Cheap Flights from San Antonio, TX to Chicago, IL from $73
On Cheapflightsplus.com you will find 34 direct and 173 connecting flights from San Antonio to Chicago. You can compare airfare deals from 7 airlines and multiple travel sites from $43, 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 $76 | 07:45 San Antonio San Antonio | 10:30 Chicago O'Hare International | 2h 45m | United Airlines | UA2200 |
from $76 | 11:40 San Antonio San Antonio | 14:32 Chicago O'Hare International | 2h 52m | United Airlines | UA5709 |
from $76 | 14:15 San Antonio San Antonio | 16:58 Chicago O'Hare International | 2h 43m | United Airlines | UA2376 |
from $76 | 17:25 San Antonio San Antonio | 20:07 Chicago O'Hare International | 2h 42m | United Airlines | UA5995 |
from $77 | 07:00 San Antonio San Antonio | 09:55 Chicago O'Hare International | 2h 55m | United Airlines | UA2325 |
from $79 | 08:10 San Antonio San Antonio | 11:09 Chicago O'Hare International | 2h 59m | American Airlines | AA1062 |
| |||||
from $79 | 14:35 San Antonio San Antonio | 17:34 Chicago O'Hare International | 2h 59m | American Airlines | AA2887 |
from $80 | 07:00 San Antonio San Antonio | 09:56 Chicago O'Hare International | 2h 56m | United Airlines | UA3461 |
from $80 | 08:10 San Antonio San Antonio | 11:09 Chicago O'Hare International | 2h 59m | American Airlines | AA1230 |
from $80 | 14:00 San Antonio San Antonio | 16:58 Chicago O'Hare International | 2h 58m | United Airlines | UA3482 |
from $55 | 16:20 San Antonio San Antonio | 23:58 Chicago O'Hare International | 7h 38m layover 2h 59m - Denver | Frontier Airlines | F9387 F9410 |
from $76 | 17:55 San Antonio San Antonio | 22:10 Chicago O'Hare International | 4h 15m layover 0h 45m - Houston | United Airlines | UA2111 UA1009 |
from $43 | 15:30 San Antonio San Antonio | 22:34+1 день Chicago O'Hare International | 31h 4m layover 18h 50m - Austin 5h 41m - Miami | Sun Country Airlines | SY921 NK518 NK1 |
Flight Schedule San Antonio (Texas) to Chicago (Illinois)
Departure | Arrival | Flight Details | Flight Duration | Price |
---|---|---|---|---|
05:45 — 08:20
|
05:45 — 08:20
WN1878
Southwest Airlines
San Antonio — Chicago
|
2h 35m |
Find flight
from$136 |
|
06:20 — 08:55
|
06:20 — 08:55
WN1541
Southwest Airlines
San Antonio — Chicago
|
2h 35m |
Find flight
from$136 |
|
07:45 — 10:30
|
07:45 — 10:30
UA2200
United Airlines
San Antonio — Chicago
|
2h 45m |
Find flight
from$76 |
|
08:10 — 11:09
|
08:10 — 11:09
AA1062
American Airlines
San Antonio — Chicago
|
2h 59m |
Find flight
from$79 |
|
09:15 — 11:50
|
09:15 — 11:50
WN2701
Southwest Airlines
San Antonio — Chicago
|
2h 35m |
Find flight
from$142 |
|
10:45 — 13:20
|
10:45 — 13:20
WN652
Southwest Airlines
San Antonio — Chicago
|
2h 35m |
Find flight
from$139 |
|
11:40 — 14:32
|
11:40 — 14:32
UA5709
United Airlines
San Antonio — Chicago
|
2h 52m |
Find flight
from$76 |
|
12:10 — 14:45
|
12:10 — 14:45
WN2116
Southwest Airlines
San Antonio — Chicago
|
2h 35m |
Find flight
from$226 |
|
14:15 — 16:58
|
14:15 — 16:58
UA2376
United Airlines
San Antonio — Chicago
|
2h 43m |
Find flight
from$76 |
|
15:55 — 18:30
|
15:55 — 18:30
WN3010
Southwest Airlines
San Antonio — Chicago
|
2h 35m |
Find flight
from$142 |
|
16:35 — 19:32
|
16:35 — 19:32
AA3835
American Airlines
San Antonio — Chicago
|
2h 57m |
Find flight
from$83 |
|
17:25 — 20:07
|
17:25 — 20:07
UA5995
United Airlines
San Antonio — Chicago
|
2h 42m |
Find flight
from$76 |
|
18:00 — 20:35
|
18:00 — 20:35
WN586
Southwest Airlines
San Antonio — Chicago
|
2h 35m |
Find flight
from$136 |
|
05:45 — 10:20
|
05:45 — 06:40
UA2108
United Airlines
San Antonio — Houston
1h 5m stop
07:45 — 10:20
UA1253
United Airlines
Houston — Chicago
|
4h 35m including layover |
Find flight
from$76 |
|
06:50 — 12:28
|
06:50 — 10:47
AA2212
American Airlines
San Antonio — Charlotte
43m stop
11:30 — 12:28
AA550
American Airlines
Charlotte — Chicago
|
5h 38m including layover |
Find flight
from$78 |
|
07:30 — 12:45
|
07:30 — 08:34
UA2486
United Airlines
San Antonio — Houston
1h 26m stop
10:00 — 12:45
UA1403
United Airlines
Houston — Chicago
|
5h 15m including layover |
Find flight
from$76 |
|
09:50 — 15:53
|
09:50 — 13:55
AA5501
American Airlines
San Antonio — Charlotte
1h stop
14:55 — 15:53
AA2388
American Airlines
Charlotte — Chicago
|
6h 3m including layover |
Find flight
from$78 |
|
10:00 — 14:50
|
10:00 — 11:00
UA2156
United Airlines
San Antonio — Houston
1h 10m stop
12:10 — 14:50
UA1752
United Airlines
Houston — Chicago
|
4h 50m including layover |
Find flight
from$76 |
|
11:50 — 17:08
|
11:50 — 12:50
UA567
United Airlines
San Antonio — Houston
1h 30m stop
14:20 — 17:08
UA1899
United Airlines
Houston — Chicago
|
5h 18m including layover |
Find flight
from$76 |
|
12:15 — 17:06
|
12:15 — 13:14
UA6158
United Airlines
San Antonio — Houston
1h 16m stop
14:30 — 17:06
UA1899
United Airlines
Houston — Chicago
|
4h 51m including layover |
Find flight
from$77 |
|
14:15 — 18:46
|
14:15 — 15:15
UA2024
United Airlines
San Antonio — Houston
47m stop
16:02 — 18:46
UA1637
United Airlines
Houston — Chicago
|
4h 31m including layover |
Find flight
from$76 |
|
16:20 — 23:58
|
16:20 — 17:36
F9387
Frontier Airlines
San Antonio — Denver
2h 59m stop
20:35 — 23:58
F9410
Frontier Airlines
Denver — Chicago
|
7h 38m including layover |
Find flight
from$55 |
|
17:55 — 22:10
|
17:55 — 18:55
UA2111
United Airlines
San Antonio — Houston
45m stop
19:40 — 22:10
UA1009
United Airlines
Houston — Chicago
|
4h 15m including layover |
Find flight
from$76 |
|
19:36 — 09:32
+1 day
|
19:36 — 20:54
F9387
Frontier Airlines
San Antonio — Denver
9h 6m stop
06:00 — 09:32
F9412
Frontier Airlines
Denver — Chicago
|
13h 56m including layover |
Find flight
from$61 |
|
15:30 — 22:34
+1 day
|
15:30 — 16:10
SY921
Sun Country Airlines
San Antonio — Austin
18h 50m stop
11:00 — 14:39
NK518
Spirit Airlines
Austin — Miami
5h 41m stop
20:20 — 22:34
NK1
Spirit Airlines
Miami — Chicago
|
31h 4m including layover |
Find flight
from$43 |
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 05:00 to 22:27 from 5 San Antonio airports and arrive 05:00 to 22:27 to 7 Chicago airports. Average flight time is 2h 40m.
- The fastest flight 2h 35m
- Average flight time 2h 40m
- The earliest flight 05:00
- The latest flight 22:27
- Distance 1047 ml
What is the lowest airfare San Antonio to Chicago?
The cheapest plane ticket found by our users is $43. This airfare is for economy class on one-way SY921 flight by Sun Country Airlines for September 13, 2020 which leaves San Antonio in San Antonio at 15:30 am and arrives at Chicago O'Hare International at 22:34.
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 American Airlines - 52 departures per week at the price of from $ 78 . And the most expensive tickets are offered by Delta Air Lines Inc. airline - from $ 770.
Direct flights
There are 34 nonstop flights on the route. The fastest direct flight is WN1878 by Southwest Airlines takes 2h 35m and the cheapest is SY921 by Sun Country Airlines for $76.
- from $79Find
- from $76Find
- WN - Southwest Airlinesfrom $136Find
Connecting Flights
There are 173 flights with layovers on the route. The fastest connecting flight is WN1122 by Southwest Airlines takes 3h 50m and the cheapest is SY921 by Sun Country Airlines for $43.
- from $78Find
- from $55Find
- from $122Find
- from $76Find
- SY - Sun Country Airlinesfrom $43Find
- WN - Southwest Airlinesfrom $108Find
- G4 - Allegiant Airfrom $104Find
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 $43Find
- 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 10 aircraft brands. They range from huge modern airplanes to small-sized.
- Airbus A320from $55Find
- Canadair Regional Jet 700from $76Find
- Boeing 737-800from $76Find
- Boeing 737-900from $76Find
- Airbus A319from $76Find
- Airbus A320-100/200from $76Find
- Embraer 175 (winglets)from $77Find
- Bombardier CRJ 900from $78Find
- Airbus A321-100/200from $80Find
- Embraer 170from $80Find
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.
- from $74Find
- from $70Find
- from $73Find
- from $75Find
- from $76Find
- from $65Find
- from $76Find
- from $61Find
- from $63Find
- from $64Find
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
- from $65Find
- from $73Find
- from $76Find
- from $61Find
- from $79Find
- from $75Find
- 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»
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