Cheap Flights from Chicago to San Antonio International

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Compare Chicago to San Antonio International flight deals

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Flight deals from Chicago to San Antonio International

Looking for a cheap last-minute deal or the best return flight from Chicago to San Antonio International Airport? If you want to travel next month, return fares start from $441. Find the lowest prices on one-way and return tickets right here.

San Antonio.$441 per passenger.Departing Mon, 14 Dec, returning Wed, 16 Dec.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Mon, 14 Dec, arriving in San Antonio International.Inbound indirect flight with Frontier Airlines, departs from San Antonio International on Wed, 16 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From $441, select.

San Antonio.$441 per passenger.Departing Thu, 1 Oct, returning Mon, 5 Oct.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Thu, 1 Oct, arriving in San Antonio International.Inbound indirect flight with Frontier Airlines, departs from San Antonio International on Mon, 5 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $441, select.

San Antonio.$442 per passenger.Departing Wed, 30 Sep, returning Mon, 5 Oct.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Wed, 30 Sep, arriving in San Antonio International.Inbound indirect flight with Frontier Airlines, departs from San Antonio International on Mon, 5 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $442, select.

San Antonio.$442 per passenger.Departing Sat, 31 Oct, returning Mon, 2 Nov.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Sat, 31 Oct, arriving in San Antonio International.Inbound indirect flight with Frontier Airlines, departs from San Antonio International on Mon, 2 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From $442, select.

San Antonio.$442 per passenger.Departing Thu, 5 Nov, returning Mon, 9 Nov.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Thu, 5 Nov, arriving in San Antonio International.Inbound indirect flight with Frontier Airlines, departs from San Antonio International on Mon, 9 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From $442, select.

San Antonio.$442 per passenger.Departing Tue, 22 Sep, returning Sat, 26 Sep.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Tue, 22 Sep, arriving in San Antonio International.Inbound indirect flight with Frontier Airlines, departs from San Antonio International on Sat, 26 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From $442, select.

San Antonio.$476 per passenger.Departing Wed, 18 Nov, returning Thu, 3 Dec.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Wed, 18 Nov, arriving in San Antonio International.Inbound indirect flight with Frontier Airlines, departs from San Antonio International on Thu, 3 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From $476, select.

San Antonio.$623 per passenger.Departing Mon, 14 Dec, returning Wed, 16 Dec.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Mon, 14 Dec, arriving in San Antonio International.Inbound direct flight with Southwest Airlines departs from San Antonio International on Wed, 16 Dec, arriving in Chicago Midway.Price includes taxes and charges.From $623, select.

San Antonio.$623 per passenger.Departing Thu, 1 Oct, returning Mon, 5 Oct.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Thu, 1 Oct, arriving in San Antonio International.Inbound direct flight with Southwest Airlines departs from San Antonio International on Mon, 5 Oct, arriving in Chicago Midway.Price includes taxes and charges.From $623, select.

San Antonio.$624 per passenger.Departing Tue, 29 Dec, returning Tue, 5 Jan.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Tue, 29 Dec, arriving in San Antonio International.Inbound direct flight with United departs from San Antonio International on Tue, 5 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From $624, select.

San Antonio.$625 per passenger.Departing Tue, 22 Sep, returning Sat, 26 Sep.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Tue, 22 Sep, arriving in San Antonio International.Inbound direct flight with United departs from San Antonio International on Sat, 26 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From $625, select.

San Antonio.$626 per passenger.Departing Mon, 23 Nov, returning Mon, 7 Dec.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Mon, 23 Nov, arriving in San Antonio International.Inbound direct flight with United departs from San Antonio International on Mon, 7 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From $626, select.

San Antonio.$626 per passenger.Departing Wed, 28 Oct, returning Mon, 2 Nov.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Wed, 28 Oct, arriving in San Antonio International.Inbound direct flight with United departs from San Antonio International on Mon, 2 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From $626, select.

San Antonio.$626 per passenger.Departing Sat, 9 Jan, returning Wed, 13 Jan.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Sat, 9 Jan, arriving in San Antonio International.Inbound direct flight with United departs from San Antonio International on Wed, 13 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From $626, select.

San Antonio.$626 per passenger.Departing Thu, 12 Nov, returning Tue, 17 Nov.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Thu, 12 Nov, arriving in San Antonio International.Inbound direct flight with Southwest Airlines departs from San Antonio International on Tue, 17 Nov, arriving in Chicago Midway.Price includes taxes and charges.From $626, select.

San Antonio.$680 per passenger.Departing Thu, 12 Nov, returning Mon, 25 Jan.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Thu, 12 Nov, arriving in San Antonio International.Inbound direct flight with Southwest Airlines departs from San Antonio International on Mon, 25 Jan, arriving in Chicago Midway.Price includes taxes and charges.From $680, select.

Find the cheapest month to fly from Chicago to San Antonio International

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to San Antonio International flights are currently cheapest in October.

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Direct flights from Chicago to San Antonio International

Chicago to San Antonio International: Alternative routes

Compare routes from Chicago to San Antonio below. You may find an airport to fly into that's cheaper, faster, or easier than San Antonio International.

San Antonio International

13km from central San Antonio

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from $441

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Chicago to San Antonio: Flight information

The things to know before you go.

Cheapest flight found	$441
Cheapest month to fly	October
Average flight time	2 hrs, 59 mins
Most popular airline	American Airlines
Average flights per week	247

Finding cheap flights from Chicago to San Antonio International: Frequently asked questions

How much are return flights from Chicago to San Antonio International?

The best price we found for a return flight from Chicago to San Antonio International is $441. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

How long does it take to fly from Chicago to San Antonio International?

2 hours and 58 minutes is the average flight time from Chicago to San Antonio International.

Which airlines fly direct from Chicago to San Antonio International?

American Airlines, Southwest Airlines and United fly direct from Chicago to San Antonio International.

How many flights are there a week from Chicago to San Antonio International?

As of September 2026, there are 262 flights per week flying from Chicago to San Antonio International.

When is the cheapest time to fly from Chicago to San Antonio International?

The cheapest month to fly from Chicago to San Antonio International is usually October.

Which upcoming date is cheapest to fly from Chicago to San Antonio International Airport on?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to San Antonio International Airport on Thursday, 1 October 2026.

Can I get a direct flight from Chicago to San Antonio International Airport?

Yes – the average flight time is 2 hours and 59 minutes.

How can I find the best flight deal to San Antonio International?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to San Antonio International but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to San Antonio?

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to San Antonio is around 40 days in advance, so don’t leave your flight to the last minute.

Travelling from Chicago to San Antonio International Airport (SAT): What you need to know

Begin your travels at one of Chicago's main airports, Chicago O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW). Check out your options for booking a flight from Chicago to San Antonio International Airport (SAT) taking off from either of these.
3 hours is the average journey time for a direct Chicago to San Antonio International Airport flight.
Chicago and San Antonio (where San Antonio International Airport is located) share the UTC-6 timezone. That means you won't have to change your watch when you land.
Chicago O'Hare International Airport (ORD) to San Antonio International Airport (SAT) is the most popular route. There are 39 direct departures a week to pick from. If you prefer to head out later, hop on the last flight with American Airlines at 9:12pm. Choose the first ORD to SAT departure operated by United Airlines at 8:45am if you'd rather get going earlier.
For stress-free travel, turn up at the airport two hours ahead of international flights and one hour before domestic departures. This will give you enough time to board your flight from Chicago to SAT.
July is a peak travel month. If you're taking off then or during a major holiday like Thanksgiving, be there even earlier. Aim for at least two hours ahead for domestic flights and up to four hours for international journeys.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

You can hop on a direct flight from Chicago to San Antonio International Airport (SAT) departing from Chicago O'Hare International Airport (ORD).
United Airlines is a leading airline that operates direct flights from Chicago to San Antonio International Airport taking off from ORD.
The majority of travellers prefer to book seats with United from ORD to SAT.
United is the most punctual carrier on this route.
ORD is around 27 kilometres from central Chicago. If you're catching a taxi, ride-sharing or driving from the centre, it'll take 30 minutes or so to get there, depending on the traffic. If you're using public transport, expect the travel time to be around 45 minutes.
Booked an early flight from Chicago to San Antonio International Airport? Avoid the mad dash to the terminal (and get a little more snooze time) by choosing one of these hotels near Chicago O'Hare International Airport:
When it comes to the on-time performance of Chicago O'Hare International Airport, data shows 70% of flights meet their scheduled arrival time.
ORD's address is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

You can book a direct Chicago to San Antonio International Airport (SAT) plane ticket out of Chicago Midway International Airport (MDW). Check if flying out of MDW makes more sense for your journey.
You can board a direct flight from Chicago to SAT with Southwest Airlines. This is one of the main carriers that operates this route out of MDW.
Southwest Airlines attracts the most bookings on the MDW to SAT route.
Southwest Airlines is the most punctual carrier flying between Chicago Midway International Airport and San Antonio International Airport, with 76.55% of its services landing on time.
MDW is around 16 kilometres from central Chicago. It'll take you 25 minutes or so to get to the airport by car from the city centre. Public transport takes roughly 30 minutes.
Start your holiday sooner with an extra night away from home. Before your Chicago to SAT flight, unwind in one of these hotels near Chicago Midway International Airport:
When it comes to flights staying on schedule, Chicago Midway International Airport has an on-time arrival rate of 76%.
You'll find MDW at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

The journey time to RFD from the centre of Chicago is around 2 hours on public transport. If you prefer to travel by car, it'll take you roughly 1 hour 40 minutes to cover the 145 kilometres or so.
Skip the morning rush on departure day — stay near Chicago Rockford International Airport and know you'll get to your gate with time to spare. Settle in at one of these hotels the day before if you've booked an early Chicago to San Antonio International Airport flight:
Flights departing from RFD touch down at their destination within the expected time frame 71% of the time.
Chicago Rockford International Airport is located at 2 Airport Cir.

About San Antonio International Airport (SAT)

The last thing you need is a lengthy journey to your hotel if you're getting in late on a flight from Chicago to San Antonio International Airport. Check in to one of these accommodation options near SAT instead:
Booking your vehicle around one week in advance of your Chicago to San Antonio International Airport flight can help you get the lowest rate.
You'll find SAT at 9800 Airport Boulevard.

Getting from San Antonio International Airport (SAT) to central San Antonio

Central San Antonio is around 14 kilometres from San Antonio International Airport and takes about 20 minutes to reach by car. See what your options are for getting into town, whether that's with a taxi, car hire or ride-share.
If you're using public transport, expect a journey time of roughly 50 minutes.

How to find the cheapest flights from Chicago to San Antonio International Airport (SAT)

The cheapest price we've found for a one-way ticket from Chicago to San Antonio International Airport is $230. For a return flight on this route, the best price is $441. Depending on when you want to go and the availability, these fares can change.
Book one month before you want to travel. Pricing trends show that this is the ideal window for finding cheap flights from Chicago to SAT.
The best month for finding cheap Chicago to San Antonio International Airport tickets is June. Use the 'Whole month' tool to compare prices, then choose the dates with the lowest fares.
Save time looking for cheap plane tickets from Chicago to SAT by creating a Price Alert. We'll send you an email or notification on the app when fares go down.
Filters make it easier to save some cash on your flight from Chicago to San Antonio International Airport. Pick the departure times, carriers and stops that work for you. Then sort the results by 'Cheapest' to find the best price quickly.

The best time to fly from Chicago to San Antonio International Airport (SAT)

December is the quietest month for flights from Chicago to San Antonio International Airport (SAT), while July is the busiest. Choose the best time to visit San Antonio based on whether you like a laid-back vibe or a lively atmosphere.
Before locking in your Chicago to SAT plane ticket, consider the kind of weather forecast you're hoping for. August is the warmest month in San Antonio, with temperatures ranging from 24ºC to 40ºC.
January has temperatures of between 4ºC and 20ºC. Search for cheap tickets from Chicago to San Antonio International Airport around that time if you like cooler conditions.

More about San Antonio

Start your San Antonio trip right by choosing the ideal place to stay. After booking your flight from Chicago to San Antonio International Airport, explore our selection of hotels including:
San Antonio River Walk and San Antonio River walk are a couple of popular attractions to add to your San Antonio travel itinerary. Keep the sightseeing going at Alamo Plaza.

Explore more of the United States

San Antonio has plenty to offer, but there are so many other parts of the United States waiting to be explored. Around 105 kilometres northeast of San Antonio, a visit to Austin will keep your itinerary packed. Start with leading attractions like Texas State Capitol, Austin Museum of Art, Downtown and 360 Bridge.
Around 225 kilometres southeast of San Antonio, Corpus Christi is another essential stop in the United States. Experience this destination's highlights firsthand at USS LEXINGTON, Texas State Aquarium and Bayfront Park.