Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from San Antonio to Chicago from $53

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 8/8. 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.

Find the cheapest flights from San Antonio to Chicago

Cheap round-trip flights

Frontier Logo
5:35 pm - 12:10 amSAT-ORD
6h 35m1 stop
Frontier Logo
10:25 am - 4:30 pmORD-SAT
6h 05m1 stop
$108Frontier
Find Deal
Fri, Sep 5 - Mon, Sep 8
Frontier Logo
5:35 pm - 12:10 amSAT-ORD
6h 35m1 stop
Frontier Logo
6:00 am - 2:33 pmORD-SAT
8h 33m1 stop
$122Frontier
Find Deal
Mon, Oct 6 - Mon, Oct 13
 Logo
5:38 pm - 12:22 amSAT-ORD
6h 44m1 stop
 Logo
10:00 am - 7:22 pmORD-SAT
9h 22m1 stop
Fri, Jul 25 - Tue, Jul 29
 Logo
5:35 pm - 12:10 amSAT-ORD
6h 35m1 stop
 Logo
6:30 am - 3:55 pmORD-SAT
9h 25m1 stop
Fri, Sep 26 - Mon, Sep 29
Spirit Airlines Logo
6:16 pm - 4:18 pmSAT-ORD
22h 02m1 stop
Spirit Airlines Logo
6:00 am - 5:04 amORD-SAT
23h 04m1 stop
$178Spirit Airlines
Find Deal
Thu, Sep 18 - Mon, Sep 22
Spirit Airlines Logo
5:38 pm - 9:30 pmSAT-ORD
27h 52m1 stop
Spirit Airlines Logo
7:08 am - 6:36 pmORD-SAT
11h 28m1 stop
$184Spirit Airlines
Find Deal
Thu, Jul 31 - Tue, Aug 5
Southwest Logo
3:20 pm - 6:00 pmSAT-MDW
2h 40mnonstop
Southwest Logo
8:15 pm - 11:05 pmMDW-SAT
2h 50mnonstop
$235Southwest
Find Deal
Thu, Oct 2 - Mon, Oct 6
Southwest Logo
5:35 pm - 8:15 pmSAT-MDW
2h 40mnonstop
Southwest Logo
7:05 am - 2:10 pmMDW-SAT
7h 05m1 stop
$245Southwest
Find Deal
Tue, Jul 29 - Tue, Aug 5
Delta Logo
5:20 am - 12:29 pmSAT-MDW
7h 09m1 stop
Delta Logo
1:46 pm - 9:25 pmMDW-SAT
7h 39m1 stop
$255Delta
Find Deal
Tue, Jul 29 - Tue, Aug 5
Delta Logo
11:25 am - 6:40 pmSAT-MDW
7h 15m1 stop
Delta Logo
9:25 am - 3:31 pmMDW-SAT
6h 06m1 stop
$280Delta
Find Deal
Wed, Jul 30 - Fri, Aug 1

Spirit Airlines flights from San Antonio to Chicago

Our best Spirit Airlines deals on San Antonio to Chicago flight tickets
Spirit Airlines
Sep 18
SAT6:16 pmSan Antonio
22h 02m
1 stop
ORD4:18 pmChicago O'Hare Intl
Sep 22
ORD6:00 amChicago O'Hare Intl
23h 04m
1 stop
SAT5:04 amSan Antonio
Spirit Airlines
Jul 31
SAT5:38 pmSan Antonio
27h 52m
1 stop
ORD9:30 pmChicago O'Hare Intl
Aug 5
ORD7:08 amChicago O'Hare Intl
11h 28m
1 stop
SAT6:36 pmSan Antonio
Spirit Airlines
Sep 10
SAT9:32 pmSan Antonio
14h 04m
1 stop
ORD11:36 amChicago O'Hare Intl
Sep 14
ORD6:30 amChicago O'Hare Intl
9h 25m
1 stop
SAT3:55 pmSan Antonio

Frontier flights from San Antonio to Chicago

Our best Frontier deals on San Antonio to Chicago flight tickets
Frontier
Sep 5
SAT5:35 pmSan Antonio
6h 35m
1 stop
ORD12:10 amChicago O'Hare Intl
Sep 8
ORD10:25 amChicago O'Hare Intl
6h 05m
1 stop
SAT4:30 pmSan Antonio
Frontier
Oct 6
SAT5:35 pmSan Antonio
6h 35m
1 stop
ORD12:10 amChicago O'Hare Intl
Oct 13
ORD6:00 amChicago O'Hare Intl
8h 33m
1 stop
SAT2:33 pmSan Antonio
Frontier
Aug 22
SAT5:27 pmSan Antonio
6h 27m
1 stop
ORD11:54 pmChicago O'Hare Intl
Aug 30
ORD7:00 amChicago O'Hare Intl
7h 35m
1 stop
SAT2:35 pmSan Antonio

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 $299. 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 $358.

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 $850.

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 $838.

What is the cheapest San Antonio to Chicago flight route?

Fly from San Antonio to Chicago O'Hare Intl 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 $317 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?

You could potentially save up to 35% on your flight if you consider stops on a San Antonio to Chicago flight.

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

As of June 2025, prices for San Antonio to Chicago flights are approximately 27% more expensive 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

$53

Fastest flight time

2h 35m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from San Antonio in the past 72 hours is $53. The best round-trip flight deal from San Antonio to Chicago found on momondo in the last 72 hours is $108.
The fastest flight from San Antonio to Chicago takes 2h 35m
Direct flights go from San Antonio to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • 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
Spirit AirlinesPriceFrom $111Free CancellationRating
6.3
8,096 reviews
Search Spirit Airlines flights
FrontierPriceFrom $112Free CancellationRating
5.9
3,293 reviews
Search Frontier flights
American AirlinesPriceFrom $227Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $235Free CancellationRating
8.0
4,278 reviews
Search Southwest flights
DeltaPriceFrom $241Free CancellationRating
8.0
7,969 reviews
Search Delta flights
United AirlinesPriceFrom $288Free CancellationRating
7.4
8,852 reviews
Search United Airlines flights
  • Southwest Flights From San Antonio to Chicago

    Southwest operates around 14 flights from San Antonio to Chicago every week. The average price of these flights found in the last 72 hours has been $427, but momondo users have found Southwest deals from San Antonio to Chicago from as low as $235 round-trip. Southwest has been scored 8.0/10 in 4,278 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 $288, round-trip. It should be noted that an average United Airlines flight deal for this route in this time was higher, at $473 round-trip. United Airlines operates 13 flights out of San Antonio into Chicago in an average week, so prices vary by time and availability. 8,852 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
Portage
Saint Joseph
Lansing
Schererville
Valparaiso
Crown Point
Munster
Monticello
Chesterton
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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 7/5
Sat 7/12

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