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Saint Thomas Island

$130+ 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 1/31. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — STT
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
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 December 18, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/316:12 amMDW - STT
2 stops27h 19mMultiple Airlines
Fri 1/93:57 pmSTT - MDW
1 stop9h 12mMultiple Airlines
Deal found 12/16$413
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/313:26 pmORD - STT
1 stop18h 05mSpirit Airlines
Sun 1/113:57 pmSTT - ORD
1 stop29h 44mSpirit Airlines
Deal found 12/16$418
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/313:26 pmORD - STT
1 stop18h 05mSpirit Airlines
Thu 1/85:42 pmSTT - ORD
1 stop19h 40mSpirit Airlines
Deal found 12/16$425
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 12/3112:09 pmORD - STT
1 stop24h 19mSpirit Airlines
Wed 1/73:23 pmSTT - ORD
2 stops21h 59mSpirit Airlines
Deal found 12/15$431
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/316:12 amMDW - STT
2 stops27h 19mMultiple Airlines
Sun 1/113:57 pmSTT - MDW
1 stop9h 02mMultiple Airlines
Deal found 12/16$441
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/313:10 pmMDW - STT
1 stop21h 18mMultiple Airlines
Sat 1/105:42 pmSTT - MDW
2 stops19h 49mMultiple Airlines
Deal found 12/16$442
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/3112:09 pmORD - STT
1 stop24h 19mSpirit Airlines
Fri 1/95:42 pmSTT - ORD
1 stop8h 04mSpirit Airlines
Deal found 12/16$444
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/313:26 pmORD - STT
1 stop18h 05mSpirit Airlines
Sat 1/103:57 pmSTT - ORD
2 stops19h 15mSpirit Airlines
Deal found 12/16$448
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Tue 12/306:50 amORD - STT
2 stops29h 38mMultiple Airlines
Thu 1/85:42 pmSTT - ORD
1 stop8h 04mMultiple Airlines
Deal found 12/16$458
This Priceline deal was found by Cheapflights users on 12/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1711:25 amORD - STT
2 stops24h 35mMultiple Airlines
Tue 12/2312:31 pmSTT - ORD
1 stop13h 59mMultiple Airlines
Deal found 12/16$462
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Tue 12/303:10 pmMDW - STT
1 stop21h 18mMultiple Airlines
Fri 1/93:57 pmSTT - MDW
1 stop9h 12mMultiple Airlines
Deal found 12/16$481
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Tue 12/303:10 pmMDW - STT
1 stop21h 18mMultiple Airlines
Sat 1/105:42 pmSTT - MDW
2 stops19h 49mMultiple Airlines
Deal found 12/16$506

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 December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$263
(CheapOair)

One-way from

$130
(WAYA)

Popular in

December

Cheapest in

September

Average price

$929

Good round-trip deal

$584 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. 10% potential increase in price ($71 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($27 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip 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 December 18, 2025.
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 2/18

3:49 pm-2:31 pm

1 stop20h 42m

Saint Thomas Island Cyril E King

Wed 2/25

3:36 pm-10:27 pm

1 stop8h 51m

$319

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Mon 2/16

7:00 am-4:34 pm

1 stop7h 34m

Saint Thomas Island Cyril E King

Wed 2/25

3:36 pm-11:47 pm

2 stops10h 11m

$320

St. LouisSaint Thomas Island

STL - STT

STLSTT

Lambert-St Louis

Fri 1/30

8:22 pm-4:37 pm

2 stops18h 15m

Saint Thomas Island Cyril E King

Fri 2/6

3:57 pm-11:33 pm

1 stop9h 36m

$355

St. LouisSaint Thomas Island

STL - STT

STLSTT

Lambert-St Louis

Wed 1/28

8:22 pm-4:37 pm

2 stops18h 15m

Saint Thomas Island Cyril E King

Sat 1/31

3:57 pm-11:33 pm

1 stop9h 36m

$357

St. LouisSaint Thomas Island

STL - STT

STLSTT

Lambert-St Louis

Sat 2/21

10:26 am-2:31 pm

1 stop26h 05m

Saint Thomas Island Cyril E King

Fri 2/27

3:36 pm-12:27 am

1 stop10h 51m

$359

St. LouisSaint Thomas Island

STL - STT

STLSTT

Lambert-St Louis

Thu 2/19

6:00 am-5:31 pm

2 stops9h 31m

Saint Thomas Island Cyril E King

Thu 2/26

2:45 pm-11:28 pm

2 stops10h 43m

$389

St. LouisSaint Thomas Island

STL - STT

STLSTT

Lambert-St Louis

Fri 2/20

6:25 am-4:18 pm

1 stop7h 53m

Saint Thomas Island Cyril E King

Fri 2/27

5:25 pm-12:05 am

1 stop8h 40m

$389

St. LouisSaint Thomas Island

STL - STT

STLSTT

Lambert-St Louis

Tue 1/6

6:00 am-3:05 pm

1 stop7h 05m

Saint Thomas Island Cyril E King

Mon 1/12

3:10 pm-11:39 pm

1 stop10h 29m

$389

St. LouisSaint Thomas Island

STL - STT

STLSTT

Lambert-St Louis

Wed 1/7

3:20 pm-1:10 pm

2 stops19h 50m

Saint Thomas Island Cyril E King

Mon 1/12

2:26 pm-10:44 pm

1 stop10h 18m

$389

St. LouisSaint Thomas Island

STL - STT

STLSTT

Lambert-St Louis

Mon 3/2

6:25 am-4:18 pm

1 stop7h 53m

Saint Thomas Island Cyril E King

Thu 3/12

2:05 pm-9:42 pm

1 stop8h 37m

$389

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/18

Showing 1-10 of 51 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 $441). 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 December 18, 2025.

A simple way to save on the total cost of your ticket is to fly from Illinois to Saint Thomas Island in the evening. If you’re flexible enough to do this you can expect to save up to 45% on your trip compared to booking a flight in the morning.

Weekly flight availability from Illinois to Saint Thomas Island

Explore weekly flight availability from Illinois to Saint Thomas Island. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated December 18, 2025.

The most flights from USIL to STT are scheduled on a Monday (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).

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 4h 48m. Fly via Spirit Airlines, American Airlines, or United Airlines to get the fastest option. Illinois and Saint Thomas Island are separated by a distance of 2116 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 $530. While the most popular route (Chicago O'Hare Intl - Saint Thomas Island Cyril E King) can be booked for $265 on average, our data indicates $698 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 $441). 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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Reagan-National 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$182Average$318FlexibilityNo cancel feeOn-time65%
DeltaCheapest$359Average$668FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$474Average$738FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$479Average$719FlexibilityNo cancel feeOn-time71%

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