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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 6/3. 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

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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.
12:09 pm - 10:28 pmSAT-ORD
10h 19m1 stop
3:21 pm - 5:04 amORD-SAT
13h 43m1 stop
$140Spirit Airlines
Find Deal
sáb, mai 10 - dom, mai 11
5:20 am - 3:42 pmSAT-ORD
10h 22m1 stop
1:03 pm - 11:25 pmORD-SAT
10h 22m1 stop
$143Spirit Airlines
Find Deal
qui, mai 15 - seg, mai 19
2:18 pm - 12:15 amSAT-ORD
9h 57m1 stop
6:45 am - 1:54 pmORD-SAT
7h 09m1 stop
$150Frontier
Find Deal
ter, abr 1 - ter, abr 8
8:02 pm - 5:01 amSAT-ORD
8h 59m1 stop
6:45 am - 1:54 pmORD-SAT
7h 09m1 stop
$170Frontier
Find Deal
sáb, abr 5 - ter, abr 8
5:00 am - 1:06 pmSAT-ORD
8h 06m1 stop
12:05 pm - 8:52 pmORD-SAT
8h 47m1 stop
$273American Airlines
Find Deal
qui, mar 27 - seg, mar 31
5:54 am - 8:39 amSAT-ORD
2h 45mnonstop
3:02 pm - 11:02 pmORD-SAT
8h 00m1 stop
$304American Airlines
Find Deal
qui, mar 27 - seg, mar 31
6:30 am - 9:00 amSAT-MDW
2h 30mnonstop
8:15 am - 11:15 amMDW-SAT
3h 00mnonstop
$335Southwest
Find Deal
qui, mar 27 - seg, mar 31
6:45 am - 10:40 amSAT-MDW
3h 55m1 stop
8:15 pm - 11:05 pmMDW-SAT
2h 50mnonstop
$341Southwest
Find Deal
ter, mai 13 - seg, mai 19
7:15 pm - 12:15 amSAT-ORD
5h 00m1 stop
9:01 am - 12:17 pmORD-SAT
3h 16mnonstop
$370United Airlines
Find Deal
sáb, mar 22 - ter, mar 25
2:11 pm - 5:03 pmSAT-ORD
2h 52mnonstop
9:50 pm - 11:18 amORD-SAT
13h 28m1 stop
$405United Airlines
Find Deal
seg, abr 7 - ter, abr 8

Spirit Airlines flights from San Antonio to Chicago

Our best Spirit Airlines deals on San Antonio to Chicago flight tickets
Spirit Airlines
May 10
SAT12:09 pmSan Antonio
10h 19m
1 stop
ORD10:28 pmChicago O'Hare Intl
May 11
ORD3:21 pmChicago O'Hare Intl
13h 43m
1 stop
SAT5:04 amSan Antonio
Spirit Airlines
May 15
SAT5:20 amSan Antonio
10h 22m
1 stop
ORD3:42 pmChicago O'Hare Intl
May 19
ORD1:03 pmChicago O'Hare Intl
10h 22m
1 stop
SAT11:25 pmSan Antonio
Spirit Airlines
May 8
SAT12:09 pmSan Antonio
10h 19m
1 stop
ORD10:28 pmChicago O'Hare Intl
May 12
ORD11:00 amChicago O'Hare Intl
18h 04m
1 stop
SAT5:04 amSan Antonio

Frontier flights from San Antonio to Chicago

Our best Frontier deals on San Antonio to Chicago flight tickets
Frontier
Apr 1
SAT2:18 pmSan Antonio
9h 57m
1 stop
ORD12:15 amChicago O'Hare Intl
Apr 8
ORD6:45 amChicago O'Hare Intl
7h 09m
1 stop
SAT1:54 pmSan Antonio
Frontier
Apr 5
SAT8:02 pmSan Antonio
8h 59m
1 stop
ORD5:01 amChicago O'Hare Intl
Apr 8
ORD6:45 amChicago O'Hare Intl
7h 09m
1 stop
SAT1:54 pmSan Antonio
Frontier
Apr 7
SAT5:04 pmSan Antonio
12h 04m
1 stop
ORD5:08 amChicago O'Hare Intl
Apr 13
ORD6:45 amChicago O'Hare Intl
12h 16m
1 stop
SAT7:01 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 $252. If you’re not able to fly to Chicago in April, then September is your next best option. Flight prices from San Antonio to Chicago during September average around $357.

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 $463. 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 $838.

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 $856.

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 10 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $403 when searching 10 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 $318 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.

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

As of March 2025, prices for San Antonio to Chicago flights are approximately 18% 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

$53

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 $53. The best round-trip flight deal from San Antonio to Chicago found on momondo in the last 72 hours is $140.
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
7,926 reviews
Search Spirit Airlines flights
FrontierPriceFrom $112Free CancellationRating
6.0
3,315 reviews
Search Frontier flights
American AirlinesPriceFrom $191Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $222Free CancellationRating
8.0
4,321 reviews
Search Southwest flights
United AirlinesPriceFrom $258Free CancellationRating
7.4
8,655 reviews
Search United Airlines flights
DeltaPriceFrom $297Free CancellationRating
8.0
8,044 reviews
Search Delta flights
  • Southwest Flights From San Antonio to Chicago

    Southwest operates around 6 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 8.0/10 in 4,321 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 $258, round-trip. It should be noted that an average United Airlines flight deal for this route in this time was higher, at $466 round-trip. United Airlines operates 2 flights out of San Antonio into Chicago in an average week, so prices vary by time and availability. 8,655 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
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.


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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