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Cheap Flights from San Antonio to Chicago starting at S$ 77

We've found these cheap flights for you. You can book one-way or return flight tickets.

  • One way
  • Round-trip

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

Cheapest time to fly from San Antonio to Chicago

We monitor flight fares to help you find the best deals effortlessly

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

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Spirit Airlines
From S$ 77
Frontier Airlines
From S$ 78
American Airlines
From S$ 105
Southwest Airlines
From S$ 117
Delta Air Lines
From S$ 126
Alaska Airlines
From S$ 178
Sun Country Airlines
From S$ 188
United Airlines
From S$ 237
Jetblue Airways
From S$ 354
ANA airlines

Find more flights and airlines

Alternative Routes from San Antonio to Chicago

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from San Antonio to Chicago.

  • Cheapest
    Spirit Airlines
    SAT
    14:41
    9h 42m
    1 transfer
    ORD
    00:23
    San Antonio International Airport - O'Hare International Airport
    Wed, May 8Spirit Airlines
    S$ 77
  • Frontier Airlines
    SAT
    21:54
    8h 39m
    1 transfer
    MDW
    06:33
    San Antonio International Airport - Midway International Airport
    Wed, May 15Frontier Airlines
    S$ 101
  • Frontier Airlines
    SAT
    14:18
    29h 48m
    3 transfer
    RFD
    20:06
    San Antonio International Airport - Chicago Rockford International Airport
    Wed, Apr 10Frontier Airlines
    S$ 1,004
  • Frontier Airlines
    SAT
    14:18
    29h 48m
    3 transfer
    RFD
    20:06
    San Antonio International Airport - Chicago Rockford International Airport
    Wed, Apr 10Frontier Airlines
    S$ 1,004
    Find More Flights

Frequently Asked Questions

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

    Airlines adjust prices for flights from San Antonio to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.
  • How much is a flight from San Antonio (SAT) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around S$ 519.
  • How long is a flight from San Antonio (SAT) to Chicago (CHI)?

    It takes about 2 hours 53 minutes to fly from San Antonio (SAT) to Chicago (CHI).
  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
    • The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.
  • What are the most popular airlines that fly from San Antonio (SAT) to Chicago (CHI)?

  • What's the most popular airline for direct flights from San Antonio (SAT) to Chicago (CHI)?

    Southwest Airlines operates 1 direct flights from San Antonio (SAT) to Chicago (CHI).
  • How many airports in Chicago?

Find cheapest flight ticket from San Antonio to Chicago

Cheapest direct flight price

S$ 77

Cheapest return ticket price

S$ 171

Cheapest month

December

Peak season for travel

September