Cheap Flights from San Antonio, TX to Chicago, IL from $58

Return flight: Chicago – San Antonio
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On Cheapflightsplus.com you will find 37 connecting flights from San Antonio to Chicago. You can compare airfare deals from 5 airlines and multiple travel sites from $58, 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: $58 (one-way), $99 (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 $58. Take a look at the list of flights with layovers from San Antonio to Chicago from $58. There’re no direct flights. The fastest connecting flight – 4h 34m.
Price Departure Arrival Flight Duration Airline Flight
from $58
Find flight
18:40
San Antonio
San Antonio
 04:47+1 день
Chicago
O'Hare International
 10h 7m
layover
3h 26m - Las Vegas
 Frontier Airlines
F93417
F92146
from $138
Find flight
22:19
San Antonio
San Antonio
 13:19+1 день
Chicago
O'Hare International
 15h 0m
layover
7h 39m - Los Angeles
 Spirit Airlines
NK498
NK466
from $150
Find flight
13:26
San Antonio
San Antonio
 23:42
Chicago
O'Hare International
 10h 16m
layover
3h 47m - Las Vegas
 Spirit Airlines
NK463
NK184
from $150
Find flight
05:20
San Antonio
San Antonio
 16:52
Chicago
O'Hare International
 11h 32m
layover
5h 39m - Orlando
 Spirit Airlines
NK447
NK506
from $265
Find flight
13:18
San Antonio
San Antonio
 23:58
Chicago
O'Hare International
 10h 40m
layover
5h 48m - Denver
 United Airlines
UA1299
UA377
from $271
Find flight
14:31
San Antonio
San Antonio
 21:30
Chicago
O'Hare International
 6h 59m
layover
3h 5m - Houston
 United Airlines
UA2498
UA787
from $282
Find flight
09:45
San Antonio
San Antonio
 14:55
Chicago
O'Hare International
 5h 10m
layover
1h 21m - Houston
 United Airlines
UA2105
UA1168
from $286
Find flight
05:30
San Antonio
San Antonio
 10:09
Chicago
O'Hare International
 4h 39m
layover
0h 46m - Houston
 United Airlines
UA469
UA2182
from $286
Find flight
19:10
San Antonio
San Antonio
 00:15+1 день
Chicago
O'Hare International
 5h 5m
layover
1h 17m - Houston
 United Airlines
UA6298
UA1692
from $286
Find flight
05:30
San Antonio
San Antonio
 11:23
Chicago
O'Hare International
 5h 53m
layover
2h 6m - Houston
 United Airlines
UA469
UA215
from $286
Find flight
17:57
San Antonio
San Antonio
 00:15+1 день
Chicago
O'Hare International
 6h 18m
layover
2h 35m - Houston
 United Airlines
UA465
UA1692
from $286
Find flight
12:26
San Antonio
San Antonio
 19:05
Chicago
O'Hare International
 6h 39m
layover
2h 50m - Houston
 United Airlines
UA1282
UA2659
from $296
Find flight
07:25
San Antonio
San Antonio
 18:55
Chicago
O'Hare International
 11h 30m
layover
5h 4m - Newark
 United Airlines
UA2191
UA661
from $296
Find flight
07:25
San Antonio
San Antonio
 20:17
Chicago
O'Hare International
 12h 52m
layover
6h 24m - Newark
 United Airlines
UA2191
UA254
from $296
Find flight
07:25
San Antonio
San Antonio
 22:03
Chicago
O'Hare International
 14h 38m
layover
8h 14m - Newark
 United Airlines
UA2191
UA546
from $296
Find flight
07:25
San Antonio
San Antonio
 23:09
Chicago
O'Hare International
 15h 44m
layover
9h 23m - Newark
 United Airlines
UA2191
UA1308
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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on February 23, 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
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 — 10:09
05:30 — 06:34 UA469 United Airlines
San Antonio — Houston
46m stop
07:20 — 10:09 UA2182 United Airlines
Houston — Chicago
4h 39m
including layover
Find flight
from$286
07:25 — 18:55
07:25 — 12:06 UA2191 United Airlines
San Antonio — Newark
5h 4m stop
17:10 — 18:55 UA661 United Airlines
Newark — Chicago
11h 30m
including layover
Find flight
from$296
07:25 — 20:17
07:25 — 12:06 UA2191 United Airlines
San Antonio — Newark
6h 24m stop
18:30 — 20:17 UA254 United Airlines
Newark — Chicago
12h 52m
including layover
Find flight
from$296
09:00 — 22:38
08:49 — 10:11 UA791 United Airlines
San Antonio — Denver
8h 47m stop
19:20 — 22:51 UA2258 United Airlines
Denver — Chicago
13h 38m
including layover
Find flight
from$315
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$282
12:26 — 19:05
12:26 — 13:30 UA1282 United Airlines
San Antonio — Houston
2h 50m stop
16:20 — 19:05 UA2659 United Airlines
Houston — Chicago
6h 39m
including layover
Find flight
from$286
12:26 — 21:30
12:05 — 13:12 UA1282 United Airlines
San Antonio — Houston
5h 15m stop
18:45 — 21:29 UA787 United Airlines
Houston — Chicago
9h 4m
including layover
Find flight
from$320
13:18 — 23:58
13:00 — 14:24 UA1299 United Airlines
San Antonio — Denver
5h 48m stop
20:29 — 23:59 UA377 United Airlines
Denver — Chicago
10h 40m
including layover
Find flight
from$265
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
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$271
14:31 — 00:15
+1 day
14:31 — 15:40 UA2498 United Airlines
San Antonio — Houston
5h 58m stop
21:38 — 00:15 UA1692 United Airlines
Houston — Chicago
9h 44m
including layover
Find flight
from$347
16:50 — 22:38
16:57 — 18:19 UA680 United Airlines
San Antonio — Denver
56m stop
19:20 — 22:51 UA2258 United Airlines
Denver — Chicago
5h 48m
including layover
Find flight
from$337
17:57 — 00:15
+1 day
17:57 — 19:03 UA465 United Airlines
San Antonio — Houston
2h 35m stop
21:38 — 00:15 UA1692 United Airlines
Houston — Chicago
6h 18m
including layover
Find flight
from$286
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$58
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$59
19:10 — 00:15
+1 day
19:10 — 20:21 UA6298 United Airlines
San Antonio — Houston
1h 17m stop
21:38 — 00:15 UA1692 United Airlines
Houston — Chicago
5h 5m
including layover
Find flight
from$286
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$138
16:45 — 08:45
+1 day
16:45 — 19:00 VB165 VivaAerobus
San Antonio — Mexico City
3h 25m stop
22:25 — 23:45 VB1070 VivaAerobus
Mexico City — Guadalajara
5h 1m stop
04:46 — 08:45 Y41840 Volaris
Guadalajara — Chicago
16h
including layover
Find flight
from$435
17:25 — 08:45
+1 day
17:25 — 19:45 AM635 Aeromexico
San Antonio — Mexico City
2h 40m stop
22:25 — 23:45 VB1070 VivaAerobus
Mexico City — Guadalajara
5h 1m stop
04:46 — 08:45 Y41840 Volaris
Guadalajara — Chicago
15h 20m
including layover
Find flight
from$383
*Departure and arrival times - local. Updated on February 23, 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 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 10h 32m.

  • The fastest flight 4h 34m
  • Average flight time 10h 32m
  • The earliest flight 05:20
  • The latest flight 22:19
  • Distance 1047 ml

The cheapest months to travel to Chicago are november (from 58 $), january (from 70 $), february (from 138 $).

The most expensive months are december (from 188 $), february (from 138 $), january (from 70 $).

What is the lowest airfare San Antonio to Chicago?

The cheapest plane ticket found by our users is $58. This airfare is for economy class on one-way F93417 flight by Frontier Airlines for February 21, 2025 which leaves San Antonio in San Antonio at 18:40 am and arrives at Chicago O'Hare International at 04:47.

Economy class
$58
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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 5 regular airlines and 3 low-cost airlines. Most of the flights on this route are operated by Frontier Airlines - 2 departures per week at the price of from $ 58 . And the most expensive tickets are offered by VivaAerobus airline - from $ 449.

Direct flights

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

Connecting Flights

There are 37 flights with layovers on the route. The fastest connecting flight is UA2498 by United Airlines takes 4h 34m and the cheapest is F93417 by Frontier Airlines for $58.

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
    Find
  • Martindale AAF-MDA
    Find
  • San Antonio-SAT
    from $58
    Find
  • Kelly AFB-SKF
    Find
  • Stinson Municipal-SSF
    Find

Chicago airports

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

Airplanes

There are flights to Chicago from San Antonio by 5 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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