Cheap Flights from San Antonio, TX to Chicago, IL from $66

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On Cheapflightsplus.com you will find 7 direct and 421 connecting flights from San Antonio to Chicago. You can compare airfare deals from 6 airlines and multiple travel sites from $66, 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: $66 (one-way), $113 (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 $66. The fastest direct flight takes 2h 51m and the fastest connecting – 4h 40m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $146 Find flight	17:08 San Antonio San Antonio	19:59 Chicago O'Hare International	2h 51m	United Airlines	UA697
from $209 Find flight	14:10 San Antonio San Antonio	17:08 Chicago O'Hare International	2h 58m	United Airlines	UA2243
from $66 Find flight	18:13 San Antonio San Antonio	15:33+1 день Chicago O'Hare International	21h 20m layover 17h 4m - Nashville	Spirit Airlines	NK2039 NK2028
from $72 Find flight	20:48 San Antonio San Antonio	07:04+1 день Chicago O'Hare International	10h 16m layover 5h 44m - Atlanta	Spirit Airlines	NK1357 NK1116
from $72 Find flight	12:09 San Antonio San Antonio	22:28 Chicago O'Hare International	10h 19m layover 5h 45m - Atlanta	Spirit Airlines	NK1197 NK1200
from $76 Find flight	17:38 San Antonio San Antonio	23:18 Chicago Midway	5h 40m layover 1h 0m - Atlanta	Frontier Airlines	F94810 F92779
from $78 Find flight	05:20 San Antonio San Antonio	14:15 Chicago O'Hare International	8h 55m layover 3h 2m - Orlando	Spirit Airlines	NK447 NK3201
from $78 Find flight	10:16 San Antonio San Antonio	08:07+1 день Chicago O'Hare International	21h 51m layover 15h 55m - Orlando	Frontier Airlines	F91654 F93043
from $81 Find flight	13:27 San Antonio San Antonio	08:55+1 день Chicago O'Hare International	19h 28m layover 14h 59m - Atlanta	Spirit Airlines	NK2172 NK2707
from $82 Find flight	14:55 San Antonio San Antonio	23:53 Chicago O'Hare International	8h 58m layover 3h 59m - Denver	Frontier Airlines	F92355 F93172
from $86 Find flight	14:50 San Antonio San Antonio	23:31 Chicago O'Hare International	8h 41m layover 1h 22m - Los Angeles	Spirit Airlines	NK849 NK3010
from $87 Find flight	14:11 San Antonio San Antonio	05:25+1 день Chicago O'Hare International	15h 14m layover 7h 49m - Los Angeles	Spirit Airlines	NK1274 NK1103
from $91 Find flight	20:14 San Antonio San Antonio	11:41+1 день Chicago Midway	15h 27m layover 10h 30m - Denver	Frontier Airlines	F92097 F92210
from $91 Find flight	20:12 San Antonio San Antonio	23:59+1 день Chicago O'Hare International	27h 47m layover 22h 36m - Denver	Frontier Airlines	F92097 F93174
from $102 Find flight	22:57 San Antonio San Antonio	15:33+1 день Chicago O'Hare International	16h 36m layover 0h 38m - Las Vegas 7h 33m - Nashville	Spirit Airlines	NK2702 NK2250 NK2028
from $119 Find flight	05:20 San Antonio San Antonio	08:38+1 день Chicago O'Hare International	27h 18m layover 12h 3m - Orlando 8h 11m - Baltimore	Spirit Airlines	NK447 NK963 NK2439

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on June 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
06:30 — 09:29	06:30 — 09:29 UA2008 United Airlines San Antonio — Chicago	2h 59m	Find flight from$147
06:40 — 09:37	06:40 — 09:37 UA2629 United Airlines San Antonio — Chicago	2h 57m	Find flight from$146
06:48 — 09:48	06:48 — 09:48 UA1332 United Airlines San Antonio — Chicago	3h	Find flight from$146
12:57 — 15:52	12:57 — 15:52 UA1905 United Airlines San Antonio — Chicago	2h 55m	Find flight from$146
14:10 — 17:08	14:10 — 17:08 UA2243 United Airlines San Antonio — Chicago	2h 58m	Find flight from$209
17:08 — 19:59	17:08 — 19:59 UA697 United Airlines San Antonio — Chicago	2h 51m	Find flight from$146
17:08 — 20:10	17:08 — 20:10 UA5869 United Airlines San Antonio — Chicago	3h 2m	Find flight from$153
05:20 — 14:15	05:20 — 09:06 NK447 Spirit Airlines San Antonio — Orlando 3h 2m stop 12:08 — 14:15 NK3201 Spirit Airlines Orlando — Chicago	8h 55m including layover	Find flight from$78
05:20 — 18:43	05:20 — 09:06 NK447 Spirit Airlines San Antonio — Orlando 7h 27m stop 16:33 — 18:43 NK506 Spirit Airlines Orlando — Chicago	13h 23m including layover	Find flight from$78
06:00 — 14:16	06:00 — 06:44 NK1059 Spirit Airlines San Antonio — Las Vegas 1h 48m stop 08:32 — 14:16 NK187 Spirit Airlines Las Vegas — Chicago	8h 16m including layover	Find flight from$113
07:00 — 11:36 +1 day	07:00 — 08:16 NK2700 Spirit Airlines San Antonio — Los Angeles 21h 14m stop 05:30 — 11:36 NK2192 Spirit Airlines Los Angeles — Chicago	28h 36m including layover	Find flight from$101
08:33 — 15:31	08:33 — 12:17 NK1359 Spirit Airlines San Antonio — Orlando 1h 6m stop 13:23 — 15:31 NK1369 Spirit Airlines Orlando — Chicago	6h 58m including layover	Find flight from$113
08:33 — 17:17	08:33 — 12:17 NK1359 Spirit Airlines San Antonio — Orlando 2h 51m stop 15:08 — 17:17 NK1114 Spirit Airlines Orlando — Chicago	8h 44m including layover	Find flight from$113
10:16 — 08:07 +1 day	09:00 — 12:56 F91654 Frontier Airlines San Antonio — Orlando 15h 55m stop 08:00 — 10:14 F93043 Frontier Airlines Orlando — Chicago	21h 51m including layover	Find flight from$78
10:16 — 23:31	10:42 — 14:32 F91654 Frontier Airlines San Antonio — Orlando 6h 56m stop 22:17 — 00:20 F92791 Frontier Airlines Orlando — Chicago	13h 15m including layover	Find flight from$97
12:09 — 22:28	12:09 — 15:34 NK1197 Spirit Airlines San Antonio — Atlanta 5h 45m stop 21:19 — 22:28 NK1200 Spirit Airlines Atlanta — Chicago	10h 19m including layover	Find flight from$72
13:27 — 08:55 +1 day	13:27 — 16:49 NK2172 Spirit Airlines San Antonio — Atlanta 14h 59m stop 07:48 — 08:55 NK2707 Spirit Airlines Atlanta — Chicago	19h 28m including layover	Find flight from$81
14:50 — 23:31	14:50 — 16:02 NK849 Spirit Airlines San Antonio — Los Angeles 1h 22m stop 17:24 — 23:31 NK3010 Spirit Airlines Los Angeles — Chicago	8h 41m including layover	Find flight from$86
14:55 — 23:53	14:55 — 16:23 F92355 Frontier Airlines San Antonio — Denver 3h 59m stop 20:22 — 23:53 F93172 Frontier Airlines Denver — Chicago	8h 58m including layover	Find flight from$82
15:56 — 14:56 +1 day	14:18 — 15:18 F93417 Frontier Airlines San Antonio — Las Vegas 16h 30m stop 09:25 — 15:00 F92330 Frontier Airlines Las Vegas — Chicago	23h including layover	Find flight from$97
15:56 — 20:56 +1 day	14:18 — 15:18 F93417 Frontier Airlines San Antonio — Las Vegas 22h 11m stop 15:03 — 20:53 F92146 Frontier Airlines Las Vegas — Chicago	29h including layover	Find flight from$97
17:38 — 23:18	12:27 — 16:04 F94810 Frontier Airlines San Antonio — Atlanta 1h stop 21:12 — 22:14 F92779 Frontier Airlines Atlanta — Chicago	5h 40m including layover	Find flight from$76
17:38 — 23:59	12:27 — 16:04 F94810 Frontier Airlines San Antonio — Atlanta 1h 28m stop 22:58 — 00:17 F93397 Frontier Airlines Atlanta — Chicago	6h 21m including layover	Find flight from$76
18:13 — 15:33 +1 day	18:03 — 20:11 NK2039 Spirit Airlines San Antonio — Nashville 17h 4m stop 14:28 — 16:25 NK2028 Spirit Airlines Nashville — Chicago	21h 20m including layover	Find flight from$66
18:59 — 15:14 +1 day	18:59 — 20:29 F92097 Frontier Airlines San Antonio — Denver 15h 9m stop 11:38 — 15:14 F91484 Frontier Airlines Denver — Chicago	20h 15m including layover	Find flight from$97
19:38 — 06:03 +1 day	19:38 — 20:38 NK1587 Spirit Airlines San Antonio — Las Vegas 3h 56m stop 00:34 — 06:03 NK1053 Spirit Airlines Las Vegas — Chicago	10h 25m including layover	Find flight from$113
19:50 — 23:59 +1 day	19:36 — 21:04 F92355 Frontier Airlines San Antonio — Denver 23h 6m stop 20:22 — 23:52 F93174 Frontier Airlines Denver — Chicago	28h 9m including layover	Find flight from$91
20:12 — 23:59 +1 day	20:12 — 21:45 F92097 Frontier Airlines San Antonio — Denver 22h 36m stop 20:21 — 23:59 F93174 Frontier Airlines Denver — Chicago	27h 47m including layover	Find flight from$91
20:48 — 07:04 +1 day	20:48 — 00:16 NK1357 Spirit Airlines San Antonio — Atlanta 5h 44m stop 06:00 — 07:04 NK1116 Spirit Airlines Atlanta — Chicago	10h 16m including layover	Find flight from$72
22:57 — 10:50 +1 day	22:51 — 23:48 NK2702 Spirit Airlines San Antonio — Las Vegas 5h 18m stop 05:15 — 10:55 NK2619 Spirit Airlines Las Vegas — Chicago	11h 53m including layover	Find flight from$113
07:05 — 08:55 +1 day	07:05 — 10:51 NK2228 Spirit Airlines San Antonio — Miami 1h 25m stop 12:16 — 14:14 NK2346 Spirit Airlines Miami — Atlanta 17h 34m stop 07:48 — 08:55 NK2707 Spirit Airlines Atlanta — Chicago	25h 50m including layover	Find flight from$108
09:00 — 07:04 +1 day	09:00 — 13:12 NK1192 Spirit Airlines San Antonio — Detroit 7h 49m stop 21:01 — 23:12 NK1377 Spirit Airlines Detroit — Atlanta 6h 48m stop 06:00 — 07:04 NK1116 Spirit Airlines Atlanta — Chicago	22h 4m including layover	Find flight from$116
12:09 — 08:38 +1 day	12:09 — 15:34 NK1197 Spirit Airlines San Antonio — Atlanta 7h 11m stop 22:45 — 00:34 NK1911 Spirit Airlines Atlanta — Baltimore 7h 4m stop 07:38 — 08:38 NK2439 Spirit Airlines Baltimore — Chicago	20h 29m including layover	Find flight from$111
13:27 — 20:03 +1 day	13:27 — 16:49 NK2172 Spirit Airlines San Antonio — Atlanta 22h 30m stop 15:19 — 16:50 NK2460 Spirit Airlines Atlanta — Orlando 1h 5m stop 17:55 — 20:03 NK2541 Spirit Airlines Orlando — Chicago	30h 36m including layover	Find flight from$102
22:57 — 15:33 +1 day	22:51 — 23:48 NK2702 Spirit Airlines San Antonio — Las Vegas 38m stop 00:27 — 05:55 NK2250 Spirit Airlines Las Vegas — Nashville 7h 33m stop 14:28 — 16:25 NK2028 Spirit Airlines Nashville — Chicago	16h 36m including layover	Find flight from$102

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

*Departure and arrival times - local. Updated on June 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 22:57 from 5 San Antonio airports and arrive 05:00 to 22:57 to 7 Chicago airports. Average flight time is 2h 58m.

The fastest flight 2h 51m
Average flight time 2h 58m
The earliest flight 05:00
The latest flight 22:57
Distance 1047 ml

The cheapest months to travel to Chicago are june (from 89 $), july (from 96 $), august (from 96 $).

The most expensive months are september (from 110 $), may (from 106 $), october (from 105 $).

What is the lowest airfare San Antonio to Chicago?

The cheapest plane ticket found by our users is $66. This airfare is for economy class on one-way NK2039 flight by Spirit Airlines for June 29, 2025 which leaves San Antonio in San Antonio at 18:13 am and arrives at Chicago O'Hare International at 15:33.

Economy class

$66

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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 6 regular airlines and 3 low-cost airlines. Most of the flights on this route are operated by Frontier Airlines - 12 departures per week at the price of from $ 76 . And the most expensive tickets are offered by United Airlines airline - from $ 877.

Direct flights

There are 7 nonstop flights on the route. The fastest direct flight is UA697 by United Airlines takes 2h 51m and the cheapest is NK2039 by Spirit Airlines for $146.

UA - United Airlines

from $146

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Connecting Flights

There are 421 flights with layovers on the route. The fastest connecting flight is UA6298 by United Airlines takes 4h 40m and the cheapest is NK2039 by Spirit Airlines for $66.

F9 - Frontier Airlines

from $76

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AS - Alaska Airlines

from $159

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SY - Sun Country Airlines

from $112

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HA - Hawaiian Airlines

from $157

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UA - United Airlines

from $149

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NK - Spirit Airlines

from $66

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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 $66
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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 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.

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?

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.
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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