Cheap flights from Chicago Midway Airport to San Antonio 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 Chicago Midway Airport to San Antonio departing on 8/25. 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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Frontier flights from Chicago Midway Airport to San Antonio
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Delta flights from Chicago Midway Airport to San Antonio
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How to get the cheapest flight ticket from Chicago Midway Airport 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 August, then book flights to San Antonio from Chicago Midway Airport during July instead. Flights to San Antonio in July, while not as cheap as those in August, still average around $307.
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 $393. 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 $452.
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 Midway Airport 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 Midway to San Antonio flight route?
Fly from Chicago Midway to San Antonio for the best Chicago Midway - San Antonio flight prices
How many flights depart from Chicago Midway Airport to San Antonio on average per day?
1 flights are operational daily from Chicago Midway Airport to San Antonio as of July 2025. The most popular departure time for this route is 8:00AM, with 38% of flights per day taking off at noon.
How many flights depart from Chicago Midway Airport to San Antonio on average per week?
As of July 2025, there are 10 flights per week flying from Chicago Midway Airport to San Antonio. The most common day of the week flights depart is Mon, with 30% of flights taking off on this day.
When to book flights from Chicago Midway Airport to San Antonio
Cheap Chicago Midway Airport to San Antonio (MDW to SAT) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to San Antonio
How far is Chicago Midway to San Antonio by plane?
The distance between Chicago Midway and San Antonio is about 1043.4 mi. Typically, this will take 2h 40m by plane in normal conditions.
When did momondo last update prices for flights from Chicago Midway Airport to San Antonio Airport?
Prices for flights from Chicago Midway Airport to San Antonio Airport refresh daily.
How many operators does momondo search for flights from Chicago Midway Airport to San Antonio Airport?
As of July 2025, there are 2 operators available to choose from for flights from Chicago Midway Airport to San Antonio Airport.
How old do you have to be to fly from Chicago Midway Airport 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 Midway Airport to San Antonio Airport.
What documentation or ID do you need to fly to San Antonio Airport?
The necessary travel and health documents for your San Antonio Airport 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 Chicago Midway Airport to San Antonio?
momondo data reveals that the most frequently booked plane model on the route from Chicago Midway Airport to San Antonio is Boeing 737-800, representing 17.42% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 16.15%, Airbus A319 at 15.03%, and Boeing 737-700 Passenger/BBJ1 (winglets) at 13.48%.
What is the most popular airline from Chicago Midway Airport to San Antonio?
Based on momondo bookings for flights between Chicago Midway Airport and San Antonio, the leading airline is Southwest, making up 87% of the total bookings. Other popular airlines include Frontier with 13%.
Best airlines flying from Chicago Midway Airport to San Antonio
Compare and see reviews for airlines that fly from Chicago Midway Airport to San Antonio with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $158 | Free Cancellation | Rating 5.9 3,286 reviews | |||
| PriceFrom $232 | Free Cancellation | Rating 8.0 4,266 reviews |
Southwest Flights From Chicago Midway Airport to San Antonio
Southwest operates around 10 flights from Chicago Midway Airport to San Antonio every week. The average price of these flights found in the last 72 hours has been $414, but momondo users have found Southwest deals from Chicago Midway Airport to San Antonio from as low as $232 round-trip. Southwest has been scored 8.0/10 in 4,266 reviews.
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?
We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to San Antonio for you.
Can I find flights from Chicago to San Antonio with flexible booking policies on momondo?
momondo does allow users to show only those flights to San Antonio from Chicago which offer a flexible booking policy as well as other useful filters and features.
How can momondo help me find flights from Chicago to San Antonio?
Once you have performed a search for Chicago to San Antonio flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.
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 not ready to book a flight from Chicago to San Antonio now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to San Antonio and let you know when they change.