MDW - STT

$228 Find Cheap Flights from Chicago Midway Airport to Saint Thomas Island

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Saint Thomas Island departing on 8/3. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Saint Thomas Island

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Saint Thomas Island, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Saint Thomas Island, as well as popular online travel agencies
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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$488
Southwest
Fri 8/28Mon 8/31
MDW - STT • 1 stop
Cheapest one-way
$228
Southwest
Mon 8/3
MDW - STT • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Midway and Saint Thomas Island. You'll need at least 1 connection.
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Top layover airports
Atlanta (ATL)
Cheapest • Avg $695 (round-trip)
Baltimore (BWI)
Shortest trip • 6h 40m (one-way)
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Saint Thomas Island!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Midway to Saint Thomas Island (MDW-STT)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Saint Thomas Island that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Saint Thomas Island

Fri, Aug 28 - Mon, Aug 31
Southwest Logo
5:00 am - 1:50 pm
MDW
-
STT
7h 50m
1 stop
Southwest Logo
2:35 pm - 10:40 pm
STT
-
MDW
9h 05m
1 stop
$488Southwest
Thu, Sep 24 - Thu, Oct 1
Southwest Logo
8:45 pm - 1:50 pm
MDW
-
STT
16h 05m
2 stops
Southwest Logo
2:45 pm - 9:15 pm
STT
-
MDW
7h 30m
1 stop
$504Southwest
Fri, Aug 21 - Fri, Aug 28
Southwest Logo
5:00 am - 1:50 pm
MDW
-
STT
7h 50m
1 stop
Southwest Logo
2:35 pm - 9:55 pm
STT
-
MDW
8h 20m
2 stops
$520Southwest
Fri, Aug 28 - Mon, Aug 31
Southwest Logo
7:55 pm - 1:20 pm
MDW
-
STT
16h 25m
2 stops
Southwest Logo
2:35 pm - 9:55 pm
STT
-
MDW
8h 20m
2 stops
$534Southwest
Thu, Sep 24 - Thu, Oct 1
Southwest Logo
8:45 pm - 1:50 pm
MDW
-
STT
16h 05m
2 stops
Southwest Logo
2:45 pm - 11:45 pm
STT
-
MDW
10h 00m
2 stops
$536Southwest
Fri, Aug 21 - Fri, Aug 28
Southwest Logo
8:45 pm - 1:20 pm
MDW
-
STT
15h 35m
2 stops
Southwest Logo
2:35 pm - 7:35 am
STT
-
MDW
18h 00m
2 stops
$550Southwest
Tue, Sep 22 - Tue, Sep 29
Delta Logo
6:00 am - 1:44 pm
MDW
-
STT
6h 44m
1 stop
Delta Logo
2:54 pm - 9:46 pm
STT
-
MDW
7h 52m
1 stop
$580Delta
Sun, Aug 16 - Sat, Aug 29
Delta Logo
6:05 am - 1:34 pm
MDW
-
STT
6h 29m
1 stop
Delta Logo
4:13 pm - 10:36 pm
STT
-
MDW
7h 23m
1 stop
$585Delta
Thu, Jul 9 - Mon, Jul 13
Delta Logo
6:00 am - 2:23 pm
MDW
-
STT
7h 23m
1 stop
Delta Logo
3:33 pm - 10:15 pm
STT
-
MDW
7h 42m
1 stop
$590Delta
Thu, Aug 6 - Thu, Aug 13
Southwest Logo
5:00 am - 1:50 pm
MDW
-
STT
7h 50m
1 stop
Southwest Logo
2:35 pm - 10:40 pm
STT
-
MDW
9h 05m
1 stop
$598Southwest
Booking Insights

KAYAK's insights & trends for Midway to Saint Thomas Island flights

Get data-powered insights and trends into flights from Midway to Saint Thomas Island to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Chicago Midway Airport to Saint Thomas Island?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Chicago Midway Airport to Saint Thomas Island were found on Southwest ($488) and Delta ($580).

Find deals

Good to know

Cheapest flight$228
Flight from Chicago Midway Airport to Saint Thomas Island

When to book flights from Midway to Saint Thomas Island

Are your dates flexible? Find out the best times to travel from Midway to Saint Thomas Island based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Saint Thomas Island flights

  • What is the cheapest flight from Chicago Midway Airport to Saint Thomas Island?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Saint Thomas Island was $228 for a one-way ticket and $488 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Saint Thomas Island?

    Yes, you'll most likely have to show a valid passport before boarding the plane in Chicago Midway Airport and on arrival in Saint Thomas Island.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Saint Thomas Island?

    We unfortunately don’t have that data for this specific route.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Saint Thomas Island?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Saint Thomas Island.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Saint Thomas Island?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Saint Thomas Island from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Saint Thomas Island?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Saint Thomas Island with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and STT can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Saint Thomas Island?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Saint Thomas Island from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight from Midway to Saint Thomas Island

Information on your arrival and departure airports

Chicago Midway Airport (MDW)
Saint Thomas Island (STT)