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$87+ Cheap flights from the U.S. Virgin Islands to Illinois

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.
STT — ORD
Mar 5 — Mar 121
Thu 3/5
Thu 3/12
1 adult, Economy
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Cheap flight deals from U.S. Virgin Islands to Illinois

Cheapest flights from U.S. Virgin Islands to Illinois
Explore the most affordable flight options available from U.S. Virgin Islands to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.

This Orbitz deal was found by Cheapflights users on 2/1. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:40 pm
STT
-
ORD
1 stop8h 07m
Spirit Airlines
Wed 3/45:15 am
ORD
-
STT
1 stop9h 19m
Spirit Airlines
Deal found 2/1$168
This Cheapflightsfares deal was found by Cheapflights users on 2/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/194:35 pm
STT
-
ORD
1 stop7h 42m
Spirit Airlines
Wed 3/257:17 am
ORD
-
STT
1 stop7h 11m
Spirit Airlines
Deal found 2/1$204
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/164:40 pm
STT
-
ORD
1 stop31h 17m
Multiple Airlines
Tue 4/211:27 pm
ORD
-
STT
1 stop25h 07m
Multiple Airlines
Deal found 2/1$214
This CheapOair deal was found by Cheapflights users on 2/3. 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.
Wed 3/254:35 pm
STT
-
ORD
1 stop7h 42m
Spirit Airlines
Mon 3/308:58 pm
ORD
-
STT
2 stops17h 30m
Spirit Airlines
Deal found 2/3$226
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 5/64:40 pm
STT
-
ORD
1 stop29h 37m
Multiple Airlines
Mon 5/111:27 pm
ORD
-
STT
1 stop25h 07m
Multiple Airlines
Deal found 2/2$230
This CheapOair deal was found by Cheapflights users on 2/1. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/184:35 pm
STT
-
ORD
1 stop7h 42m
Spirit Airlines
Wed 3/257:17 am
ORD
-
STT
1 stop7h 11m
Spirit Airlines
Deal found 2/1$231
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 2/176:35 pm
STX
-
ORD
2 stops42h 47m
Multiple Airlines
Sat 2/215:15 am
ORD
-
STX
1 stop8h 25m
Multiple Airlines
Deal found 2/2$451
This American Airlines deal was found by Cheapflights users on 2/1. 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 5/65:14 pm
STX
-
ORD
1 stop18h 50m
American Airlines
Sat 6/66:10 am
ORD
-
STX
1 stop13h 19m
American Airlines
Deal found 2/1$531
This American Airlines deal was found by Cheapflights users on 2/1. 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.
Sat 3/73:50 pm
STX
-
ORD
Nonstop5h 51m
American Airlines
Fri 3/206:00 am
ORD
-
STX
1 stop9h 27m
American Airlines
Deal found 2/1$616
This American Airlines deal was found by Cheapflights users on 2/2. 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.
Tue 2/176:27 pm
STX
-
ORD
1 stop8h 10m
American Airlines
Sat 2/218:07 am
ORD
-
STX
Nonstop4h 48m
American Airlines
Deal found 2/2$676
This United Airlines deal was found by Cheapflights users on 2/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/79:20 am
STX
-
ORD
2 stops11h 14m
United Airlines
Fri 3/205:20 pm
ORD
-
STX
2 stops22h 38m
United Airlines
Deal found 2/1$1,456

Find flight deals from U.S. Virgin Islands to Illinois

Keep the following information in mind while searching for U.S. Virgin Islands to Illinois flight deals. Data was last updated February 3, 2026.

Round-trip from

$168
(Orbitz)

One-way from

$87
(Expedia)

Good round-trip deal

$346 or less

Good one-way deal

$471 or less
From U.S. Virgin Islands to Illinois
Search Deals
One-way flight from U.S. Virgin Islands to Illinois
Search Deals
Price to beat on a round-trip flight from U.S. Virgin Islands to Illinois.
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Price to beat on a one-way flight from U.S. Virgin Islands to Illinois.
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Cheapflights Fare Finder

 
Customize your flight search to find flights from U.S. Virgin Islands to Illinois 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 February 3, 2026.
Use the filters below to find and compare flights from the U.S. Virgin Islands to Illinois that are best for you.

Fly from

U.S. Virgin Islands

Fly to

Illinois

Route

Depart

Return

Price

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Mon 3/2

5:40 pm-11:47 pm

1 stop8h 07m

Chicago O'Hare Intl

Wed 3/4

5:15 am-4:34 pm

1 stop9h 19m

$168

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Thu 3/19

4:35 pm-11:17 pm

1 stop7h 42m

Chicago O'Hare Intl

Wed 3/25

7:17 am-3:28 pm

1 stop7h 11m

$204

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Wed 3/25

4:35 pm-11:17 pm

1 stop7h 42m

Chicago O'Hare Intl

Mon 3/30

8:58 pm-3:28 pm

2 stops17h 30m

$226

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Wed 5/6

4:40 pm-9:17 pm

1 stop29h 37m

Chicago O'Hare Intl

Mon 5/11

1:27 pm-3:34 pm

1 stop25h 07m

$230

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Wed 3/18

4:35 pm-11:17 pm

1 stop7h 42m

Chicago O'Hare Intl

Wed 3/25

7:17 am-3:28 pm

1 stop7h 11m

$231

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Thu 4/16

4:40 pm-10:57 pm

1 stop31h 17m

Chicago O'Hare Intl

Tue 4/21

1:27 pm-12:26 pm

2 stops21h 59m

$235

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Tue 2/17

6:35 pm-11:22 am

2 stops42h 47m

Chicago O'Hare Intl

Sat 2/21

5:15 am-3:40 pm

1 stop8h 25m

$451

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Wed 5/6

5:14 pm-11:04 am

1 stop18h 50m

Chicago O'Hare Intl

Sat 6/6

6:10 am-8:29 pm

1 stop13h 19m

$531

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Sat 3/7

3:50 pm-7:41 pm

Nonstop5h 51m

Chicago O'Hare Intl

Fri 3/20

6:00 am-4:27 pm

1 stop9h 27m

$616

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Tue 2/17

6:27 pm-12:37 am

1 stop8h 10m

Chicago O'Hare Intl

Sat 2/21

8:07 am-2:55 pm

Nonstop4h 48m

$676

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

Showing 1-10 of 32 results
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Best time to book a flight from U.S. Virgin Islands to Illinois

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

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

Find hourly flight availability from U.S. Virgin Islands to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 3, 2026.

When flying from U.S. Virgin Islands to Illinois, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from U.S. Virgin Islands to Illinois

Explore weekly flight availability from U.S. Virgin Islands to Illinois. 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 February 3, 2026.

The most flights from VI0 to USIL are scheduled on a Thursday (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated February 3, 2026.
Get a feel of what it's like to fly with American Airlines and Spirit Airlines from the U.S. Virgin Islands to Illinois by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,218 reviews

Boarding

7.5

Comfort

7.2

Overall

7.2

Food

6.4

Crew

8.0

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,218 reviews
American Airlines
7.2
Good
11,218 reviews

Boarding

7.5

Comfort

7.2

Overall

7.2

Food

6.4

Crew

8.0

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
Spirit Airlines
6.3
Okay
8,407 reviews
American Airlines
7.2
Good
11,218 reviews

Boarding

7.5

Comfort

7.2

Overall

7.2

Food

6.4

Crew

8.0

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

Related info for your journey

Find useful and relevant information for your journey from U.S. Virgin Islands to Illinois. 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 U.S. Virgin Islands to Illinois?

    There are many flights that can get you from U.S. Virgin Islands to Illinois in 8h 07m. Fly via Spirit Airlines or American Airlines to get the fastest option. U.S. Virgin Islands and Illinois are separated by a distance of 2116 mi. This flight may include one or multiple stops.

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

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $112. Users have also found prices from $199 and $271 on American Airlines and United Airlines, respectively.

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

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

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

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

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

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

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for U.S. Virgin Islands to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from U.S. Virgin Islands to Illinois

Discover the top 2 airlines that operate flights from U.S. Virgin Islands to Illinois. 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 February 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$204Average$413FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$306Average$594FlexibilityNo cancel feeOn-time71%

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