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

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The best prices from San Antonio to Chicago are usually found in August or July, booked 25 days in advance, depart on a Saturday or Thursday 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 2021: compare San Antonio to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
SAT - CHI
Price
$226 - $323
CHI
Temperature
33.8 - 84.2 °F
CHI
Rainfall
0.7 - 4.3 inches

Popular in

December

High demand for flights, 11% potential price rise

Cheapest in

August

Best time to find cheap flights, 21% potential price drop

Round-trip from

$226

From San Antonio to Chicago

One-way from

$183

One-way flight from San Antonio to Chicago

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from San Antonio to Chicago?

Users have found that flying from San Antonio to Chicago on a Saturday typically leans towards higher prices. However, this doesn’t mean you still can’t find a deal. Flexibility with other aspects of your flight can still land a great price for your trip.

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 20 days before your planned departure. Booking around this time can save you about 10% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $137 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $157.

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

April is one of the best times of the year to fly to Chicago from San Antonio. Prices for April average $135 per person but you can even find prices for as low as $33. The most expensive prices can be found in the month of December. Opting for a April flight can save you 49% on your journey compared to booking in April

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 May, June 2021

The best prices found for SAT to CHI flights for May, June
25 May - 30 May
$239pp
SAT
San Antonio
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Sun Country Air
 
1 STOP
SAT
San Antonio
11 Jun - 15 Jun
$274pp
SAT
San Antonio
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
SAT
San Antonio
25 May - 31 May
$277pp
SAT
San Antonio
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
SAT
San Antonio

San Antonio to Chicago 2021 flight deals

Cheap flights to Chicago from San Antonio found for this year
25 May - 30 May
$239pp
SAT
San Antonio
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Sun Country Air
 
1 STOP
SAT
San Antonio
24 Aug - 31 Aug
$241pp
SAT
San Antonio
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
SAT
San Antonio
24 Aug - 31 Aug
$249pp
SAT
San Antonio
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
SAT
San Antonio

Non-stop flights to Chicago from San Antonio

Save time with San Antonio to Chicago direct flight deals
24 Aug - 31 Aug
$241pp
SAT
San Antonio
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
SAT
San Antonio
22 Aug - 31 Aug
$261pp
SAT
San Antonio
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
SAT
San Antonio
22 Aug - 29 Aug
$281pp
SAT
San Antonio
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
SAT
San Antonio

Last minute flights from San Antonio to Chicago

Late deals on round-trip flights to Chicago from San Antonio, departing today and this week
25 May - 30 May
$239pp
SAT
San Antonio
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Sun Country Air
 
1 STOP
SAT
San Antonio
25 May - 31 May
$277pp
SAT
San Antonio
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
SAT
San Antonio
25 May - 31 May
$282pp
SAT
San Antonio
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
SAT
San Antonio

One-way flights to Chicago from San Antonio

The cheapest one-way flights from San Antonio to Chicago
2:53 pm - 2:06 pm
Allegiant Air
2 Stops
23h 13m
SAT - MDW
Allegiant Air
$183
Gotogate
5:16 pm - 3:35 pm
Multiple Airlines
3 Stops
46h 19m
SAT - ORD
Multiple Airlines
$184
Kiwi.com
5:18 pm - 1:49 am
Frontier
1 Stop
8h 31m
SAT - ORD
Frontier
$185
Kiwi.com

Related info for your journey

Useful info, stats and facts about <span class="emphasized">San Antonio</span> to <span class="emphasized">Chicago</span> flights.

Flight FAQs

From San Antonio to Chicago

Are flight prices decreasing from San Antonio to Chicago due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both San Antonio and Chicago for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

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. American Airlines, United 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 American Airlines with this kind of flexibility.

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 15 flights from San Antonio to Chicago per day from 5 different airlines.

Can I find flights from San Antonio to Chicago for under $300 on Cheapflights?

Yes, there are multiple flights from San Antonio to Chicago for under $300. The cheapest flight booked recently is on Multiple Airlines for just $239, but on average you can expect to pay $264.

Are there nonstop flights from San Antonio to Chicago for under $300 on Cheapflights?

Cheapflights has at least 20 direct flights from San Antonio to Chicago under $300. A good price for a nonstop flight from San Antonio to Chicago is less than $362.

Are there last-minute flights available from San Antonio to Chicago for under $300?

There are currently 20+ open flights from San Antonio to Chicago within the next 7 days for less than $300.

What days are nonstop flights available from San Antonio to Chicago?

You can find nonstop flights on the following days: Friday, Saturday.

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

Per day, 3 flights depart from San Antonio to Chicago on average.
Afternoon (Noon - 6pm) - 100% of flight departures

Is San Antonio weather warmer or cooler than Chicago?

We forecast the temperature to be around the 97 °F's in August, on average. The temperature in Chicago is generally colder than in San Antonio. Book flights in a timely manner in correlation to your departure date.

How long is the flight from San Antonio to Chicago?

Departing from San Antonio to Chicago will take you 2h 42m. San Antonio and Chicago are separated by a distance of 1048 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

What are the cheapest airlines flying from San Antonio to Chicago round-trip?

According to our current data, American Airlines ($241), United Airlines ($250), and Delta ($259) offers the cheapest pricing from San Antonio to Chicago. American Airlines is 15% cheaper than the average price of flights available within the next 90 days to this destination.

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

To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $87. American Airlines flights start at $121 while deals on Allegiant Air start at $127 one-way.

Alternative routes for San Antonio to Chicago

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

Destination information for Chicago

Things to know before you go - useful duration and weather info for your trip from San Antonio to Chicago.
Flight duration
2h 51m
Average temperature for May in Chicago
71.6 °F
Avg rainfall for May in Chicago
4.3 ″

Airports servicing San Antonio

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Top 4 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.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Frontier
$99 $272 No cancel fee 62%
United Airlines
$137 $303 No cancel fee 69%
American Airlines
$151 $322 No cancel fee 71%
Delta
$190 $438 No cancel fee N/A

Hourly flight availability from San Antonio to Chicago

See what time of day planes typically take off from San Antonio towards Chicago.
Afternoon Noon to 6 PM 46% of SAT to CHI departures
Morning 6 AM to noon 29% of SAT to CHI departures
Early morning Midnight to 6 AM 25% of SAT to CHI departures
Evening 6 PM to midnight 0% of SAT to CHI departures
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.
Sunday
19 daily flights
Monday
16 daily flights
Tuesday
14 daily flights
Wednesday
14 daily flights
Thursday
17 daily flights
Friday
20 daily flights
Saturday
9 daily flights
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