Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from San Antonio to Chicago from $55

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 4/15. 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

Deals available from 900+ travel sites.

"This year, momondo is the #1 place for airfares on the internet."
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

These are some of the best round-trip flight deals from San Antonio to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from San Antonio to Chicago.

Cheap last minute flights

Planning a quick getaway from San Antonio to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from San Antonio to Chicago

Find recent round-trip train or bus tickets from San Antonio to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
8:20 pm - 11:44 amSAT-MDW
15h 24m1 stop
11:33 am - 6:15 pmMDW-SAT
6h 42m1 stop
$115Frontier
Find Deal
Thu, Feb 6 - Mon, Feb 10
7:10 pm - 10:02 amSAT-MDW
14h 52m1 stop
11:33 am - 6:15 pmMDW-SAT
6h 42m1 stop
$120Frontier
Find Deal
Sat, Feb 8 - Mon, Feb 10
10:58 am - 12:07 amSAT-ORD
13h 09m1 stop
7:42 pm - 10:03 amORD-SAT
14h 21m1 stop
$194Spirit Airlines
Find Deal
Wed, Mar 5 - Mon, Mar 10
4:07 pm - 5:31 amSAT-ORD
13h 24m1 stop
5:11 am - 6:15 pmORD-SAT
13h 04m1 stop
$204Spirit Airlines
Find Deal
Wed, Feb 5 - Mon, Feb 10
6:43 am - 12:30 pmSAT-ORD
5h 47m1 stop
8:49 pm - 11:52 pmORD-SAT
3h 03mnonstop
$327American Airlines
Find Deal
Thu, Feb 6 - Thu, Feb 13
6:03 am - 8:49 amSAT-ORD
2h 46mnonstop
8:50 pm - 11:50 pmORD-SAT
3h 00mnonstop
$357American Airlines
Find Deal
Tue, Feb 18 - Sat, Feb 22
3:35 pm - 6:10 pmSAT-MDW
2h 35mnonstop
5:15 pm - 8:15 pmMDW-SAT
3h 00mnonstop
$357Southwest
Find Deal
Tue, Feb 18 - Sat, Feb 22
3:35 pm - 6:10 pmSAT-MDW
2h 35mnonstop
7:20 am - 3:10 pmMDW-SAT
7h 50m1 stop
$367Southwest
Find Deal
Tue, Feb 18 - Sat, Feb 22
7:25 am - 7:35 amSAT-ORD
24h 10m2 stops
10:35 am - 3:52 pmORD-SAT
5h 17m1 stop
$387United Airlines
Find Deal
Sat, Feb 15 - Sun, Feb 16
2:05 pm - 4:56 pmSAT-ORD
2h 51mnonstop
7:55 pm - 11:10 pmORD-SAT
3h 15mnonstop
$392United Airlines
Find Deal
Wed, Feb 12 - Thu, Feb 13
9:03 am - 7:04 pmSAT-ORD
10h 01m1 stop
$55Frontier
Find Deal
Tue, Apr 15
2:18 pm - 12:17 amSAT-MDW
9h 59m1 stop
$57Frontier
Find Deal
Tue, Feb 25
10:58 am - 12:07 amSAT-ORD
13h 09m1 stop
$84Spirit Airlines
Find Deal
Wed, Mar 5
11:58 am - 10:23 pmSAT-ORD
10h 25m1 stop
$86Spirit Airlines
Find Deal
Wed, Mar 12
2:15 pm - 5:04 pmSAT-ORD
2h 49mnonstop
$179United Airlines
Find Deal
Sat, Feb 15
6:45 am - 9:20 amSAT-MDW
2h 35mnonstop
$179Southwest
Find Deal
Sat, Feb 15
11:15 am - 5:40 pmSAT-MDW
6h 25m2 stops
$194Southwest
Find Deal
Sat, Feb 15
2:10 pm - 5:00 pmSAT-ORD
2h 50mnonstop
$214United Airlines
Find Deal
Thu, Mar 20
1:50 pm - 4:42 pmSAT-ORD
2h 52mnonstop
$225American Airlines
Find Deal
Mon, Feb 3
1:50 pm - 4:42 pmSAT-ORD
2h 52mnonstop
$231American Airlines
Find Deal
Wed, Feb 5
7:10 pm - 9:52 amSAT-ORD
14h 42m1 stop
7:00 am - 6:43 pmORD-SAT
35h 43m2 stops
Sat, Jan 18 - Tue, Jan 21
7:10 pm - 9:52 amSAT-ORD
14h 42m1 stop
9:00 am - 3:12 pmORD-SAT
30h 12m3 stops
Sat, Jan 18 - Tue, Jan 21
1:02 pm - 12:17 amSAT-MDW
11h 15m1 stop
3:37 pm - 6:15 pmMDW-SAT
26h 38m1 stop
$446Frontier
Find Deal
Fri, Jan 17 - Fri, Jan 24
1:02 pm - 12:17 amSAT-MDW
11h 15m1 stop
7:15 am - 12:02 pmMDW-SAT
28h 47m1 stop
$450Frontier
Find Deal
Fri, Jan 17 - Sun, Jan 26
7:00 am - 9:51 amSAT-ORD
2h 51mnonstop
5:50 pm - 1:21 pmORD-SAT
19h 31m1 stop
$815United Airlines
Find Deal
Sat, Jan 18 - Sat, Jan 25
7:00 am - 9:51 amSAT-ORD
2h 51mnonstop
7:10 am - 4:40 pmORD-SAT
9h 30m1 stop
$855United Airlines
Find Deal
Fri, Jan 17 - Fri, Jan 24
3:35 pm - 6:10 pmSAT-MDW
2h 35mnonstop
3:15 pm - 6:15 pmMDW-SAT
3h 00mnonstop
$940Southwest
Find Deal
Thu, Jan 16 - Thu, Jan 23
2:35 pm - 7:25 pmSAT-MDW
4h 50m1 stop
8:25 am - 11:30 amMDW-SAT
3h 05mnonstop
$950Southwest
Find Deal
Thu, Jan 16 - Thu, Jan 23
6:00 am - 8:51 amSAT-ORD
2h 51mnonstop
10:15 am - 1:13 pmORD-SAT
2h 58mnonstop
$991American Airlines
Find Deal
Sat, Jan 18 - Sat, Jan 18
1:50 pm - 4:42 pmSAT-ORD
2h 52mnonstop
8:45 pm - 11:51 pmORD-SAT
3h 06mnonstop
$994American Airlines
Find Deal
Wed, Jan 15 - Fri, Jan 17
6:00 am - 8:51 amSAT-ORD
2h 51mnonstop
8:45 pm - 11:51 pmORD-SAT
3h 06mnonstop
$317American Airlines
Find Deal
Sat, Feb 8 - Mon, Feb 10
6:03 am - 8:49 amSAT-ORD
2h 46mnonstop
8:50 pm - 11:50 pmORD-SAT
3h 00mnonstop
$357American Airlines
Find Deal
Tue, Feb 18 - Sat, Feb 22
3:35 pm - 6:10 pmSAT-MDW
2h 35mnonstop
5:15 pm - 8:15 pmMDW-SAT
3h 00mnonstop
$357Southwest
Find Deal
Tue, Feb 18 - Sat, Feb 22
2:01 pm - 4:48 pmSAT-ORD
2h 47mnonstop
10:00 am - 1:00 pmORD-SAT
3h 00mnonstop
$372American Airlines
Find Deal
Fri, Feb 14 - Mon, Feb 17
1:50 pm - 4:42 pmSAT-ORD
2h 52mnonstop
10:00 am - 1:00 pmORD-SAT
3h 00mnonstop
$383American Airlines
Find Deal
Thu, Feb 6 - Thu, Feb 13
2:05 pm - 4:56 pmSAT-ORD
2h 51mnonstop
7:55 pm - 11:10 pmORD-SAT
3h 15mnonstop
$392United Airlines
Find Deal
Wed, Feb 12 - Thu, Feb 13
6:45 am - 9:20 amSAT-MDW
2h 35mnonstop
7:05 pm - 10:10 pmMDW-SAT
3h 05mnonstop
$392Southwest
Find Deal
Sat, Feb 15 - Sun, Feb 16
6:30 am - 9:05 amSAT-MDW
2h 35mnonstop
7:15 pm - 10:05 pmMDW-SAT
2h 50mnonstop
$397Southwest
Find Deal
Sun, Apr 13 - Wed, Apr 16
7:00 am - 9:51 amSAT-ORD
2h 51mnonstop
8:00 pm - 11:15 pmORD-SAT
3h 15mnonstop
$437United Airlines
Find Deal
Sat, Feb 15 - Sat, Feb 15
2:05 pm - 4:56 pmSAT-ORD
2h 51mnonstop
9:05 am - 12:21 pmORD-SAT
3h 16mnonstop
$438United Airlines
Find Deal
Mon, Feb 10 - Mon, Feb 17

Spirit Airlines flights from San Antonio to Chicago

Our best Spirit Airlines deals on San Antonio to Chicago flight tickets
Spirit Airlines
Mar 5
SAT10:58 amSan Antonio
13h 09m
1 stop
ORD12:07 amChicago O'Hare Intl
Mar 10
ORD7:42 pmChicago O'Hare Intl
14h 21m
1 stop
SAT10:03 amSan Antonio
Spirit Airlines
Feb 5
SAT4:07 pmSan Antonio
13h 24m
1 stop
ORD5:31 amChicago O'Hare Intl
Feb 10
ORD5:11 amChicago O'Hare Intl
13h 04m
1 stop
SAT6:15 pmSan Antonio
Spirit Airlines
Jan 31
SAT7:00 amSan Antonio
9h 10m
1 stop
ORD4:10 pmChicago O'Hare Intl
Feb 2
ORD6:55 amChicago O'Hare Intl
11h 20m
1 stop
SAT6:15 pmSan Antonio

American Airlines flights from San Antonio to Chicago

Our best American Airlines deals on San Antonio to Chicago flight tickets
American Airlines
Feb 6
SAT6:43 amSan Antonio
5h 47m
1 stop
ORD12:30 pmChicago O'Hare Intl
Feb 13
ORD8:49 pmChicago O'Hare Intl
3h 03m
SAT11:52 pmSan Antonio
American Airlines
Feb 18
SAT6:03 amSan Antonio
2h 46m
ORD8:49 amChicago O'Hare Intl
Feb 22
ORD8:50 pmChicago O'Hare Intl
3h 00m
SAT11:50 pmSan Antonio
American Airlines
Feb 15
SAT6:57 amSan Antonio
8h 26m
1 stop
ORD3:23 pmChicago O'Hare Intl
Feb 16
ORD10:00 amChicago O'Hare Intl
3h 00m
SAT1:00 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 typical price of a round-trip flight between San Antonio and Chicago?

What is the cheapest month to fly to Chicago?

The month of April is, on average, the cheapest month to fly to Chicago from San Antonio, with most prices found around $254. If you’re not able to fly to Chicago in April, then February is your next best option. Flight prices from San Antonio to Chicago during February average around $351.

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 Tuesday when prices can be found for as low as $351. 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 $400.

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 $396.

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?

The best time to book a flight to Chicago from San Antonio is 5 days out, which is when prices tend to be around $396. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $264.

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.

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

As of January 2025, prices for San Antonio to Chicago flights are approximately 63% 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

$55

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 $55. The best round-trip flight deal from San Antonio to Chicago found on momondo in the last 72 hours is $115.
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)

  • 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 30m, 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
8,090 reviews
Search Spirit Airlines flights
FrontierPriceFrom $112Free CancellationRating
6.0
3,431 reviews
Search Frontier flights
American AirlinesPriceFrom $190Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $222Free CancellationRating
8.1
4,659 reviews
Search Southwest flights
United AirlinesPriceFrom $248Free CancellationRating
7.4
8,961 reviews
Search United Airlines flights
DeltaPriceFrom $297Free CancellationRating
8.0
8,508 reviews
Search Delta flights
  • Southwest Flights From San Antonio to Chicago

    Southwest operates around 12 flights from San Antonio to Chicago every week. The average price of these flights found in the last 72 hours has been $428, but momondo users have found Southwest deals from San Antonio to Chicago from as low as $222 round-trip. Southwest has been scored 8.1/10 in 4,659 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 $248, round-trip. It should be noted that an average United Airlines flight deal for this route in this time was higher, at $465 round-trip. United Airlines operates 7 flights out of San Antonio into Chicago in an average week, so prices vary by time and availability. 8,961 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
Hammond
New Buffalo
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Munster
Crown Point
Schererville
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
From?
To?
Sun 1/19
Sun 1/26
Email me momondo's favorite deals

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