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Saint Thomas Island

$91+ Cheap flights from Illinois to Saint Thomas Island (STT)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — STT
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from Illinois to Saint Thomas Island

Cheapest flights from Illinois to Saint Thomas Island
Explore the most affordable flight options available from Illinois to Saint Thomas Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/233:49 pm
STL
-
STT
1 stop20h 42m
Multiple Airlines
Fri 2/273:36 pm
STT
-
STL
1 stop10h 51m
Multiple Airlines
Deal found 1/27$240
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1111:32 am
STL
-
STT
2 stops26h 56m
Multiple Airlines
Tue 3/172:36 pm
STT
-
STL
1 stop18h 01m
Multiple Airlines
Deal found 1/28$267
This Kiwi.com deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1111:32 am
STL
-
STT
2 stops26h 56m
Multiple Airlines
Wed 3/182:36 pm
STT
-
STL
1 stop9h 43m
Multiple Airlines
Deal found 1/27$271
This Kiwi.com deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/148:17 pm
STL
-
STT
2 stops16h 14m
Multiple Airlines
Fri 2/203:36 pm
STT
-
STL
1 stop10h 51m
Multiple Airlines
Deal found 1/29$273
This Kiwi.com deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/168:22 pm
STL
-
STT
2 stops18h 12m
Multiple Airlines
Sat 2/213:36 pm
STT
-
STL
1 stop10h 23m
Multiple Airlines
Deal found 1/27$292
This Kiwi.com deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/148:17 pm
STL
-
STT
2 stops18h 17m
Multiple Airlines
Sat 2/213:36 pm
STT
-
STL
1 stop10h 23m
Multiple Airlines
Deal found 1/27$302
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2610:11 pm
STL
-
STT
2 stops38h 20m
Multiple Airlines
Tue 3/33:36 pm
STT
-
STL
1 stop8h 51m
Multiple Airlines
Deal found 1/28$303
This Kiwi.com deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/288:17 pm
STL
-
STT
2 stops18h 17m
Multiple Airlines
Fri 3/63:36 pm
STT
-
STL
1 stop9h 43m
Multiple Airlines
Deal found 1/27$304
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/208:20 pm
STL
-
STT
2 stops18h 14m
Multiple Airlines
Sun 3/82:36 pm
STT
-
STL
1 stop9h 43m
Multiple Airlines
Deal found 1/28$326
This Mytrip deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/47:20 am
ORD
-
STT
2 stops29h 32m
Spirit Airlines
Wed 2/115:42 pm
STT
-
ORD
3 stops26h 04m
Spirit Airlines
Deal found 1/28$392
This CheapOair deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/87:20 pm
ORD
-
STT
2 stops19h 14m
Spirit Airlines
Thu 5/141:21 pm
STT
-
ORD
2 stops11h 20m
Spirit Airlines
Deal found 1/28$394
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/134:42 pm
ORD
-
STT
2 stops21h 52m
Multiple Airlines
Sun 2/155:40 pm
STT
-
ORD
1 stop8h 07m
Multiple Airlines
Deal found 1/28$395

Find flight deals from Illinois to Saint Thomas Island

Keep the following information in mind while searching for Illinois to Saint Thomas Island flight deals. Data was last updated January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$240
(Kiwi.com)

One-way from

$91
(Expedia)

Popular in

December

Cheapest in

May

Average price

$556

Good round-trip deal

$530 or less

Good one-way deal

$328 or less
Provider with most accurate pricing for Chicago (CHI)-Saint Thomas Island Cyril E King flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Saint Thomas Island Cyril E King flights.
Search Deals
From Illinois to Saint Thomas Island Cyril E King
Search Deals
One-way flight from Illinois to Saint Thomas Island Cyril E King
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($86 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($31 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from Illinois to Saint Thomas Island Cyril E King.
Search Deals
Price to beat on a one-way flight from Illinois to Saint Thomas Island Cyril E King.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois to Saint Thomas Island that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 29, 2026.
Use the filters below to find and compare flights from Illinois to Saint Thomas Island that are best for you.

Fly from

Illinois

Fly to

Saint Thomas Island

Route

Depart

Return

Price

St. LouisSaint Thomas Island

STL - STT

STLSTT

Lambert-St Louis

Wed 3/11

11:32 am-3:28 pm

2 stops26h 56m

Saint Thomas Island Cyril E King

Tue 3/17

2:36 pm-7:37 am

1 stop18h 01m

$270

St. LouisSaint Thomas Island

STL - STT

STLSTT

Lambert-St Louis

Sat 2/28

3:49 pm-2:31 pm

1 stop20h 42m

Saint Thomas Island Cyril E King

Fri 3/6

3:36 pm-11:19 pm

1 stop9h 43m

$291

St. LouisSaint Thomas Island

STL - STT

STLSTT

Lambert-St Louis

Mon 2/16

8:22 pm-4:34 pm

2 stops18h 12m

Saint Thomas Island Cyril E King

Sat 2/21

3:36 pm-11:59 pm

1 stop10h 23m

$292

St. LouisSaint Thomas Island

STL - STT

STLSTT

Lambert-St Louis

Wed 3/11

11:32 am-3:28 pm

2 stops26h 56m

Saint Thomas Island Cyril E King

Sun 3/15

2:36 pm-7:02 am

1 stop17h 26m

$348

St. LouisSaint Thomas Island

STL - STT

STLSTT

Lambert-St Louis

Thu 3/19

4:51 pm-1:26 pm

1 stop19h 35m

Saint Thomas Island Cyril E King

Mon 3/23

4:35 pm-10:32 am

2 stops18h 57m

$352

St. LouisSaint Thomas Island

STL - STT

STLSTT

Lambert-St Louis

Wed 3/11

11:32 am-3:28 pm

2 stops26h 56m

Saint Thomas Island Cyril E King

Sat 3/14

2:36 pm-11:37 pm

1 stop10h 01m

$368

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Fri 5/8

7:20 pm-3:34 pm

2 stops19h 14m

Saint Thomas Island Cyril E King

Thu 5/14

1:21 pm-11:41 pm

2 stops11h 20m

$394

St. LouisSaint Thomas Island

STL - STT

STLSTT

Lambert-St Louis

Wed 5/6

4:55 pm-1:31 pm

1 stop19h 36m

Saint Thomas Island Cyril E King

Wed 5/13

2:36 pm-10:30 am

2 stops20h 54m

$395

St. LouisSaint Thomas Island

STL - STT

STLSTT

Lambert-St Louis

Thu 4/9

4:54 pm-1:26 pm

1 stop19h 32m

Saint Thomas Island Cyril E King

Sun 4/12

2:36 pm-7:51 am

1 stop18h 15m

$409

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Fri 5/29

5:32 pm-12:26 pm

2 stops17h 54m

Saint Thomas Island Cyril E King

Mon 6/1

2:36 pm-11:12 pm

1 stop9h 36m

$454

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 57 results
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Best time to book a flight from Illinois to Saint Thomas Island

Have a flexible travel schedule? Discover the best time to fly to Saint Thomas Island from Illinois with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Illinois to Saint Thomas Island

What is the cheapest month to book a flight from Illinois to Saint Thomas Island?

Currently, June is the cheapest month in which you can book a flight from Illinois to Saint Thomas Island (average of $171). Flying from Illinois to Saint Thomas Island in December is currently the most expensive (average of $438). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from IL to STT?

Find hourly flight availability from Illinois to Saint Thomas Island. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 29, 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to Saint Thomas Island as you normally would.

Related info for your journey

Find useful and relevant information for your journey from Illinois to Saint Thomas Island. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Saint Thomas Island from Illinois?

    Saint Thomas Island Cyril E King (STT) is the airport you will fly into if you book a flight from Illinois to Saint Thomas Island. It is only a 2.8 mi journey from Cyril E King (STT) to Saint Thomas Island’s city center.

  • How long is the flight from Illinois to Saint Thomas Island?

    There are many flights that can get you from Illinois to Saint Thomas Island in 8h 53m. Fly via Spirit Airlines, Southwest, or American Airlines to get the fastest option. Illinois and Saint Thomas Island are separated by a distance of 2126 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Illinois to Saint Thomas Island one-way?

    $121 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Delta and American Airlines, with prices starting from $268 and $278, respectively.

  • What are the most popular routes from Illinois to Saint Thomas Island?

    While some choose either Chicago Midway - Saint Thomas Island Cyril E King or Lambert-St Louis - Saint Thomas Island Cyril E King, Chicago O'Hare Intl - Saint Thomas Island Cyril E King is the most popular route from Illinois to Saint Thomas Island.

  • What are the cheapest flights from Illinois to Saint Thomas Island?

    Looking at all options, your cheapest flight can be booked for $283. While the most popular route (Chicago O'Hare Intl - Saint Thomas Island Cyril E King) can be booked for $179 on average, our data indicates $560 when flying from Illinois to Saint Thomas Island.

  • Can I find deals for flights from Illinois to Saint Thomas Island that include hotel bookings?

    Yes. In addition to deals on Illinois to Saint Thomas Island flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Saint Thomas Island?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Illinois to Saint Thomas Island.

  • Can I find deals for business class flights from Illinois to Saint Thomas Island?

    Yes. Cheapflights offers flight deals from Illinois to Saint Thomas Island by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Illinois to Saint Thomas Island?

    Currently, June is the cheapest month in which you can book a flight from Illinois to Saint Thomas Island (average of $171). Flying from Illinois to Saint Thomas Island in December is currently the most expensive (average of $438). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Saint Thomas Island?

Book flights to Saint Thomas Island if you plan to visit one of these locations
St. John

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Alternative routes for Illinois to Saint Thomas Island

See prices for flight routes from nearby airports that may be better suited for you.
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Atlanta to Christiansted flights
LaGuardia to Christiansted flights
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Dulles Intl to Christiansted flights
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Baltimore to Christiansted flights
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O'Hare Intl to Christiansted flights
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Top 4 airlines flying from Illinois to Saint Thomas Island

Discover the top 4 airlines that operate flights from Illinois to Saint Thomas Island. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$176Average$328FlexibilityNo cancel feeOn-time65%
DeltaCheapest$359Average$639FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$468Average$709FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$483Average$718FlexibilityNo cancel feeOn-time71%

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