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U.S. Virgin Islands

$112+ Cheap flights from Illinois to the U.S. Virgin Islands

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 10/8. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — STT
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Illinois to U.S. Virgin Islands

Keep the following information in mind while searching for Illinois to U.S. Virgin Islands flight deals. Data was last updated September 11, 2025.

Round-trip from

$211
(Cheapflightsfares)

One-way from

$112
(Cheapflightsfares)

Popular in

March

Cheapest in

September

Average price

$473

Good round-trip deal

$604 or less

Good one-way deal

$283 or less
From Illinois to U.S. Virgin Islands
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One-way flight from Illinois to U.S. Virgin Islands
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Highest demand for flights based on searches. 6% potential increase in price ($41 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Illinois to U.S. Virgin Islands.
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Price to beat on a one-way flight from Illinois to U.S. Virgin Islands.
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Find flight deals from Illinois to U.S. Virgin Islands

Cheapest flights from Illinois to U.S. Virgin Islands
Explore the most affordable flight options available from Illinois to U.S. Virgin Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/117:43 pmORD - STT
1 stop13h 13mSpirit Airlines
Wed 10/1511:01 amSTT - ORD
1 stop8h 37mSpirit Airlines
Deal found 9/10$211
This Cheapflightsfares deal was found by Cheapflights users on 9/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/186:58 pmORD - STT
1 stop17h 01mSpirit Airlines
Sat 10/2511:01 amSTT - ORD
1 stop13h 44mSpirit Airlines
Deal found 9/10$214
This Priceline deal was found by Cheapflights users on 9/10. 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 10/87:43 pmORD - STT
2 stops16h 16mSpirit Airlines
Wed 10/1511:01 amSTT - ORD
1 stop8h 37mSpirit Airlines
Deal found 9/10$225
This Cheapflightsfares deal was found by Cheapflights users on 9/9. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/165:59 pmORD - STT
1 stop16h 29mSpirit Airlines
Wed 11/191:33 pmSTT - ORD
1 stop9h 27mSpirit Airlines
Deal found 9/9$226
This Cheapflightsfares deal was found by Cheapflights users on 9/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/46:44 pmORD - STT
1 stop14h 12mSpirit Airlines
Thu 10/911:01 amSTT - ORD
1 stop13h 44mSpirit Airlines
Deal found 9/10$229
This Cheapflightsfares deal was found by Cheapflights users on 9/9. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/55:59 pmORD - STT
1 stop16h 29mSpirit Airlines
Tue 11/111:33 pmSTT - ORD
1 stop12h 09mSpirit Airlines
Deal found 9/9$236
This CheapOair deal was found by Cheapflights users on 9/10. 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.
Sat 10/116:58 pmORD - STT
1 stop17h 01mSpirit Airlines
Sat 10/2511:01 amSTT - ORD
1 stop13h 44mSpirit Airlines
Deal found 9/10$239
This Cheapflightsfares deal was found by Cheapflights users on 9/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/117:43 pmORD - STT
1 stop13h 13mSpirit Airlines
Sat 10/1811:01 amSTT - ORD
1 stop13h 44mSpirit Airlines
Deal found 9/10$244
This CheapOair deal was found by Cheapflights users on 9/10. 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.
Sat 10/187:15 pmSTL - STT
1 stop13h 41mSpirit Airlines
Sat 10/2511:01 amSTT - STL
1 stop8h 09mSpirit Airlines
Deal found 9/10$251
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/187:15 pmSTL - STT
1 stop13h 41mSpirit Airlines
Wed 10/2211:01 amSTT - STL
1 stop24h 01mSpirit Airlines
Deal found 9/10$301
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Sun 11/210:57 amSTL - STT
1 stop21h 54mMultiple Airlines
Sat 11/84:06 pmSTT - STL
2 stops21h 03mMultiple Airlines
Deal found 9/10$318
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 10/65:05 amORD - STX
1 stop9h 02mSpirit Airlines
Wed 10/154:02 pmSTX - ORD
1 stop25h 02mSpirit Airlines
Deal found 9/11$324

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois to U.S. Virgin Islands 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 September 11, 2025.
Use the filters below to find and compare flights from Illinois to the U.S. Virgin Islands that are best for you.

Fly from

Illinois

Fly to

U.S. Virgin Islands

Route

Depart

Return

Price

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Sat 10/18

6:58 pm-12:59 pm

1 stop17h 01m

Saint Thomas Island Cyril E King

Sat 10/25

11:01 am-11:45 pm

1 stop13h 44m

$214

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Wed 10/8

7:43 pm-12:59 pm

2 stops16h 16m

Saint Thomas Island Cyril E King

Wed 10/15

11:01 am-6:38 pm

1 stop8h 37m

$246

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Sun 11/16

5:59 pm-12:28 pm

1 stop16h 29m

Saint Thomas Island Cyril E King

Wed 11/19

1:33 pm-11:42 pm

1 stop12h 09m

$259

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Fri 12/5

5:59 pm-12:28 pm

1 stop16h 29m

Saint Thomas Island Cyril E King

Sun 12/7

1:33 pm-9:00 pm

1 stop9h 27m

$260

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Mon 10/6

7:43 pm-9:56 am

1 stop13h 13m

Saint Thomas Island Cyril E King

Sat 10/11

11:01 am-6:38 pm

1 stop8h 37m

$260

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Sat 10/11

7:43 pm-12:59 pm

2 stops16h 16m

Saint Thomas Island Cyril E King

Tue 10/14

11:01 am-6:38 pm

1 stop8h 37m

$272

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Sat 11/8

5:59 pm-12:28 pm

1 stop16h 29m

Saint Thomas Island Cyril E King

Sat 11/15

1:33 pm-11:42 pm

1 stop12h 09m

$273

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Thu 12/4

6:05 am-3:11 pm

1 stop7h 06m

Saint Thomas Island Cyril E King

Sun 12/7

1:33 pm-11:42 pm

1 stop12h 09m

$276

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Sat 10/25

6:58 pm-1:35 pm

1 stop17h 37m

Saint Thomas Island Cyril E King

Thu 10/30

11:01 am-6:38 pm

1 stop8h 37m

$279

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Mon 10/6

4:53 pm-9:56 am

1 stop16h 03m

Saint Thomas Island Cyril E King

Sun 10/12

11:01 am-11:45 pm

1 stop13h 44m

$284

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 60 results
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Best time to book a flight from Illinois to U.S. Virgin Islands

Have a flexible travel schedule? Discover the best time to fly to U.S. Virgin Islands 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 the U.S. Virgin Islands

What is the cheapest month to book a flight from Illinois to U.S. Virgin Islands?

Currently, September is the cheapest month in which you can book a flight from Illinois to U.S. Virgin Islands (average of $433). Flying from Illinois to U.S. Virgin Islands in June is currently the most expensive (average of $645). 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 VI?

Find hourly flight availability from Illinois to U.S. Virgin Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 11, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to U.S. Virgin Islands as you normally would.

Related info for your journey

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

  • How long is the flight from Illinois to U.S. Virgin Islands?

    There are many flights that can get you from Illinois to U.S. Virgin Islands in 6h 24m. Fly via Spirit Airlines, American Airlines, or Delta to get the fastest option. Airlines will cover a distance of 2144 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • Can I find deals for flights from Illinois to U.S. Virgin Islands that include hotel bookings?

    Yes. In addition to deals on Illinois to U.S. Virgin Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to U.S. Virgin Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Illinois to U.S. Virgin Islands.

  • Can I find deals for business class flights from Illinois to U.S. Virgin Islands?

    Yes. Cheapflights offers flight deals from Illinois to U.S. Virgin Islands 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 U.S. Virgin Islands?

    Currently, September is the cheapest month in which you can book a flight from Illinois to U.S. Virgin Islands (average of $433). Flying from Illinois to U.S. Virgin Islands in June is currently the most expensive (average of $645). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Illinois to U.S. Virgin Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Illinois to U.S. Virgin Islands

Discover the top 4 airlines that operate flights from Illinois to U.S. Virgin Islands. 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$182Average$311FlexibilityNo cancel feeOn-time65%
DeltaCheapest$359Average$733FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$454Average$623FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$479Average$787FlexibilityNo cancel feeOn-time69%

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