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Latest Flight Deals from Chicago to San Antonio

Book one-way or return flights from Chicago to San Antonio from as little as £46. Choose from the popular airlines below and book your flight today!

  • One way
  • Round-trip
      • MDW07:05
        14h 39m
        1 stop
        SAT21:44
        Sat, Jul 27|Chicago - San Antonio|Frontier Airlines
        £46£84
        45% OFF
        45% OFF
        £84£46
      • ORD18:57
        3h 10m
        Direct
        SAT22:07
        Tue, Sep 10|Chicago - San Antonio|American Airlines
        £50£84
        41% OFF
        41% OFF
        £84£50
      • ORD18:57
        3h 10m
        Direct
        SAT22:07
        Wed, Sep 11|Chicago - San Antonio|American Airlines
        £50£84
        41% OFF
        41% OFF
        £84£50
      • ORD20:24
        2h 52m
        Direct
        SAT23:16
        Wed, Aug 14|Chicago - San Antonio|American Airlines
        £51
        £51
      • ORD19:30
        2h 40m
        Direct
        SAT22:10
        Wed, Aug 28|Chicago - San Antonio|American Airlines
        £51
        £51
      • ORD05:00
        12h 5m
        1 stop
        SAT17:05
        Wed, Aug 7|Chicago - San Antonio|Spirit Airlines
        £53
        £53
      • MDW06:15
        14h 45m
        1 stop
        SAT21:00
        Wed, Jul 31|Chicago - San Antonio|Frontier Airlines
        £56
        £56
      • ORD05:00
        12h 5m
        1 stop
        SAT17:05
        Wed, Jul 10|Chicago - San Antonio|Spirit Airlines
        £58
        £58
      • ORD07:01
        7h 49m
        1 stop
        SAT14:50
        Wed, Jul 17|Chicago - San Antonio|Spirit Airlines
        £59
        £59
      • ORD07:01
        7h 49m
        1 stop
        SAT14:50
        Wed, Jul 24|Chicago - San Antonio|Spirit Airlines
        £59
        £59
      • CHI13:00
        3h 5m
        Direct
        SAT14:00
        Sun, Jul 7|Chicago - San Antonio|Frontier Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Searching for the best last minute flight from Chicago to San Antonio? Find one-way or return flights that are affordable and fit your itinerary.

Trip.com monitors the ticket fares of flights from Chicago to San Antonio. Stay updated on price trends and snag the best deals for your upcoming trip.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Airlines Flying from Chicago to San Antonio

View airlines operating flights from Chicago to San Antonio. Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Frontier Airlines
From £46
American Airlines
From £50
Spirit Airlines
From £53
Delta Air Lines
From £72
United Airlines
From £73
Sun Country Airlines
From £77
Alaska Airlines
From £116
Jetblue Airways
From £148
Southwest Airlines
From £155
ANA airlines

Find more flights and airlines

Alternative Routes from Chicago to San Antonio

Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Chicago to San Antonio.

  • Cheapest
    Frontier Airlines
    MDW
    07:05
    14h 39m
    1 transfer
    SAT
    21:44
    Midway International Airport - San Antonio International Airport
    Sat, Jul 27Frontier Airlines
    £46
  • American Airlines
    ORD
    18:57
    3h 10m
    Direct
    SAT
    22:07
    O'Hare International Airport - San Antonio International Airport
    Tue, Sep 10American Airlines
    £50
  • American Airlines
    ORD
    18:57
    3h 10m
    Direct
    SAT
    22:07
    O'Hare International Airport - San Antonio International Airport
    Tue, Sep 10American Airlines
    £50
    Find More Flights

How do I find the cheapest flights?

  • When are flight tickets from Chicago (CHI) to San Antonio (SAT) the cheapest?

    Airlines adjust prices for flights from Chicago to San Antonio based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Chicago (CHI) to San Antonio (SAT) cost?

    According to Trip.com's data, the lowest price is around £287.

  • How long does it take to fly from Chicago (CHI) to San Antonio (SAT) and what is the distance?

    It takes around 3 hours 22 minutes to fly from Chicago (CHI) to San Antonio (SAT).

  • What is the transportation method from the main airport to downtown in San Antonio?

    • The distance from San Antonio International Airport to downtown is about 12km. It takes about 30 minutes by taxi.

  • What are the most popular airlines that fly from Chicago (CHI) to San Antonio (SAT)?

    Airlines with flights from Chicago (CHI) to San Antonio (SAT): United Airlines, Royal Jordanian, Emirates, Southwest Airlines, American Airlines, Qatar Airways, Iberia and Aer Lingus.

How to find a cheap flight from Chicago to San Antonio

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Chicago to San Antonio. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com
Flight Information from Chicago to San Antonio

Cheapest nonstop flight price

£46

Cheapest round-trip ticket price

£102

Off-season for travel

April

Peak season for travel

December

Flight distance

1,681.81km

Average flight time

3 hours 22 minutes

Popular airline

American Airlines

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