Cheap Flights from San Antonio, TX to Chicago, IL from $59

Return flight: Chicago – San Antonio

On Cheapflightsplus.com you will find 122 connecting flights from San Antonio to Chicago. You can compare airfare deals from 6 airlines and multiple travel sites from $59, 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: $59 (one-way), $101 (round-trip).
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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
05:20 — 16:52
05:20 — 09:06 NK447 Spirit Airlines
San Antonio — Orlando
5h 39m stop
14:45 — 16:52 NK506 Spirit Airlines
Orlando — Chicago
11h 32m
including layover
Find flight
from$150
05:30 — 16:08
05:30 — 09:06 NK1621 Spirit Airlines
San Antonio — Orlando
4h 51m stop
13:57 — 16:08 NK223 Spirit Airlines
Orlando — Chicago
10h 38m
including layover
Find flight
from$150
07:21 — 12:33
07:21 — 08:28 UA397 United Airlines
San Antonio — Houston
1h 15m stop
09:59 — 12:49 UA2124 United Airlines
Houston — Chicago
5h 12m
including layover
Find flight
from$283
07:21 — 14:50
07:21 — 08:28 UA397 United Airlines
San Antonio — Houston
3h 32m stop
12:00 — 14:50 UA1168 United Airlines
Houston — Chicago
7h 29m
including layover
Find flight
from$283
08:49 — 19:31
08:49 — 10:12 UA1045 United Airlines
San Antonio — Denver
5h 43m stop
15:55 — 19:31 UA1495 United Airlines
Denver — Chicago
10h 42m
including layover
Find flight
from$244
08:49 — 21:25
08:49 — 10:12 UA1045 United Airlines
San Antonio — Denver
7h 43m stop
17:55 — 21:25 UA1898 United Airlines
Denver — Chicago
12h 36m
including layover
Find flight
from$244
09:40 — 17:10
09:40 — 10:47 UA2105 United Airlines
San Antonio — Houston
3h 33m stop
14:20 — 17:10 UA1293 United Airlines
Houston — Chicago
7h 30m
including layover
Find flight
from$283
09:45 — 14:55
09:40 — 10:47 UA2105 United Airlines
San Antonio — Houston
1h 21m stop
12:00 — 14:50 UA1168 United Airlines
Houston — Chicago
5h 10m
including layover
Find flight
from$283
12:05 — 17:10
12:05 — 13:12 UA1282 United Airlines
San Antonio — Houston
1h 8m stop
14:20 — 17:10 UA1293 United Airlines
Houston — Chicago
5h 5m
including layover
Find flight
from$283
12:25 — 22:57
12:25 — 17:10 UA1741 United Airlines
San Antonio — Newark
4h 15m stop
21:25 — 22:57 UA1308 United Airlines
Newark — Chicago
10h 32m
including layover
Find flight
from$271
13:26 — 23:42
13:26 — 14:08 NK463 Spirit Airlines
San Antonio — Las Vegas
3h 47m stop
17:55 — 23:42 NK184 Spirit Airlines
Las Vegas — Chicago
10h 16m
including layover
Find flight
from$150
13:52 — 21:52
13:52 — 14:57 NK188 Spirit Airlines
San Antonio — Las Vegas
1h 11m stop
16:08 — 21:52 NK714 Spirit Airlines
Las Vegas — Chicago
8h
including layover
Find flight
from$150
14:27 — 19:10
14:27 — 15:34 UA2498 United Airlines
San Antonio — Houston
46m stop
16:20 — 19:10 UA2293 United Airlines
Houston — Chicago
4h 43m
including layover
Find flight
from$283
14:31 — 21:30
14:13 — 15:16 UA2498 United Airlines
San Antonio — Houston
3h 5m stop
18:40 — 21:18 UA787 United Airlines
Houston — Chicago
6h 59m
including layover
Find flight
from$283
16:00 — 00:15
+1 day
16:00 — 17:07 UA2157 United Airlines
San Antonio — Houston
4h 29m stop
21:36 — 00:15 UA1858 United Airlines
Houston — Chicago
8h 15m
including layover
Find flight
from$321
17:48 — 22:45
17:48 — 18:55 UA465 United Airlines
San Antonio — Houston
1h 7m stop
20:02 — 22:45 UA321 United Airlines
Houston — Chicago
4h 57m
including layover
Find flight
from$283
17:48 — 00:15
+1 day
17:48 — 18:55 UA465 United Airlines
San Antonio — Houston
2h 41m stop
21:36 — 00:15 UA1858 United Airlines
Houston — Chicago
6h 27m
including layover
Find flight
from$283
18:40 — 06:33
+1 day
18:48 — 19:48 F93417 Frontier Airlines
San Antonio — Las Vegas
5h 26m stop
06:50 — 12:34 F92330 Frontier Airlines
Las Vegas — Chicago
11h 53m
including layover
Find flight
from$70
18:40 — 04:47
+1 day
18:48 — 19:48 F93417 Frontier Airlines
San Antonio — Las Vegas
3h 26m stop
18:31 — 00:12 F92146 Frontier Airlines
Las Vegas — Chicago
10h 7m
including layover
Find flight
from$81
19:10 — 09:52
+1 day
19:10 — 22:52 F91654 Frontier Airlines
San Antonio — Orlando
8h 38m stop
07:30 — 09:52 F92041 Frontier Airlines
Orlando — Chicago
14h 42m
including layover
Find flight
from$59
19:10 — 10:02
+1 day
19:10 — 22:57 F91654 Frontier Airlines
San Antonio — Orlando
9h 8m stop
08:08 — 10:03 F91457 Frontier Airlines
Orlando — Chicago
14h 52m
including layover
Find flight
from$77
22:19 — 13:19
+1 day
22:19 — 23:31 NK498 Spirit Airlines
San Antonio — Los Angeles
7h 39m stop
07:10 — 13:19 NK466 Spirit Airlines
Los Angeles — Chicago
15h
including layover
Find flight
from$139
*Departure and arrival times - local. Updated on December 21, 2024

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 05:20 to 22:19 from 5 San Antonio airports and arrive 05:20 to 22:19 to 7 Chicago airports. Average flight time is 11h 22m.

  • The fastest flight 4h 34m
  • Average flight time 11h 22m
  • The earliest flight 05:20
  • The latest flight 22:19
  • Distance 1047 ml

The cheapest months to travel to Chicago are november (from 58 $), february (from 59 $), january (from 70 $).

The most expensive months are december (from 188 $), january (from 70 $), february (from 59 $).

What is the lowest airfare San Antonio to Chicago?

The cheapest plane ticket found by our users is $59. This airfare is for economy class on one-way F91654 flight by Frontier Airlines for February 1, 2025 which leaves San Antonio in San Antonio at 19:10 am and arrives at Chicago O'Hare International at 09:52.

Economy class
$59
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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 6 regular airlines and 4 low-cost airlines. Most of the flights on this route are operated by Frontier Airlines - 5 departures per week at the price of from $ 59 . And the most expensive tickets are offered by United Airlines airline - from $ 705.

Direct flights

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

Connecting Flights

There are 122 flights with layovers on the route. The fastest connecting flight is UA2498 by United Airlines takes 4h 34m and the cheapest is F91654 by Frontier Airlines for $59.

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 $59
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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»
  • 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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