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$288+ Cheap flights from the British Virgin Islands to Chicago (CHI)

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 6/1. Fares are subject to change and may not be available on all flights or dates of travel.
EIS — CHI
Mar 5 — Mar 121
Thu 3/5
Thu 3/12
1 adult, Economy
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Cheap flight deals from British Virgin Islands to Chicago

One-way flights from British Virgin Islands to Chicago
Search for one-way flight options from British Virgin Islands to Chicago. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.

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.
Mon 6/14:00 pm
EIS
-
ORD
2 stops27h 15m
Multiple Airlines
Deal found 2/2$288
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.
Sat 3/284:00 pm
EIS
-
ORD
3 stops57h 23m
Multiple Airlines
Deal found 2/2$404
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.
Mon 3/168:48 am
EIS
-
ORD
1 stop8h 26m
American Airlines
Deal found 2/1$478
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.
Mon 6/111:35 am
EIS
-
MDW
3 stops30h 15m
Multiple Airlines
Deal found 2/2$813

Cheapflights Fare Finder

 
Customize your flight search to find flights from British Virgin Islands to Chicago 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 British Virgin Islands to Chicago that are best for you.

Fly from

British Virgin Islands

Fly to

Chicago

Route

Depart

Return

Price

Road TownChicago

EIS - ORD

EISORD

Road Town Beef Island

Mon 6/1

4:00 pm-6:15 pm

2 stops27h 15m

$288

Road TownChicago

EIS - ORD

EISORD

Road Town Beef Island

Sat 3/28

4:00 pm-12:23 am

3 stops57h 23m

$404

Road TownChicago

EIS - ORD

EISORD

Road Town Beef Island

Mon 3/16

8:48 am-4:14 pm

1 stop8h 26m

$478

Road TownChicago

EIS - MDW

EISMDW

Road Town Beef Island

Mon 6/1

11:35 am-4:50 pm

3 stops30h 15m

$813

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

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

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

Related info for your journey

Find useful and relevant information for your journey from British Virgin Islands to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

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

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

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

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

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

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