S$415 Cheap Flights from Chicago to St. Thomas

View S$415 flight on Sat, 7 Jun, 2025Opens in a new window

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

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

Prices were available within the past 7 days and start at S$415 for one-way flights and S$866 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Thu, 5 Jun - Thu, 12 Jun
MDW
Chicago
STT
St. Thomas
S$866 Return, found 3 days ago
S$866
Return
found 3 days ago
Select Delta flight, departing Thu, 5 Jun from Chicago to St. Thomas, returning Thu, 12 Jun, priced at S$866 found 3 days ago
Delta
Sat, 7 Jun - Sat, 14 Jun
MDW
Chicago
STT
St. Thomas
S$1,023 Return, found 1 day ago
S$1,023
Return
found 1 day ago
Select Delta flight, departing Sat, 7 Jun from Chicago to St. Thomas, returning Sat, 14 Jun, priced at S$1,023 found 1 day ago
Delta
Thu, 5 Jun - Thu, 12 Jun
MDW
Chicago
STT
St. Thomas
S$1,049 Return, found 3 days ago
S$1,049
Return
found 3 days ago
Select Delta flight, departing Thu, 5 Jun from Chicago to St. Thomas, returning Thu, 12 Jun, priced at S$1,049 found 3 days ago
Delta
Sat, 7 Jun - Sat, 14 Jun
MDW
Chicago
STT
St. Thomas
S$1,212 Return, found 1 day ago
S$1,212
Return
found 1 day ago
Select Delta flight, departing Sat, 7 Jun from Chicago to St. Thomas, returning Sat, 14 Jun, priced at S$1,212 found 1 day ago
Delta
Sat, 7 Jun - Sat, 14 Jun
MDW
Chicago
STT
St. Thomas
S$1,290 Return, found 1 day ago
S$1,290
Return
found 1 day ago
Select Delta flight, departing Sat, 7 Jun from Chicago to St. Thomas, returning Sat, 14 Jun, priced at S$1,290 found 1 day ago
Delta
Sat, 7 Jun - Sat, 14 Jun
MDW
Chicago
STT
St. Thomas
S$1,480 Return, found 1 day ago
S$1,480
Return
found 1 day ago
Select Delta flight, departing Sat, 7 Jun from Chicago to St. Thomas, returning Sat, 14 Jun, priced at S$1,480 found 1 day ago

Frequently asked questions

How much is a flight from Midway Intl. Airport (MDW) to Cyril E. King Airport (STT)?
If you’re planning on travelling from Midway Intl. Airport (MDW) to STT, round-trip flights start from S$866. This price is based on fares listed within the last 7 days on Expedia for flights departing within the next year, so don’t let a good deal slip through your fingers. 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 Midway Airport to STT?
Most flights can be cancelled online, but whether or not you incur a fee differs between airlines. If you do have to cancel your escape, follow the easy instructions in the Customer Service Portal.
How do I find cheap flights from Chicago Airport to STT that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you’re searching for Chicago Airport to Cyril E. King Airport (STT) flights, you’ll see a “no change fees” filter for you to select.
How far is the flight from MDW to Cyril E. King Airport?
Expect to be cruising at altitude for a while, as the flight distance between Chicago Airport and Cyril E. King Airport is 3,400 kilometres. Set up a playlist of your favourite songs before leaving home to stay entertained during the flight.
Which airlines fly direct from Midway Airport to Cyril E. King Airport?
Flying nonstop between Midway Intl. Airport (MDW) and STT isn’t possible right now. However, you’ll still be able to find a flight to St. Thomas with at least one stop.
Are MDW to Cyril E. King Airport flight tickets cheaper when they're purchased at the last minute?
Last-minute planners can occasionally pick up a bargain, with some super cheap fares from Midway Airport to Cyril E. King Airport popping up a few weeks prior to the departure date. If you’d rather book ahead of time, Expedia compares and updates the best flight deals frequently — as early as a year in advance in some cases. It does depend on the carrier though, as not all airlines issue prices so far in advance.
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