Find Cheap Flights from San Antonio to Chicago (SAT - CHI)

Flights overview

Useful information for finding cheap flights from San Antonio to Chicago and booking your next trip

Cheapest round-trip flights	$234	Frontier 1 stop 9 hr Sat, Jul 11 — Sun, Jul 12	The cheapest round-trip flight from San Antonio to Chicago is currently $234
Cheapest one-way flight	$105	Frontier 1 stop 9 hr Wed, Jul 8	The cheapest one-way flight from San Antonio to Chicago is currently $105
Cheapest nonstop flights	$309	Southwest Nonstop 3 hr Sat, Jun 6 — Mon, Jun 8	The cheapest nonstop round-trip flight from San Antonio to Chicago is currently $309
Last-minute weekend getaway	$332	Frontier 1 stop 25 hr Thu, May 7 — Sun, May 10	The cheapest last-minute weekend getaway from San Antonio to Chicago is currently $332
Cheapest business class flights	$522	Frontier 1 stop 9 hr Sat, Jul 11 — Sun, Jul 12	The cheapest business class round-trip flight from San Antonio to Chicago is currently $522

Fastest flight	2 hr 35 min	The fastest nonstop flight from San Antonio to Chicago takes 2 hr 35 min
Nonstop flights	Every day	There are direct flights on this route every day.

When is the cheapest time to fly?

The cheapest month to fly from San Antonio to Chicago is typically September. The most expensive month to fly is typically March.

September Cheapest	Typical prices: $145–235
March Most expensive	Typical prices: $245–405

Popular airlines from San Antonio to Chicago

Southwest

Nonstop

from $309

Typical price: $305–640

14 weekly nonstop flights

SAT - MDW Every day

2309 weekly connecting flights

SAT - MDW, ORD Every day
American

Nonstop

from $367

Typical price: $290–650

21 weekly nonstop flights

SAT - ORD Every day

704 weekly connecting flights

SAT - ORD Every day
United

Nonstop

from $309

Typical price: $295–630

20 weekly nonstop flights

SAT - ORD Every day

419 weekly connecting flights

SAT - ORD Every day
Delta

from $387

Typical price: $330–740

435 weekly connecting flights

SAT - MDW, ORD Every day
Alaska

from $888

Typical price: $500–1,150

20 weekly connecting flights

SAT - ORD Every day
Frontier

from $234

Typical price: $190–460

7 weekly connecting flights

SAT - ORD Every day

Popular airports near San Antonio

San Antonio International Airport (SAT)

San Antonio United States 19 min 7 mi
Austin-Bergstrom International Airport (AUS)

Austin United States 1 hr 21 min 72 mi
George Bush Intercontinental Airport (IAH)

Houston United States 3 hr 9 min 193 mi
William P. Hobby Airport (HOU)

Houston United States 3 hr 14 min 193 mi

Popular airports near Chicago

Chicago O'Hare International Airport (ORD)

Chicago United States 26 min 16 mi
Chicago Midway International Airport (MDW)

Chicago United States 25 min 9 mi
Milwaukee Mitchell International Airport (MKE)

Milwaukee United States 1 hr 23 min 75 mi
Indianapolis International Airport (IND)

Indianapolis United States 2 hr 58 min 165 mi

Frequently asked questions about flying from San Antonio to Chicago

The cheapest flights from San Antonio to Chicago are usually in September. Typical ticket prices in September range from $145 to $235.

The cheapest round-trip flight from San Antonio to Chicago recently found on Google Flights was with Frontier from $234. The cheapest one-way flight was with Frontier from $105.

Some of the cheapest round-trip deals we found with different airlines:

The cheapest Southwest flight from San Antonio to Chicago is $309, flying from Jun 6 to Jun 8.
The cheapest American flight from San Antonio to Chicago is $367, flying from Jun 4 to Jun 8.
The cheapest United flight from San Antonio to Chicago is $309, flying from May 28 to Jun 1.
The cheapest Delta flight from San Antonio to Chicago is $387, flying from Jul 9 to Jul 13.
The cheapest Alaska flight from San Antonio to Chicago is $888, flying from Jun 13 to Jun 15.
The cheapest Frontier flight from San Antonio to Chicago is $234, flying from Jul 11 to Jul 12.

The cheapest round-trip flight from San Antonio to Chicago starts at $234 from Sat, Jul 11 to Sun, Jul 12. The cheapest one-way flight starts at $105 and departs on Wed, Jul 8.

2 hr 35 min is the shortest flight time from San Antonio to Chicago.

Chicago's peak season is Jun–Aug. Popular events throughout year include St. Patrick's Day, when the river is tinted green (Mar 17); the Pride Parade (Jun); the Taste of Chicago culinary festival (Jul) and the Jazz Festival (Sep). During the holiday season (Nov–Dec), the Magnificent Mile Lights Festival and Christkindlmarket, a German Christmas market in Daley Plaza, draw crowds to the city.

It's easy to use Google Flights to find the cheapest days to fly from San Antonio to Chicago.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.

What counts as the best airline for your flights from San Antonio to Chicago really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from San Antonio to Chicago.

In terms of nonstop flights, American is the most popular. American offers 21 nonstop flights and 704 connecting flights per week. American flies from San Antonio International Airport (SAT) to Chicago O'Hare International Airport (ORD) .

In terms of flights, Southwest is the most popular. Southwest offers 14 nonstop flights and 2,309 connecting flights per week. Southwest flies from San Antonio International Airport (SAT) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .

Other popular airlines flying from San Antonio to Chicago are:

United offers 20 nonstop flights and 419 connecting flights per week. United flies from San Antonio International Airport (SAT) to Chicago O'Hare International Airport (ORD) .
Delta offers 435 connecting flights per week. Delta flies from San Antonio International Airport (SAT) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .
Alaska offers 20 connecting flights per week. Alaska flies from San Antonio International Airport (SAT) to Chicago O'Hare International Airport (ORD) .
Frontier offers 7 connecting flights per week. Frontier flies from San Antonio International Airport (SAT) to Chicago O'Hare International Airport (ORD) .

The number of connecting flights refers to distinct flights with at least one stop between San Antonio and Chicago.

The cheapest round-trip flight from San Antonio to Chicago recently found on Google Flights was with Frontier from $234. The cheapest one-way flight was with Frontier from $105.

Some of the cheapest round-trip deals we found with different airlines:

The cheapest Southwest flight from San Antonio to Chicago is $309, flying from Jun 6 to Jun 8.
The cheapest American flight from San Antonio to Chicago is $367, flying from Jun 4 to Jun 8.
The cheapest United flight from San Antonio to Chicago is $309, flying from May 28 to Jun 1.
The cheapest Delta flight from San Antonio to Chicago is $387, flying from Jul 9 to Jul 13.
The cheapest Alaska flight from San Antonio to Chicago is $888, flying from Jun 13 to Jun 15.
The cheapest Frontier flight from San Antonio to Chicago is $234, flying from Jul 11 to Jul 12.

Southwest, American and United fly direct from San Antonio to Chicago.

There are 14 Southwest direct flights from San Antonio to Chicago per week. Flights are available every day.
There are 21 American direct flights from San Antonio to Chicago per week. Flights are available every day.
There are 20 United direct flights from San Antonio to Chicago per week. Flights are available every day.

Use the Stops filter while searching for flights, to see only nonstop options in your results.

The cheapest last-minute deal between San Antonio and Chicago at price $332 is offered by Frontier from Thu, May 7 to Sun, May 10.

Southwest, American and United fly direct from San Antonio to Chicago.

There are 14 Southwest direct flights from San Antonio to Chicago per week. Flights are available every day.
There are 21 American direct flights from San Antonio to Chicago per week. Flights are available every day.
There are 20 United direct flights from San Antonio to Chicago per week. Flights are available every day.

Use the Stops filter while searching for flights, to see only nonstop options in your results.

There are direct flights from San Antonio to Chicago on a daily basis.

The cheapest direct (nonstop) round-trip flights between San Antonio and Chicago start at $309 from Sat, Jun 6 to Mon, Jun 8 with Southwest.

It's easy to find nonstop flights with Google Flights! Once you've searched for flights from San Antonio to Chicago, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.

The cheapest business class round-trip flights between San Antonio and Chicago start at $522 from Sat, Jul 11 to Sun, Jul 12 with Frontier.

The cheapest economy class round-trip flights between San Antonio and Chicago start at $234 from Sat, Jul 11 to Sun, Jul 12.

To book business class trips from San Antonio to Chicago, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.

You can also adjust the trip type to view one-way fares.

The best last-minute getaway deal for the next weekend between San Antonio and Chicago starts at $332 from Thu, May 7 to Sun, May 10 with Frontier.

The cheapest last-minute deal between San Antonio and Chicago at price $332 is offered by Frontier from Thu, May 7 to Sun, May 10.

To find last-minute flight deals from San Antonio to Chicago, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.

You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.