What are the cheapest airlines flying from Chicago O'Hare Intl Airport to Road Town round-trip?

Our cheapest airline available from Chicago O'Hare Intl Airport to Road Town is American Airlines. Our recent data shows that you can find tickets from as low as $693 on this airline. An additional option worth looking into is United Airlines, starting at $747. You may be able to fly from Chicago O'Hare Intl Airport to Road Town for 27% less than the average price by searching for these airlines.

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.

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).

What is the cheapest time of day to fly from ORD to EIS?

When flying from Chicago O'Hare Intl Airport to Road Town, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Most accurate provider : When it comes to deals on Chicago O'Hare Intl Airport-Road Town flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago O'Hare Intl Airport-Road Town flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-Road Town flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on Chicago O'Hare Intl Airport-Road Town flights, Cheapflights users trust eDreams the most. eDreams 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 O'Hare Intl Airport-Road Town flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

What airport do you fly into for flights to Road Town from Chicago O'Hare Intl?

If you book a flight to Road Town from Chicago O'Hare Intl, 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 O'Hare Intl to Beef Island per day from 2 different airlines.

Can I find deals for flights from O'Hare Intl to Road Town that include hotel bookings?

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

How can I find direct flights from O'Hare Intl to Road Town?

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

Can I find deals for business class flights from O'Hare Intl to Road Town?

Yes. Cheapflights offers flight deals from O'Hare Intl 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.

$363+ Flights from Chicago O'Hare Intl Airport to Road Town

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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 O'Hare Intl to Road Town

Most accurate provider	eDreams 3 stars
Most trusted provider	eDreams 3 stars
Round-trip from	$521 (Kiwi.com)
Popular in	December
Cheapest in	September
Average price	$1,057

Provider with most accurate pricing for Chicago O'Hare Intl-Road Town Beef Island flight deals.

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Provider most trusted by Cheapflights users for Chicago O'Hare Intl-Road Town Beef Island flights.

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From Chicago O'Hare Intl to Road Town Beef Island

Search Deals

Highest demand for flights based on searches. 21% potential increase in price ($255 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 10% potential price decrease ($92 potential savings vs. average RT price).

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Average for round-trip flights in November 2025

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Find flight deals from O'Hare Intl to Road Town

Cheapest flights from O'Hare Intl to Road Town
Explore the most affordable flight options available from O'Hare Intl to Road Town. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2025.

Mon 12/228:35 pmORD - EIS

1 stop16h 40mAmerican Airlines

Thu 1/15:28 pmEIS - ORD

1 stop17h 19mAmerican Airlines

Deal found 11/19

$994

Sat 12/65:00 amORD - EIS

1 stop9h 01mAmerican Airlines

Sat 12/134:45 pmEIS - ORD

1 stop18h 04mAmerican Airlines

Deal found 11/19

$1,104

Sat 11/295:00 amORD - EIS

1 stop8h 01mAmerican Airlines

Wed 12/34:45 pmEIS - ORD

1 stop9h 52mAmerican Airlines

Deal found 11/19

$1,189

Tue 12/238:55 amORD - EIS

1 stop7h 35mUnited Airlines

Thu 1/111:42 amEIS - ORD

1 stop9h 03mUnited Airlines

Deal found 11/17

$2,470

Best flights from O'Hare Intl to Road Town
Discover carefully curated flight deals from O'Hare Intl to Road Town that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 20, 2025.

Sat 1/35:45 amORD - EIS

1 stop10h 35mMultiple Airlines

Sat 1/1012:50 pmEIS - ORD

2 stops27h 32mMultiple Airlines

Deal found 11/19

$562

Fri 3/67:00 amORD - EIS

1 stop13h 13mAmerican Airlines

Sat 3/147:00 amEIS - ORD

1 stop10h 09mAmerican Airlines

Deal found 11/20

$784

Sun 1/45:45 amORD - EIS

1 stop8h 20mMultiple Airlines

Sun 1/114:00 pmEIS - ORD

3 stops28h 39mMultiple Airlines

Deal found 11/20

$600

Sun 3/156:25 pmORD - EIS

1 stop15h 30mMultiple Airlines

Wed 3/188:55 amEIS - ORD

1 stop8h 42mMultiple Airlines

Deal found 11/20

$657

Tue 1/612:07 pmORD - EIS

1 stop8h 09mAmerican Airlines

Thu 1/158:00 amEIS - ORD

1 stop10h 20mAmerican Airlines

Deal found 11/20

$844

Last-minute flights from O'Hare Intl to Road Town
Discover last-minute flight deals from O'Hare Intl to Road Town. Data last updated November 20, 2025 and is based on user searches.

Sat 11/295:00 amORD - EIS

1 stop8h 01mAmerican Airlines

Wed 12/34:45 pmEIS - ORD

1 stop9h 52mAmerican Airlines

Deal found 11/19

$1,189

Sat 12/65:00 amORD - EIS

1 stop9h 01mAmerican Airlines

Sat 12/134:45 pmEIS - ORD

1 stop18h 04mAmerican Airlines

Deal found 11/19

$1,104

Mon 12/228:35 pmORD - EIS

1 stop16h 40mAmerican Airlines

Thu 1/15:28 pmEIS - ORD

1 stop17h 19mAmerican Airlines

Deal found 11/19

$994

Tue 12/238:55 amORD - EIS

1 stop7h 35mUnited Airlines

Thu 1/111:42 amEIS - ORD

1 stop9h 03mUnited Airlines

Deal found 11/17

$2,470

One-way flights from O'Hare Intl to Road Town
Search for one-way flight options from O'Hare Intl to Road Town. Find affordable one-way fares based on user searches. Data last updated November 20, 2025.

Fri 12/195:00 amORD - EIS

1 stop15h 14mAmerican Airlines

Deal found 11/19

$547

Fri 4/241:45 pmORD - EIS

2 stops24h 32mJetBlue

Deal found 11/20

$565

Fri 4/248:49 amORD - EIS

1 stop8h 41mUnited Airlines

Deal found 11/20

$666

Fri 4/242:00 pmORD - EIS

3 stops20h 40mMultiple Airlines

Deal found 11/20

$766

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Road Town that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Sat 1/3

5:45 am-6:20 pm

1 stop10h 35m

Road Town Beef Island

Sat 1/10

12:50 pm-2:22 pm

2 stops27h 32m

$562

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Sun 1/4

5:45 am-4:05 pm

1 stop8h 20m

Road Town Beef Island

Sun 1/11

4:00 pm-6:39 pm

3 stops28h 39m

$600

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Sun 3/15

6:25 pm-10:55 am

1 stop15h 30m

Road Town Beef Island

Wed 3/18

8:55 am-4:37 pm

1 stop8h 42m

$657

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Fri 3/6

7:00 am-10:13 pm

1 stop13h 13m

Road Town Beef Island

Sat 3/14

7:00 am-4:09 pm

1 stop10h 09m

$784

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Tue 1/6

12:07 pm-10:16 pm

1 stop8h 09m

Road Town Beef Island

Thu 1/15

8:00 am-4:20 pm

1 stop10h 20m

$844

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Sat 3/21

4:47 pm-10:55 am

2 stops41h 08m

$363

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Fri 12/19

7:00 am-4:48 pm

1 stop7h 48m

$547

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/18

Compare providers for flights from O'Hare Intl to Road Town

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from O'Hare Intl to Road Town in November.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy2 stars	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*1 star
AranGrant	Price Accuracy2 stars	Trust Score*3 stars
eDreams	Price Accuracy3 stars	Trust 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 O'Hare Intl Airport-Road Town flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago O'Hare Intl Airport-Road Town flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-Road Town flight searches over the past month and is updated monthly.
Most trusted provider: When it comes to deals on Chicago O'Hare Intl Airport-Road Town flights, Cheapflights users trust eDreams the most. eDreams 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 O'Hare Intl Airport-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 O'Hare Intl to Road Town

Have a flexible travel schedule? Discover the best time to fly to Road Town from O'Hare Intl 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.

Reviews of airlines servicing Road Town

Read reviews from past customers who have flown United Airlines and American Airlines from Chicago O'Hare Intl Airport to Road Town. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

United Airlines

7.4

Good

9,028 reviews

Reviews

1 / 20

2.0

Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

United Airlines

7.4

Good

9,028 reviews

United Airlines

7.4

Good

9,028 reviews

Reviews

1 / 20

2.0

Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

American Airlines

7.2

Good

11,047 reviews

United Airlines

7.4

Good

9,028 reviews

Reviews

1 / 20

2.0

Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

Related info for your journey

What airport do you fly into for flights to Road Town from Chicago O'Hare Intl?
If you book a flight to Road Town from Chicago O'Hare Intl, 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 O'Hare Intl to Beef Island per day from 2 different airlines.
What are the cheapest airlines flying from Chicago O'Hare Intl Airport to Road Town round-trip?
Our cheapest airline available from Chicago O'Hare Intl Airport to Road Town is American Airlines. Our recent data shows that you can find tickets from as low as $693 on this airline. An additional option worth looking into is United Airlines, starting at $747. You may be able to fly from Chicago O'Hare Intl Airport to Road Town for 27% less than the average price by searching for these airlines.
Can I find deals for flights from O'Hare Intl to Road Town that include hotel bookings?
Yes. In addition to deals on O'Hare Intl to Road Town flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from O'Hare Intl to Road Town?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to Road Town.
Can I find deals for business class flights from O'Hare Intl to Road Town?
Yes. Cheapflights offers flight deals from O'Hare Intl 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Complete your trip

Road Town Beef Island Airport car rentals

Top 2 airlines flying from O'Hare Intl to Road Town

Airline	Cheapest	Average	Flexibility	On-time
American Airlines	Cheapest$693	Average$878	FlexibilityNo cancel fee	On-time71%
United Airlines	Cheapest$747	Average$921	FlexibilityNo cancel fee	On-time69%

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$363+ Cheap flights from O'Hare Intl (ORD) 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 3/21. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from O'Hare Intl to Road Town with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from O'Hare Intl to Road Town

Most accurate provider

Most trusted provider

Round-trip from

Popular in

Cheapest in

Average price

Find flight deals from O'Hare Intl to Road Town

Cheapest flights from O'Hare Intl to Road TownExplore the most affordable flight options available from O'Hare Intl to Road Town. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2025.

Explore the most affordable flight options available from O'Hare Intl to Road Town. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Road Town that are best for you.

Compare providers for flights from O'Hare Intl 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 O'Hare Intl to Road Town in November.

Best time to book a flight from O'Hare Intl to Road Town

Have a flexible travel schedule? Discover the best time to fly to Road Town from O'Hare Intl with our price prediction graph.

Reviews of airlines servicing Road Town

Read reviews from past customers who have flown United Airlines and American Airlines from Chicago O'Hare Intl Airport to Road Town. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl 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 O'Hare Intl?

What are the cheapest airlines flying from Chicago O'Hare Intl Airport to Road Town round-trip?

Can I find deals for flights from O'Hare Intl to Road Town that include hotel bookings?

How can I find direct flights from O'Hare Intl to Road Town?

Can I find deals for business class flights from O'Hare Intl to Road Town?

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.

Complete your trip

Complete your trip to Road Town by adding a car rental and/or hotel reservation to your travel itinerary.

Top 2 airlines flying from O'Hare Intl to Road Town

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Book with Flexibility

Travel Smart

Cheapest flights from O'Hare Intl to Road Town
Explore the most affordable flight options available from O'Hare Intl to Road Town. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2025.