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Selected fares from San Antonio to Chicago

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Route Information for Flights from San Antonio to Chicago

Origin Airport IATA Code SAT
Destination Airport IATA Code MDW
Flight Price $118
Distance 1,660 km

San Antonio (SAT) to Chicago (CHI)

What did you say?! A trip to Chicago! You will definitely need a ticket to Chicago then. We suppose you could ride a scooter for most of it, but you probably are on a bit of a time crunch. Luckily, you found us. We can get you a great rate on your flight from SAT to CHI.

How can you get a great rate on tickets from SAT to CHI?

We've been doing this for years, which means getting that great deal on a Chicago flight is easy-peasy. You'll make spending less look so very good with a few simple steps.

What is the cheapest day to fly?

With the right attitude and flexibility, you can fly for less. Below are the cheapest days to fly:

  • Tuesday and Wednesday—You know how most stores are not crowded midweek? Same thing here. Most people opt to depart at the beginning or end of the week.
  • Thursday and Saturday—Get a head start on that Friday crowd. This also works on your return flight. Shorten your holiday by a day and increase your savings.
  • Monday through Thursday—If you're flying internationally, deals are often available when departing these days.

Can staying the weekend get me a cheaper ticket?

Staying the weekend at your destination, like Chicago, usually means lower airfare since most people fly during this time. Of course, we don't want to twist your rubber arm or anything.

What are shoulder seasons?

Shoulder or off-peak seasons are when most people aren't going to certain locations. So when it's chilly, most people head off to warmer climates like the Caribbean, Mexico, Hawaii, etc., just like the birds (they had it figured out). But in the summer, you'll find that Europe gets busy. If you want to save and avoid the crowds, travel when everyone else isn't.

Is that the lowest price?

Unsurprisingly, you're not the only person longing for a great deal on a flight from San Antonio to Chicago. You could lose your opportunity to dial in the time and the flight you wanted.

What is the Hotwire Hot Rate?

If you prioritize cost over everything else, then the Hotwire Hot Rate is for you. You'll get a fantastic price on a flight from San Antonio (SAT) to Chicago (CHI). You won't find out the time and airline until after you book, but with a little risk you can get huge savings.

Book your San Antonio to Chicago flight today

We are all about you saving as much as you can on your ticket from San Antonio to Chicago. Use our guide to get you that unreal rate. For thrill seekers, go for the Hotwire Hot Rate. You'll get your flight and have more money in your wallet to do Chicago up right. So say "Goodbye" to San Antonio and "Hi" to Chicago.

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^Savings based on all package bookings with Flight + Hotel made on Hotwire.com from January 1, 2018 to December 31, 2018 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.