Cheap Flights from San Antonio, TX to Chicago, IL from $65

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On Cheapflightsplus.com you will find 3 direct and 304 connecting flights from San Antonio to Chicago. You can compare airfare deals from 7 airlines and multiple travel sites from $65, 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: $65 (one-way), $111 (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 $65. The fastest direct flight takes 2h 48m and the fastest connecting – 4h 33m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $220 Find flight	07:00 San Antonio San Antonio	09:48 Chicago O'Hare International	2h 48m	United Airlines	UA2629
from $297 Find flight	14:15 San Antonio San Antonio	17:03 Chicago O'Hare International	2h 48m	United Airlines	UA2243
from $65 Find flight	18:40 San Antonio San Antonio	04:47+1 день Chicago O'Hare International	10h 7m layover 3h 26m - Las Vegas	Frontier Airlines	F93417 F92146
from $65 Find flight	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 $81 Find flight	11:32 San Antonio San Antonio	17:30 Chicago O'Hare International	5h 58m layover 1h 1m - Denver	Frontier Airlines	F92355 F92048
from $85 Find flight	19:10 San Antonio San Antonio	10:02+1 день Chicago Midway	14h 52m layover 9h 8m - Orlando	Frontier Airlines	F91654 F91457
from $85 Find flight	19:10 San Antonio San Antonio	23:16+1 день Chicago O'Hare International	28h 6m layover 22h 11m - Orlando	Frontier Airlines	F91654 F93045
from $153 Find flight	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 $164 Find flight	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 $166 Find flight	13:52 San Antonio San Antonio	21:52 Chicago O'Hare International	8h 0m layover 1h 11m - Las Vegas	Spirit Airlines	NK188 NK714
from $166 Find flight	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 $166 Find flight	13:26 San Antonio San Antonio	23:42 Chicago O'Hare International	10h 16m layover 3h 47m - Las Vegas	Spirit Airlines	NK463 NK184
from $166 Find flight	05:30 San Antonio San Antonio	16:08 Chicago O'Hare International	10h 38m layover 4h 51m - Orlando	Spirit Airlines	NK1621 NK223
from $139 Find flight	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 $146 Find flight	06:05 San Antonio San Antonio	22:06 Chicago O'Hare International	16h 1m layover 0h 55m - Las Vegas 4h 41m - New York	Spirit Airlines	NK1059 NK3732 NK3386
from $148 Find flight	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

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on April 04, 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	Flight Details	Flight Duration	Price
07:00 — 09:48	07:00 — 09:48 UA2629 United Airlines San Antonio — Chicago	2h 48m	Find flight from$220
07:00 — 09:48	07:00 — 09:48 UA2067 United Airlines San Antonio — Chicago	2h 48m	Find flight from$308
14:15 — 17:03	14:15 — 17:03 UA2243 United Airlines San Antonio — Chicago	2h 48m	Find flight from$297
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$166
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$266
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$164
09:07 — 19:31	09:07 — 12:44 F91924 Frontier Airlines San Antonio — Orlando 4h 32m stop 17:16 — 19:31 F92041 Frontier Airlines Orlando — Chicago	10h 24m including layover	Find flight from$239
11:32 — 17:30	11:32 — 12:53 F92355 Frontier Airlines San Antonio — Denver 1h 1m stop 13:54 — 17:30 F92048 Frontier Airlines Denver — Chicago	5h 58m including layover	Find flight from$81
11:32 — 09:47 +1 day	11:32 — 12:53 F92355 Frontier Airlines San Antonio — Denver 17h 17m stop 06:10 — 09:47 F91484 Frontier Airlines Denver — Chicago	22h 15m including layover	Find flight from$87
12:07 — 15:50 +1 day	12:07 — 13:29 F92355 Frontier Airlines San Antonio — Denver 22h 59m stop 12:28 — 15:50 F91228 Frontier Airlines Denver — Chicago	27h 43m including layover	Find flight from$65
12:07 — 23:16	12:07 — 13:29 F92355 Frontier Airlines San Antonio — Denver 6h 13m stop 19:42 — 23:16 F93174 Frontier Airlines Denver — Chicago	11h 9m including layover	Find flight from$87
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$86
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$92
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$187
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$242
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$65
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$65
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$65
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$85
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$153
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$148
06:05 — 22:06	06:05 — 07:04 NK1059 Spirit Airlines San Antonio — Las Vegas 55m stop 07:59 — 15:48 NK3732 Spirit Airlines Las Vegas — New York 4h 41m stop 20:29 — 22:06 NK3386 Spirit Airlines New York — Chicago	16h 1m including layover	Find flight from$146
06:05 — 18:59	06:05 — 07:04 NK1059 Spirit Airlines San Antonio — Las Vegas 3h 27m stop 10:31 — 11:50 NK1723 Spirit Airlines Las Vegas — Los Angeles 1h 3m stop 12:53 — 18:59 NK1068 Spirit Airlines Los Angeles — Chicago	12h 54m including layover	Find flight from$189
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$253
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$255
14:37 — 06:43 +1 day	06:05 — 07:04 NK1059 Spirit Airlines San Antonio — Las Vegas 3h 34m stop 12:31 — 13:50 NK1495 Spirit Airlines Las Vegas — Los Angeles 4h 10m stop 00:23 — 06:25 NK486 Spirit Airlines Los Angeles — Chicago	16h 6m including layover	Find flight from$218
15:15 — 04:45 +1 day	15:15 — 16:39 NK498 Spirit Airlines San Antonio — Los Angeles 3h 44m stop 20:23 — 21:40 NK202 Spirit Airlines Los Angeles — Las Vegas 1h 37m stop 23:17 — 04:45 NK182 Spirit Airlines Las Vegas — Chicago	13h 30m including layover	Find flight from$164
15:15 — 04:45 +1 day	15:15 — 16:39 NK498 Spirit Airlines San Antonio — Los Angeles 1h 1m stop 17:40 — 18:54 NK473 Spirit Airlines Los Angeles — Las Vegas 4h 23m stop 23:17 — 04:45 NK182 Spirit Airlines Las Vegas — Chicago	13h 30m including layover	Find flight from$164
20:36 — 22:06 +1 day	20:36 — 22:00 NK498 Spirit Airlines San Antonio — Los Angeles 7h 57m stop 05:57 — 14:10 NK417 Spirit Airlines Los Angeles — New York 6h 19m stop 20:29 — 22:06 NK3386 Spirit Airlines New York — Chicago	25h 30m including layover	Find flight from$176
20:36 — 13:44 +1 day	20:36 — 22:00 NK498 Spirit Airlines San Antonio — Los Angeles 1h 38m stop 23:38 — 07:57 NK393 Spirit Airlines Los Angeles — Newark 4h 11m stop 12:08 — 13:44 NK329 Spirit Airlines Newark — Chicago	17h 8m including layover	Find flight from$185

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

*Departure and arrival times - local. Updated on April 4, 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 05:00 to 22:19 from 5 San Antonio airports and arrive 05:00 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 05:00
The latest flight 22:19
Distance 1047 ml

The cheapest months to travel to Chicago are november (from 65 $), february (from 65 $), january (from 77 $).

The most expensive months are december (from 87 $), january (from 77 $), february (from 65 $).

What is the lowest airfare San Antonio to Chicago?

The cheapest plane ticket found by our users is $65. This airfare is for economy class on one-way F93417 flight by Frontier Airlines for February 21, 2025 which leaves San Antonio in San Antonio at 18:40 am and arrives at Chicago O'Hare International at 04:47.

Economy class

$65

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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 Alaska Airlines - 6 departures per week at the price of from $ 266 . And the most expensive tickets are offered by United Airlines airline - from $ 780.

Direct flights

There are 3 nonstop flights on the route. The fastest direct flight is UA2629 by United Airlines takes 2h 48m and the cheapest is F93417 by Frontier Airlines for $220.

UA - United Airlines

from $220

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Connecting Flights

There are 304 flights with layovers on the route. The fastest connecting flight is UA5895 by United Airlines takes 4h 33m and the cheapest is F93417 by Frontier Airlines for $65.

AS - Alaska Airlines

from $266

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F9 - Frontier Airlines

from $65

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Y4 - Volaris

from $255

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UA - United Airlines

from $232

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AM - Aeromexico

from $328

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VB - VivaAerobus

from $354

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NK - Spirit Airlines

from $139

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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 $65
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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 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.

San Antonio — Las Vegas

from $55

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San Antonio — Dallas

from $75

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San Antonio — New York

from $74

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San Antonio — Chicago

from $73

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San Antonio — Denver

from $80

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San Antonio — Seattle

from $67

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San Antonio — Houston

from $63

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San Antonio — Miami

from $70

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San Antonio — Los Angeles

from $57

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San Antonio — Atlanta

from $60

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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 — Cancun

from $79

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San Antonio — Mexico City

from $73

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San Antonio — Guadalajara

from $65

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San Antonio — Toronto

from $61

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San Antonio — Vancouver

from $75

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San Antonio — Puerto Vallarta

from $54

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San Antonio — San Juan

from $76

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How to book a plane ticket yourself?

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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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