CHI - SAT

$100 Find Cheap Flights from Chicago to San Antonio - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 25% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Cheapest round-trip
$314
Typical prices: $339-$508
Frontier
Sat 12/22Sat 12/29
ORD - SAT • 1 stop
Cheapest non-stop
$324
Typical prices: $349-$515
Southwest
Sat 12/15Sat 1/6
MDW - SAT • Non-stop
Nonstop flights
You can fly direct with American Airlines, United Airlines and Southwest. Average duration is 3h 09m
Direct flights
+1
Direct flights
+1
Top routes
Cheapest • 1% average savings
Most popular
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 19 weeks in advance save around 48% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 9% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $215 (round-trip)
Shortest trip • 4h 23m (one-way)
Insights
Insights
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to San Antonio!
Flight Deals
Booking Insights
Expert advice
Flight Deals

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

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to San Antonio

Mon, Dec 28 - Mon, Jan 4
Frontier Logo
5:01 am - 12:32 pmORD  Chicago O'Hare Intl-SAT San Antonio
7h 31m1 stop Orlando
Frontier Logo
1:27 pm - 12:56 amSAT  San Antonio-ORD Chicago O'Hare Intl
11h 29m1 stop Orlando
$314Frontier
Thu, Feb 11 - Mon, Feb 15
Frontier Logo
6:21 am - 7:27 pmORD  Chicago O'Hare Intl-SAT San Antonio
13h 06m1 stop Denver Intl
Frontier Logo
11:55 am - 12:55 amSAT  San Antonio-ORD Chicago O'Hare Intl
13h 00m1 stop Orlando
$314Frontier
Thu, Nov 26 - Thu, Dec 10
Southwest Logo
10:10 am - 4:35 pmMDW  Chicago Midway-SAT San Antonio
6h 25m2 stops Oklahoma City Will Rogers World Houston Hobby
Southwest Logo
2:50 pm - 8:25 pmSAT  San Antonio-MDW Chicago Midway
5h 35m1 stop Atlanta Hartsfield-Jackson
$316Southwest
Sun, Nov 22 - Thu, Dec 3
Multiple Airlines Logo
6:40 am - 7:33 pmORD  Chicago O'Hare Intl-SAT San Antonio
12h 53m1 stop Denver Intl
Multiple Airlines Logo
9:25 am - 1:56 pmSAT  San Antonio-ORD Chicago O'Hare Intl
28h 31m2 stops Raleigh-Durham Fort Lauderdale
$319Multiple Airlines
Fri, Dec 4 - Mon, Dec 7
American Airlines Logo
8:53 pm - 11:55 pmORD  Chicago O'Hare Intl-SAT San Antonio
3h 02mnonstop
American Airlines Logo
4:28 pm - 11:04 pmSAT  San Antonio-ORD Chicago O'Hare Intl
6h 36m1 stop Dallas/Fort Worth
$321American Airlines
Mon, Dec 7 - Fri, Dec 11
American Airlines Logo
7:01 pm - 12:07 amORD  Chicago O'Hare Intl-SAT San Antonio
5h 06m1 stop Dallas/Fort Worth
American Airlines Logo
7:34 am - 10:35 amSAT  San Antonio-ORD Chicago O'Hare Intl
3h 01mnonstop
$321American Airlines
Fri, Nov 20 - Thu, Nov 26
United Airlines Logo
8:27 pm - 11:34 pmORD  Chicago O'Hare Intl-SAT San Antonio
3h 07mnonstop
United Airlines Logo
7:01 am - 2:51 pmSAT  San Antonio-ORD Chicago O'Hare Intl
7h 50m1 stop Houston George Bush Intcntl
$321United Airlines
Fri, Nov 20 - Thu, Nov 26
Southwest Logo
9:30 pm - 12:25 amMDW  Chicago Midway-SAT San Antonio
2h 55mnonstop
Southwest Logo
12:05 pm - 4:05 pmSAT  San Antonio-MDW Chicago Midway
4h 00m1 stop Dallas Love Field
$321Southwest
Wed, Dec 30 - Thu, Jan 7
Multiple Airlines Logo
5:01 am - 12:32 pmORD  Chicago O'Hare Intl-SAT San Antonio
7h 31m1 stop Orlando
Multiple Airlines Logo
9:50 am - 12:10 pmSAT  San Antonio-ORD Chicago O'Hare Intl
26h 20m2 stops Raleigh-Durham Atlanta Hartsfield-Jackson
$329Multiple Airlines
Thu, Dec 17 - Mon, Dec 21
United Airlines Logo
7:45 pm - 10:59 pmORD  Chicago O'Hare Intl-SAT San Antonio
3h 14mnonstop
United Airlines Logo
5:58 pm - 12:44 amSAT  San Antonio-ORD Chicago O'Hare Intl
6h 46m1 stop Houston George Bush Intcntl
$334United Airlines
Booking Insights

Price, demand and travel trends for Chicago to San Antonio flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

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

Round-trip flights from Chicago to San Antonio typically range from $339 to $508. The lowest price found in the past 5 days was $314, on Frontier.

What is the cheapest Chicago to San Antonio flight route?

There's little price difference between Chicago to San Antonio routes. They average around $398 round-trip, based on KAYAK data over the past 12 months.

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

Based on deals KAYAK users found in the last 12 months, Thursday is the cheapest day of the week to fly from Chicago to San Antonio. It’s 4% cheaper than the average day, while Sunday is the most expensive, with prices 23% higher.

What’s the cheapest month to fly from Chicago to San Antonio?

•January is the cheapest month to fly from Chicago to San Antonio at $366 round-trip.
•March ($422) and August ($420) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 15% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Chicago to San Antonio the cheapest?

Flights from Chicago to San Antonio are cheapest 19 weeks before departure. Booking in this window typically costs about 48% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from Chicago to San Antonio

 
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.

Key details for Chicago to San Antonio flights

Low season

September

Cheapest flight

$103
Beat the crowds with an average 17% drop in travelers.
The most popular month to fly with an average 24% increase in travelers.
One-way flight from Chicago O'Hare Intl 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

Your Chicago to San Antonio flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from Chicago to San Antonio?

    These are the earliest and latest flight times available from Chicago to San Antonio:

    • Earliest: departs at 8:50 am and lands at 11:59 am
    • Latest: departs at 11:00 pm and lands at 2:09 am.

    The flight takes about 3h 09m.

  • What cabin classes can I book on flights from Chicago to San Antonio?

    Two cabin classes are available on flights from Chicago to San Antonio:

    • Economy Class
    • First Class

  • How long is a flight from Chicago to San Antonio?

    A nonstop flight from Chicago to San Antonio takes 3h 09m, covering 1,045 miles.

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

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a Chicago to San Antonio flight?

    Round-trip flights from Chicago to San Antonio range from $339 to $508, with an average of $401 over the past 12 months. Anything below $339 counts as a good deal.

  • How expensive are last-minute Chicago to San Antonio flights?

    Last-minute fares on this route (booked within two weeks of departure) run 62% above the $401 route average. Book 19 weeks before departure for the lowest fares.

  • How much can I save by taking a layover when flying from Chicago to San Antonio?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $215 round-trip via Denver Intl (DEN), compared to $407 for nonstop.

  • What is the standard checked-bag allowance on flights from Chicago to San Antonio?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $40–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • How are flight departures from Chicago to San Antonio spread across the day?

    Morning is the busiest departure period on Chicago to San Antonio flights, with 38% of flights leaving in that window. Afternoon departures account for 25%, evening flights for 25%, and night flights for 12%.

  • Which airlines offer Wi-Fi on Chicago to San Antonio flights?

    Two airlines offer in-flight Wi-Fi on Chicago to San Antonio flights:

    • American Airlines
    • JetBlue

    Pricing varies by airline and fare class. Some plans are included with the ticket or loyalty program; others are paid add-ons priced by flight length.

  • How are flight prices from Chicago to San Antonio looking right now?

    One-way fares from Chicago to San Antonio are currently lower than usual. Average one-way flight prices are about $140, which is 46% below the typical average for this route.

  • What car rental options are available at San Antonio Airport (SAT)?

    San Antonio Airport (SAT) hosts 5 major car rental companies, with daily rates averaging $53 for economy cars. Top options include:

    • Europcar
    • Fox
    • Dollar
    • Hertz
    • Alamo

  • Which airports can I use when flying from Chicago to San Antonio?

    Flights from Chicago to San Antonio may depart from several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD). Flights usually arrive at San Antonio (SAT).

  • Which airports do connecting flights from Chicago to San Antonio pass through?

    One-stop flights from Chicago to San Antonio most commonly connect through:

    • Denver Intl (DEN) - 27% of one-stop connections
    • Las Vegas Harry Reid Intl (LAS) - 19% of one-stop connections
    • Chicago O'Hare Intl (ORD) - 15% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 14% of one-stop connections

  • Can I save money by using flexible dates for flights from Chicago to San Antonio?

    Yes. Flexible dates can save you up to 22% on flights from Chicago to San Antonio. Thursday is the cheapest departure day at $388 round-trip on average, while Sunday is the most expensive at $494, a difference of $106.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What airlines fly from Chicago to San Antonio?

    3 airlines operate flights between Chicago and San Antonio. The airlines offering nonstop flights on this route include:

    • American Airlines
    • United Airlines
    • Southwest

  • How much time can I save by choosing a different layover airport from Chicago to San Antonio?

    Flying via Houston Hobby (HOU) gives the shortest average 1-stop total travel time at 4h 23m, compared with 4h 42m via Nashville Intl (BNA) and 5h 07m via Houston George Bush Intcntl (IAH).

  • What popular places can I visit in San Antonio?

    Some of the most popular sights in San Antonio are San Antonio River Walk, SeaWorld San Antonio and Alamodome. These are among the most viewed places in San Antonio on KAYAK.

  • Which airlines offer extra legroom and free seat selection on Chicago to San Antonio flights?

    Among airlines operating Chicago to San Antonio flights:

    • United Airlines: offers extra legroom; offers free seat selection
    • American Airlines: offers extra legroom; offers free seat selection
    • Southwest: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Chicago to San Antonio flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • United Airlines: a cabin bag and a checked bag in Economy Class
    • American Airlines: a cabin bag and a checked bag in Economy Class
    • Southwest: a cabin bag in Economy Class class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

  • 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.

Your guide to booking Chicago to San Antonio flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Thursday departure and avoid flying on Sunday. On this route, Thursday flights average $388, about $106 less than Sunday fares (21% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 19 weeks before you fly. On this route, that window historically saves about 48% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago to San Antonio trip for January. Fares historically average $366 round-trip in that month - typically $56 less than the most expensive month, which is March (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Denver Intl Airport (DEN) can be cheaper than flying direct. The cheapest layover option averages $215 round-trip on this route - about $191 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to San Antonio Airport.

    • Wyndham Garden San Antonio Airport
    • Heritage Inn & Suites San Antonio Airport, Trademark Wyndham
    • La Quinta Inn & Suites by Wyndham San Antonio Airport
  • 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?

 
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

More options for your flight from Chicago to San Antonio

Complete your trip to San Antonio with a hotel stay or car rental