HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
U.S. Virgin Islands

$162+ 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 5/25. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — STT
Apr 27 — May 41
Sun 4/27
Sun 5/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Illinois to U.S. Virgin Islands with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 April 22, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$327
(Mytrip)

One-way from

$162
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$590

Good round-trip deal

$614 or less

Good one-way deal

$353 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 U.S. Virgin Islands
Search Deals
One-way flight from Illinois to U.S. Virgin Islands
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($80 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($24 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals
Price to beat on a round-trip flight from Illinois to U.S. Virgin Islands.
Search Deals
Price to beat on a one-way flight from Illinois to U.S. Virgin Islands.
Search Deals

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 April 22, 2025.

This Mytrip deal was found by Cheapflights users on 4/22. 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.
Tue 6/174:45 pmORD - STX
1 stop22h 04mSpirit Airlines
Tue 6/244:45 pmSTX - ORD
1 stop17h 05mSpirit Airlines
Deal found 4/22$327
This Cheapflightsfares deal was found by Cheapflights users on 4/21. 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 5/187:47 amORD - STT
1 stop6h 43mSpirit Airlines
Sat 5/2410:52 amSTT - ORD
1 stop14h 13mSpirit Airlines
Deal found 4/21$329
This Mytrip deal was found by Cheapflights users on 4/21. 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.
Thu 6/510:10 amSTL - STT
1 stop22h 47mSpirit Airlines
Sat 6/143:03 pmSTT - STL
2 stops27h 01mSpirit Airlines
Deal found 4/21$372
This Trip.com deal was found by Cheapflights users on 4/21. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/149:12 pmMDW - STT
1 stop15h 46mMultiple Airlines
Wed 6/183:03 pmSTT - MDW
1 stop30h 14mMultiple Airlines
Deal found 4/21$377
This American Airlines deal was found by Cheapflights users on 4/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/194:37 pmSTL - STX
2 stops21h 17mAmerican Airlines
Tue 6/245:20 pmSTX - STL
1 stop7h 39mAmerican Airlines
Deal found 4/21$399
This American Airlines deal was found by Cheapflights users on 4/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/46:51 amORD - STX
1 stop7h 34mAmerican Airlines
Fri 6/135:20 pmSTX - ORD
1 stop7h 31mAmerican Airlines
Deal found 4/22$475
This Delta deal was found by Cheapflights users on 4/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/166:00 amSTL - STT
1 stop6h 39mDelta
Tue 9/232:49 pmSTT - STL
1 stop7h 00mDelta
Deal found 4/21$476
This American Airlines deal was found by Cheapflights users on 4/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/87:07 pmSTL - STT
1 stop14h 38mAmerican Airlines
Thu 11/204:38 pmSTT - STL
1 stop8h 59mAmerican Airlines
Deal found 4/22$477
This Delta deal was found by Cheapflights users on 4/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/156:00 amMDW - STT
1 stop6h 39mDelta
Fri 9/192:49 pmSTT - MDW
1 stop7h 55mDelta
Deal found 4/20$479
This American Airlines deal was found by Cheapflights users on 4/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/265:15 amORD - STT
2 stops9h 45mAmerican Airlines
Sat 10/41:50 pmSTT - ORD
2 stops11h 07mAmerican Airlines
Deal found 4/21$479
This United Airlines deal was found by Cheapflights users on 4/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/218:48 amORD - STT
Nonstop5h 06mUnited Airlines
Wed 6/254:45 pmSTT - ORD
1 stop7h 45mUnited Airlines
Deal found 4/21$495
This American Airlines deal was found by Cheapflights users on 4/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3111:21 amBMI - STT
2 stops22h 59mAmerican Airlines
Thu 1/86:35 pmSTT - BMI
2 stops18h 02mAmerican Airlines
Deal found 4/22$509

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 April 22, 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

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Tue 6/17

4:45 pm-3:49 pm

1 stop22h 04m

Christiansted Henry Rohlsen

Tue 6/24

4:45 pm-8:50 am

1 stop17h 05m

$327

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Sun 5/18

7:47 am-3:30 pm

1 stop6h 43m

Saint Thomas Island Cyril E King

Sat 5/24

10:52 am-12:05 am

1 stop14h 13m

$329

St. LouisSaint Thomas Island

STL - STT

STLSTT

Lambert-St Louis

Thu 6/5

10:10 am-9:57 am

1 stop22h 47m

Saint Thomas Island Cyril E King

Sat 6/14

3:03 pm-5:04 pm

2 stops27h 01m

$372

ChicagoSaint Thomas Island

MDW - STT

MDWSTT

Chicago Midway

Sat 6/14

9:12 pm-1:58 pm

1 stop15h 46m

Saint Thomas Island Cyril E King

Wed 6/18

3:03 pm-8:17 pm

1 stop30h 14m

$377

St. LouisChristiansted

STL - STX

STLSTX

Lambert-St Louis

Thu 6/19

4:37 pm-2:54 pm

2 stops21h 17m

Christiansted Henry Rohlsen

Tue 6/24

5:20 pm-11:59 pm

1 stop7h 39m

$399

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Wed 6/4

6:51 am-3:25 pm

1 stop7h 34m

Christiansted Henry Rohlsen

Fri 6/13

5:20 pm-11:51 pm

1 stop7h 31m

$475

St. LouisSaint Thomas Island

STL - STT

STLSTT

Lambert-St Louis

Tue 9/16

6:00 am-1:39 pm

1 stop6h 39m

Saint Thomas Island Cyril E King

Tue 9/23

2:49 pm-8:49 pm

1 stop7h 00m

$476

St. LouisSaint Thomas Island

STL - STT

STLSTT

Lambert-St Louis

Tue 8/12

8:01 pm-2:50 pm

2 stops17h 49m

Saint Thomas Island Cyril E King

Mon 8/18

1:55 pm-7:56 am

2 stops19h 01m

$477

ChicagoSaint Thomas Island

MDW - STT

MDWSTT

Chicago Midway

Mon 9/15

6:00 am-1:39 pm

1 stop6h 39m

Saint Thomas Island Cyril E King

Fri 9/19

2:49 pm-9:44 pm

1 stop7h 55m

$479

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Fri 9/26

5:15 am-4:00 pm

2 stops9h 45m

Saint Thomas Island Cyril E King

Sat 10/4

1:50 pm-11:57 pm

2 stops11h 07m

$479

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/22

Showing 1-10 of 39 results
1
2
3
4

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 $640). 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 April 22, 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.

Reviews of airlines servicing U.S. Virgin Islands

Get insights into the airlines that provide service to U.S. Virgin Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to U.S. Virgin Islands. Reviews last updated April 22, 2025.
Get a feel of what it's like to fly with Delta, United Airlines and American Airlines from Illinois to U.S. Virgin Islands by reading reviews from past customers. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,920 reviews

Food

7.3

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,920 reviews
Delta
8.0
Very good
7,920 reviews

Food

7.3

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
United Airlines
7.4
Good
8,683 reviews
Delta
8.0
Very good
7,920 reviews

Food

7.3

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,920 reviews

Food

7.3

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Spirit Airlines
6.3
Okay
7,940 reviews
Delta
8.0
Very good
7,920 reviews

Food

7.3

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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.

  • What are the cheapest airlines to fly from Illinois to U.S. Virgin Islands one-way?

    $162 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 American Airlines and Delta, with prices starting from $268 and $268, respectively.

  • 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 $640). 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.
Newark to Luis Munoz Marin Intl flights
John F Kennedy Intl to Luis Munoz Marin Intl flights
John F Kennedy Intl to Santiago de los Caballeros flights
John F Kennedy Intl to Punta Cana flights
Orlando to Luis Munoz Marin Intl flights
John F Kennedy Intl to Santo Domingo flights
Newark to Santiago de los Caballeros flights
LaGuardia to Luis Munoz Marin Intl flights
Newark to Punta Cana flights
Newark to Santo Domingo flights
John F Kennedy Intl to Montego Bay flights
Philadelphia to Luis Munoz Marin Intl flights
Newark to Montego Bay flights
John F Kennedy Intl to Oranjestad flights
Newark to Oranjestad flights
Reagan-National to Luis Munoz Marin Intl flights
Dulles Intl to Luis Munoz Marin Intl flights
Fort Lauderdale to Luis Munoz Marin Intl flights
Boston to Luis Munoz Marin Intl flights
Baltimore to Luis Munoz Marin Intl flights
O'Hare Intl to Luis Munoz Marin Intl flights
Dallas/Fort Worth to Luis Munoz Marin Intl flights
Miami to Luis Munoz Marin Intl flights
Atlanta to Luis Munoz Marin Intl flights
Tampa to Luis Munoz Marin Intl flights
Hartford to Luis Munoz Marin Intl flights
Atlanta to Montego Bay flights
Hobby to Luis Munoz Marin Intl flights
Newark to Nassau flights
John F Kennedy Intl to Simpson Bay flights
John F Kennedy Intl to Kingston flights
LaGuardia to Punta Cana flights
John F Kennedy Intl to Nassau flights
Atlanta to Punta Cana flights
LaGuardia to Montego Bay flights
John F Kennedy Intl to Bridgetown flights
Dulles Intl to Punta Cana flights
George Bush Intcntl to Luis Munoz Marin Intl flights
Boston to Oranjestad flights
Dulles Intl to Montego Bay flights
Newark to Simpson Bay flights
John F Kennedy Intl to Saint Thomas Island flights
O'Hare Intl to Punta Cana flights
Philadelphia to Punta Cana flights
Boston to Punta Cana flights
Dallas/Fort Worth to Punta Cana flights
LaGuardia to Oranjestad flights
Dulles Intl to Oranjestad flights
Raleigh to Luis Munoz Marin Intl flights
Newark to Saint Thomas Island flights

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 April 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$163Average$325FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$424Average$620FlexibilityNo cancel feeOn-time71%
DeltaCheapest$467Average$703FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$481Average$804FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.