CHI - SAT

$131 Find Cheap Flights from Chicago to San Antonio - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to San Antonio departing on 10/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$300
Typical prices: $297-$439
Frontier
Thu 9/17Sun 9/20
ORD - SAT • 1 stop
Cheapest non-stop
$300
Typical prices: $297-$533
American Airlines
Sat 9/12Sat 9/19
ORD - SAT • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
Southwest free carry-on helps value, but checked bags now cost extra.
United Economy Plus adds up to six inches of legroom over standard economy.
Expert advice
Expert advice
Expert advice
Expert advice
Nonstop flights
You can fly direct with American Airlines, Southwest and United Airlines. Average duration is 2h 49m
Direct flights
Direct flights
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+1
Direct flights
Direct flights
+1
Top routes
Cheapest • 7% average savings
Most popular
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $138 (round-trip)
Shortest trip • 4h 20m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 49% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 15% price drop
Most popular
Good to know
Good to know
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Flight Deals
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Flight Deals

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

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to San Antonio that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to San Antonio

Thu, Sep 17 - Sun, Sep 20
Frontier Logo
8:55 pm - 11:44 am
ORD
-
SAT
14h 49m
1 stop
Frontier Logo
8:20 pm - 7:35 pm
SAT
-
ORD
23h 15m
2 stops
$300Frontier
Wed, Aug 12 - Sun, Aug 16
Frontier Logo
7:29 am - 8:37 pm
ORD
-
SAT
13h 08m
1 stop
Frontier Logo
9:32 pm - 5:37 am
SAT
-
ORD
8h 05m
1 stop
$300Frontier
Sat, Sep 12 - Sat, Sep 19
American Airlines Logo
3:17 pm - 6:18 pm
ORD
-
SAT
3h 01mnonstop
American Airlines Logo
3:02 pm - 6:07 pm
SAT
-
ORD
3h 05mnonstop
$300American Airlines
Wed, Sep 9 - Wed, Sep 16
Southwest Logo
1:55 pm - 5:55 pm
MDW
-
SAT
4h 00m
1 stop
Southwest Logo
3:35 pm - 10:25 pm
SAT
-
MDW
6h 50m
1 stop
$300Southwest
Wed, Oct 7 - Tue, Oct 13
Southwest Logo
8:45 pm - 11:30 pm
MDW
-
SAT
2h 45mnonstop
Southwest Logo
12:55 pm - 7:25 pm
SAT
-
MDW
6h 30m
2 stops
$300Southwest
Thu, Sep 3 - Tue, Sep 8
American Airlines Logo
3:54 pm - 10:50 pm
ORD
-
SAT
6h 56m
1 stop
American Airlines Logo
6:52 pm - 10:05 pm
SAT
-
ORD
3h 13mnonstop
$301American Airlines
Mon, Oct 5 - Tue, Oct 6
United Airlines Logo
9:05 am - 12:11 pm
ORD
-
SAT
3h 06mnonstop
United Airlines Logo
9:48 am - 2:50 pm
SAT
-
ORD
5h 02m
1 stop
$301United Airlines
Mon, Nov 2 - Wed, Nov 4
United Airlines Logo
7:45 pm - 10:53 pm
ORD
-
SAT
3h 08mnonstop
United Airlines Logo
5:30 am - 10:11 am
SAT
-
ORD
4h 41m
1 stop
$301United Airlines
Tue, Oct 13 - Wed, Oct 14
Delta Logo
5:29 pm - 11:07 pm
ORD
-
SAT
5h 38m
1 stop
Delta Logo
1:41 pm - 8:52 pm
SAT
-
ORD
7h 11m
1 stop
$305Delta
Wed, Oct 28 - Tue, Nov 3
Delta Logo
12:29 pm - 5:34 pm
ORD
-
SAT
5h 05m
1 stop
Delta Logo
2:30 pm - 9:36 pm
SAT
-
ORD
7h 06m
1 stop
$305Delta
Booking Insights

KAYAK's insights & trends for Chicago to San Antonio flights

Get data-powered insights and trends into flights from Chicago to San Antonio to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago to San Antonio?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to San Antonio departing in September.

Flight prices are below average for this route right now.

Flights to San Antonio from Chicago usually cost between $321 and $426 in September.
The lowest price found in the past 5 days was $297 on United Airlines (Sep 3-Sep 7).

What is the cheapest Chicago to San Antonio flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Chicago to San Antonio costs $231 on the route between Chicago Midway Airport (MDW) and San Antonio (SAT). Over the past month, this route was, on average, 7% cheaper than other Chicago-San Antonio routes. The most popular route is between Chicago O'Hare Intl Airport (ORD) and San Antonio (SAT).

What’s the cheapest day of the week to fly from Chicago to San Antonio?

The average price of all round-trip flights from Chicago to San Antonio clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to San Antonio on a Saturday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from Chicago to San Antonio. For your return ticket, we recommend flying on a Thursday and avoiding Sundays for the best deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to San Antonio, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to San Antonio is October, where tickets cost $333 (return) on average. On the other hand, the most expensive months are March and May, where the average cost of round-trip tickets is $434 and $419 respectively.

Can I save money by flying with a layover from Chicago to San Antonio?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 2 stops layover the cheapest option at $346 on average.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to San Antonio, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to San Antonio, you should book around 4 weeks before departure, which saves you about 49% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.

Expert advice

Expert advice for your flight from Chicago to San Antonio

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Stefanie Waldek

Stefanie Waldek

Expert on United Airlines, ORD and MDW

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Brandon Schultz

Brandon Schultz

Expert on SAT

Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

Good to know

Low season

January

Cheapest flight

$131
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly and prices are also 19% lower on average.
Flight from Chicago O'Hare Airport to San Antonio

When to book flights from Chicago to San Antonio

Are your dates flexible? Find out the best times to travel from Chicago to San Antonio based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to San Antonio

  • How can I get downtown from San Antonio International Airport?

    SAT is connected to the public bus system, and VIA bus route 5 provides regular services between the airport and downtown San Antonio. SuperShuttle also offers door-to-door shuttle services from SAT to downtown San Antonio and the surrounding neighborhoods. You can get tickets from Terminal A's baggage claim area. Taxis are also available at SAT, and you'll find them on the lower levels of Terminals A and B, around baggage claim. If you wish to self-drive, take a rental car from Terminal A's baggage claim area.

  • Does San Antonio International Airport offer accessible services?

    SAT is a fully accessible airport. The airport has provided ramps and elevators for barrier-free access. PRM also get accessible restrooms, wheelchair services, fast-track services, and reserved parking spots. Low-vision passengers at ORD will have free Air services, braille signage, and tactile guide paths. TTY telephones and visual paging services are available for the hard-of-hearing.

  • Which family services are offered at Chicago Midway International Airport?

    MDW has provided private spaces for nursing mothers to feed their babies. These rooms include a sink, a wash area, and comfortable seating. You'll find the nursing rooms on Concourse C beside the yoga room. Also available at MDW are the baby changing facilities, which are provided in all washrooms. The airport has provided a special family lane for parents traveling with kids for quicker transition. Additionally, most airport restaurants offer kid menus and high chairs for babies.

  • Which airlines have lounges at Chicago O'Hare International Airport?

    Air France, American Airlines, Swiss Air, Delta, and United Airlines have lounges at ORD. You can access these lounges by paying at the door, except for the Delta lounge, which is a members-only lounge. The Swiss Air and Air France lounges are in Terminal 5 airside. American Airlines has several locations, Concourses G, L, and H/K. The Delta lounge is in Terminal 2 near Gate E6, while United Club has several locations around Concourses B, C, and F.

  • What is the cheapest flight from Chicago to San Antonio?

    In the last 5 days, the lowest price for a flight from Chicago to San Antonio was $131 for a one-way ticket and $297 for a round-trip.

  • Do I need a passport to fly between Chicago and San Antonio?

    No, a passport isn't needed to fly from Chicago to San Antonio. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from Chicago to San Antonio?

    Chicago is served by 2 major airports and there is only 1 main airport in San Antonio. You will leave Chicago from one of these airports: Chicago Midway or Chicago O'Hare Intl. You will be arriving at San Antonio.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to San Antonio?

    American Airlines, JetBlue, and Alaska Airlines offer inflight Wi-Fi service on the Chicago to San Antonio flight route.

  • Which aircraft models fly most regularly from Chicago to San Antonio?

    The Airbus A319 is the aircraft model that flies most regularly on the Chicago to San Antonio flight route.

  • Which airline alliances offer flights from Chicago to San Antonio?

    Star Alliance, and oneworld are the airline alliances operating flights between Chicago and San Antonio, with Star Alliance being the most commonly used for this route.

  • On which days can I fly direct from Chicago to San Antonio?

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

  • Which is the best airline for flights from Chicago to San Antonio, Southwest or United Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to San Antonio are Southwest and United Airlines. With an average price for the route of $401 and an overall rating of 8.0, Southwest is the most popular choice. United Airlines is also a great choice for the route, with an average price of $420 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Chicago to San Antonio?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to San Antonio.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to San Antonio?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to San Antonio from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to San Antonio?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to San Antonio with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to San Antonio?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to San Antonio from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago to San Antonio

  • Looking for a cheap flight? 25% of our users found flights on this route for $149 or less one-way and $345 or less round-trip.
  • Chicago O'Hare International Airport (ORD) has nine concourses in four terminals. The airport has provided an automated people mover running every 5-10min for easy movement between terminals and around the airport complex.
  • Around 532 kg of carbon is emitted on flights from Chicago to San Antonio. You can fly more sustainably with Southwest Airlines, which emits 43% less carbon per passenger on this route.
  • Are you traveling with your pet? San Antonio International Airport (SAT) is a pet-friendly airport with designated spaces for your furry friend's potty needs. You'll find pet relief areas in Terminal B near the west exit and airside in both terminals.
  • Are you nervous before your flight? Chicago Midway International Airport (MDW) has a yoga room where you can relax with a few stretches. The yoga room is airside on Concourse C, and it comes with a wall-mounted TV that shows the poses to follow.
  • Seaway National Bank runs a full-service branch at ORD if you're looking for banking services at ORD. The bank offers banking, currency exchange, and copying services and has two locations at ORD. The first is in Terminal 2 near the main hall landside, and the other in Terminal 5 on the lower level.

Prefer to fly direct from Chicago to San Antonio?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago to San Antonio.
Find which airlines fly direct from Chicago to San Antonio Airport, which days they fly and book direct flights.

Direct departures

Chicago to San Antonio

Monday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Tuesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Wednesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Thursday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Friday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Saturday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Sunday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

See more direct flights

Direct returns

San Antonio to Chicago

Monday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Tuesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Wednesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Thursday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Friday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Saturday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Sunday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

See more direct flights

Everything you need to know for your flight from Chicago to San Antonio

Information on your arrival and departure airports