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Cheap flight tickets from Chicago Midway to San Antonio International

Compare Chicago Midway to San Antonio International flight deals

Find the cheapest month or even day of the year to fly to San Antonio International

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Flight deals from Chicago Midway to San Antonio International

Looking for a cheap last-minute deal or the best return flight from Chicago Midway to San Antonio International? Find the lowest prices on one-way and return tickets right here.
San Antonio.RM852 per passenger.Departing Fri, 19 Dec, returning Tue, 30 Dec.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Fri, 19 Dec, arriving in San Antonio International.Inbound indirect flight with Frontier Airlines, departs from San Antonio International on Tue, 30 Dec, arriving in Chicago Midway.Price includes taxes and charges.From RM852, select.
San Antonio.RM1,038 per passenger.Departing Fri, 9 Jan, returning Sun, 11 Jan.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Fri, 9 Jan, arriving in San Antonio International.Inbound indirect flight with Frontier Airlines, departs from San Antonio International on Sun, 11 Jan, arriving in Chicago Midway.Price includes taxes and charges.From RM1,038, select.
San Antonio.RM1,075 per passenger.Departing Sat, 17 Jan, returning Sun, 18 Jan.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 17 Jan, arriving in San Antonio International.Inbound direct flight with Southwest Airlines departs from San Antonio International on Sun, 18 Jan, arriving in Chicago Midway.Price includes taxes and charges.From RM1,075, select.
San Antonio.RM1,181 per passenger.Departing Sat, 21 Feb, returning Sat, 28 Feb.Return flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Chicago Midway on Sat, 21 Feb, arriving in San Antonio International.Inbound indirect flight with Southwest Airlines, departs from San Antonio International on Sat, 28 Feb, arriving in Chicago Midway.Price includes taxes and charges.From RM1,181, select.
San Antonio.RM1,343 per passenger.Departing Fri, 6 Mar, returning Fri, 13 Mar.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Fri, 6 Mar, arriving in San Antonio International.Inbound indirect flight with Frontier Airlines, departs from San Antonio International on Fri, 13 Mar, arriving in Chicago Midway.Price includes taxes and charges.From RM1,343, select.
San Antonio.RM1,429 per passenger.Departing Sat, 2 May, returning Tue, 5 May.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 2 May, arriving in San Antonio International.Inbound direct flight with Southwest Airlines departs from San Antonio International on Tue, 5 May, arriving in Chicago Midway.Price includes taxes and charges.From RM1,429, select.
San Antonio.RM1,429 per passenger.Departing Wed, 18 Mar, returning Mon, 23 Mar.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 18 Mar, arriving in San Antonio International.Inbound direct flight with Southwest Airlines departs from San Antonio International on Mon, 23 Mar, arriving in Chicago Midway.Price includes taxes and charges.From RM1,429, select.
San Antonio.RM1,430 per passenger.Departing Thu, 26 Feb, returning Mon, 2 Mar.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Thu, 26 Feb, arriving in San Antonio International.Inbound direct flight with Southwest Airlines departs from San Antonio International on Mon, 2 Mar, arriving in Chicago Midway.Price includes taxes and charges.From RM1,430, select.
Map with a flight path from Chicago Midway to San Antonio International. A plane icon is halfway along the route with a label that says "Direct flight".
Direct flight

Your route at a glance

Cheapest dealRM851
Cheapest monthDecember
Average flight duration2 hours and 51 minutes
Most popular airlineSouthwest Airlines

Find the cheapest month to fly from Chicago Midway 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 Midway to San Antonio International flights are currently cheapest in December.
Dec
from RM851
Jan
from RM1,037
Feb
from RM1,179
Mar
from RM1,341
Apr
Find prices
May
from RM1,427
Jun
from RM1,507
Jul
from RM1,507
Aug
from RM1,592
Sep
Find prices
Oct
Find prices
Nov
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Direct flights from Chicago Midway to San Antonio International

Chicago Midway to San Antonio International: Alternative routes

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

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

The best price we found for a return flight from Chicago Midway to San Antonio International is RM852. 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.
2 hours and 51 minutes is the average flight time from Chicago Midway to San Antonio International.
Southwest Airlines flies direct from Chicago Midway to San Antonio International.
As of December 2025, there are 14 flights per week flying from Chicago Midway to San Antonio International.
The cheapest month to fly from Chicago Midway to San Antonio International is usually December.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago Midway Airport to San Antonio International Airport on Friday, 19 December 2025.
Yes – the average flight time is 2 hours and 51 minutes.
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.
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.
Currently, Frontier Airlines and Southwest Airlines offer the cheapest flight tickets to San Antonio International.

Flying from Chicago Midway International Airport (MDW) to San Antonio International Airport (SAT): what you need to know

  • The average length of a direct flight from Chicago Midway International Airport to San Antonio International Airport is 2 hours 50 minutes.

  • San Antonio's timezone is UTC-5, which is the same as Chicago.

  • Flights from MDW to SAT start at 07:35 — the earliest with Southwest Airlines. The last service of the day is at 22:40 with Southwest Airlines. In total, you can take your pick of ten weekly Chicago Midway International Airport to San Antonio International Airport flights.

  • Leave plenty of time to catch your MDW to SAT flight. As a rule of thumb, arrive at least two hours before international departures and an hour ahead for domestic flights.

  • Be prepared for bigger queues during popular months like July. Arriving up to four hours ahead of international flights and two hours for a domestic departure is a good idea.

  • Southwest Airlines offers direct flights from Chicago Midway International Airport to San Antonio International Airport. Book with this popular carrier, then get ready to see the sights in San Antonio — and maybe even more of United States if your schedule allows.

  • The majority of passengers choose to fly with Southwest Airlines on this route.

  • Southwest Airlines is the most punctual carrier that offers MDW to SAT flights, with 77.59% of its services landing on schedule.

  • If you want to explore another city along the way, simply deselect 'Direct flights only' when searching for your ticket from Chicago Midway International Airport to San Antonio International Airport. Here are the top stopovers between MDW and SAT:

    • William P. Hobby Airport

    • Dallas Love Field Airport

    • Lambert-St. Louis International Airport

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

  • The cheapest price we've seen for a one-way Chicago Midway International Airport to San Antonio International Airport flight is RM286. A return plane ticket right now is RM852. Depending on the availability when you book, these fares can change.

  • Score cheap tickets from MDW to SAT by booking six months ahead. Based on our research, that's the sweet spot for bagging a bargain.

  • Plan your trip for May. That's the cheapest month for flights from Chicago Midway International Airport to San Antonio International Airport. If your travel dates are flexible, try out the 'Whole month' tool to find the lowest airfare across each month.

  • Getting your hands on cheap flights from MDW to SAT is a breeze with Price Alerts. Simply create one of these automatic alerts and we'll notify you when there's a better deal.

  • Select your ideal arrival and departure times, airlines and number of stops with the filters. Alternatively, sort your results by 'Cheapest' to get the best deals on flights from Chicago Midway International Airport to San Antonio International Airport.

Handy information about Chicago Midway International Airport (MDW)

  • The address for MDW is 5700 South Cicero.

  • 77.88% of flights taking off from Chicago Midway International Airport touch down at their destination on time.

  • To reach Chicago Midway International Airport from central Chicago, it takes around 20 minutes by car. This depends on traffic though. It's approximately 19 kilometres from the airport to the city centre.

  • You can expect a trip time of around 45 minutes on public transport.

  • Looking for a handy hotel near MDW? If you've booked an early flight from Chicago Midway International Airport to San Antonio International Airport, these stays will have you moments from your check-in counter:

Arriving at San Antonio International Airport (SAT)

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

  • SAT is located at 9800 Airport Boulevard.

  • From San Antonio International Airport, San Antonio is approximately 19 kilometres away. It takes around 20 minutes to drive to the centre.

  • If you're using public transport, expect a journey of roughly 1 hour 30 minutes.

When to fly to San Antonio International Airport (SAT)

  • July is the busiest month for flights from Chicago Midway International Airport to San Antonio International Airport. To steer clear of the crowds, head to San Antonio in April.

  • Book your flight from Chicago Midway International Airport to San Antonio International Airport for August if you want to go to San Antonio during its warmest month. You can expect temperatures of between 23ºC (73ºF) and 40ºC (104ºF).

  • January has average temperatures of between 3ºC (37ºF) and 20ºC (68ºF). Search for cheap tickets from MDW to SAT sometime then if you want to travel when it's cooler.

Explore more of United States

  • You've visited San Antonio, now it's time to discover other corners of United States. Journey about 306 kilometres east to Houston to check off its popular sights. From The Houston Museum of Natural Science to The Museum of Fine Arts, Houston, Beck Building and Hermann Park, your itinerary will be busy.

  • Dallas is another well-known destination in United States and is around 402 kilometres north-east of San Antonio. No journey is complete without experiencing Dallas Arboretum and Botanical Gardens, Perot Museum of Nature and Science and Dallas Museum of Art.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.