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U.S. Virgin Islands

$128+ Cheap flights from O'Hare Intl (ORD) 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 1/6. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — STT
Jan 8 — Jan 151
Thu 1/8
Thu 1/15
1 adult, Economy
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Cheap flight deals from O'Hare Intl to U.S. Virgin Islands

Cheapest flights from O'Hare Intl to U.S. Virgin Islands
Explore the most affordable flight options available from O'Hare Intl to U.S. Virgin Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 9, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/6. 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
Wed 1/712:31 pmSTT - ORD
1 stop10h 28mSpirit Airlines
Deal found 12/6$363
This Kiwi.com deal was found by Cheapflights users on 12/7. 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 12/305:35 amORD - STT
2 stops54h 53mMultiple Airlines
Fri 1/93:57 pmSTT - ORD
1 stop29h 20mMultiple Airlines
Deal found 12/7$385
This Kiwi.com deal was found by Cheapflights users on 12/6. 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 12/307:01 pmORD - STT
1 stop17h 27mMultiple Airlines
Wed 1/712:31 pmSTT - ORD
1 stop10h 28mMultiple Airlines
Deal found 12/6$398
This Expedia deal was found by Cheapflights users on 12/7. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/141:52 pmORD - STT
2 stops22h 57mSpirit Airlines
Thu 12/1812:31 pmSTT - ORD
1 stop8h 08mSpirit Airlines
Deal found 12/7$427
This Priceline deal was found by Cheapflights users on 12/7. 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.
Mon 12/1511:25 amORD - STT
2 stops24h 55mMultiple Airlines
Fri 12/193:23 pmSTT - ORD
2 stops11h 07mMultiple Airlines
Deal found 12/7$428
This Kiwi.com deal was found by Cheapflights users on 12/6. 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 stop8h 04mSpirit Airlines
Deal found 12/6$431
This Expedia deal was found by Cheapflights users on 12/7. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/141:52 pmORD - STT
2 stops22h 57mSpirit Airlines
Fri 12/1912:31 pmSTT - ORD
1 stop13h 59mSpirit Airlines
Deal found 12/7$439
This Kiwi.com deal was found by Cheapflights users on 12/7. 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 12/305:35 amORD - STT
2 stops54h 53mMultiple Airlines
Tue 1/612:31 pmSTT - ORD
1 stop24h 43mMultiple Airlines
Deal found 12/7$442
This Priceline deal was found by Cheapflights users on 12/7. 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.
Tue 12/97:00 amORD - STX
2 stops30h 43mMultiple Airlines
Fri 12/124:53 pmSTX - ORD
1 stop9h 16mMultiple Airlines
Deal found 12/7$495
This CheapOair deal was found by Cheapflights users on 12/8. 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.
Tue 12/97:00 amORD - STX
2 stops30h 43mMultiple Airlines
Tue 12/168:00 amSTX - ORD
2 stops15h 52mMultiple Airlines
Deal found 12/8$630
This Priceline deal was found by Cheapflights users on 12/8. 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.
Fri 12/195:00 amORD - STX
1 stop8h 58mSpirit Airlines
Mon 12/224:53 pmSTX - ORD
1 stop9h 37mSpirit Airlines
Deal found 12/8$694
This Priceline deal was found by Cheapflights users on 12/8. 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.
Fri 12/197:41 pmORD - STX
2 stops36h 40mMultiple Airlines
Mon 12/224:53 pmSTX - ORD
1 stop9h 37mMultiple Airlines
Deal found 12/8$703

Find flight deals from O'Hare Intl to U.S. Virgin Islands

Keep the following information in mind while searching for O'Hare Intl to U.S. Virgin Islands flight deals. Data was last updated December 9, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$271
(Cheapflightsfares)

One-way from

$128
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$916

Good round-trip deal

$580 or less

Good one-way deal

$406 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 Chicago O'Hare Intl to U.S. Virgin Islands
Search Deals
One-way flight from Chicago O'Hare Intl to U.S. Virgin Islands
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($69 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($25 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 Chicago O'Hare Intl to U.S. Virgin Islands.
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Price to beat on a one-way flight from Chicago O'Hare Intl to U.S. Virgin Islands.
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Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl 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 December 9, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to the U.S. Virgin Islands that are best for you.

Fly from

O'Hare Intl

Fly to

U.S. Virgin Islands

Route

Depart

Return

Price

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Fri 1/30

12:44 pm-2:52 pm

1 stop24h 08m

Saint Thomas Island Cyril E King

Sat 2/7

5:42 pm-11:22 am

1 stop19h 40m

$320

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Mon 1/5

5:00 am-3:58 pm

1 stop8h 58m

Christiansted Henry Rohlsen

Mon 1/12

4:38 pm-12:08 pm

2 stops21h 30m

$348

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Sat 4/4

7:05 am-2:33 pm

1 stop6h 28m

Christiansted Henry Rohlsen

Mon 4/13

5:25 pm-12:50 pm

2 stops20h 25m

$376

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Sat 1/17

7:20 am-4:37 pm

1 stop7h 17m

Saint Thomas Island Cyril E King

Wed 1/21

2:00 pm-5:43 pm

2 stops29h 43m

$378

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Mon 2/16

5:15 am-3:40 pm

1 stop8h 25m

Christiansted Henry Rohlsen

Fri 2/20

4:37 pm-12:18 am

1 stop9h 41m

$384

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Sun 1/4

9:34 pm-3:58 pm

2 stops16h 24m

Christiansted Henry Rohlsen

Fri 1/16

4:38 pm-11:46 pm

1 stop9h 08m

$407

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Thu 2/12

3:33 pm-2:31 pm

2 stops20h 58m

Saint Thomas Island Cyril E King

Wed 2/25

5:40 pm-12:18 am

1 stop8h 38m

$418

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Tue 1/6

5:29 pm-6:10 pm

2 stops22h 41m

Christiansted Henry Rohlsen

Mon 1/12

4:38 pm-11:22 am

1 stop20h 44m

$433

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Fri 4/24

1:45 pm-4:30 pm

2 stops25h 45m

Christiansted Henry Rohlsen

Mon 5/4

5:23 pm-2:20 pm

2 stops21h 57m

$442

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Sat 2/14

5:15 am-3:40 pm

1 stop8h 25m

Christiansted Henry Rohlsen

Mon 2/23

4:37 pm-5:28 pm

2 stops26h 51m

$454

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/8

Showing 1-10 of 42 results
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Best time to book a flight from O'Hare Intl to U.S. Virgin Islands

Have a flexible travel schedule? Discover the best time to fly to U.S. Virgin Islands from O'Hare Intl 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 Chicago O'Hare Intl Airport to the U.S. Virgin Islands

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to U.S. Virgin Islands?

Currently, June is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to U.S. Virgin Islands (average of $171). Flying from Chicago O'Hare Intl Airport to U.S. Virgin Islands 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 ORD to VI?

Find hourly flight availability from O'Hare Intl 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 December 9, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 57% on flights from Chicago O'Hare Intl Airport to U.S. Virgin Islands by exploring options for tickets in the afternoon.

How often are flights from Chicago to the U.S. Virgin Islands delayed?

About 11% of weekly flights between Chicago and U.S. Virgin Islands have experienced delays in the past year, with the average delay time being 140 minutes.

What is the most punctual flight time for Chicago to the U.S. Virgin Islands flights?

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the morning tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Tuesday tends to have the lowest number of delays on this route, whereas Monday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Chicago to the U.S. Virgin Islands flights?

Over the last year, United Airlines have had the lowest number of delays on this route, with just 9% of flights being delayed.

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 December 9, 2025.
Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Chicago O'Hare Intl Airport to the U.S. Virgin Islands by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,007 reviews

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.1

Crew

8.5

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,007 reviews
Delta
7.9
Good
8,007 reviews

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.1

Crew

8.5

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,092 reviews
Delta
7.9
Good
8,007 reviews

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.1

Crew

8.5

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,048 reviews
Delta
7.9
Good
8,007 reviews

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.1

Crew

8.5

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Spirit Airlines
6.3
Okay
8,174 reviews
Delta
7.9
Good
8,007 reviews

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.1

Crew

8.5

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl 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 Chicago O'Hare Intl Airport to U.S. Virgin Islands?

    Spirit Airlines, United Airlines, and American Airlines can get you from Chicago O'Hare Intl Airport to U.S. Virgin Islands in just under 4h 41m. Your travel time can differ by up to 19h 27m. The distance from Chicago O'Hare Intl Airport to U.S. Virgin Islands is about 2116 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Chicago O'Hare Intl Airport to U.S. Virgin Islands one-way?

    The cheapest airlines for a one-way flight from Chicago O'Hare Intl Airport to U.S. Virgin Islands are Spirit Airlines ($121), American Airlines ($257), and United Airlines ($283).

  • What are the cheapest flights from Chicago O'Hare Intl Airport to U.S. Virgin Islands?

    While on average a flight from Chicago O'Hare Intl Airport to U.S. Virgin Islands is generally $530, our data shows the cheapest flight currently is $323. When looking at the most popular route, (Chicago O'Hare Intl - Saint Thomas Island Cyril E King), you can expect to pay $271 for that flight.

  • Can I find deals for flights from O'Hare Intl to U.S. Virgin Islands that include hotel bookings?

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

  • How can I find direct flights from O'Hare Intl 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 O'Hare Intl to U.S. Virgin Islands.

  • Can I find deals for business class flights from O'Hare Intl to U.S. Virgin Islands?

    Yes. Cheapflights offers flight deals from O'Hare Intl 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 Chicago O'Hare Intl Airport to U.S. Virgin Islands?

    Currently, June is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to U.S. Virgin Islands (average of $171). Flying from Chicago O'Hare Intl Airport to U.S. Virgin Islands 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

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Alternative routes for O'Hare Intl to U.S. Virgin Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Midway to Castries flights
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Midway to Kingston flights
O'Hare Intl to The Valley flights
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Midway to St. John's flights

Top 4 airlines flying from O'Hare Intl to U.S. Virgin Islands

Discover the top 4 airlines that operate flights from O'Hare Intl 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 December 9, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$182Average$341FlexibilityNo cancel feeOn-time65%
DeltaCheapest$359Average$657FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$454Average$645FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$475Average$730FlexibilityNo cancel feeOn-time69%

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