HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Tortola

$388+ Cheap flights from Chicago (CHI) to Tortola

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — EIS
Dec 28 — Jan 41
Sat 12/28
Sat 1/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Tortola with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Chicago to Tortola

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Tortola (zzLNS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 23, 2024.

Round-trip from

$388
(Kiwi.com)
From Chicago (CHI) to Tortola
Search Deals

Find flight deals from Chicago to Tortola

Cheapest flights from Chicago to Tortola
Explore the most affordable flight options available from Chicago to Tortola. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 23, 2024.

This United deal was found by Cheapflights users on 12/22. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/232:20 pmORD - EIS
1 stop19h 10mUnited Airlines
Mon 12/308:00 amEIS - ORD
2 stops18h 30mUnited Airlines
Deal found 12/22$1,116
This American Airlines deal was found by Cheapflights users on 12/23. 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 12/236:37 amORD - EIS
1 stop7h 48mAmerican Airlines
Mon 12/305:05 pmEIS - ORD
1 stop9h 21mAmerican Airlines
Deal found 12/23$1,128
This business-class.com deal was found by Cheapflights users on 12/22. 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 business-class.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/236:55 pmORD - EIS
1 stop18h 05mBritish Airways
Mon 12/302:55 pmEIS - ORD
1 stop8h 40mBritish Airways
Deal found 12/22$1,648

Find flights from Chicago to Tortola within your budget

Customize your flight search to find flights from Chicago to Tortola 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 23, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Wed 2/5

1:44 pm-2:35 pm

1 stop22h 51m

Road Town Beef Island

Wed 2/12

3:10 pm-11:54 pm

1 stop10h 44m

$388

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Wed 2/5

1:15 pm-2:35 pm

2 stops23h 20m

Road Town Beef Island

Wed 2/12

3:10 pm-9:46 am

2 stops20h 36m

$519

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Fri 2/21

5:50 pm-12:20 pm

1 stop16h 30m

Road Town Beef Island

Wed 3/5

4:55 pm-12:10 am

1 stop9h 15m

$708

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Thu 3/13

9:00 am-11:30 am

1 stop25h 30m

$423

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Thu 3/13

5:00 am-3:30 pm

2 stops9h 30m

$456

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/23

Best time to book a flight from Chicago to Tortola

Have a flexible travel schedule? Discover the best time to fly to Tortola 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.

Travel insights for flights from Chicago to Tortola

Get recent, data-driven insights about flights from Chicago to Tortola including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Chicago to Tortola?

Currently, August is the cheapest month in which you can book a flight from Chicago to Tortola (average of $702). Flying from Chicago to Tortola in March is currently the most expensive (average of $1,026). 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 CHI to LNS?

Find hourly flight availability from Chicago to Tortola. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 23, 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to Tortola as you normally would.

Rainfall in Tortola by month

Plan your trip to Tortola by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Tortola ranges from 1.9 - 5.8 inches per month. October is typically the wettest month, when rainfall can reach 5.8 in. February is typically the driest time to visit Tortola when rainfall is around 1.9 in.

Temperature in Tortola by month

Plan your trip to Tortola by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Tortola, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of February, when temperatures are typically at their lowest (around 75.2 F).

Reviews of airlines servicing Tortola

Get insights into the airlines that provide service to Tortola. 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 Tortola. Reviews last updated December 23, 2024.
United Airlines
7.4
Good
9,022 reviews

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Crew

8.1

Food

6.7

Overall

7.4

Reviews

1 / 10

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!

United Airlines
7.4
Good
9,022 reviews
United Airlines
7.4
Good
9,022 reviews

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Crew

8.1

Food

6.7

Overall

7.4

Reviews

1 / 10

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!

American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
9,022 reviews

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Crew

8.1

Food

6.7

Overall

7.4

Reviews

1 / 10

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!

Related info for your journey

Find useful and relevant information for your journey from Chicago to Tortola. 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 Chicago to Tortola that include hotel bookings?

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

  • How can I find direct flights from Chicago to Tortola?

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

  • Can I find deals for business class flights from Chicago to Tortola?

    Yes. Cheapflights offers flight deals from Chicago to Tortola 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 to Tortola?

    Currently, August is the cheapest month in which you can book a flight from Chicago to Tortola (average of $702). Flying from Chicago to Tortola in March is currently the most expensive (average of $1,026). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Tortola

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Road Town flights
St. Louis to Road Town flights

Top 2 airlines flying from Chicago to Tortola

Discover the top 2 airlines that operate flights from Chicago to Tortola. 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 23, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$662Average$806FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$874Average$942FlexibilityNo cancel feeOn-time69%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.