Cheap flights from San Antonio to Chicago from $53
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from San Antonio to Chicago departing on 8/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Spirit Airlines flights from San Antonio to Chicago
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Frontier flights from San Antonio to Chicago
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How to get the cheapest flight ticket from San Antonio to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Chicago?
The month of August is, on average, the cheapest month to fly to Chicago from San Antonio, with most prices found around $299. If you’re not able to fly to Chicago in August, then September is your next best option. Flight prices from San Antonio to Chicago during September average around $358.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $447. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from San Antonio to Chicago for around $850.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from San Antonio to Chicago during this time can be as low as $278. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $838.
What is the cheapest San Antonio to Chicago flight route?
Fly from San Antonio to Chicago O'Hare Intl for the best San Antonio - Chicago flight prices
How far in advance should I book a flight to Chicago?
You are more likely to see cheaper flights to Chicago from San Antonio when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $402 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from San Antonio for as low as $317 on momondo.
What cabin class options are available on San Antonio to Chicago flights?
There are 4 cabin classes available to choose from on San Antonio to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
Can stopping save me money on San Antonio to Chicago flights?
You could potentially save up to 35% on your flight if you consider stops on a San Antonio to Chicago flight.
How have San Antonio to Chicago flight prices changed over time?
As of June 2025, prices for San Antonio to Chicago flights are approximately 27% more expensive when compared to flights at the same time last year.
What is the cheapest airline that flies from San Antonio to Chicago?
Frontier, Spirit Airlines, and Southwest are the most popular carriers operating from San Antonio to Chicago
What airlines fly to Chicago?
American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Chicago from San Antonio according to our data. American Airlines is the first choice among our users, with 53% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 6 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
How many flights depart from San Antonio to Chicago on average per day?
As of June 2025, 26 flights take off from San Antonio and land in Chicago each day. The most common flight departure time for this route is 6:00AM, with 42% of daily flights taking off in the afternoon.
How many flights depart from San Antonio to Chicago on average per week?
183 flights are operational weekly from San Antonio to Chicago as of June 2025. The most popular departure day for this route is Mon, with 19% of flights per week taking off on this day.
When to book flights from San Antonio to Chicago
Cheap San Antonio to Chicago (SAT to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from San Antonio to Chicago
How far is San Antonio to Chicago by plane?
There are 1052.0 mi between San Antonio and Chicago. Flights usually cover this in 2h 35m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from San Antonio Airport to Chicago?
Prices for flights from San Antonio Airport to Chicago refresh daily.
How many operators does momondo search for flights from San Antonio Airport to Chicago?
The number of operators available for flights from San Antonio Airport to Chicago is 6 as of June 2025.
How old do you have to be to fly from San Antonio Airport to Chicago?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from San Antonio Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from San Antonio to Chicago?
Based on momondo bookings for flights between San Antonio and Chicago, the leading plane model is Boeing 737-800, making up 17.53% of the total bookings. Other popular models include Airbus A319 with 17.28%, Airbus A320-100/200 with 11.67%, and Boeing 737-700 with 10.36%.
What is the most popular airline from San Antonio to Chicago?
Based on momondo bookings for flights between San Antonio and Chicago, the leading airline is American Airlines, making up 43% of the total bookings. Other popular airlines include Southwest with 23%, United Airlines with 19%, and Frontier with 8%.
Best airlines flying from San Antonio to Chicago
Compare and see reviews for airlines that fly from San Antonio to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $111 | Free Cancellation | Rating 6.3 8,096 reviews | |||
| PriceFrom $112 | Free Cancellation | Rating 5.9 3,293 reviews | |||
| PriceFrom $227 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $235 | Free Cancellation | Rating 8.0 4,278 reviews | |||
| PriceFrom $241 | Free Cancellation | Rating 8.0 7,969 reviews | |||
| PriceFrom $288 | Free Cancellation | Rating 7.4 8,852 reviews |
Southwest Flights From San Antonio to Chicago
Southwest operates around 14 flights from San Antonio to Chicago every week. The average price of these flights found in the last 72 hours has been $427, but momondo users have found Southwest deals from San Antonio to Chicago from as low as $235 round-trip. Southwest has been scored 8.0/10 in 4,278 reviews.
United Airlines Flights From San Antonio to Chicago
The best United Airlines deal for San Antonio to Chicago flight tickets found on momondo in the last 72 hours was $288, round-trip. It should be noted that an average United Airlines flight deal for this route in this time was higher, at $473 round-trip. United Airlines operates 13 flights out of San Antonio into Chicago in an average week, so prices vary by time and availability. 8,852 United Airlines reviews by users on momondo have scored the airline at 7.4/10.
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Why should I use momondo to find a flight deal from San Antonio to Chicago?
momondo collates all your flight options in one place and lets you filter them to find the perfect flight from San Antonio to Chicago. momondo saves you time and could save you money on your trip.
Can I find flights from San Antonio to Chicago with flexible booking policies on momondo?
Flights from San Antonio to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.
How can momondo help me find flights from San Antonio to Chicago?
momondo provides multiple filters to help you find the best flight to Chicago from San Antonio. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.
I’m not ready to book a flight from San Antonio to Chicago right now. Can momondo alert me if prices change?
Price alerts on flights to Chicago from San Antonio are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.