Cheap Flights from Chicago (MDW) to St. Thomas (STT)

Popular airlines from Chicago Midway Airport (MDW) to Cyril E. King Airport (STT)

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Find the cheapest month to fly from Chicago (MDW) to St. Thomas (STT)

September is typically the cheapest month to fly

From CA $494 - CA $1,381 per traveller.

Graph displaying average flight prices per month

Flight from Chicago to St. Thomas (MDW - STT) route information
Origin airport
Midway Intl.
Destination airport
Cyril E. King
Distance
3364 km

Chicago to St. Thomas Flights

The easy way to book your flights from Chicago to St. Thomas 

With Expedia, it’s simple to find and book flights to St. Thomas from Chicago whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from airlines that cover this route. There are nonstop flights to Cyril E. King, too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Chicago to St. Thomas today, tomorrow, or this week.  

 

Save dollars with cheap flights from Midway Intl., MDW to Cyril E. King, STT 

Sort your search results by price to find great deals on your flight from Chicago to St. Thomas—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to St. Thomas from Chicago currently is just rising to .  

Here are more money-saving tips: 

  • Fly in when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to St. Thomas  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to St. Thomas from Chicago 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to St. Thomas with Expedia today.

Frequently asked questions

How much is a flight from Chicago Airport to Cyril E. King Airport?
If you're travelling between Chicago Airport and Cyril E. King Airport (STT), round-trip flights start from . This figure is based on fares quoted within the last 7 days on Expedia for flights departing within the next year, so don't let a good deal pass you by. Book today and save yourself money and time. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from MDW to STT?
We understand that circumstances change unexpectedly, so we've made it as simple as possible for you to cancel your flight online. Just head to the Customer Service Portal and follow the instructions.
How do I find cheap flights from Chicago Airport to STT that have flexible change policies?
Flights from Chicago Airport to Cyril E. King Airport (STT) with flexible change policies are available with many airlines. Simply use our "No change fees" filter during your search. You'll only need to pay the cost difference between the two flights, with no added fees to worry about.
How many hours is the flight from Chicago Airport to Cyril E. King Airport?
The flight time from MDW to Cyril E. King Airport (STT) is approximately 5 hours and 32 minutes. Put on your earphones, listen to a good podcast and the hours will whiz by.
How far is the flight from Midway Airport to Cyril E. King Airport?
The flying distance between MDW and Cyril E. King Airport (STT) is 3,400 kilometres. Sneak in a nap or finish off your latest read and the trip will zip by.
Which airlines fly direct from Midway Airport to Cyril E. King Airport (STT)?
There are no direct flights, so you'll need to make at least one stop between MDW and STT. Make the most of the layover time to stretch your legs and enjoy some personal space.
Are Midway Airport to Cyril E. King Airport flight tickets cheaper when they're purchased at the last minute?
Flight prices change all the time, so there are no guarantees. While last-minute deals between Chicago Airport and Cyril E. King Airport (STT) are possible, it's also a good idea to keep track of prices well before you fly. In fact, some airlines announce their prices up to a year prior to the departure date. Expedia is constantly updating the biggest airfare bargains around, so keep checking and be ready to pounce when the price dips.

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