$278 Cheap flights from Midway Intl. to Cyril E. King (MDW to STT)

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Find The Best Dates To Fly from Midway Intl. to Cyril E. King

Compare Flight Prices from Chicago to St. Thomas

Affordable Airfare Tickets from MDW to STT Airport

The cheapest flights to Cyril E. King found within the past 7 days were $509 round trip and $278 one way. Prices and availability subject to change. Additional terms may apply.

Tue, Feb 17 - Thu, Feb 26
MDW
Chicago
STT
St. Thomas
$509 Roundtrip, found 2 days ago
$509
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Feb 17 from Chicago to St. Thomas, returning Thu, Feb 26, priced at $509 found 2 days ago
Mon, Feb 23 - Thu, Feb 26
MDW
Chicago
STT
St. Thomas
$519 Roundtrip, found 3 days ago
$519
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, Feb 23 from Chicago to St. Thomas, returning Thu, Feb 26, priced at $519 found 3 days ago
Sat, Sep 27 - Wed, Oct 1
MDW
Chicago
STT
St. Thomas
$534 Roundtrip, found 5 days ago
$534
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Sep 27 from Chicago to St. Thomas, returning Wed, Oct 1, priced at $534 found 5 days ago
Mon, Feb 23 - Tue, Mar 3
MDW
Chicago
STT
St. Thomas
$539 Roundtrip, found 3 days ago
$539
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, Feb 23 from Chicago to St. Thomas, returning Tue, Mar 3, priced at $539 found 3 days ago
Mon, Feb 23 - Fri, Feb 27
MDW
Chicago
STT
St. Thomas
$544 Roundtrip, found 3 days ago
$544
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, Feb 23 from Chicago to St. Thomas, returning Fri, Feb 27, priced at $544 found 3 days ago
Thu, Mar 12 - Thu, Mar 19
MDW
Chicago
STT
St. Thomas
$569 Roundtrip, found 21 hours ago
$569
Roundtrip
found 21 hours ago
Select Delta flight, departing Thu, Mar 12 from Chicago to St. Thomas, returning Thu, Mar 19, priced at $569 found 21 hours ago
Sat, Jan 17 - Wed, Jan 21
MDW
Chicago
STT
St. Thomas
$575 Roundtrip, found 1 day ago
$575
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Jan 17 from Chicago to St. Thomas, returning Wed, Jan 21, priced at $575 found 1 day ago
Mon, Nov 10 - Wed, Nov 12
MDW
Chicago
STT
St. Thomas
$583 Roundtrip, found 2 days ago
$583
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Nov 10 from Chicago to St. Thomas, returning Wed, Nov 12, priced at $583 found 2 days ago
Sat, Feb 21 - Wed, Feb 25
MDW
Chicago
STT
St. Thomas
$584 Roundtrip, found 3 days ago
$584
Roundtrip
found 3 days ago
Select Delta flight, departing Sat, Feb 21 from Chicago to St. Thomas, returning Wed, Feb 25, priced at $584 found 3 days ago
Tue, Oct 21 - Wed, Oct 29
MDW
Chicago
STT
St. Thomas
$598 Roundtrip, found 5 days ago
$598
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Oct 21 from Chicago to St. Thomas, returning Wed, Oct 29, priced at $598 found 5 days ago

Cyril E. King flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
Price was $975, price is now $816 per person
$816
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
Calichi at Picture Point

Calichi at Picture Point

4 out of 5
Price was $2,982, price is now $2,553 per person
$2,553
per person
Sep 24 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
Windward Passage Hotel

Windward Passage Hotel

3.5 out of 5
Price was $983, price is now $818 per person
$818
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
Limetree Beach Resort by Club Wyndham

Limetree Beach Resort by Club Wyndham

3.5 out of 5
Price was $1,075, price is now $897 per person
$897
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
Club Wyndham Elysian Beach Resort

Club Wyndham Elysian Beach Resort

3.5 out of 5
Price was $1,035, price is now $870 per person
$870
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
Don't see what you're looking for?
See all available trips from Midway Intl. to Cyril E. King
View all trips

Frequently asked questions

How long is the flight from Midway Airport to STT?
The flight between Chicago Airport and STT is ordinarily around 5 hours and 30 minutes. Make your trip pleasant by downloading a few shows on your laptop or tablet and enjoying them with your seat fully reclined.
What is the flight distance from Chicago Airport to Cyril E. King Airport?
The flight distance from Midway Airport to Cyril E. King Airport (STT) is 2,100 mi. Make sure to pack a book or a crossword puzzle to make the journey more entertaining.
What airlines fly from MDW to Cyril E. King Airport (STT)?
There are no direct flights between Midway Intl. Airport (MDW) and Cyril E. King Airport. Start planning early to save time and find the best route with minimal layovers.
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.
What are the cheapest days to fly?
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It's possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Flight information from Chicago to St. Thomas

 

Traveling From
Midway Intl.
Traveling To
Cyril E. King
Shortest Flight Time
 hours mins
Earliest Departure Time
Latest Departure Time
Lowest Flight Price
$509

Route Info

Flight path for flights from Chicago Midway International Airport to Cyril E. King Airport.


Origin:
MDW - Chicago Midway International Airport
Destination:
STT - Cyril E. King Airport
Distance:
2,202.00 miles


Discover our best flights from Chicago MDW to St. Thomas STT. 

With 20 airlines to choose from on Travelocity, you can easily find the best option for you. Use our filters to sort by price, compare airlines, and find the most convenient flight times. 

 

Find our best return flights from Chicago MDW to St. Thomas STT at the right price  

Airfares to St. Thomas STT from Chicago MDW currently cost between $509 and $598. It’s usually cheaper to book a round trip than two separate one-way flights. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way flights from Chicago MDW to St. Thomas STT 

If you want to be flexible about when you return, or keep your travel options open ended, a one-way flight could be just the ticket! You’ll find one-way airfares from Chicago MDW to St. Thomas STT on Travelocity starting at $278. Prices and availability subject to change. Additional terms may apply. 

 

Get to St. Thomas STT from Chicago MDW quicker with direct flights. 

Get to St. Thomas faster, without the hassle of changing planes and moving baggage, by booking a direct flight. Expect your direct flight to STT from MDW to take around hour(s) min(s).  

 

Find our cheapest airfares for flights from Chicago MDW to St. Thomas STT

Find cheap flight deals by using our search filters to sort results starting with the lowest price airfares to STT from MDW. Our Price Match Promise means if you find a lower rate on Travelocity.com or on another US-based website within 24 hours of booking, we’ll credit or refund the difference.  

 

Get our best airfare deals for your flight from Chicago MDW to St. Thomas STT today 

If you’re flexible about when you travel, February is usually the cheapest month to fly from Chicago MDW to St. Thomas STT. If you need to be more specific, search by date and arrival and departure times.Then, compare prices across different airlines, and sort results by lowest price first. 

 

Book flexible airline tickets for flights to St. Thomas STT from Chicago MDW 

Some airlines let you change your travel dates without charging a fee. Use our ‘no change fee’ filter to see which flights to STT from MDW have this option.  

 

Travel with confidence when you book flights to St. Thomas STT from Chicago MDW with Travelocity 

We’ve secured fantastic deals with all the main airline carriers and it’s easy to compare, choose, and book with Travelocity. With 24/7 customer service and our free 'App', we’ll always keep you moving. 

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.