$80 Cheap Flights from Chicago (MDW) to San Antonio (SAT)

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

Prices were available within the past 7 days and start at $80 for one-way flights and $150 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Flights from Chicago (MDW) to San Antonio (SAT)
Origin airport
Midway Intl.
Destination airport
San Antonio Intl.
Airlines serving
Delta, Frontier Airlines
Roundtrip price
$149
Distance
1037 mi
Average flight time
4 hours 33 mins

Chicago to San Antonio Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Chicago to San Antonio offer the perfect respite. Not only does exploring San Antonio provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from Chicago to San Antonio may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from MDW to SAT today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of San Antonio are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to San Antonio more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to San Antonio is $80 now!

Frequently asked questions

How much is a flight from Chicago Airport to SAT?
Round-trip flights between MDW and San Antonio Intl. Airport (SAT) start from $150. This price is based on fares advertised within the last 7 days on Expedia for flights departing within the next year — make your booking ASAP so you don’t miss out. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Midway Intl. Airport (MDW) to San Antonio Intl. Airport (SAT)?
Most flights can be canceled online, but whether you are charged a fee differs between airlines. If you do need to cancel your vacation, follow the easy instructions in the Customer Service Portal.
How do I find cheap flights from Midway Airport to San Antonio Airport that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you’re searching for Midway Airport to San Antonio Intl. Airport (SAT) flights, you’ll see a “no change fees” filter for you to select.
How far is the flight from Chicago Airport to San Antonio Airport?
Around 1025 mi separates Chicago and San Antonio, so pack some in-flight entertainment to help you fill in a few hours. That thrilling novel you haven’t started will be perfect.
Which airlines fly direct from MDW to San Antonio Airport?
Southwest Airlines (WN) will take you from Midway Airport to SAT safely and comfortably. Choose from 60 direct flights every month on this route.
Are Chicago Airport to San Antonio Airport flight tickets cheaper when they're purchased at the last minute?
Flight prices are always on the move, so not always. While last-minute flight deals between Midway Airport and San Antonio Intl. Airport (SAT) are of course possible, it’s also a good idea to keep a close eye on prices well before you fly. In fact, some carriers publish their prices up to 12 months ahead of the departure date. Expedia is continuously updating the best airfare bargains around, so keep checking and be ready to pounce when the price is low.
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