Cheap Flights from San Antonio, TX to Chicago, IL from $55
Return flight: Chicago – San Antonio
On Cheapflightsplus.com you will find 97 connecting flights from San Antonio to Chicago. You can compare airfare deals from 6 airlines and multiple travel sites from $55, 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: $55 (one-way), $94 (round-trip).
Direct flights
Check prices for return flight
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 $55. Take a look at the list of flights with layovers from San Antonio to Chicago from $55. There’re no direct flights. The fastest connecting flight – 4h 34m.
| Price | Departure | Arrival | Flight Duration | Airline | Flight |
|---|---|---|---|---|---|
| from $55 | 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 $130 | 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 $141 | 13:52 San Antonio San Antonio | 21:52 Chicago O'Hare International | 8h 0m layover 1h 11m - Las Vegas | Spirit Airlines | NK188 NK714 |
| from $141 | 13:26 San Antonio San Antonio | 23:42 Chicago O'Hare International | 10h 16m layover 3h 47m - Las Vegas | Spirit Airlines | NK463 NK184 |
| from $141 | 05:30 San Antonio San Antonio | 16:08 Chicago O'Hare International | 10h 38m layover 4h 51m - Orlando | Spirit Airlines | NK1621 NK223 |
| from $141 | 05:20 San Antonio San Antonio | 16:52 Chicago O'Hare International | 11h 32m layover 5h 39m - Orlando | Spirit Airlines | NK447 NK506 |
| from $141 | 05:45 San Antonio San Antonio | 21:52 Chicago O'Hare International | 16h 7m layover 9h 18m - Las Vegas | Spirit Airlines | NK1776 NK714 |
| from $141 | 13:52 San Antonio San Antonio | 06:10+1 день Chicago O'Hare International | 16h 18m layover 9h 33m - Las Vegas | Spirit Airlines | NK188 NK153 |
| from $229 | 08:49 San Antonio San Antonio | 19:31 Chicago O'Hare International | 10h 42m layover 5h 43m - Denver | United Airlines | UA1045 UA1495 |
| from $249 | 13:18 San Antonio San Antonio | 23:58 Chicago O'Hare International | 10h 40m layover 5h 48m - Denver | United Airlines | UA1299 UA377 |
| from $254 | 12:25 San Antonio San Antonio | 22:57 Chicago O'Hare International | 10h 32m layover 4h 15m - Newark | United Airlines | UA1741 UA1308 |
| from $118 | 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 $125 | 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 |
| from $149 | 13:52 San Antonio San Antonio | 05:18+1 день Chicago O'Hare International | 15h 26m layover 5h 12m - Las Vegas 1h 48m - Los Angeles | Spirit Airlines | NK188 NK912 NK1679 |
| from $168 | 13:52 San Antonio San Antonio | 13:23+1 день Chicago O'Hare International | 23h 31m layover 8h 5m - Las Vegas 5h 5m - Tampa | Spirit Airlines | NK188 NK562 NK716 |
| from $216 | 10:25 San Antonio San Antonio | 23:14 Chicago O'Hare International | 12h 49m layover 4h 30m - Monterrey 1h 10m - Mexico City | Volaris | Y45515 AM941 AM682 |
Show all tickets
*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on January 21, 2025
Flight Schedule San Antonio (Texas) to Chicago (Illinois)
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$141 |
|
|
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$141 |
|
|
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$265 |
|
|
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$265 |
|
|
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$229 |
|
|
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$229 |
|
|
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$265 |
|
|
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$265 |
|
|
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$265 |
|
|
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$254 |
|
|
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$141 |
|
|
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$141 |
|
|
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$265 |
|
|
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$265 |
|
|
16:50 — 23:59
|
16:50 — 18:14
UA1884
United Airlines
San Antonio — Denver
2h 15m stop
20:29 — 23:59
UA377
United Airlines
Denver — Chicago
|
7h 9m including layover |
Find flight
from$322 |
|
|
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$265 |
|
|
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$269 |
|
|
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$307 |
|
|
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$313 |
|
|
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$55 |
|
|
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$72 |
|
|
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$130 |
|
*Departure and arrival times - local. Updated on January 21, 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 42m.
- The fastest flight 4h 34m
- Average flight time 10h 42m
- The earliest flight 05:20
- The latest flight 22:19
- Distance 1047 ml
The cheapest months to travel to Chicago are november (from 55 $), february (from 55 $), january (from 66 $).
The most expensive months are december (from 177 $), january (from 66 $), february (from 55 $).
What is the lowest airfare San Antonio to Chicago?
The cheapest plane ticket found by our users is $55. 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
$55
Business class
?
First class
?
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 $ 55 . And the most expensive tickets are offered by United Airlines airline - from $ 661.
Direct flights
There’re no direct flights on this route. Try flights with stops.
Connecting Flights
There are 97 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 $55.
- from $55Find
- from $229Find
- Y4 - Volarisfrom $216Find
- AM - Aeromexicofrom $308Find
- VB - VivaAerobusfrom $409Find
- NK - Spirit Airlinesfrom $118Find
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-RNDFind
- Martindale AAF-MDAFind
- San Antonio-SATfrom $55Find
- 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 6 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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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.
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