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Road Town

$451+ Cheap flights from Chicago (CHI) to Road Town (EIS)

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 3/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — EIS
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
1 adult, Economy
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Cheap flight deals from Chicago to Road Town

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Road Town (EIS). 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 November 20, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

July

Cheapest in

October

Round-trip from

$473
(Kiwi.com)

One-way from

$451
(American Airlines)
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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High demand for flights, 20% potential price rise
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Best time to find cheap flights, 20% potential price drop
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From Chicago (CHI) to Road Town Beef Island
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One-way flight from Chicago (CHI) to Road Town Beef Island
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Find flight deals from Chicago to Road Town

Cheapest flights from Chicago to Road Town
Explore the most affordable flight options available from Chicago to Road Town. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2024.

This Kiwi.com deal was found by Cheapflights users on 11/20. 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.
Thu 12/193:31 pmORD - EIS
2 stops24h 49mMultiple Airlines
Wed 12/253:10 pmEIS - ORD
1 stop10h 48mMultiple Airlines
Deal found 11/20$536
This United deal was found by Cheapflights users on 11/19. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/232:20 pmORD - EIS
1 stop22h 15mUnited Airlines
Mon 12/3012:05 pmEIS - ORD
1 stop25h 49mUnited Airlines
Deal found 11/19$983

Find flights from Chicago to Road Town within your budget

Customize your flight search to find flights from Chicago to Road Town 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 2,629,791 searches. Data last updated November 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Sat 1/4

1:00 pm-10:55 am

1 stop19h 55m

Road Town Beef Island

Sat 1/11

8:45 pm-10:02 am

2 stops39h 17m

$473

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Sat 2/1

3:40 pm-11:30 am

2 stops17h 50m

Road Town Beef Island

Sat 2/8

8:45 pm-9:30 am

2 stops14h 45m

$552

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Mon 2/24

5:00 am-3:14 pm

1 stop8h 14m

Road Town Beef Island

Mon 3/31

2:55 pm-9:03 am

1 stop19h 08m

$714

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Thu 3/13

6:54 pm-11:35 am

1 stop15h 41m

$451

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Fri 12/27

2:20 pm-12:55 pm

1 stop20h 35m

$721

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Compare providers for flights from Chicago to Road Town

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Road Town in November.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Road Town flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Road Town flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Road Town flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Road Town flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Road Town flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Road Town

Have a flexible travel schedule? Discover the best time to fly to Road Town 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 Road Town

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

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

Currently, September is the cheapest month in which you can book a flight from Chicago to Road Town (average of $656). Flying from Chicago to Road Town in June is currently the most expensive (average of $1,006). 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 EIS?

Find hourly flight availability from Chicago to Road Town. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 20, 2024.

One of the essential ways to save on airfare from Chicago to Road Town is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 7% on airfare.

Rainfall in Road Town by month

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

In terms of precipitation, rainfall in Road Town 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 Road Town when rainfall is around 1.9 in.

Temperature in Road Town by month

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

If weather is an important factor for your trip to Road Town, 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 Road Town

Get insights into the airlines that provide service to Road Town. 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 Road Town. Reviews last updated November 20, 2024.
United Airlines
7.4
Good
9,171 reviews

Crew

8.1

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Overall

7.4

Food

6.7

Reviews

1 / 10

Good boarding process. (Nice to be able to buy Group 2 boarding option.) Plane was clean. Tried to avoid full flight by flying on Saturday, but plane was full anyway. Gate area in Houston should have charging options. Should be a lounge for people with American Express Platinum Card in Houston Airport.

United Airlines
7.4
Good
9,171 reviews
United Airlines
7.4
Good
9,171 reviews

Crew

8.1

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Overall

7.4

Food

6.7

Reviews

1 / 10

Good boarding process. (Nice to be able to buy Group 2 boarding option.) Plane was clean. Tried to avoid full flight by flying on Saturday, but plane was full anyway. Gate area in Houston should have charging options. Should be a lounge for people with American Express Platinum Card in Houston Airport.

American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
9,171 reviews

Crew

8.1

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Overall

7.4

Food

6.7

Reviews

1 / 10

Good boarding process. (Nice to be able to buy Group 2 boarding option.) Plane was clean. Tried to avoid full flight by flying on Saturday, but plane was full anyway. Gate area in Houston should have charging options. Should be a lounge for people with American Express Platinum Card in Houston Airport.

Related info for your journey

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

  • What airport do you fly into for flights to Road Town from Chicago?

    If you book a flight to Road Town from Chicago, you will be flying to Beef Island, which is the city’s only airport. Road Town Beef Island (EIS) is located 5.2 mi from the center of Road Town. There are 0 flights from Chicago to Beef Island per day from 2 different airlines.

  • What are the cheapest airlines flying from Chicago to Road Town round-trip?

    United Airlines, at $552, was found to be the cheapest airline from Chicago to Road Town. An alternate airline flying to your destination would be American Airlines. United Airlines is priced at 40% lower than the current average price of a flight leaving 3 months from now.

  • Can I find deals for flights from Chicago to Road Town that include hotel bookings?

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

  • How can I find direct flights from Chicago to Road Town?

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

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

    Yes. Cheapflights offers flight deals from Chicago to Road Town 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 Road Town?

    Currently, September is the cheapest month in which you can book a flight from Chicago to Road Town (average of $656). Flying from Chicago to Road Town in June is currently the most expensive (average of $1,006). 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

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Alternative routes for Chicago to Road Town

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 Road Town

Discover the top 2 airlines that operate flights from Chicago to Road Town. 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 2,629,791 searches. Data last updated November 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$662Average$853FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$872Average$932FlexibilityNo cancel feeOn-time69%
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