Which layover airport offers the lowest fares from San Antonio to Chicago?

Flights via Atlanta (ATL) offer the lowest average round-trip price of $160.

What airlines fly to Chicago?

American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Chicago from San Antonio according to our data. American Airlines is the first choice among our users, with 47% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 5 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

Which layover airport has the shortest travel time from San Antonio to Chicago?

Flights connecting via Atlanta (ATL) have the shortest average one-way travel time: 6h 16m.

How many flights depart from San Antonio to Chicago on average per day?

As of November 2025, 22 flights take off from San Antonio and land in Chicago each day. The most common flight departure time for this route is 6:00AM, with 55% of daily flights taking off in the afternoon.

Which airport is the most popular layover for flights between San Antonio and Chicago?

Atlanta (ATL) was the most common stop: 60% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport has the shortest connection time from San Antonio to Chicago?

Atlanta (ATL) has the shortest average layover time for this route: 2h 25m.

How many flights depart from San Antonio to Chicago on average per week?

158 flights are operational weekly from San Antonio to Chicago as of November 2025. The most popular departure day for this route is Mon, with 20% of flights per week taking off on this day.

What is the cheapest airline that flies from San Antonio to Chicago?

Frontier and Spirit Airlines are the most popular carriers operating from San Antonio to Chicago

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?

The number of operators available for flights from San Antonio Airport to Chicago is 5 as of November 2025.

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.

$53 Cheap Flights from San Antonio to Chicago in 2025/26

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7:56 pm - 12:12 amSAT-ORD

28h 16m1 stop

7:00 am - 6:58 pmORD-SAT

11h 58m1 stop

$178Frontier

Find Deal

Thu, Dec 11 - Mon, Dec 15

9:10 am - 9:58 pmSAT-MDW

12h 48m1 stop

12:18 pm - 6:58 pmMDW-SAT

6h 40m1 stop

$178Frontier

Find Deal

Thu, Dec 11 - Mon, Dec 15

12:03 pm - 12:12 amSAT-ORD

12h 09m2 stops

11:44 am - 4:51 pmORD-SAT

29h 07m1 stop

$181Frontier

Find Deal

Mon, Dec 8 - Thu, Dec 11

2:39 pm - 1:21 pmSAT-MDW

22h 42m2 stops

8:15 am - 5:01 pmMDW-SAT

8h 46m1 stop

$182Multiple Airlines

Find Deal

Tue, Dec 30 - Fri, Jan 2

10:13 am - 6:53 pmSAT-ORD

8h 40m1 stop

6:11 pm - 6:39 pmORD-SAT

24h 28m2 stops

$182Frontier

Find Deal

Thu, Jan 8 - Sat, Jan 10

7:00 am - 6:05 amSAT-ORD

23h 05m1 stop

11:44 am - 12:56 pmORD-SAT

25h 12m2 stops

$183Multiple Airlines

Find Deal

Tue, Dec 9 - Thu, Dec 11

12:03 pm - 12:12 amSAT-ORD

12h 09m2 stops

6:11 am - 4:51 pmORD-SAT

10h 40m1 stop

$185Frontier

Find Deal

Mon, Dec 8 - Sun, Dec 14

7:11 pm - 10:18 amSAT-ORD

15h 07m1 stop

8:22 pm - 9:30 amORD-SAT

13h 08m1 stop

$186Multiple Airlines

Find Deal

Wed, Dec 24 - Sun, Jan 11

5:46 pm - 11:54 amSAT-ORD

18h 08m1 stop

9:14 pm - 6:59 pmORD-SAT

45h 45m2 stops

$188Multiple Airlines

Find Deal

Fri, Dec 5 - Mon, Dec 8

10:13 am - 8:02 pmSAT-MDW

9h 49m1 stop

9:07 pm - 11:52 pmMDW-SAT

26h 45m2 stops

$188Multiple Airlines

Find Deal

Thu, Jan 8 - Mon, Jan 12

Frontier flights from San Antonio to Chicago

Our best Frontier deals on San Antonio to Chicago flight tickets

Frontier

Dec 11

SAT7:56 pmSan Antonio

28h 16m

1 stop

ORD12:12 amChicago O'Hare Intl

Dec 15

ORD7:00 amChicago O'Hare Intl

11h 58m

1 stop

SAT6:58 pmSan Antonio

$178

Find similar

Frontier

Dec 8

SAT12:03 pmSan Antonio

12h 09m

2 stops

ORD12:12 amChicago O'Hare Intl

Dec 11

ORD11:44 amChicago O'Hare Intl

29h 07m

1 stop

SAT4:51 pmSan Antonio

$181

Find similar

Frontier

Dec 8

SAT12:03 pmSan Antonio

12h 09m

2 stops

ORD12:12 amChicago O'Hare Intl

Dec 14

ORD6:11 amChicago O'Hare Intl

10h 40m

1 stop

SAT4:51 pmSan Antonio

$185

Find similar

Spirit Airlines flights from San Antonio to Chicago

Our best Spirit Airlines deals on San Antonio to Chicago flight tickets

Spirit Airlines

Dec 11

SAT3:10 pmSan Antonio

6h 38m

1 stop

ORD9:48 pmChicago O'Hare Intl

Dec 15

ORD3:26 pmChicago O'Hare Intl

8h 00m

1 stop

SAT11:26 pmSan Antonio

$196

Find similar

Spirit Airlines

Dec 4

SAT3:10 pmSan Antonio

6h 38m

1 stop

ORD9:48 pmChicago O'Hare Intl

Dec 15

ORD3:26 pmChicago O'Hare Intl

8h 00m

1 stop

SAT11:26 pmSan Antonio

$197

Find similar

Spirit Airlines

Dec 9

SAT7:00 amSan Antonio

35h 36m

3 stops

ORD6:36 pmChicago O'Hare Intl

Dec 11

ORD9:06 pmChicago O'Hare Intl

15h 54m

1 stop

SAT1:00 pmSan Antonio

$206

Find similar

Fly from

Fly to

Route

Depart

Return

Price

San AntonioChicago

SAT - ORD

SATORD

San Antonio

Thu 12/11

7:56 pm-12:12 am

1 stop28h 16m

Chicago O'Hare Intl

Mon 12/15

7:00 am-6:58 pm

1 stop11h 58m

$178

San AntonioChicago

SAT - MDW

SATMDW

San Antonio

Thu 12/11

9:10 am-9:58 pm

1 stop12h 48m

Chicago Midway

Mon 12/15

12:18 pm-6:58 pm

1 stop6h 40m

$178

San AntonioChicago

SAT - ORD

SATORD

San Antonio

Mon 12/8

12:03 pm-12:12 am

2 stops12h 09m

Chicago O'Hare Intl

Thu 12/11

11:44 am-4:51 pm

1 stop29h 07m

$181

San AntonioChicago

SAT - MDW

SATMDW

San Antonio

Tue 12/30

2:39 pm-1:21 pm

2 stops22h 42m

Chicago Midway

Fri 1/2

8:15 am-5:01 pm

1 stop8h 46m

$182

San AntonioChicago

SAT - ORD

SATORD

San Antonio

Thu 1/8

10:13 am-6:53 pm

1 stop8h 40m

Chicago O'Hare Intl

Sat 1/10

6:11 pm-6:39 pm

2 stops24h 28m

$182

San AntonioChicago

SAT - ORD

SATORD

San Antonio

Tue 12/9

7:00 am-6:05 am

1 stop23h 05m

Chicago O'Hare Intl

Thu 12/11

11:44 am-12:56 pm

2 stops25h 12m

$183

San AntonioChicago

SAT - ORD

SATORD

San Antonio

Mon 12/8

12:03 pm-12:12 am

2 stops12h 09m

Chicago O'Hare Intl

Sun 12/14

6:11 am-4:51 pm

1 stop10h 40m

$185

San AntonioChicago

SAT - ORD

SATORD

San Antonio

Wed 12/24

7:11 pm-10:18 am

1 stop15h 07m

Chicago O'Hare Intl

Sun 1/11

8:22 pm-9:30 am

1 stop13h 08m

$186

San AntonioChicago

SAT - ORD

SATORD

San Antonio

Fri 12/5

5:46 pm-11:54 am

1 stop18h 08m

Chicago O'Hare Intl

Mon 12/8

9:14 pm-6:59 pm

2 stops45h 45m

$188

San AntonioChicago

SAT - MDW

SATMDW

San Antonio

Thu 1/8

10:13 am-8:02 pm

1 stop9h 49m

Chicago Midway

Mon 1/12

9:07 pm-11:52 pm

2 stops26h 45m

$188

Flights are sorted by cheapest round-trip flights first.

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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

Prices

Airlines

Layovers

Other information

What is the cheapest month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from San Antonio, with most prices found around $305. If you’re not able to fly to Chicago in September, then August is your next best option. Flight prices from San Antonio to Chicago during August average around $308.

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 $445. 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 $829.

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 $900.

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 $403 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 $263 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 November 2025, prices for San Antonio to Chicago flights are approximately 16% 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	$189
Fastest flight time	2h 30m
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 $189. The best round-trip flight deal from San Antonio to Chicago found on momondo in the last 72 hours is $356.

The fastest flight from San Antonio to Chicago takes 2h 30m

Direct flights go from San Antonio to Chicago every day.

There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), 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?
The number of operators available for flights from San Antonio Airport to Chicago is 5 as of November 2025.
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?
Based on momondo bookings for flights between San Antonio and Chicago, the leading plane model is Airbus A319, making up 27.24% of the total bookings. Other popular models include Boeing 737-900 with 12.31%, Boeing 737-700 with 11.49%, and Boeing 737 MAX 8 with 9.49%.
What is the most popular airline from San Antonio to Chicago?
Based on momondo bookings for flights between San Antonio and Chicago, the leading airline is American Airlines, making up 40% of the total bookings. Other popular airlines include Southwest with 25%, United Airlines with 20%, and Frontier with 10%.

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
Frontier	PriceFrom $97	Free Cancellation	Rating 5.8 3,114 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $208	Free Cancellation	Rating 6.3 8,140 reviews	Search Spirit Airlines flights
American Airlines	PriceFrom $235	Free Cancellation	Rating 7.2 11,050 reviews	Search American Airlines flights
Southwest	PriceFrom $256	Free Cancellation	Rating 8.0 4,235 reviews	Search Southwest flights
United Airlines	PriceFrom $287	Free Cancellation	Rating 7.4 9,015 reviews	Search United Airlines flights

Southwest Flights From San Antonio to Chicago
Southwest operates around 17 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 $256 round-trip. Southwest has been scored 8.0/10 in 4,235 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 $287, round-trip. It should be noted that an average United Airlines flight deal for this route in this time was higher, at $472 round-trip. United Airlines operates 17 flights out of San Antonio into Chicago in an average week, so prices vary by time and availability. 9,016 United Airlines reviews by users on momondo have scored the airline at 7.4/10.

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

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.

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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 12/31. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Big names and deals

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Filter for what you want

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Frontier flights from San Antonio to Chicago

Our best Frontier deals on San Antonio to Chicago flight tickets

Spirit Airlines flights from San Antonio to Chicago

Our best Spirit Airlines deals on San Antonio to Chicago flight tickets

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Use the filters below to find and compare flights from San Antonio to Chicago that are best for you.

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 September is, on average, the cheapest month to fly to Chicago from San Antonio, with most prices found around $305. If you’re not able to fly to Chicago in September, then August is your next best option. Flight prices from San Antonio to Chicago during August average around $308.

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

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 $900.

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?

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 November 2025, prices for San Antonio to Chicago flights are approximately 16% more expensive when compared to flights at the same time last year.

What is the cheapest airline that flies from San Antonio to Chicago?

Frontier and Spirit Airlines are the most popular carriers operating from San Antonio to Chicago

What airlines fly to Chicago?

Which airport is the most popular layover for flights between San Antonio and Chicago?

Atlanta (ATL) was the most common stop: 60% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport offers the lowest fares from San Antonio to Chicago?

Flights via Atlanta (ATL) offer the lowest average round-trip price of $160.

Which layover airport has the shortest travel time from San Antonio to Chicago?

Flights connecting via Atlanta (ATL) have the shortest average one-way travel time: 6h 16m.

Which layover airport has the shortest connection time from San Antonio to Chicago?

Atlanta (ATL) has the shortest average layover time for this route: 2h 25m.

How many flights depart from San Antonio to Chicago on average per day?

As of November 2025, 22 flights take off from San Antonio and land in Chicago each day. The most common flight departure time for this route is 6:00AM, with 55% of daily flights taking off in the afternoon.

How many flights depart from San Antonio to Chicago on average per week?

158 flights are operational weekly from San Antonio to Chicago as of November 2025. The most popular departure day for this route is Mon, with 20% of flights per week taking off on this day.

When to book flights from San Antonio to Chicago

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

Fastest flight time

Direct flights

Airports in Chicago

How far is San Antonio to Chicago by plane?

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

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?

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

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

Southwest Flights From San Antonio to Chicago

United Airlines Flights From San Antonio to Chicago

Traveling to a place near Chicago?

Why use momondo?

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

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

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

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

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