$333 Find Cheap Flights from Chicago to the British Virgin Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to the British Virgin Islands departing on 7/13. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Book Cheap Chicago to the British Virgin Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to the British Virgin Islands that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to the British Virgin Islands

Wed, Aug 5 - Wed, Aug 12
Multiple Airlines Logo
12:44 am - 2:05 pm
ORD
-
EIS
12h 21m
1 stop
Multiple Airlines Logo
9:00 am - 11:27 pm
EIS
-
ORD
15h 27m
1 stop
$680Multiple Airlines
Sun, Jul 5 - Tue, Jul 21
Multiple Airlines Logo
12:44 am - 6:10 pm
ORD
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EIS
16h 26m
1 stop
Multiple Airlines Logo
11:35 am - 11:27 pm
EIS
-
ORD
12h 52m
1 stop
$726Multiple Airlines
Sun, Jul 5 - Tue, Jul 21
Multiple Airlines Logo
12:44 am - 10:55 am
ORD
-
EIS
9h 11m
1 stop
Multiple Airlines Logo
4:00 pm - 12:15 pm
EIS
-
ORD
21h 15m
2 stops
$746Multiple Airlines
Mon, Jul 6 - Mon, Jul 13
Multiple Airlines Logo
12:44 am - 2:05 pm
ORD
-
EIS
12h 21m
1 stop
Multiple Airlines Logo
11:35 am - 12:15 pm
EIS
-
ORD
25h 40m
2 stops
$769Multiple Airlines
Mon, Jul 6 - Mon, Jul 13
Multiple Airlines Logo
12:44 am - 2:05 pm
ORD
-
EIS
12h 21m
1 stop
Multiple Airlines Logo
11:35 am - 12:15 pm
EIS
-
ORD
25h 40m
2 stops
$770Multiple Airlines
Fri, Jul 10 - Sat, Jul 18
Multiple Airlines Logo
12:44 am - 6:10 pm
ORD
-
EIS
16h 26m
1 stop
Multiple Airlines Logo
9:00 am - 11:27 pm
EIS
-
ORD
15h 27m
1 stop
$773Multiple Airlines
Tue, Nov 10 - Tue, Nov 17
American Airlines Logo
4:40 pm - 12:17 pm
ORD
-
EIS
17h 37m
1 stop
American Airlines Logo
12:57 pm - 11:08 pm
EIS
-
ORD
12h 11m
1 stop
$788American Airlines
Wed, Jul 8 - Sat, Jul 18
Multiple Airlines Logo
12:44 am - 2:05 pm
ORD
-
EIS
12h 21m
1 stop
Multiple Airlines Logo
9:00 am - 11:27 pm
EIS
-
ORD
15h 27m
1 stop
$791Multiple Airlines
Tue, Nov 10 - Tue, Nov 17
American Airlines Logo
4:40 pm - 12:17 pm
ORD
-
EIS
17h 37m
1 stop
American Airlines Logo
12:57 pm - 11:32 pm
EIS
-
ORD
12h 35m
2 stops
$793American Airlines
Wed, Aug 5 - Wed, Aug 12
Multiple Airlines Logo
12:44 am - 10:55 am
ORD
-
EIS
9h 11m
1 stop
Multiple Airlines Logo
11:35 am - 11:10 pm
EIS
-
ORD
12h 35m
2 stops
$799Multiple Airlines
Booking Insights

KAYAK's insights & trends for Chicago to the British Virgin Islands flights

Get data-powered insights and trends into flights from Chicago to the British Virgin Islands to help you find the cheapest flights, the best time to fly and much more.

How long does a flight from Chicago to the British Virgin Islands take?

The duration of a flight to the British Virgin Islands depends on your arrival airport. The shortest route to the British Virgin Islands from Chicago is to Road Town, which takes 10h 10m.

Good to know

Cheapest flight$333
Flight from Chicago to Road Town

FAQs - booking British Virgin Islands flights

  • How does KAYAK find such low prices on flights from Chicago to the British Virgin Islands?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to the British Virgin Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to the British Virgin Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago to the British Virgin Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to the British Virgin Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago to the British Virgin Islands with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to the British Virgin Islands?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago to the British Virgin Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Chicago to the British Virgin Islands

 
Need help choosing which airline to fly with from Chicago to the British Virgin Islands? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
American AirlinesOverall score based on 11660 reviews
7.5Boarding
6.8Entertainment
7.2Comfort
7.9Crew
6.4Food
Airline reviews

I’ve got 31F seat and window seat . My 2 co passengers was AA crew members and they were very rude attitude and when I was going to use bathroom their gestures was very different and awkward and the guy beside me completely occupied the hand rest and I was really uncomfortable

2.0 MediocreGirish, Jun 2026
ORD - DFW
Read more American Airlines reviews

I’ve got 31F seat and window seat . My 2 co passengers was AA crew members and they were very rude attitude and when I was going to use bathroom their gestures was very different and awkward and the guy beside me completely occupied the hand rest and I was really uncomfortable

It was so much better than expected, Ohare is not such a pleasant experience but American Airlines with the new, clean aeroplane and free Wi-Fi was outstanding and the crew so pleasant and helpful.

It wa sort of on time; the cab was left with some trash

My pillow had a shoe print on it, when I asked if I can have another pillow, I was told “I’m sorry but it is one pillow per guest, do YOU want to turn it inside out” to which I responded , no thanks I will go without. This is generally not ok, but For the price tag I paid flying business this is absolutely unacceptable. Hopefully American Airlines can update their accommodations to bedding that is not tossed on the ground and stepped on, or at least have a couple of extra pillows in hand, incase someone had decided to step on the pillows for what ever reason

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

Our flight was cancelled while we are on our way to the airport. So, no notice. We were rescheduled to another airline with a 2 hour later takeoff and so arrived at our destination on time. We pre-paid American Airlines $190 to upgrade our seats. No refund. So no use for AA or Kayak.

Terrible, horrible, disappointing- without telling us they changed planes and moved and separated our seats to opposite sides - said they changed seats putting us together - got to airport to find no, they did not - we sat opposing sides of plane - food overly salty to inedible, never saw stewardess but once - it was terrible

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

I almost missed my flight and they helped me out enormously

Everything you need to know for your flight from Chicago to the British Virgin Islands

Cabin class types available on flights to the British Virgin Islands

Cabin classes available on flights to the British Virgin Islands. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.