United Airlines San Antonio to Chicago Flights
Return flight: Chicago – San Antonio
Cheapflightsplus.com will find cheap United Airlines flights from San Antonio to Chicago. Compare airline ticket prices and book air tickets starting from $265 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of United Airlines, arrivals and departure details below.
Find Cheap Airfare San Antonio (TX) — Chicago (IL) by United Airlines
To find cheap tickets choose a day of your departure with attractive price on the graph below and click «Find flights». For round trip flights please click «Check prices for return flight». The cheapest airfare is in march: one-way - $265, two-way – $454.
Direct flights
Check prices for return flight
Cheap Flights from San Antonio to Chicago by United Airlines
Look at the list of plane tickets for the most connecting flights by United Airlines, their prices start from $265. There’re no direct flights. The fastest connecting flight – 4h 34m.
| Price | Departure | Arrival | Flight Time | Airline | Flight |
|---|---|---|---|---|---|
| from $265 | 1:18 pm San Antonio San Antonio | 11:58 pm Chicago O'Hare International | 10h 40m layover 5h 48m - Denver | United Airlines | UA1299 UA377 |
| from $282 | 9:45 am San Antonio San Antonio | 2:55 pm Chicago O'Hare International | 5h 10m layover 1h 21m - Houston | United Airlines | UA2105 UA1168 |
| from $286 | 12:26 pm San Antonio San Antonio | 7:05 pm Chicago O'Hare International | 6h 39m layover 2h 50m - Houston | United Airlines | UA1282 UA2659 |
| from $286 | 7:10 pm San Antonio San Antonio | 0:15 am+1 день Chicago O'Hare International | 5h 5m layover 1h 17m - Houston | United Airlines | UA6298 UA1692 |
| from $286 | 5:57 pm San Antonio San Antonio | 0:15 am+1 день Chicago O'Hare International | 6h 18m layover 2h 35m - Houston | United Airlines | UA465 UA1692 |
| from $286 | 5:30 am San Antonio San Antonio | 10:09 am Chicago O'Hare International | 4h 39m layover 0h 46m - Houston | United Airlines | UA469 UA2182 |
| from $286 | 5:30 am San Antonio San Antonio | 11:23 am Chicago O'Hare International | 5h 53m layover 2h 6m - Houston | United Airlines | UA469 UA215 |
| from $296 | 7:25 am San Antonio San Antonio | 8:17 pm Chicago O'Hare International | 12h 52m layover 6h 24m - Newark | United Airlines | UA2191 UA254 |
| from $296 | 7:25 am San Antonio San Antonio | 10:03 pm Chicago O'Hare International | 14h 38m layover 8h 14m - Newark | United Airlines | UA2191 UA546 |
| from $296 | 7:25 am San Antonio San Antonio | 6:55 pm Chicago O'Hare International | 11h 30m layover 5h 4m - Newark | United Airlines | UA2191 UA661 |
| from $296 | 7:25 am San Antonio San Antonio | 11:09 pm Chicago O'Hare International | 15h 44m layover 9h 23m - Newark | United Airlines | UA2191 UA1308 |
| from $315 | 9:00 am San Antonio San Antonio | 10:38 pm Chicago O'Hare International | 13h 38m layover 8h 47m - Denver | United Airlines | UA791 UA2258 |
| from $320 | 12:26 pm San Antonio San Antonio | 10:58 pm Chicago O'Hare International | 10h 32m layover 6h 47m - Houston | United Airlines | UA1282 UA321 |
| from $320 | 9:45 am San Antonio San Antonio | 9:30 pm Chicago O'Hare International | 11h 45m layover 7h 56m - Houston | United Airlines | UA2105 UA787 |
| from $320 | 12:26 pm San Antonio San Antonio | 9:30 pm Chicago O'Hare International | 9h 4m layover 5h 15m - Houston | United Airlines | UA1282 UA787 |
| from $400 | 2:31 pm San Antonio San Antonio | 7:05 pm Chicago O'Hare International | 4h 34m layover 0h 40m - Houston | United Airlines | UA2498 UA2659 |
Show All Flights
*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 02/23/2025
United Airlines Flight Schedule San Antonio to Chicago
Below is a detailed 2025 flight schedule for today, tomorrow and all other days. It may vary depending on season and a day of the week of your desired trip. We recommend booking your itinerary at least 2 weeks prior your travel to get the best price and availability by the airline.
| Departure | Arrival | Flight Details | Flight Time | Price |
|---|---|---|---|---|
|
12:26 pm — 7:05 pm
|
12:26 pm — 1:30 pm
UA1282
United Airlines
San Antonio — Houston
2h 50m stop
4:20 pm — 7:05 pm
UA2659
United Airlines
Houston — Chicago
|
6h 39m including layover |
Find flight
from$286 |
|
|
12:26 pm — 10:58 pm
|
12:05 pm — 1:12 pm
UA1282
United Airlines
San Antonio — Houston
6h 47m stop
8:02 pm — 10:45 pm
UA321
United Airlines
Houston — Chicago
|
10h 32m including layover |
Find flight
from$320 |
|
|
1:18 pm — 11:58 pm
|
1:00 pm — 2:24 pm
UA1299
United Airlines
San Antonio — Denver
5h 48m stop
8:29 pm — 11:59 pm
UA377
United Airlines
Denver — Chicago
|
10h 40m including layover |
Find flight
from$265 |
|
|
1:18 pm — 10:38 pm
|
1:18 pm — 2:42 pm
UA1299
United Airlines
San Antonio — Denver
4h 28m stop
7:10 pm — 10:38 pm
UA2258
United Airlines
Denver — Chicago
|
9h 20m including layover |
Find flight
from$301 |
|
|
2:31 pm — 9:30 pm
|
2:13 pm — 3:16 pm
UA2498
United Airlines
San Antonio — Houston
3h 5m stop
6:40 pm — 9:18 pm
UA787
United Airlines
Houston — Chicago
|
6h 59m including layover |
Find flight
from$271 |
|
|
2:31 pm — 0:15 am
+1 day
|
2:31 pm — 3:40 pm
UA2498
United Airlines
San Antonio — Houston
5h 58m stop
9:38 pm — 0:15 am
UA1692
United Airlines
Houston — Chicago
|
9h 44m including layover |
Find flight
from$347 |
|
|
4:50 pm — 10:38 pm
|
4:57 pm — 6:19 pm
UA680
United Airlines
San Antonio — Denver
56m stop
7:20 pm — 10:51 pm
UA2258
United Airlines
Denver — Chicago
|
5h 48m including layover |
Find flight
from$337 |
|
|
5:30 am — 10:09 am
|
5:30 am — 6:34 am
UA469
United Airlines
San Antonio — Houston
46m stop
7:20 am — 10:09 am
UA2182
United Airlines
Houston — Chicago
|
4h 39m including layover |
Find flight
from$286 |
|
|
5:57 pm — 0:15 am
+1 day
|
5:57 pm — 7:03 pm
UA465
United Airlines
San Antonio — Houston
2h 35m stop
9:38 pm — 0:15 am
UA1692
United Airlines
Houston — Chicago
|
6h 18m including layover |
Find flight
from$286 |
|
|
7:10 pm — 0:15 am
+1 day
|
7:10 pm — 8:21 pm
UA6298
United Airlines
San Antonio — Houston
1h 17m stop
9:38 pm — 0:15 am
UA1692
United Airlines
Houston — Chicago
|
5h 5m including layover |
Find flight
from$286 |
|
|
7:25 am — 8:17 pm
|
7:25 am — 12:06 pm
UA2191
United Airlines
San Antonio — Newark
6h 24m stop
6:30 pm — 8:17 pm
UA254
United Airlines
Newark — Chicago
|
12h 52m including layover |
Find flight
from$296 |
|
|
9:00 am — 10:38 pm
|
8:49 am — 10:11 am
UA791
United Airlines
San Antonio — Denver
8h 47m stop
7:20 pm — 10:51 pm
UA2258
United Airlines
Denver — Chicago
|
13h 38m including layover |
Find flight
from$315 |
|
|
9:45 am — 2:55 pm
|
9:40 am — 10:47 am
UA2105
United Airlines
San Antonio — Houston
1h 21m stop
12:00 pm — 2:50 pm
UA1168
United Airlines
Houston — Chicago
|
5h 10m including layover |
Find flight
from$282 |
|
*Departure and arrival times are local. Last updated on 02/23/2025
Flight Information
There are 28 flights by United Airlines from San Antonio to Chicago every week with departures from San Antonio, Kelly AFB, Stinson Municipal, Randolph AFB, Martindale AAF. All flights arrive at Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee.
Departures start from 12:26 pm to 9:45 am. Nonstop flight is 4h 34m. The time difference between San Antonio and Chicago is 0h.
- The fastest flight 4h 34m
- Average flight time 9h 20m
- The earliest flight 12:26 pm
- The latest flight 9:45 am
- Distance 1047 ml
The cheapest months for traveling to Chicago are february (from 265 $), december (from 271 $), january (from 283 $).
The most expensive and popular months are november (from 337 $), january (from 283 $), december (from 271 $).
The cheapest flight by United Airlines that our users were able to find is $265. This airfare is economy class on one-way UA1299 flight for February 21, 2025 leaving San Antonio in San Antonio at 1:18 pm, it includes all taxes and additional fees.
United Airlines Airplanes on the Route
List of the most popular United Airlines airplanes flying from San Antonio to Chicago:
Other Popular Airlines on the Route
Besides United Airlines there are other 4 airline carriers between San Antonio and Chicago. Please review schedules and prices from the most popular airlines to find the best airfare deals from San Antonio to Chicago.
Nonstop flights
There’re no direct flights on this route. Try flights with stops.
I’m lucky
Connecting Flights
List of flights with layovers (1 and more stops):
- from $58Find
- AM - Aeromexicofrom $383Find
- VB - VivaAerobusfrom $435Find
- NK - Spirit Airlinesfrom $138Find
See more connecting flights
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.
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