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$274+ Cheap flights from Chicago (CHI) to the British 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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — EIS
Nov 21 — Nov 281
Fri 11/21
Fri 11/28
1 adult, Economy
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Find flight deals from Chicago to British Virgin Islands

Cheapest flights from Chicago to British Virgin Islands
Explore the most affordable flight options available from Chicago to British Virgin Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 22, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/196:40 amORD - EIS
2 stops33h 40mMultiple Airlines
Wed 11/264:00 pmEIS - ORD
1 stop29h 23mMultiple Airlines
Deal found 10/20$547
This Kiwi.com deal was found by Cheapflights users on 10/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/117:40 amORD - EIS
2 stops25h 15mMultiple Airlines
Wed 12/174:00 pmEIS - ORD
1 stop8h 30mMultiple Airlines
Deal found 10/21$578
This Kiwi.com deal was found by Cheapflights users on 10/19. 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 11/108:00 amORD - EIS
1 stop8h 20mMultiple Airlines
Mon 11/174:00 pmEIS - ORD
2 stops46h 45mMultiple Airlines
Deal found 10/19$583
This Kiwi.com deal was found by Cheapflights users on 10/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/38:00 amORD - EIS
1 stop8h 20mMultiple Airlines
Thu 11/612:10 pmEIS - ORD
2 stops26h 16mMultiple Airlines
Deal found 10/20$648

Cheap flight deals from Chicago to British Virgin Islands

Keep the following information in mind while searching for Chicago to British Virgin Islands flight deals. Data was last updated October 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$547
(Kiwi.com)

One-way from

$274
(Kiwi.com)
Provider with most accurate pricing for Chicago (CHI)-Road Town Beef Island flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Road Town Beef Island flights.
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From Chicago (CHI) to British Virgin Islands
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One-way flight from Chicago (CHI) to British Virgin Islands
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to British 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 October 22, 2025.
Use the filters below to find and compare flights from Chicago to the British Virgin Islands that are best for you.

Fly from

Chicago

Fly to

British Virgin Islands

Route

Depart

Return

Price

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Thu 12/11

12:09 pm-6:20 pm

3 stops28h 11m

Road Town Beef Island

Wed 12/17

12:50 pm-10:30 pm

1 stop11h 40m

$688

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Wed 11/19

8:28 am-2:10 pm

3 stops27h 42m

Road Town Beef Island

Wed 11/26

8:55 am-7:43 am

3 stops24h 48m

$750

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Mon 11/10

8:00 am-6:20 pm

1 stop8h 20m

Road Town Beef Island

Mon 11/17

12:50 pm-11:06 pm

3 stops36h 16m

$755

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Tue 1/6

7:00 am-5:04 pm

1 stop8h 04m

Road Town Beef Island

Thu 1/15

5:44 pm-12:30 am

1 stop8h 46m

$794

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Sat 1/17

10:05 am-10:16 pm

1 stop10h 11m

Road Town Beef Island

Mon 1/26

8:00 am-6:10 pm

1 stop12h 10m

$814

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Fri 1/2

5:45 am-6:20 pm

1 stop10h 35m

Road Town Beef Island

Mon 1/12

12:50 pm-9:23 pm

3 stops34h 33m

$816

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Sat 1/17

5:59 pm-3:15 pm

2 stops19h 16m

$274

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Thu 11/20

12:55 pm-10:55 am

2 stops20h 00m

$324

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Fri 12/19

5:00 am-10:14 pm

1 stop15h 14m

$547

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Tue 12/9

8:55 am-2:32 pm

2 stops27h 37m

$2,962

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/20

Best time to book a flight from Chicago to British Virgin Islands

Have a flexible travel schedule? Discover the best time to fly to British Virgin Islands from Chicago 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 to the British Virgin Islands
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing British Virgin Islands

Get insights into the airlines that provide service to British 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 British Virgin Islands. Reviews last updated October 22, 2025.
Peruse reviews from past customers who have flown with American Airlines from Chicago to the British Virgin Islands to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,029 reviews

Overall

7.2

Food

6.4

Entertainment

6.9

Comfort

7.2

Boarding

7.5

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
11,029 reviews
American Airlines
7.2
Good
11,029 reviews

Overall

7.2

Food

6.4

Entertainment

6.9

Comfort

7.2

Boarding

7.5

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

Related info for your journey

Find useful and relevant information for your journey from Chicago to British 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 to British Virgin Islands?

    Departing from Chicago to British Virgin Islands will take you 8h 04m. Chicago and British Virgin Islands are separated by a distance of 2126 mi.

  • Can I find deals for flights from Chicago to British Virgin Islands that include hotel bookings?

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

  • How can I find direct flights from Chicago to British Virgin Islands?

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

  • Can I find deals for business class flights from Chicago to British Virgin Islands?

    Yes. Cheapflights offers flight deals from Chicago to British 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.

See more FAQs

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Alternative routes for Chicago to British Virgin Islands

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

Discover the top 2 airlines that operate flights from Chicago to British 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 October 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$693Average$878FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$747Average$921FlexibilityNo cancel feeOn-time69%

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