- Plan, book, fly with confidence
- Be in the knowGet alerts if flight prices drop or rise*
- Book smarterSave up to 30% on select hotels after you book a flight*
Cheap Flights from Chicago to San Antonio (ORD-SAT)
Prices were available within the past 7 days and start at $89 for one-way flights and $195 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Frequently asked questions
Travel information
Travel information
Origin airport | O'Hare Intl. |
Destination airport | San Antonio Intl. |
Airlines serving | Alaska Airlines, American Airlines, Delta, Frontier Airlines, Southwest Airlines, Spirit Airlines, United |
Roundtrip price | $194 |
Distance | 1042 mi |
Book with confidence
Book with confidence
The cheapest times to fly from Chicago to San Antonio
On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to San Antonio are during the month of May. You can find some of the cheapest flights from Chicago to San Antonio with Expedia's search tool and vast selection of airlines.
The best time to book a flight from Chicago to San Antonio
Sunday is one of the best days to book for cheap flights from Chicago to San Antonio: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.
How to find cheap round-trip tickets from Chicago to San Antonio
Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to San Antonio in 2025. You can also book with separate airlines for your outbound and return journeys, from $89 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.
Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to San Antonio flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.
You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to San Antonio airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.
*Terms apply.
Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.
Be inspired and discover more with Expedia
Be inspired and discover more with Expedia
Flights
- Delta New York (JFK) to San Antonio (SAT) flights
- American Airlines Phoenix (PHX) to San Antonio (SAT) flights
- Alaska Airlines Los Angeles (LAX) to San Antonio (SAT) flights
- United Boston (BOS) to San Antonio (SAT) flights
- American Airlines New York (LGA) to San Antonio (SAT) flights
- United Denver (DEN) to San Antonio (SAT) flights
- Alaska Airlines Seattle (SEA) to San Antonio (SAT) flights
- United San Diego (SAN) to San Antonio (SAT) flights
- Delta Charlotte (CLT) to San Antonio (SAT) flights
- JetBlue Airways Chicago (ORD) to Fort Lauderdale (FLL) flights
- Spirit Airlines Chicago (ORD) to Dallas (DFW) flights
- Spirit Airlines Chicago (ORD) to New York (LGA) flights
- JetBlue Airways Chicago (ORD) to Fort Myers (RSW) flights
- Spirit Airlines Chicago (ORD) to Tampa (TPA) flights
- Alaska Airlines Chicago (ORD) to Phoenix (PHX) flights
- Alaska Airlines Chicago (ORD) to Los Angeles (LAX) flights
- JetBlue Airways Chicago (ORD) to New York (JFK) flights
- Flights to New York
- Flights to New Orleans
- Flights to Washington
- Flights to Orlando
- Flights to Gatlinburg
- Flights to Nashville
- Flights to San Francisco
- Flights to Pigeon Forge
- Flights to Houston
- Flights to Los Angeles
- Flights to Honolulu
- Flights to San Antonio
- Flights to Boston
- Flights to Key West
- Flights to Chicago
- Flights to Las Vegas
- Flights to Atlanta
- Flights to Miami
- Flights to Fort Lauderdale
- Flights to San Diego
- Flights from Toluca (TLC) to San Antonio (SAT)
- Flights from Phoenix (PHX) to San Antonio (SAT)
- Flights from New York (LGA) to San Antonio (SAT)
- Flights from Fort Lauderdale (FLL) to San Antonio (SAT)
- Flights from Mexico City (MEX) to San Antonio (SAT)
- Flights from Los Angeles (LAX) to San Antonio (SAT)
- Flights from Detroit (DTW) to San Antonio (SAT)
- Flights from Minneapolis (MSP) to San Antonio (SAT)
- Flights from Newark Liberty Intl. Airport (EWR) to San Antonio (SAT)
- Flights from Boston (BOS) to San Antonio (SAT)
- Flights from Charlotte (CLT) to San Antonio (SAT)
- Flights from San Diego (SAN) to San Antonio (SAT)
- Flights from Chicago (ORD) to Newark Liberty Intl. Airport (EWR)
- Flights from Dallas (DFW) to Honolulu (HNL)
- Flights from Dallas (DFW) to Chicago (ORD)
- Flights from Los Angeles (LAX) to Chicago (ORD)
- Flights from New York (LGA) to Chicago (ORD)
- Flights from Chicago (ORD) to Fort Lauderdale (FLL)
- Flights from Austin (AUS) to Las Vegas (LAS)
- Flights from Dallas (DFW) to Las Vegas (LAS)
- Flights from Chicago (ORD) to Las Vegas (LAS)
- Flights from Houston (IAH) to Las Vegas (LAS)
- Flights from Chicago (ORD) to Seattle (SEA)
- Flights from Dallas (DFW) to Seattle (SEA)
- Flights from Chicago (ORD) to Toluca (TLC)
- Flights from Dallas (DFW) to Cancun (CUN)
- Flights from Chicago (ORD) to Punta Cana (PUJ)
- Flights from Dallas (DFW) to New York (NYC)
- Flights from Houston (HOU) to New York (NYC)
- Flights from Chicago (ORD) to Mexico City (MEX)
- Flights from Chicago (ORD) to Atlanta (ATL)
- Flights from Dallas (DFW) to Atlanta (ATL)
- Flights from Chicago (ORD) to Guadalajara (GDL)
- Flights from Chicago (ORD) to Dallas (DFW)
- Flights from Los Angeles (LAX) to Dallas (DFW)
- Flights from Houston (HOU) to Dallas (DFW)
- Flights from Chicago (ORD) to New York (LGA)
- Flights from Chicago (ORD) to Orlando (MCO)
- Flights from Dallas (DFW) to Orlando (MCO)
- Flights from Chicago (ORD) to Tampa (TPA)
- Flights from Chicago (ORD) to Phoenix (PHX)
- Flights from Dallas (DFW) to Miami (MIA)
- Flights from Chicago (ORD) to Miami (MIA)
- Flights from Chicago (ORD) to Los Angeles (LAX)
- Flights from Houston (IAH) to Los Angeles (LAX)
- Flights from Dallas (DFW) to Los Angeles (LAX)
- Flights from Dallas (DFW) to Denver (DEN)
- Flights from Los Angeles (LAX) to Houston (IAH)
- Flights from Dallas (DFW) to Houston (HOU)
- Flights from Chicago (ORD) to New York (JFK)
- Aeromexico
- JetBlue Airways
- American Airlines
- Turkish Airlines
- Volaris
- Swiss International Air Lines
- Viva Aerobus
- British Airways
- United
- Frontier Airlines
- Lufthansa
- Spirit Airlines
- Alaska Airlines
- Air Canada
- Delta
- Emirates
- Flights from Midway Intl.
- Flights from Goshen Municipal
- Flights from South Bend Intl.
- Flights from Dupage
- Flights from Greater Rockford
- Flights from Kenosha Regional
- Flights from General Mitchell Intl.
- Flights from Dane County Regional
- Flights from Chicago Executive
- Flights from Waukesha County