Cheap Flights from San Antonio, TX to Chicago, IL from $59
On Cheapflightsplus.com you will find 2 direct and 226 connecting flights from San Antonio to Chicago. You can compare airfare deals from 7 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
Best Flights from San Antonio to Chicago Today
| Price | Departure | Arrival | Flight Duration | Airline | Flight |
|---|---|---|---|---|---|
| from $199 | 07:00 San Antonio San Antonio | 09:48 Chicago O'Hare International | 2h 48m | United Airlines | UA2629 |
| from $269 | 14:15 San Antonio San Antonio | 17:03 Chicago O'Hare International | 2h 48m | United Airlines | UA2243 |
| from $59 | 19:10 San Antonio San Antonio | 09:52+1 день Chicago O'Hare International | 14h 42m layover 8h 38m - Orlando | Frontier Airlines | F91654 F92041 |
| from $70 | 18:40 San Antonio San Antonio | 06:33+1 день Chicago Midway | 11h 53m layover 5h 26m - Las Vegas | Frontier Airlines | F93417 F92330 |
| from $83 | 13:02 San Antonio San Antonio | 00:35+1 день Chicago O'Hare International | 11h 33m layover 6h 34m - Denver | Frontier Airlines | F92355 F93172 |
| from $139 | 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 $148 | 08:00 San Antonio San Antonio | 17:28 Chicago O'Hare International | 9h 28m layover 1h 55m - Los Angeles | Spirit Airlines | NK498 NK1068 |
| from $148 | 13:14 San Antonio San Antonio | 05:30+1 день Chicago O'Hare International | 16h 16m layover 9h 44m - Las Vegas | Spirit Airlines | NK1023 NK182 |
| from $150 | 13:52 San Antonio San Antonio | 21:52 Chicago O'Hare International | 8h 0m layover 1h 11m - Las Vegas | Spirit Airlines | NK188 NK714 |
| from $150 | 19:17 San Antonio San Antonio | 05:18+1 день Chicago O'Hare International | 10h 1m layover 2h 32m - Los Angeles | Spirit Airlines | NK312 NK1679 |
| from $150 | 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 | 05:30 San Antonio San Antonio | 16:08 Chicago O'Hare International | 10h 38m layover 4h 51m - Orlando | Spirit Airlines | NK1621 NK223 |
| from $150 | 05:20 San Antonio San Antonio | 16:52 Chicago O'Hare International | 11h 32m layover 5h 39m - Orlando | Spirit Airlines | NK447 NK506 |
| from $150 | 05:45 San Antonio San Antonio | 21:52 Chicago O'Hare International | 16h 7m layover 9h 18m - Las Vegas | Spirit Airlines | NK1776 NK714 |
| from $126 | 13:52 San Antonio San Antonio | 11:47+1 день Chicago O'Hare International | 21h 55m layover 9h 2m - Las Vegas 4h 32m - Dallas | Spirit Airlines | NK188 NK582 NK539 |
| from $133 | 05:30 San Antonio San Antonio | 22:55 Chicago O'Hare International | 17h 25m layover 2h 54m - Orlando 6h 38m - New York | Spirit Airlines | NK1621 NK204 NK225 |
Flight Schedule San Antonio (Texas) to Chicago (Illinois)
| Departure | Arrival | Flight Details | Flight Duration | Price |
|---|---|---|---|---|
|
07:00 — 09:48
|
07:00 — 09:48
UA2629
United Airlines
San Antonio — Chicago
|
2h 48m |
Find flight
from$199 |
|
|
14:15 — 17:03
|
14:15 — 17:03
UA2243
United Airlines
San Antonio — Chicago
|
2h 48m |
Find flight
from$269 |
|
|
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 |
|
|
07:00 — 18:18
|
07:00 — 09:41
AS437
Alaska Airlines
San Antonio — Seattle
2h 30m stop
12:11 — 18:18
AS410
Alaska Airlines
Seattle — Chicago
|
11h 18m including layover |
Find flight
from$240 |
|
|
08:00 — 17:28
|
08:00 — 09:25
NK498
Spirit Airlines
San Antonio — Los Angeles
1h 55m stop
11:20 — 17:28
NK1068
Spirit Airlines
Los Angeles — Chicago
|
9h 28m including layover |
Find flight
from$148 |
|
|
11:15 — 20:15
|
06:45 — 10:25
NK447
Spirit Airlines
San Antonio — Orlando
3h 20m stop
18:05 — 20:15
NK1147
Spirit Airlines
Orlando — Chicago
|
9h including layover |
Find flight
from$169 |
|
|
13:02 — 00:13
+1 day
|
11:32 — 12:53
F92355
Frontier Airlines
San Antonio — Denver
6h 30m stop
08:50 — 12:13
F92210
Frontier Airlines
Denver — Chicago
|
11h 11m including layover |
Find flight
from$79 |
|
|
13:02 — 00:35
+1 day
|
13:02 — 14:25
F92355
Frontier Airlines
San Antonio — Denver
6h 34m stop
20:59 — 00:35
F93172
Frontier Airlines
Denver — Chicago
|
11h 33m including layover |
Find flight
from$83 |
|
|
14:37 — 05:30
+1 day
|
14:37 — 15:37
NK1059
Spirit Airlines
San Antonio — Las Vegas
8h 21m stop
23:58 — 05:30
NK182
Spirit Airlines
Las Vegas — Chicago
|
14h 53m including layover |
Find flight
from$169 |
|
|
16:57 — 09:31
+1 day
|
16:57 — 18:19
UA680
United Airlines
San Antonio — Denver
11h 41m stop
06:05 — 09:36
UA532
United Airlines
Denver — Chicago
|
16h 34m including layover |
Find flight
from$219 |
|
|
16:57 — 21:21
+1 day
|
16:57 — 18:19
UA680
United Airlines
San Antonio — Denver
23h 31m stop
17:50 — 21:21
UA1898
United Airlines
Denver — Chicago
|
28h 24m including layover |
Find flight
from$254 |
|
|
17:56 — 09:12
+1 day
|
17:56 — 19:00
UA2092
United Airlines
San Antonio — Houston
11h 30m stop
06:30 — 09:12
UA411
United Airlines
Houston — Chicago
|
15h 16m including layover |
Find flight
from$254 |
|
|
17:56 — 21:18
+1 day
|
17:56 — 19:00
UA2092
United Airlines
San Antonio — Houston
23h 40m stop
18:40 — 21:18
UA787
United Airlines
Houston — Chicago
|
27h 22m including layover |
Find flight
from$254 |
|
|
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 |
|
|
05:30 — 22:55
|
05:30 — 09:06
NK1621
Spirit Airlines
San Antonio — Orlando
2h 54m stop
12:00 — 14:37
NK204
Spirit Airlines
Orlando — New York
6h 38m stop
21:15 — 22:55
NK225
Spirit Airlines
New York — Chicago
|
17h 25m including layover |
Find flight
from$133 |
|
|
08:00 — 05:30
+1 day
|
08:00 — 09:25
NK498
Spirit Airlines
San Antonio — Los Angeles
5h 20m stop
14:45 — 15:57
NK1494
Spirit Airlines
Los Angeles — Las Vegas
8h 1m stop
23:58 — 05:30
NK182
Spirit Airlines
Las Vegas — Chicago
|
21h 30m including layover |
Find flight
from$229 |
|
|
10:25 — 23:14
|
10:25 — 11:35
Y45515
Volaris
San Antonio — Monterrey
4h 30m stop
16:05 — 17:55
AM941
Aeromexico
Monterrey — Mexico City
1h 10m stop
19:05 — 23:14
AM682
Aeromexico
Mexico City — Chicago
|
12h 49m including layover |
Find flight
from$231 |
|
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 05:15 to 22:19 from 5 San Antonio airports and arrive 05:15 to 22:19 to 7 Chicago airports. Average flight time is 2h 48m.
- The fastest flight 2h 48m
- Average flight time 2h 48m
- The earliest flight 05:15
- 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 79 $), 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.
Popular Airlines on the Route
The flight San Antonio — Chicago is served by 7 regular airlines and 4 low-cost airlines. Most of the flights on this route are operated by Alaska Airlines - 6 departures per week at the price of from $ 240 . And the most expensive tickets are offered by United Airlines airline - from $ 705.
Direct flights
There are 2 nonstop flights on the route. The fastest direct flight is UA2629 by United Airlines takes 2h 48m and the cheapest is F91654 by Frontier Airlines for $199.
- from $199Find
Connecting Flights
There are 226 flights with layovers on the route. The fastest connecting flight is UA5895 by United Airlines takes 4h 33m and the cheapest is F91654 by Frontier Airlines for $59.
- from $240Find
- from $59Find
- from $210Find
- Y4 - Volarisfrom $231Find
- VB - VivaAerobusfrom $323Find
- AM - Aeromexicofrom $327Find
- NK - Spirit Airlinesfrom $126Find
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-RNDFind
- Martindale AAF-MDAFind
- San Antonio-SATfrom $59Find
- Kelly AFB-SKFFind
- Stinson Municipal-SSFFind
Chicago airports
- O'Hare International-ORDFind
- Midway-MDWFind
- Dupage County-DPAFind
- Chicago FSS-CHIFind
- Merrill C Meigs (closed)-CGXFind
- Pal-Waukee-PWKFind
- Chicago NAS-NOHFind
Airplanes
There are flights to Chicago from San Antonio by 7 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.
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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.
- from $59Find
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- from $76Find
- from $61Find
- from $79Find
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- from $64Find
- from $65Find
- from $73Find
How to book a plane 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.