicago — San Antonio
2h 50m
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from$145
15:25 — 18:00
15:25 — 18:00 WN337 Southwest Airlines
Chicago — San Antonio
2h 35m
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from$93
15:25 — 18:15
15:25 — 18:15 WN618 Southwest Airlines
Chicago — San Antonio
2h 50m
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from$93
15:35 — 18:10
15:35 — 18:10 WN35 Southwest Airlines
Chicago — San Antonio
2h 35m
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from$105
16:10 — 19:05
16:10 — 19:05 WN877 Southwest Airlines
Chicago — San Antonio
2h 55m
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from$93
16:10 — 19:05
16:10 — 19:05 WN2818 Southwest Airlines
Chicago — San Antonio
2h 55m
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from$141
17:05 — 19:55
17:05 — 19:55 WN3177 Southwest Airlines
Chicago — San Antonio
2h 50m
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from$100
17:25 — 20:20
17:25 — 20:20 WN4256 Southwest Airlines
Chicago — San Antonio
2h 55m
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from$98
19:35 — 22:29
19:35 — 22:29 UA5393 United Airlines
Chicago — San Antonio
2h 54m
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from$51
19:45 — 22:26
19:45 — 22:26 UA600 United Airlines
Chicago — San Antonio
2h 41m
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from$54
19:50 — 22:54
19:50 — 22:54 UA3470 United Airlines
Chicago — San Antonio
3h 4m
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from$52
20:15 — 22:58
20:15 — 22:58 AA1012 American Airlines
Chicago — San Antonio
2h 43m
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from$54
21:15 — 23:50
21:15 — 23:50 WN729 Southwest Airlines
Chicago — San Antonio
2h 35m
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from$93
21:15 — 00:05
+1 day
21:15 — 00:05 WN260 Southwest Airlines
Chicago — San Antonio
2h 50m
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from$93
21:45 — 00:35
+1 day
21:45 — 00:35 WN1447 Southwest Airlines
Chicago — San Antonio
2h 50m
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from$93
06:00 — 10:48
06:00 — 08:45 UA1754 United Airlines
Chicago — Houston
1h stop
09:45 — 10:48 UA527 United Airlines
Houston — San Antonio
4h 48m
including layover
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from$52
06:00 — 11:22
06:00 — 08:46 UA1754 United Airlines
Chicago — Houston
1h 29m stop
10:15 — 11:22 UA6204 United Airlines
Houston — San Antonio
5h 22m
including layover
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from$52
09:15 — 15:42
09:15 — 12:07 UA352 United Airlines
Chicago — Houston
2h 29m stop
14:36 — 15:42 UA6094 United Airlines
Houston — San Antonio
6h 27m
including layover
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from$52
10:00 — 15:33
10:00 — 12:45 UA2354 United Airlines
Chicago — Houston
1h 45m stop
14:30 — 15:33 UA2105 United Airlines
Houston — San Antonio
5h 33m
including layover
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from$52
11:41 — 17:33
11:41 — 14:41 UA1660 United Airlines
Chicago — Houston
1h 49m stop
16:30 — 17:33 UA552 United Airlines
Houston — San Antonio
5h 52m
including layover
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from$52
11:41 — 19:23
11:41 — 14:41 UA1660 United Airlines
Chicago — Houston
3h 39m stop
18:20 — 19:23 UA1793 United Airlines
Houston — San Antonio
7h 42m
including layover
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from$52
12:22 — 21:09
12:22 — 14:05 F9415 Frontier Airlines
Chicago — Denver
3h 54m stop
17:59 — 21:09 F9386 Frontier Airlines
Denver — San Antonio
8h 47m
including layover
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from$36
14:15 — 19:23
14:15 — 16:55 UA432 United Airlines
Chicago — Houston
1h 25m stop
18:20 — 19:23 UA1793 United Airlines
Houston — San Antonio
5h 8m
including layover
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from$52
14:15 — 20:48
14:15 — 16:55 UA432 United Airlines
Chicago — Houston
2h 50m stop
19:45 — 20:48 UA530 United Airlines
Houston — San Antonio
6h 33m
including layover
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from$52
16:05 — 20:48
16:05 — 18:48 UA1860 United Airlines
Chicago — Houston
57m stop
19:45 — 20:48 UA530 United Airlines
Houston — San Antonio
4h 43m
including layover
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from$52
16:26 — 18:10
+1 day
16:26 — 18:19 F9411 Frontier Airlines
Chicago — Denver
20h 37m stop
14:56 — 18:10 F9386 Frontier Airlines
Denver — San Antonio
25h 44m
including layover
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from$36
17:50 — 22:33
17:50 — 20:35 UA1598 United Airlines
Chicago — Houston
55m stop
21:30 — 22:33 UA1291 United Airlines
Houston — San Antonio
4h 43m
including layover
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from$52
17:55 — 18:10
+1 day
17:55 — 19:37 NK552 Spirit Airlines
Chicago — Denver
19h 19m stop
14:56 — 18:10 F9386 Frontier Airlines
Denver — San Antonio
24h 15m
including layover
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from$51
20:31 — 21:09
+1 day
20:31 — 22:23 F9413 Frontier Airlines
Chicago — Denver
19h 36m stop
17:59 — 21:09 F9386 Frontier Airlines
Denver — San Antonio
24h 38m
including layover
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from$53
08:20 — 11:45
+1 day
08:20 — 12:30 NK3 Spirit Airlines
Chicago — Miami
4h 10m stop
16:40 — 18:39 NK517 Spirit Airlines
Miami — Austin
16h 26m stop
11:05 — 11:45 SY921 Sun Country Airlines
Austin — San Antonio
27h 25m
including layover
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from$29
08:20 — 18:40
+1 day
08:20 — 12:30 NK3 Spirit Airlines
Chicago — Miami
4h 10m stop
16:40 — 18:39 NK517 Spirit Airlines
Miami — Austin
23h 21m stop
18:00 — 18:40 SY923 Sun Country Airlines
Austin — San Antonio
34h 20m
including layover
Find flight
from$37
*Departure and arrival times - local. Updated on April 19, 2024

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 00:31 to 23:45 from 7 Chicago airports and arrive 00:31 to 23:45 to 5 San Antonio airports. Average flight time is 2h 50m.

  • The fastest flight 2h 35m
  • Average flight time 2h 50m
  • The earliest flight 00:31
  • The latest flight 23:45
  • Distance 1047 ml

What is the lowest airfare Chicago to San Antonio?

The cheapest plane ticket found by our users is $29. This airfare is for economy class on one-way NK3 flight by Spirit Airlines for September 2, 2020 which leaves O'Hare International in Chicago at 08:20 am and arrives at San Antonio San Antonio at 11:45.

Economy class
$29
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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 9 regular airlines and 6 low-cost airlines. Most of the flights on this route are operated by American Airlines - 68 departures per week at the price of from $ 53 . And the most expensive tickets are offered by Southwest Airlines airline - from $ 454.

Direct flights

There are 33 nonstop flights on the route. The fastest direct flight is WN337 by Southwest Airlines takes 2h 35m and the cheapest is NK3 by Spirit Airlines for $51.

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Connecting Flights

There are 198 flights with layovers on the route. The fastest connecting flight is WN2340 by Southwest Airlines takes 3h 55m and the cheapest is NK3 by Spirit Airlines for $29.

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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 $29
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  • Midway-MDW
    from $69
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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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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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