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C$210 Cheap Flights from Chicago Midway (MDW) to Cyril E. King (STT)

Compare Chicago Midway to Cyril E. King flight deals

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Flight deals from Chicago Midway to Cyril E. King

Looking for a cheap last-minute deal or the best return flight from Chicago Midway Airport to Cyril E. King Airport? If you want to travel next month, return fares start from C$562. Find the lowest prices on one-way and return tickets right here.
Saint Thomas.C$210 per passenger.Departing Sat., May 2.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sat., May 2, arriving in Cyril E. King.Price includes taxes and charges.From C$210, select.
Saint Thomas.C$244 per passenger.Departing Wed., Apr. 29.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Wed., Apr. 29, arriving in Cyril E. King.Price includes taxes and charges.From C$244, select.
Saint Thomas.C$291 per passenger.Departing Sat., Jun. 20.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sat., Jun. 20, arriving in Cyril E. King.Price includes taxes and charges.From C$291, select.
Saint Thomas.C$305 per passenger.Departing Sat., Jul. 4.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sat., Jul. 4, arriving in Cyril E. King.Price includes taxes and charges.From C$305, select.
Saint Thomas.C$433 per passenger.Departing Sat., Oct. 17.One-way flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Chicago Midway on Sat., Oct. 17, arriving in Cyril E. King.Price includes taxes and charges.From C$433, select.
Saint Thomas.C$472 per passenger.Departing Mon., Feb. 15.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Mon., Feb. 15, arriving in Cyril E. King.Price includes taxes and charges.From C$472, select.
Saint Thomas.C$514 per passenger.Departing Thu., Sep. 3.One-way flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Chicago Midway on Thu., Sep. 3, arriving in Cyril E. King.Price includes taxes and charges.From C$514, select.
Saint Thomas.C$721 per passenger.Departing Sat., Nov. 28.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Sat., Nov. 28, arriving in Cyril E. King.Price includes taxes and charges.From C$721, select.

Find the cheapest month to fly from Chicago Midway to Cyril E. King

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago Midway to Cyril E. King flights are currently cheapest in May.
Apr.
from C$244
May
from C$210
Jun.
from C$291
Jul.
from C$305
Aug.
Find prices
Sep.
from C$514
Oct.
from C$433
Nov.
from C$721
Dec.
Find prices
Jan.
Find prices
Feb.
from C$472
Mar.
Find prices

Chicago to Saint Thomas: Flight information

The things to know before you go.
Cheapest flight foundC$210
Cheapest month to flyMay

Finding cheap flights from Chicago Midway to Cyril E. King: Frequently asked questions

The best price we found for a return flight from Chicago Midway to Cyril E. King is C$496. 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.
Currently, there are no airlines that fly direct from Chicago Midway to Cyril E. King. But we found flights with one or more stops from C$496.
As of April 2026, there are no flights flying from Chicago Midway to Cyril E. King.
The cheapest month to fly from Chicago Midway to Cyril E. King is usually April.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago Midway Airport to Cyril E. King Airport on Sunday, April 26, 2026.
No airlines currently offer direct flights between Chicago Midway Airport and Cyril E. King Airport. Most routes have one or more stops.
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 Cyril E. King 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 Saint Thomas is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, Frontier Airlines offers the cheapest flight tickets to Cyril E. King.

Flying from Chicago Midway International Airport (MDW) to Cyril E. King Airport (STT): what you need to know

  • Taking off during a peak period like a public holiday? Expect longer queues at check-in and security. Give yourself extra leeway and arrive up to four hours before international flights and two hours before domestic departures.

  • If you want to have a stopover for your flight from Chicago Midway International Airport to Cyril E. King Airport, simply deselect 'Direct flights only' and look at all your options. Here are the popular stopovers between MDW and STT:

    • Hartsfield-Jackson Atlanta International Airport

    • Luis Munoz Marin International Airport

    • Miami International Airport

How to find the cheapest flights from Chicago Midway International Airport (MDW) to Cyril E. King Airport (STT)

  • The lowest price we've seen for a one-way ticket from Chicago Midway International Airport to Cyril E. King Airport is C$210. For a return flight on this route, the best price is C$496. Depending on the availability when you book, these fares may change.

  • To get your hands on cheap flight tickets from MDW to STT, book as early as possible. Airlines typically offer their most competitively priced fares when flights are first released.

  • Finding cheap flight tickets from Chicago Midway International Airport to Cyril E. King Airport is more likely if you can be flexible with your trip dates. Try using the 'Whole month' tool to see the lowest fares across every month and snap up a great deal.

  • Getting a cheap ticket from MDW to STT is a piece of cake with Price Alerts. All you need to do is set up one of these automatic alerts and we'll get in touch as soon as the price has fallen.

  • Take advantage of filters to find the ideal journey for you. To see the 'Best,' 'Cheapest' or 'Fastest' flights from Chicago Midway International Airport to Cyril E. King Airport, use the 'Sort by' function. You can also filter by airline, arrival and departure times, and journey duration.

Handy information about Chicago Midway International Airport (MDW)

Arriving at Cyril E. King Airport (STT)

Getting from Cyril E. King Airport (STT) to central US Virgin Islands

  • Cyril E. King Airport is about 31 kilometres from central US Virgin Islands. How long it'll take to get there in a cab or car rental depends on the time of day. Do some research before your trip.

When to fly to Cyril E. King Airport (STT)

  • July is the busiest month for flights from Chicago Midway International Airport to Cyril E. King Airport. To skip the crowds, go to US Virgin Islands in February.

  • The warmest month in US Virgin Islands is September, with temperatures ranging between 26ºC and 30ºC. Book your flights from Chicago Midway International Airport to Cyril E. King Airport in this month if this is the kind of weather you like.

  • February has average temperatures of between 23ºC and 26ºC. Search for cheap flight tickets from MDW to STT around that time if you like cooler conditions.

More about US Virgin Islands

  • Don't miss well-known attractions like Leinster Bay. It's a must-see whether you're a first-time or repeat visitor to US Virgin Islands.

Plan the rest of your trip from Chicago to Saint Thomas

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