U.S. Virgin Islands

$145+ 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 5/29. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — STT
May 6 — May 131
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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 May 1, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$278
(Cheapflightsfares)

One-way from

$145
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$560

Good round-trip deal

$620 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.
Provider most trusted by Cheapflights users for Chicago (CHI)-Saint Thomas Island Cyril E King flights.
From Illinois to U.S. Virgin Islands
One-way flight from Illinois to U.S. Virgin Islands
Highest demand for flights based on searches. 11% potential increase in price ($81 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($24 potential savings vs. average RT price).
Average for round-trip flights in May 2025
Price to beat on a round-trip flight from Illinois to U.S. Virgin Islands.
Price to beat on a one-way flight from Illinois to U.S. Virgin Islands.

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 May 1, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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.
Tue 6/175:05 amORD - STX
1 stop9h 44mSpirit Airlines
Tue 6/244:45 pmSTX - ORD
1 stop8h 00mSpirit Airlines
Deal found 4/30$278
This Mytrip deal was found by Cheapflights users on 4/30. 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 5/2712:41 pmORD - STT
2 stops23h 55mSpirit Airlines
Tue 6/32:41 pmSTT - ORD
2 stops19h 09mSpirit Airlines
Deal found 4/30$304
This Mytrip deal was found by Cheapflights users on 4/30. 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 5/297:47 amORD - STX
3 stops27h 00mMultiple Airlines
Mon 6/212:42 pmSTX - ORD
1 stop21h 08mMultiple Airlines
Deal found 4/30$344
This Trip.com deal was found by Cheapflights users on 4/30. 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.
Wed 5/285:45 pmSTL - STT
1 stop20h 45mMultiple Airlines
Wed 6/42:41 pmSTT - STL
1 stop9h 56mMultiple Airlines
Deal found 4/30$394
This Trip.com deal was found by Cheapflights users on 4/30. 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.
Thu 5/84:15 pmORD - STT
2 stops18h 57mMultiple Airlines
Thu 5/1510:52 amSTT - ORD
1 stop14h 13mMultiple Airlines
Deal found 4/30$401
This FlightHub deal was found by Cheapflights users on 4/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/187:37 pmSTL - STT
1 stop12h 08mSpirit Airlines
Sat 10/259:40 amSTT - STL
1 stop9h 52mSpirit Airlines
Deal found 4/30$419
This Mytrip deal was found by Cheapflights users on 4/30. 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.
Mon 6/1611:28 amSTL - STX
1 stop27h 21mSpirit Airlines
Sat 6/214:50 pmSTX - STL
2 stops25h 14mSpirit Airlines
Deal found 4/30$436
This American Airlines deal was found by Cheapflights users on 5/1. 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 9/176:55 pmORD - STX
1 stop16h 55mAmerican Airlines
Sun 9/213:50 pmSTX - ORD
1 stop7h 44mAmerican Airlines
Deal found 5/1$475
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Sun 6/16:47 pmSTL - STX
2 stops19h 38mAmerican Airlines
Wed 6/44:55 pmSTX - STL
2 stops20h 04mAmerican Airlines
Deal found 4/30$479
This American Airlines deal was found by Cheapflights users on 4/30. 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 11/85:42 pmORD - STT
1 stop16h 03mAmerican Airlines
Sat 11/153:20 pmSTT - ORD
Nonstop5h 35mAmerican Airlines
Deal found 4/30$495
This Trip.com deal was found by Cheapflights users on 4/30. 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.
Fri 6/69:12 pmMDW - STT
1 stop15h 24mMultiple Airlines
Sun 6/81:21 pmSTT - MDW
2 stops26h 35mMultiple Airlines
Deal found 4/30$505
This Delta deal was found by Cheapflights users on 5/1. 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 8/116:00 amSTL - STT
1 stop6h 55mDelta
Tue 8/193:00 pmSTT - STL
1 stop9h 39mDelta
Deal found 5/1$516

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 May 1, 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

5:05 am-3:49 pm

1 stop9h 44m

Christiansted Henry Rohlsen

Tue 6/24

4:45 pm-11:45 pm

1 stop8h 00m

$278

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Tue 5/27

12:41 pm-1:36 pm

2 stops23h 55m

Saint Thomas Island Cyril E King

Tue 6/3

2:41 pm-8:50 am

2 stops19h 09m

$304

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Thu 5/29

7:47 am-11:47 am

3 stops27h 00m

Christiansted Henry Rohlsen

Mon 6/2

12:42 pm-8:50 am

1 stop21h 08m

$344

St. LouisSaint Thomas Island

STL - STT

STLSTT

Lambert-St Louis

Wed 5/28

5:45 pm-3:30 pm

1 stop20h 45m

Saint Thomas Island Cyril E King

Wed 6/4

2:41 pm-11:37 pm

1 stop9h 56m

$394

St. LouisSaint Thomas Island

STL - STT

STLSTT

Lambert-St Louis

Sat 10/18

7:37 pm-8:45 am

1 stop12h 08m

Saint Thomas Island Cyril E King

Sat 10/25

9:40 am-6:32 pm

1 stop9h 52m

$419

St. LouisChristiansted

STL - STX

STLSTX

Lambert-St Louis

Mon 6/16

11:28 am-3:49 pm

1 stop27h 21m

Christiansted Henry Rohlsen

Sat 6/21

4:50 pm-5:04 pm

2 stops25h 14m

$436

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Wed 9/17

6:55 pm-12:50 pm

1 stop16h 55m

Christiansted Henry Rohlsen

Sun 9/21

3:50 pm-10:34 pm

1 stop7h 44m

$475

St. LouisChristiansted

STL - STX

STLSTX

Lambert-St Louis

Sun 6/1

6:47 pm-3:25 pm

2 stops19h 38m

Christiansted Henry Rohlsen

Wed 6/4

4:55 pm-11:59 am

2 stops20h 04m

$479

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Thu 7/24

5:15 am-3:55 pm

2 stops9h 40m

Saint Thomas Island Cyril E King

Thu 7/31

5:05 pm-9:02 am

1 stop16h 57m

$499

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Thu 5/15

7:35 pm-9:57 am

1 stop13h 22m

Saint Thomas Island Cyril E King

Sun 5/18

6:05 pm-6:29 pm

2 stops25h 24m

$503

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 38 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 $432). Flying from Illinois to U.S. Virgin Islands in June is currently the most expensive (average of $627). 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 May 1, 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 May 1, 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.
8.0
Very good

Overall

8.0

Entertainment

7.9

Crew

8.5

Boarding

8.2

Food

7.3

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.
8.0
Very good
8.0
Very good

Overall

8.0

Entertainment

7.9

Crew

8.5

Boarding

8.2

Food

7.3

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.
8.0
Very good

Overall

8.0

Entertainment

7.9

Crew

8.5

Boarding

8.2

Food

7.3

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.
8.0
Very good

Overall

8.0

Entertainment

7.9

Crew

8.5

Boarding

8.2

Food

7.3

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.
8.0
Very good

Overall

8.0

Entertainment

7.9

Crew

8.5

Boarding

8.2

Food

7.3

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?

    $145 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 United Airlines, with prices starting from $238 and $297, 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 $432). Flying from Illinois to U.S. Virgin Islands in June is currently the most expensive (average of $627). 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

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Alternative routes for Illinois to U.S. Virgin Islands

See prices for flight routes from nearby airports that may be better suited for you.

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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$163Average$324FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$424Average$620FlexibilityNo cancel feeOn-time71%
DeltaCheapest$467Average$708FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$481Average$810FlexibilityNo cancel feeOn-time69%

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