Flights from Chicago to San Antonio
North AmericaYear-round

Cheap Flights from Chicago to San Antonio

Track economy fares on the ORD → SAT route and get alerts when prices drop.

From
Chicago
ORD
To
San Antonio
SAT

Route Intelligence: Chicago → San Antonio

Flight Duration

2 hr 50 min (Direct)

Price Guidance

A good deal is under $250 roundtrip. Standard fare is $350–$500+.

Peak Season

Jun-Aug

Top Airlines

American Airlines, United Airlines

Booking Tip

Book 1-3 months in advance for the best domestic fares.

Track Chicago → San Antonio Fares

Set your target price and FlightKitten will scan this route twice daily. The instant economy fares drop below your budget, you'll get an email with the price, airline, and a direct booking link.

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Route Summary: Chicago → San Antonio

From
Chicago (ORD)
To
San Antonio (SAT)
Duration
2 hr 50 min (Direct)
Airlines
American Airlines, United Airlines
Price Guide
A good deal is under $250 roundtrip. Standard fare is $350–$500+.
Tracking
FlightKitten scans 220+ airlines 2× daily
220+
Airlines Monitored
2×
Daily Scanning
AI
Deal Briefings
7-Day
Free Trial
Premium Cabin

Prefer business class on this route?

CEOFLIGHTSon board with your vision

Everyone deserves comfort at an affordable price. CEOFLIGHTS Personal Travel Managers find you the best business class fares and handle every detail of your journey.

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Also available: BestBusinessClass.com

Other Routes to San Antonio

New York→San AntonioLos Angeles→San AntonioMiami→San AntonioSan Francisco→San AntonioBoston→San AntonioSeattle→San Antonio

More Destinations in North America

Anchorage
Anchorage
Atlanta
Atlanta
Austin
Austin
Boston
Boston
Charleston
Charleston
Charlotte
Charlotte

Route Briefing: Chicago to San Antonio

Spanning 1,042 miles in 2 hours and 50 minutes, the nonstop flight from Chicago to San Antonio connects the Midwest with deep South Texas history and Mexican-American culture. American and United offer daily flights into San Antonio International Airport (SAT).

San Antonio is a warm and colorful city famous for its historic landmarks and lively waterfront. Stroll along the shaded flagstone paths of the San Antonio River Walk, tour the historic Alamo and the Spanish colonial missions, and explore the artisan shops of Market Square. Head to the historic Pearl District for farm-to-table restaurants, craft beer, and weekend farmers markets, and don't miss authentic handmade puffy tacos on the West Side.

Roundtrip economy tickets under $140 are a solid deal, with standard fares running $220 to $340. Spring is especially lively during the citywide Fiesta San Antonio celebration in April. Book 4 to 6 weeks in advance for the best economy rates.

How much are flights from Chicago to San Antonio in 2026?

Flight prices from Chicago (ORD) to San Antonio (SAT) vary significantly depending on the season, day of the week, and how far in advance you book. A good deal is under $250 roundtrip. Standard fare is $350–$500+. Popular carriers on this route include American Airlines, United Airlines. FlightKitten eliminates the guesswork by monitoring 220+ airlines twice daily and alerting you the moment economy fares hit your target price.

How does FlightKitten track Chicago to San Antonio fares?

FlightKitten is an economy flight price monitoring platform that scans 220+ airlines twice every day for economy fares on the ORD to SAT route. When you set a target price, FlightKitten continuously monitors this route and sends an email alert the moment fares drop below your budget. Each alert includes the exact fare, airline, dates, and an AI-powered briefing that explains whether the deal is genuinely good compared to historical pricing on this route. No more obsessive price checking — set your budget and let FlightKitten do the watching. Learn more about how FlightKitten tracking works.

See our full San Antonio destination guide for all available routes. Also popular: Chicago to Anchorage.

Pro tip: Book 1-3 months in advance for the best domestic fares.

Looking for business class on this route? CEOFLIGHTS pairs you with a Personal Travel Manager who finds affordable business class fares and handles every detail of your journey. Alternatively, BestBusinessClass.com offers free expert quotes with real savings.