Cheap Flights from San Antonio, TX to Chicago, IL from $29

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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 $29, 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: $29 (one-way), $50 (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 $29. The fastest direct flight takes 2h 35m and the fastest connecting – 3h 50m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $51 Find flight	07:45 San Antonio San Antonio	10:30 Chicago O'Hare International	2h 45m	United Airlines	UA2200
from $51 Find flight	11:40 San Antonio San Antonio	14:32 Chicago O'Hare International	2h 52m	United Airlines	UA5709
from $51 Find flight	14:15 San Antonio San Antonio	16:58 Chicago O'Hare International	2h 43m	United Airlines	UA2376
from $51 Find flight	17:25 San Antonio San Antonio	20:07 Chicago O'Hare International	2h 42m	United Airlines	UA5995
from $52 Find flight	07:00 San Antonio San Antonio	09:55 Chicago O'Hare International	2h 55m	United Airlines	UA2325
from $53 Find flight	08:10 San Antonio San Antonio	11:09 Chicago O'Hare International	2h 59m	American Airlines	AA1062
from $53 Find flight	14:35 San Antonio San Antonio	17:34 Chicago O'Hare International	2h 59m	American Airlines	AA2887
from $54 Find flight	07:00 San Antonio San Antonio	09:56 Chicago O'Hare International	2h 56m	United Airlines	UA3461
from $54 Find flight	08:10 San Antonio San Antonio	11:09 Chicago O'Hare International	2h 59m	American Airlines	AA1230
from $54 Find flight	14:00 San Antonio San Antonio	16:58 Chicago O'Hare International	2h 58m	United Airlines	UA3482
from $37 Find flight	16:20 San Antonio San Antonio	23:58 Chicago O'Hare International	7h 38m layover 2h 59m - Denver	Frontier Airlines	F9387 F9410
from $51 Find flight	17:55 San Antonio San Antonio	22:10 Chicago O'Hare International	4h 15m layover 0h 45m - Houston	United Airlines	UA2111 UA1009
from $29 Find flight	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

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on April 20, 2024

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	Flight Details	Flight Duration	Price
05:45 — 08:20	05:45 — 08:20 WN1878 Southwest Airlines San Antonio — Chicago	2h 35m	Find flight from$91
06:20 — 08:55	06:20 — 08:55 WN1541 Southwest Airlines San Antonio — Chicago	2h 35m	Find flight from$91
06:20 — 08:55	06:20 — 08:55 WN1838 Southwest Airlines San Antonio — Chicago	2h 35m	Find flight from$93
06:30 — 09:10	06:30 — 09:10 WN1355 Southwest Airlines San Antonio — Chicago	2h 40m	Find flight from$94
07:00 — 09:55	07:00 — 09:55 UA2325 United Airlines San Antonio — Chicago	2h 55m	Find flight from$52
07:00 — 09:56	07:00 — 09:56 UA3461 United Airlines San Antonio — Chicago	2h 56m	Find flight from$54
07:45 — 10:30	07:45 — 10:30 UA2200 United Airlines San Antonio — Chicago	2h 45m	Find flight from$51
08:10 — 11:09	08:10 — 11:09 AA1062 American Airlines San Antonio — Chicago	2h 59m	Find flight from$53
08:10 — 11:09	08:10 — 11:09 AA1230 American Airlines San Antonio — Chicago	2h 59m	Find flight from$54
09:15 — 11:50	09:15 — 11:50 WN2701 Southwest Airlines San Antonio — Chicago	2h 35m	Find flight from$95
09:15 — 11:50	09:15 — 11:50 WN2298 Southwest Airlines San Antonio — Chicago	2h 35m	Find flight from$138
09:25 — 12:05	09:25 — 12:05 WN3640 Southwest Airlines San Antonio — Chicago	2h 40m	Find flight from$97
10:15 — 12:50	10:15 — 12:50 WN600 Southwest Airlines San Antonio — Chicago	2h 35m	Find flight from$94
10:35 — 13:10	10:35 — 13:10 WN3164 Southwest Airlines San Antonio — Chicago	2h 35m	Find flight from$108
10:45 — 13:20	10:45 — 13:20 WN652 Southwest Airlines San Antonio — Chicago	2h 35m	Find flight from$93
11:15 — 13:50	11:15 — 13:50 WN2186 Southwest Airlines San Antonio — Chicago	2h 35m	Find flight from$151
11:40 — 14:32	11:40 — 14:32 UA5709 United Airlines San Antonio — Chicago	2h 52m	Find flight from$51
11:45 — 14:20	11:45 — 14:20 WN1101 Southwest Airlines San Antonio — Chicago	2h 35m	Find flight from$91
12:10 — 14:45	12:10 — 14:45 WN2116 Southwest Airlines San Antonio — Chicago	2h 35m	Find flight from$151
14:00 — 16:58	14:00 — 16:58 UA3482 United Airlines San Antonio — Chicago	2h 58m	Find flight from$54
14:00 — 16:48	14:00 — 16:48 UA5284 United Airlines San Antonio — Chicago	2h 48m	Find flight from$65
14:05 — 16:40	14:05 — 16:40 WN1554 Southwest Airlines San Antonio — Chicago	2h 35m	Find flight from$94
14:15 — 16:58	14:15 — 16:58 UA2376 United Airlines San Antonio — Chicago	2h 43m	Find flight from$51
14:35 — 17:34	14:35 — 17:34 AA2887 American Airlines San Antonio — Chicago	2h 59m	Find flight from$53
14:35 — 17:34	14:35 — 17:34 AA1573 American Airlines San Antonio — Chicago	2h 59m	Find flight from$54
14:35 — 17:37	14:35 — 17:37 AA3453 American Airlines San Antonio — Chicago	3h 2m	Find flight from$69
14:40 — 17:15	14:40 — 17:15 WN955 Southwest Airlines San Antonio — Chicago	2h 35m	Find flight from$93
15:35 — 18:27	15:35 — 18:27 AA1706 American Airlines San Antonio — Chicago	2h 52m	Find flight from$171
15:55 — 18:30	15:55 — 18:30 WN3010 Southwest Airlines San Antonio — Chicago	2h 35m	Find flight from$95
16:35 — 19:32	16:35 — 19:32 AA3835 American Airlines San Antonio — Chicago	2h 57m	Find flight from$56
16:35 — 19:32	16:35 — 19:32 AA3894 American Airlines San Antonio — Chicago	2h 57m	Find flight from$57
17:25 — 20:07	17:25 — 20:07 UA5995 United Airlines San Antonio — Chicago	2h 42m	Find flight from$51
18:00 — 20:35	18:00 — 20:35 WN586 Southwest Airlines San Antonio — Chicago	2h 35m	Find flight from$91
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$51
05:45 — 12:48	05:45 — 06:40 UA2108 United Airlines San Antonio — Houston 3h 35m stop 10:15 — 12:48 UA1403 United Airlines Houston — Chicago	7h 3m including layover	Find flight from$51
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$52
06:50 — 14:13	06:50 — 10:47 AA2212 American Airlines San Antonio — Charlotte 2h 28m stop 13:15 — 14:13 AA433 American Airlines Charlotte — Chicago	7h 23m including layover	Find flight from$52
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$51
07:30 — 14:50	07:30 — 08:30 UA2486 United Airlines San Antonio — Houston 3h 40m stop 12:10 — 14:50 UA1752 United Airlines Houston — Chicago	7h 20m including layover	Find flight from$51
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$52
09:50 — 17:18	09:50 — 13:55 AA5501 American Airlines San Antonio — Charlotte 2h 25m stop 16:20 — 17:18 AA401 American Airlines Charlotte — Chicago	7h 28m including layover	Find flight from$52
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$51
10:00 — 17:08	10:00 — 11:00 UA2156 United Airlines San Antonio — Houston 3h 20m stop 14:20 — 17:08 UA1899 United Airlines Houston — Chicago	7h 8m including layover	Find flight from$51
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$51
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$52
12:15 — 18:36	12:15 — 13:14 UA6158 United Airlines San Antonio — Houston 2h 46m stop 16:00 — 18:36 UA1637 United Airlines Houston — Chicago	6h 21m including layover	Find flight from$52
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$51
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$37
16:20 — 21:11	16:20 — 17:20 UA1930 United Airlines San Antonio — Houston 1h stop 18:20 — 21:11 UA1611 United Airlines Houston — Chicago	4h 51m including layover	Find flight from$51
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$51
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$41
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$29
19:34 — 15:21 +1 day	19:34 — 21:00 F9387 Frontier Airlines San Antonio — Denver 10h 20m stop 07:20 — 10:28 NK584 Spirit Airlines Denver — Austin 2h 13m stop 12:41 — 15:21 NK176 Spirit Airlines Austin — Chicago	19h 47m including layover	Find flight from$49

Departure	Arrival	Flight Details	Flight Time	Price
		stop stop	including layover	Find flight from$

*Departure and arrival times - local. Updated on April 20, 2024

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 $29. 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.

Economy class

$29

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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 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 $ 52 . And the most expensive tickets are offered by Delta Air Lines Inc. airline - from $ 515.

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 $51.

AA - American Airlines

from $53

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UA - United Airlines

from $51

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WN - Southwest Airlines

from $91

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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 $29.

AA - American Airlines

from $52

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F9 - Frontier Airlines

from $37

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DL - Delta Air Lines Inc.

from $82

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UA - United Airlines

from $51

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SY - Sun Country Airlines

from $29

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WN - Southwest Airlines

from $73

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G4 - Allegiant Air

from $69

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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

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Martindale AAF-MDA

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San Antonio-SAT

from $29
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Kelly AFB-SKF

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Stinson Municipal-SSF

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Chicago airports

O'Hare International-ORD

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Midway-MDW

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Dupage County-DPA

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Chicago FSS-CHI

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Merrill C Meigs (closed)-CGX

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Pal-Waukee-PWK

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Chicago NAS-NOH

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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 A320

from $37

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Canadair Regional Jet 700

from $51

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Boeing 737-800

from $51

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Boeing 737-900

from $51

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Airbus A319

from $51

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Airbus A320-100/200

from $51

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Embraer 175 (winglets)

from $52

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Bombardier CRJ 900

from $52

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Airbus A321-100/200

from $53

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Airbus A321

from $53

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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.

San Antonio — Ontario

from $74

Find
San Antonio — San Jose

from $70

Find
San Antonio — Chicago

from $73

Find
San Antonio — Jacksonville

from $75

Find
San Antonio — Norfolk

from $76

Find
San Antonio — Reno

from $65

Find
San Antonio — Detroit

from $76

Find
San Antonio — San Diego

from $61

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San Antonio — Houston

from $63

Find
San Antonio — Sacramento

from $64

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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.

San Antonio — San Jose

from $59

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San Antonio — Guadalajara

from $65

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San Antonio — Mexico City

from $73

Find
San Antonio — San Juan

from $76

Find
San Antonio — Toronto

from $61

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San Antonio — Cancun

from $79

Find
San Antonio — Vancouver

from $75

Find
San Antonio — Albany

from $64

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San Antonio — Birmingham

from $65

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San Antonio — Manchester

from $73

Find

All flights from San Antonio | All flights to Chicago

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.
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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.
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