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Find cheap flights from Chicago to the British Virgin Islands from $496

This is the cheapest round-trip 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 8/15. 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
0 bags
sáb 6/29
sáb 7/6

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Cheapest flight

$496
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 to the British Virgin Islands from Chicago 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 to the British Virgin Islands with an airline and back to Chicago 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 to the British Virgin Islands from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to the British Virgin Islands

  • Morning departure is around 25% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top airlines 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.
7.4
United AirlinesOverall score based on 10777 reviews
7.2Comfort
8.1Crew
7.7Boarding
7.1Entertainment
6.7Food
Airline reviews

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

2.0 MediocreAnonymous, May 2024ORD - LGA
Read more about United Airlines reviews

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

Standard flight experience, but there is only power at the seat to row 20 on the aircraft, on my initial check in it did not say that was the case

Energetic crew - flight full of swiftied going to Taylor's opening show in Paris! Long lines for bathroom made out kind of suck though

I’ve had a couple flights this week on United that were delayed by an hour or more

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

Nothing beats ANA customer service on my opinion. Maybe because of their Japanese culture (and food). Arigatō

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

Flight delayed for 2 hours due to a part. The plane sat waiting for boarding for a long time and during final preflight inspection the issue was found. Why not do the preflight inspection sooner if you know the plane is being used?

The flight experience was very good! Especially the United Club!

It was spectacular. I had basic Economy and was given so much space and their seats lean back so far. Staff was superb, food was superb, everything was superb, Finnair is Fantastic.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

We were delayed bc ground crew gave the flight crew the wrong paperwork. We taxiied to the runway then back to the gate to get the correct paperwork that no one bothered reviewing the first time we pushed back. Boarding was rude and stressful like it always is. Gate agents and flight attendants are all over 55 years of age, embittered by years of underpayment From AA leading to their passive agressive bitchiness for no reason.

Boarding time was easy & quick. Crew was excellent. In-flight entertainment was great/easy. Seats are too small and not enough room between rows: felt like a sardine/very cramped.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

Book cheap flights from Chicago to the British Virgin Islands

Recent round-trip flight deals

8/15qui
1 stop
23h 24mORD-EIS
8/22qui
1 stop
9h 14mEIS-ORD
$496
8/15qui
2 stops
19h 03mORD-EIS
8/22qui
1 stop
9h 14mEIS-ORD
$522
11/10dom
1 stopAmerican Airlines
7h 06mORD-EIS
11/22sex
1 stopAmerican Airlines
9h 24mEIS-ORD
$586
11/10dom
1 stopAmerican Airlines
7h 06mORD-EIS
11/22sex
2 stopsAmerican Airlines
16h 18mEIS-ORD
$591
11/10dom
1 stopAmerican Airlines
7h 06mORD-EIS
11/18seg
1 stopAmerican Airlines
11h 53mEIS-ORD
$611
11/10dom
1 stopAmerican Airlines
7h 06mORD-EIS
11/18seg
2 stopsAmerican Airlines
11h 53mEIS-ORD
$614
10/15ter
1 stopAmerican Airlines
7h 30mORD-EIS
10/19sáb
1 stopAmerican Airlines
8h 09mEIS-ORD
$697
10/15ter
2 stops
11h 11mORD-EIS
10/19sáb
2 stops
12h 37mEIS-ORD
$698
11/10dom
2 stopsAmerican Airlines
16h 10mORD-EIS
11/22sex
2 stopsAmerican Airlines
16h 18mEIS-ORD
$699
8/15qui
2 stopsAmerican Airlines
9h 28mORD-EIS
8/22qui
2 stopsAmerican Airlines
15h 47mEIS-ORD
$700

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Last minute flights from Chicago to the British Virgin Islands

Last minute flight, train and bus deals

6/2dom
multi-stop
16h 22mORD-EIS
6/5qua
multi-stop
19h 01mEIS-ORD
$649
6/2dom
multi-stop
25h 35mORD-EIS
6/5qua
multi-stop
19h 59mEIS-ORD
$661
6/2dom
multi-stop
26h 20mORD-EIS
6/5qua
multi-stop
19h 01mEIS-ORD
$761
6/2dom
multi-stop
21h 43mORD-EIS
6/5qua
multi-stop
19h 59mEIS-ORD
$777
6/2dom
multi-stop
26h 20mORD-EIS
6/5qua
multi-stop
21h 00mEIS-ORD
$893

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Flights to the British Virgin Islands

Return flight deals:

British Virgin Islands - Chicago

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