Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from San Antonio to Chicago from $79

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from San Antonio to Chicago departing on 9/22. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from San Antonio to Chicago

Cheap round-trip flights

Southwest Logo
5:55 am - 8:30 amSAT-MDW
2h 35mnonstop
Southwest Logo
3:20 pm - 9:50 pmMDW-SAT
6h 30m2 stops
$169Southwest
Find Deal
Wed, Oct 29 - Tue, Nov 4
Frontier Logo
12:09 pm - 11:53 pmSAT-ORD
11h 44m1 stop
Frontier Logo
8:15 am - 6:15 pmORD-SAT
10h 00m1 stop
$170Frontier
Find Deal
Thu, Oct 23 - Mon, Oct 27
Frontier Logo
12:09 pm - 12:36 amSAT-MDW
12h 27m1 stop
Frontier Logo
6:15 am - 4:50 pmMDW-SAT
10h 35m1 stop
$170Frontier
Find Deal
Thu, Oct 16 - Mon, Oct 20
Logo
5:35 pm - 12:11 amSAT-ORD
6h 36m1 stop
Logo
5:05 am - 3:11 pmORD-SAT
10h 06m1 stop
$175
Find Deal
Fri, Nov 7 - Tue, Nov 11
Logo
3:12 pm - 12:12 amSAT-ORD
9h 00m1 stop
Logo
5:05 am - 3:11 pmORD-SAT
10h 06m1 stop
$180
Find Deal
Sat, Nov 8 - Tue, Nov 11
United Airlines Logo
5:09 pm - 8:00 pmSAT-ORD
2h 51mnonstop
United Airlines Logo
9:00 am - 3:25 pmORD-SAT
6h 25m1 stop
$181United Airlines
Find Deal
Wed, Oct 1 - Sat, Oct 4
United Airlines Logo
1:05 pm - 4:00 pmSAT-ORD
2h 55mnonstop
United Airlines Logo
10:53 am - 4:45 pmORD-SAT
5h 52m1 stop
$197United Airlines
Find Deal
Thu, Oct 9 - Sat, Oct 11
American Airlines Logo
6:19 am - 9:05 amSAT-ORD
2h 46mnonstop
American Airlines Logo
8:25 pm - 11:29 pmORD-SAT
3h 04mnonstop
$213American Airlines
Find Deal
Tue, Mar 3 - Wed, Mar 4
Delta Logo
6:11 pm - 11:54 pmSAT-ORD
5h 43m1 stop
Delta Logo
6:45 am - 1:28 pmORD-SAT
6h 43m1 stop
$217Delta
Find Deal
Fri, Oct 3 - Tue, Oct 7
Delta Logo
11:35 am - 6:25 pmSAT-MDW
6h 50m1 stop
Delta Logo
10:35 am - 4:07 pmMDW-SAT
5h 32m1 stop
$217Delta
Find Deal
Wed, Oct 8 - Sat, Oct 11

Frontier flights from San Antonio to Chicago

Our best Frontier deals on San Antonio to Chicago flight tickets
Frontier
Sep 18
SAT9:33 pmSan Antonio
23h 26m
1 stop
ORD8:59 pmChicago O'Hare Intl
Oct 3
ORD10:42 amChicago O'Hare Intl
27h 45m
1 stop
SAT2:27 pmSan Antonio
$170
Find similar
Frontier
Oct 25
SAT5:32 pmSan Antonio
16h 04m
1 stop
ORD9:36 amChicago O'Hare Intl
Oct 27
ORD8:15 amChicago O'Hare Intl
10h 00m
1 stop
SAT6:15 pmSan Antonio
$172
Find similar
Frontier
Nov 10
SAT5:35 pmSan Antonio
6h 36m
1 stop
ORD12:11 amChicago O'Hare Intl
Nov 16
ORD6:00 amChicago O'Hare Intl
13h 30m
1 stop
SAT7:30 pmSan Antonio
$173
Find similar

Delta flights from San Antonio to Chicago

Our best Delta deals on San Antonio to Chicago flight tickets
Delta
Oct 3
SAT6:11 pmSan Antonio
5h 43m
1 stop
ORD11:54 pmChicago O'Hare Intl
Oct 7
ORD6:45 amChicago O'Hare Intl
6h 43m
1 stop
SAT1:28 pmSan Antonio
$217
Find similar
Delta
Sep 30
SAT5:29 amSan Antonio
7h 32m
1 stop
ORD1:01 pmChicago O'Hare Intl
Oct 5
ORD5:30 amChicago O'Hare Intl
5h 49m
1 stop
SAT11:19 amSan Antonio
$223
Find similar
Delta
Sep 23
SAT10:37 amSan Antonio
6h 58m
1 stop
MDW5:35 pmChicago Midway
Sep 26
MDW6:15 pmChicago Midway
5h 10m
1 stop
SAT11:25 pmSan Antonio
$533
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from San Antonio to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated September 11, 2025.
Use the filters below to find and compare flights from San Antonio to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

San AntonioChicago

SAT - MDW

SATMDW

San Antonio

Wed 10/29

5:55 am-8:30 am

Nonstop2h 35m

Chicago Midway

Tue 11/4

3:20 pm-9:50 pm

2 stops6h 30m

$169

San AntonioChicago

SAT - ORD

SATORD

San Antonio

Thu 10/23

12:09 pm-11:53 pm

1 stop11h 44m

Chicago O'Hare Intl

Mon 10/27

8:15 am-6:15 pm

1 stop10h 00m

$170

San AntonioChicago

SAT - MDW

SATMDW

San Antonio

Thu 10/16

12:09 pm-12:36 am

1 stop12h 27m

Chicago Midway

Mon 10/20

6:15 am-4:50 pm

1 stop10h 35m

$170

San AntonioChicago

SAT - ORD

SATORD

San Antonio

Fri 11/7

5:35 pm-12:11 am

1 stop6h 36m

Chicago O'Hare Intl

Tue 11/11

5:05 am-3:11 pm

1 stop10h 06m

$175

San AntonioChicago

SAT - ORD

SATORD

San Antonio

Sat 11/8

3:12 pm-12:12 am

1 stop9h 00m

Chicago O'Hare Intl

Tue 11/11

5:05 am-3:11 pm

1 stop10h 06m

$180

San AntonioChicago

SAT - ORD

SATORD

San Antonio

Wed 10/1

5:09 pm-8:00 pm

Nonstop2h 51m

Chicago O'Hare Intl

Sat 10/4

9:00 am-3:25 pm

1 stop6h 25m

$181

San AntonioChicago

SAT - ORD

SATORD

San Antonio

Thu 10/9

1:05 pm-4:00 pm

Nonstop2h 55m

Chicago O'Hare Intl

Sat 10/11

10:53 am-4:45 pm

1 stop5h 52m

$197

San AntonioChicago

SAT - ORD

SATORD

San Antonio

Tue 3/3

6:19 am-9:05 am

Nonstop2h 46m

Chicago O'Hare Intl

Wed 3/4

8:25 pm-11:29 pm

Nonstop3h 04m

$213

San AntonioChicago

SAT - ORD

SATORD

San Antonio

Fri 10/3

6:11 pm-11:54 pm

1 stop5h 43m

Chicago O'Hare Intl

Tue 10/7

6:45 am-1:28 pm

1 stop6h 43m

$217

San AntonioChicago

SAT - MDW

SATMDW

San Antonio

Wed 10/8

11:35 am-6:25 pm

1 stop6h 50m

Chicago Midway

Sat 10/11

10:35 am-4:07 pm

1 stop5h 32m

$217

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

How to get the cheapest flight ticket from San Antonio to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago?

The month of August is, on average, the cheapest month to fly to Chicago from San Antonio, with most prices found around $315. If you’re not able to fly to Chicago in August, then September is your next best option. Flight prices from San Antonio to Chicago during September average around $336.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $447. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from San Antonio to Chicago for around $840.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from San Antonio to Chicago during this time can be as low as $278. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $901.

What is the cheapest San Antonio to Chicago flight route?

Fly from San Antonio to Chicago Midway for the best San Antonio - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from San Antonio when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $402 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from San Antonio for as low as $309 on momondo.

What cabin class options are available on San Antonio to Chicago flights?

There are 4 cabin classes available to choose from on San Antonio to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on San Antonio to Chicago flights?

No. A direct flight is the cheapest option for a flight between San Antonio to Chicago.

How have San Antonio to Chicago flight prices changed over time?

As of September 2025, prices for San Antonio to Chicago flights are approximately 13% cheaper when compared to flights at the same time last year.

When to book flights from San Antonio to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from San Antonio to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap San Antonio to Chicago (SAT to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from San Antonio to Chicago

Best Price Found

$199

Fastest flight time

2h 30m

Direct flights

Every day

Airports in Chicago

1 airport
The best one-way flight to Chicago from San Antonio in the past 72 hours is $199. The best round-trip flight deal from San Antonio to Chicago found on momondo in the last 72 hours is $305.
The fastest flight from San Antonio to Chicago takes 2h 30m
Direct flights go from San Antonio to Chicago every day.
There is 1 airport near Chicago: Chicago Midway (MDW)
Search flight deals

  • How far is San Antonio to Chicago by plane?

    There are 1052.0 mi between San Antonio and Chicago. Flights usually cover this in 2h 35m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from San Antonio Airport to Chicago?

    Prices for flights from San Antonio Airport to Chicago refresh daily.

  • How many operators does momondo search for flights from San Antonio Airport to Chicago?

  • How old do you have to be to fly from San Antonio Airport to Chicago?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from San Antonio Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from San Antonio to Chicago?

  • What is the most popular airline from San Antonio to Chicago?

Best airlines flying from San Antonio to Chicago

Compare and see reviews for airlines that fly from San Antonio to Chicago with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $97Free CancellationRating
5.8
3,177 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $208Free CancellationRating
6.3
8,023 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $235Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $245Free CancellationRating
8.0
4,248 reviews
Search Southwest flights
United AirlinesPriceFrom $281Free CancellationRating
7.4
8,937 reviews
Search United Airlines flights

  • Southwest Flights From San Antonio to Chicago

    Southwest operates around 10 flights from San Antonio to Chicago every week. The average price of these flights found in the last 72 hours has been $426, but momondo users have found Southwest deals from San Antonio to Chicago from as low as $245 round-trip. Southwest has been scored 8.0/10 in 4,248 reviews.

  • United Airlines Flights From San Antonio to Chicago

    The best United Airlines deal for San Antonio to Chicago flight tickets found on momondo in the last 72 hours was $281, round-trip. It should be noted that an average United Airlines flight deal for this route in this time was higher, at $488 round-trip. United Airlines operates 15 flights out of San Antonio into Chicago in an average week, so prices vary by time and availability. 8,937 United Airlines reviews by users on momondo have scored the airline at 7.4/10.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from San Antonio to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from San Antonio to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from San Antonio to Chicago with flexible booking policies on momondo?

Flights from San Antonio to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from San Antonio to Chicago?

momondo provides multiple filters to help you find the best flight to Chicago from San Antonio. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from San Antonio to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from San Antonio are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 10/11
Sat 10/18
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport