Cheap flights from Chicago to San Antonio from $67
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to San Antonio departing on 9/4. 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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How to get the cheapest flight ticket from Chicago to San Antonio
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 San Antonio?
If you aren’t able to travel during the month of September, then book flights to San Antonio from Chicago during August instead. Flights to San Antonio in August, while not as cheap as those in September, still average around $342.
What is the cheapest day to depart on your flight to San Antonio?
The cheapest day to depart on your flight to San Antonio is on a Wednesday when prices can be found for as low as $392. This is often the case because there is less demand to fly during this day of the week. Be sure to avoid booking your departure on a Monday as prices are generally higher than usual. According to our data, the average ticket price to San Antonio on Monday is $458.
What is the cheapest time of day to depart on your flight to San Antonio?
According to our data, the cheapest time of day to fly to San Antonio is at noon. momondo users have found flights departing from Chicago to San Antonio at noon for as low as $387. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights to San Antonio are more costly in the morning, with an average ticket price of $428. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.
What is the cheapest Chicago to San Antonio flight route?
Fly from Chicago Midway to San Antonio for the best Chicago - San Antonio flight prices
How far in advance should I book a flight to San Antonio?
You are more likely to see cheaper flights to San Antonio from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to San Antonio for around $413 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to San Antonio from Chicago for as low as $347 on momondo.
What cabin class options are available on Chicago to San Antonio flights?
There are 4 cabin classes available to choose from on Chicago to San Antonio flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Chicago to San Antonio?
United Airlines, Southwest, and Frontier are the most popular carriers operating from Chicago to San Antonio
What airlines fly to San Antonio?
American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to San Antonio from Chicago according to our data. American Airlines is the first choice among our users, with 46% of people opting to fly with this airline when traveling to San Antonio. Keep in mind that there are 5 different airlines that fly to San Antonio on a routine basis, so you have a few additional options to choose from.
How many flights depart from Chicago to San Antonio on average per day?
The number of flights available between Chicago and San Antonio is 26 per day as of July 2025. The most frequent departure time is 8:00PM, with 47% of daily flights leaving in the evening.
How many flights depart from Chicago to San Antonio on average per week?
187 flights are operational weekly from Chicago to San Antonio as of July 2025. The most popular departure day for this route is Mon, with 17% of flights per week taking off on this day.
When to book flights from Chicago to San Antonio
Cheap Chicago to San Antonio (CHI to SAT) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to San Antonio
How far is Chicago to San Antonio by plane?
The straight-line distance from Chicago to San Antonio is 1052.0 mi. A reasonable flight in good conditions will take 2h 40m.
When did momondo last update prices for flights from Chicago to San Antonio Airport?
Prices for flights from Chicago to San Antonio Airport refresh daily.
How many operators does momondo search for flights from Chicago to San Antonio Airport?
As of July 2025, there are 5 operators available to choose from for flights from Chicago to San Antonio Airport.
How old do you have to be to fly from Chicago to San Antonio Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to San Antonio Airport.
What documentation or ID do you need to fly to San Antonio Airport?
The travel and health documents you'll need for your trip to San Antonio Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at San Antonio Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Chicago to San Antonio?
momondo data reveals that the most frequently booked plane model on the route from Chicago to San Antonio is Boeing 737-800, representing 20.07% of all bookings. The subsequent popular models are Airbus A319 at 19.30%, Airbus A320-100/200 at 14.29%, and Embraer 175 (Enhanced Winglets) at 9.40%.
What is the most popular airline from Chicago to San Antonio?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Chicago to San Antonio is American Airlines (39% of total bookings). The next most popular airlines are United Airlines (25%), Southwest (24%), and Frontier (8%).
Best airlines flying from Chicago to San Antonio
Compare and see reviews for airlines that fly from Chicago to San Antonio with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $125 | Free Cancellation | Rating 5.9 3,268 reviews | |||
| PriceFrom $132 | Free Cancellation | Rating 6.3 8,060 reviews | |||
| PriceFrom $201 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $232 | Free Cancellation | Rating 8.0 4,253 reviews | |||
| PriceFrom $297 | Free Cancellation | Rating 7.4 8,843 reviews |
Southwest Flights From Chicago to San Antonio
Southwest is one of the most popular airlines flying from Chicago to San Antonio, operating 15 flights/week on average for this route. A good Southwest flight deal for Chicago to San Antonio starts from $232 round-trip, up to an average price of $501. Our users have rated Southwest at 8.0/10.
United Airlines Flights From Chicago to San Antonio
$297 is the best United Airlines flight deal from Chicago to San Antonio found on momondo over the last 72 hours. The average United Airlines ticket price found was closer to $476, however, with flight time and availability significantly affecting the price. United Airlines (7.4/10 from 8,843 user reviews) flies into San Antonio from Chicago 29 times in an average week so prices can vary.
Traveling to a place near San Antonio?
Book flights to San Antonio if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Chicago to San Antonio?
Finding the right flight to San Antonio from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to San Antonio quick and easy, saving you time and money.
Can I find flights from Chicago to San Antonio with flexible booking policies on momondo?
Yes. All flights to San Antonio from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.
How can momondo help me find flights from Chicago to San Antonio?
Once all potential Chicago to San Antonio flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.
I’m not ready to book a flight from Chicago to San Antonio right now. Can momondo alert me if prices change?
If you are simply researching potential flights to San Antonio, momondo offers a useful price alert feature which will track prices for flights to San Antonio from Chicago and alert you when they change.