Cheap flights from San Antonio (SAT) to Chicago (CHI)

SAT — CHI
Aug 16 — Aug 231

The best prices from San Antonio to Chicago are usually found in January or February, booked 40 days in advance, depart on a Tuesday or Saturday and return on a Wednesday

How to find the cheapest flight from San Antonio (SAT) to Chicago (CHI)

All the information you need to plan the best SAT to CHI flight in 2022: compare San Antonio to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.

SAT - CHI

Price

$282 - $432

CHI

Temperature

23 - 73.4 °F

CHI

Rainfall

1.7 - 4.9 inches

Popular inJuneHigh demand for flights, 19% potential price rise
Cheapest inJanuaryBest time to find cheap flights, 20% potential price drop
Round-trip from$282From San Antonio to Chicago (CHI)
One-way from$138One-way flight from San Antonio to Chicago (CHI)

What is the cheapest day to fly round-trip from San Antonio to Chicago?

Travelers have found that booking a Monday departure is the best way to save up to 12% on the cost of booking your flights compared to booking on days of the week where this route is of high demand.

How far in advance should I book a flight from San Antonio to Chicago?

To save on the cost of your flight from San Antonio to Chicago, book at least 40 days before your planned departure. Booking around this time can save you about 57% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $427 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $567.

What is the cheapest month to fly from San Antonio to Chicago?

January can be a great time to fly to Chicago from San Antonio with a flight ticket averaging about $351. Cheapflights users have found deals in the month of January for as cheap as $246. The most expensive prices can be found in the month of June.

When is the cheapest time to fly from San Antonio to Chicago (SAT - CHI)?

When flying from San Antonio to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 41% versus a flight at noon.

Cheap flights from San Antonio to Chicago in August, September 2022

The best prices found for SAT to CHI flights for August, September
Sep 26 - Oct 9
SAT

San Antonio

MDW

Chicago Midway

1 stop

8h 23m
MDW

Chicago Midway

SAT

San Antonio

1 stop

9h 01m
$159

Frontier

Pick Dates

Deal found 8/8/22

Sep 7 - Sep 10
SAT

San Antonio

MDW

Chicago Midway

1 stop

8h 53m
MDW

Chicago Midway

SAT

San Antonio

1 stop

9h 43m
$160

Frontier

Pick Dates

Deal found 8/9/22

Sep 28 - Oct 6
SAT

San Antonio

MDW

Chicago Midway

1 stop

8h 53m
MDW

Chicago Midway

SAT

San Antonio

1 stop

9h 28m
$161

Frontier

Pick Dates

Deal found 8/8/22

San Antonio to Chicago 2022 flight deals

Cheap flights to Chicago from San Antonio found for this year
Oct 13 - Oct 20
SAT

San Antonio

ORD

Chicago O'Hare Intl

1 stop

14h 04m
ORD

Chicago O'Hare Intl

SAT

San Antonio

1 stop

12h 08m
$157

Frontier

Pick Dates

Deal found 8/8/22

Oct 13 - Oct 20
SAT

San Antonio

MDW

Chicago Midway

1 stop

14h 39m
MDW

Chicago Midway

SAT

San Antonio

1 stop

9h 25m
$157

Frontier

Pick Dates

Deal found 8/8/22

Sep 26 - Oct 9
SAT

San Antonio

MDW

Chicago Midway

1 stop

8h 23m
MDW

Chicago Midway

SAT

San Antonio

1 stop

9h 01m
$159

Frontier

Pick Dates

Deal found 8/8/22

Cheap Frontier flights from San Antonio to Chicago

Oct 13 - Oct 20
SAT

San Antonio

ORD

Chicago O'Hare Intl

1 stop

14h 04m
ORD

Chicago O'Hare Intl

SAT

San Antonio

1 stop

12h 08m
$157

Frontier

Pick Dates

Deal found 8/8/22

Oct 8 - Oct 11
SAT

San Antonio

MDW

Chicago Midway

1 stop

6h 54m
MDW

Chicago Midway

SAT

San Antonio

1 stop

9h 58m
$159

Frontier

Pick Dates

Deal found 8/9/22

Sep 7 - Sep 10
SAT

San Antonio

MDW

Chicago Midway

1 stop

8h 53m
MDW

Chicago Midway

SAT

San Antonio

1 stop

9h 43m
$160

Frontier

Pick Dates

Deal found 8/9/22

  • One of the most popular airlines traveling from San Antonio to Chicago is Frontier. Flights from Frontier traveling this route typically cost $413.00 RT. This price is typically 38% cheaper than other airlines that offer San Antonio to Chicago flights. When booking this route, the cheapest RT price found was $178. San Antonio Airport is the most common San Antonio airport to take off from when flying to Chicago. Chicago O'Hare Intl Airport is the most popular arrival airport in Chicago. When flying from San Antonio to Chicago, Frontier flights are 29% more popular than any other airline flying that same route.

Cheap American Airlines flights from San Antonio to Chicago

Aug 18 - Sep 4
SAT

San Antonio

ORD

Chicago O'Hare Intl

Nonstop

2h 49m
ORD

Chicago O'Hare Intl

SAT

San Antonio

Nonstop

2h 43m
$415

American Airlines

Pick Dates

Deal found 8/9/22

Aug 18 - Sep 4
SAT

San Antonio

ORD

Chicago O'Hare Intl

Nonstop

2h 49m
ORD

Chicago O'Hare Intl

SAT

San Antonio

1 stop

8h 31m
$422

American Airlines

Pick Dates

Deal found 8/9/22

Aug 18 - Sep 4
SAT

San Antonio

ORD

Chicago O'Hare Intl

1 stop

6h 31m
ORD

Chicago O'Hare Intl

SAT

San Antonio

1 stop

5h 41m
$430

American Airlines

Pick Dates

Deal found 8/9/22

  • If you’re traveling from San Antonio to Chicago, one of the more common airlines traveling that route is American Airlines. Flights from American Airlines traveling this route typically cost $367.80 RT. This price is typically 113% more expensive than other airlines that offer San Antonio to Chicago flights. When booking this route, the cheapest RT price found was $176. The most popular departure airport in San Antonio when flying to Chicago is San Antonio Airport. The most popular airport to fly into when visiting Chicago is Chicago O'Hare Intl Airport. When flying from San Antonio to Chicago, American Airlines flights are 27% more popular than any other airline flying that same route.

Non-stop flights to Chicago from San Antonio

Save time with San Antonio to Chicago direct flight deals
Sep 4 - Sep 7
SAT

San Antonio

ORD

Chicago O'Hare Intl

Nonstop

2h 49m
ORD

Chicago O'Hare Intl

SAT

San Antonio

Nonstop

2h 48m
$302

American Airlines

Pick Dates

Deal found 8/9/22

Aug 27 - Sep 4
SAT

San Antonio

ORD

Chicago O'Hare Intl

Nonstop

2h 49m
ORD

Chicago O'Hare Intl

SAT

San Antonio

Nonstop

2h 43m
$313

American Airlines

Pick Dates

Deal found 8/9/22

Oct 13 - Oct 13
SAT

San Antonio

ORD

Chicago O'Hare Intl

Nonstop

2h 46m
ORD

Chicago O'Hare Intl

SAT

San Antonio

Nonstop

3h 00m
$345

United Airlines

Pick Dates

Deal found 8/8/22

Last minute flights from San Antonio to Chicago

Late deals on return flights to Chicago from San Antonio, departing today and this week
Aug 19 - Aug 22
SAT

San Antonio

MDW

Chicago Midway

1 stop

7h 23m
MDW

Chicago Midway

SAT

San Antonio

1 stop

16h 25m
$168

Frontier

Pick Dates

Deal found 8/10/22

Aug 19 - Aug 22
SAT

San Antonio

MDW

Chicago Midway

1 stop

7h 23m
MDW

Chicago Midway

SAT

San Antonio

1 stop

16h 25m
$204

Frontier

Pick Dates

Deal found 8/10/22

Aug 16 - Sep 8
SAT

San Antonio

MDW

Chicago Midway

1 stop

17h 16m
MDW

Chicago Midway

SAT

San Antonio

1 stop

9h 31m
$211

Frontier

Pick Dates

Deal found 8/9/22

One-way flights to Chicago from San Antonio

The cheapest one-way flights from San Antonio to Chicago
Oct 1
SAT

San Antonio

MDW

Chicago Midway

1 stop

6h 59m
$78

Frontier

Pick Dates

Deal found 8/11/22

Sep 9
SAT

San Antonio

MDW

Chicago Midway

1 stop

7h 48m
$80

Frontier

Pick Dates

Deal found 8/8/22

Aug 19
SAT

San Antonio

MDW

Chicago Midway

1 stop

7h 23m
$81

Frontier

Pick Dates

Deal found 8/9/22

Related info for your journey

Useful info, stats and facts about San Antonio to Chicago flights.

What airport do you fly from for flights from San Antonio to Chicago?

If you book a flight to Chicago from San Antonio, you will be flying from San Antonio, which is the city’s only airport. San Antonio (SAT) is located 7.6 mi from the center of San Antonio. There are 20 flights from San Antonio to Chicago per day from 5 different airlines.

Which airlines flying from San Antonio to Chicago have flexible cancellations due to COVID-19?

Some of our airline partners flying from San Antonio to Chicago have new flexible policies in place due to COVID-19. United Airlines, American Airlines, and Delta are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like United Airlines with this kind of flexibility.

Can I find flights from San Antonio to Chicago for under $200 on Cheapflights?

Yes, there are multiple flights from San Antonio to Chicago for under $200. The cheapest flight booked recently is on Frontier for just $157, but on average you can expect to pay $166.

Are there nonstop flights from San Antonio to Chicago for under $400 on Cheapflights?

Cheapflights has at least 20 direct flights from San Antonio to Chicago under $400. A good price for a nonstop flight from San Antonio to Chicago is less than $364.

Are there last-minute flights available from San Antonio to Chicago for under $200?

There are currently 20+ open flights from San Antonio to Chicago within the next 7 days for less than $200.

What is the cheapest airline to fly from San Antonio to Chicago round-trip?

Cheapflights users have booked flights from San Antonio to Chicago round-trip from $157. This flight start at 55% lower than the current average price 3 months from now.

What are the cheapest airlines to fly from San Antonio to Chicago one-way?

The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $78. However, be on the lookout for offers from United Airlines and Delta, as they are both options that can get you from San Antonio to Chicago for a low price.

What are the most popular routes from San Antonio to Chicago?

When deciding which route to take from San Antonio to Chicago consider San Antonio - Chicago O'Hare Intl, San Antonio - Chicago Midway or San Antonio - Chicago Greater Rockford as they are the most popular.

What are the most popular airlines that fly from San Antonio to Chicago?

When booking a flight from San Antonio to Chicago, you may want to consider flying on American Airlines, Delta or Frontier as they are the most popular for this route.

What are the most reliable airlines from San Antonio to Chicago?

The top 3 most reliable airlines when flying from San Antonio to Chicago are Envoy Air (100%), Lufthansa (100%) and Republic Airways (100%).

What are the cheapest flights from San Antonio to Chicago?

On average you can expect to pay $427 for a flight from San Antonio to Chicago. The cheapest flight overall is $134 while the most popular route, (San Antonio - Chicago O'Hare Intl) is currently priced at $188.

Alternative routes for San Antonio to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top 5 airlines flying from San Antonio to Chicago

The chart below displays the airlines Cheapflights users traveling from San Antonio to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
Juneyao AirlinesCheapest$14Average$20FlexibilityNo cancel feeOn-time66%COVID-19 safety
Search Juneyao Airlines flights
FrontierCheapest$78Average$218FlexibilityNo cancel feeOn-time62%COVID-19 safety
Search Frontier flights
American AirlinesCheapest$176Average$368FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights
United AirlinesCheapest$178Average$413FlexibilityNo cancel feeOn-time69%COVID-19 safety
Search United Airlines flights
DeltaCheapest$291Average$477FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Delta flights

Hourly flight availability from San Antonio to Chicago

See what time of day planes typically take off from San Antonio to Chicago
56%of flight departuresEarly morningMidnight to 6 am
5%of flight departuresMorning6 am to noon
39%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from San Antonio to Chicago

See how many times per day planes take to the skies headed from San Antonio to Chicago
Sunday21daily flights
Monday21daily flights
Tuesday21daily flights
Wednesday20daily flights
Thursday20daily flights
Friday20daily flights
Saturday19daily flights