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 $672 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 28% less than the average price by searching for these airlines.

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Road Town?

Currently, August is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Road Town (average of $702). Flying from Chicago O'Hare Intl Airport to Road Town in April is currently the most expensive (average of $956). 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 day to fly from Chicago O'Hare Intl Airport to Road Town?

Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Road Town flight should consider departing on Tuesday mornings when fares are most often at their lowest. Saturday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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 day to fly round-trip from Chicago O'Hare Intl Airport to Road Town?

Friday flights are found to be more expensive to fly from Chicago O'Hare Intl Airport to Road Town. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Road Town.

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.

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.

$222+ Flights from Chicago O'Hare Intl Airport to Road Town

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Cheap flight deals from O'Hare Intl to Road Town

Round-trip from	$569 (Kiwi.com)
One-way from	$222 (Kiwi.com)
Popular in	December
Cheapest in	September
Average price	$716

From Chicago O'Hare Intl to Road Town Beef Island

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One-way flight from Chicago O'Hare Intl to Road Town Beef Island

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Highest demand for flights based on searches. 22% potential increase in price ($270 potential increase over avg. RT price).

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Cheapest flight prices on average. 11% potential price decrease ($94 potential savings vs. average RT price).

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Average for round-trip flights in September 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 September 11, 2025.

Sat 10/183:00 pmORD - EIS

1 stop24h 05mMultiple Airlines

Sat 10/2511:30 amEIS - ORD

2 stops11h 03mMultiple Airlines

Deal found 9/9

$514

Wed 12/245:00 amORD - EIS

1 stop15h 55mAmerican Airlines

Wed 12/317:00 amEIS - ORD

1 stop17h 59mAmerican Airlines

Deal found 9/9

$829

Wed 12/2412:32 pmORD - EIS

1 stop8h 23mAmerican Airlines

Thu 1/17:00 amEIS - ORD

1 stop13h 34mAmerican Airlines

Deal found 9/9

$904

Mon 12/227:00 amORD - EIS

1 stop13h 55mAmerican Airlines

Thu 1/17:00 amEIS - ORD

1 stop14h 44mAmerican Airlines

Deal found 9/10

$944

Sun 10/266:00 amORD - EIS

2 stops11h 20mMultiple Airlines

Sun 11/28:00 amEIS - ORD

3 stops19h 03mMultiple Airlines

Deal found 9/11

$947

Sun 12/284:35 pmORD - EIS

1 stop16h 20mMultiple Airlines

Wed 12/314:00 pmEIS - ORD

2 stops19h 10mMultiple Airlines

Deal found 9/9

$979

Sat 10/48:52 amORD - EIS

1 stop9h 03mUnited Airlines

Thu 10/910:05 amEIS - ORD

1 stop10h 58mUnited Airlines

Deal found 9/9

$986

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 September 11, 2025.

Thu 1/155:40 amORD - EIS

2 stops10h 40mMultiple Airlines

Sat 1/248:55 amEIS - ORD

1 stop11h 05mMultiple Airlines

Deal found 9/10

$590

Mon 2/235:00 amORD - EIS

1 stop8h 10mAmerican Airlines

Thu 2/263:35 pmEIS - ORD

1 stop9h 43mAmerican Airlines

Deal found 9/9

$694

Fri 2/204:35 pmORD - EIS

1 stop16h 20mMultiple Airlines

Mon 2/238:55 amEIS - ORD

1 stop11h 05mMultiple Airlines

Deal found 9/9

$637

Thu 1/155:40 amORD - EIS

2 stops10h 40mMultiple Airlines

Fri 1/234:00 pmEIS - ORD

1 stop28h 00mMultiple Airlines

Deal found 9/9

$644

Thu 1/294:35 pmORD - EIS

1 stop16h 20mMultiple Airlines

Mon 2/212:50 pmEIS - ORD

2 stops25h 40mMultiple Airlines

Deal found 9/11

$648

Wed 2/259:00 amORD - EIS

2 stops27h 10mMultiple Airlines

Sun 3/112:10 pmEIS - ORD

1 stop7h 50mMultiple Airlines

Deal found 9/10

$651

Thu 1/157:00 amORD - EIS

2 stops29h 10mMultiple Airlines

Sun 1/188:55 amEIS - ORD

1 stop11h 05mMultiple Airlines

Deal found 9/9

$700

Fri 1/24:35 pmORD - EIS

1 stop16h 20mMultiple Airlines

Tue 1/612:10 pmEIS - ORD

2 stops29h 24mMultiple Airlines

Deal found 9/11

$730

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 September 11, 2025 and is based on user searches.

Sat 10/48:52 amORD - EIS

1 stop9h 03mUnited Airlines

Thu 10/910:05 amEIS - ORD

1 stop10h 58mUnited Airlines

Deal found 9/10

$986

Sat 10/48:47 pmORD - EIS

2 stops15h 19mAmerican Airlines

Thu 10/92:00 pmEIS - ORD

2 stops10h 50mAmerican Airlines

Deal found 9/10

$1,003

Sat 10/183:00 pmORD - EIS

1 stop24h 05mMultiple Airlines

Sat 10/2511:30 amEIS - ORD

2 stops11h 03mMultiple Airlines

Deal found 9/9

$514

Sat 10/259:00 amORD - EIS

2 stops32h 55mUnited Airlines

Thu 10/307:55 amEIS - ORD

2 stops31h 00mUnited Airlines

Deal found 9/9

$1,020

Sun 10/266:00 amORD - EIS

2 stops11h 20mMultiple Airlines

Sun 11/28:00 amEIS - ORD

3 stops19h 03mMultiple Airlines

Deal found 9/11

$947

Sun 10/267:05 pmORD - EIS

1 stop17h 15mAmerican Airlines

Sun 11/25:46 pmEIS - ORD

1 stop17h 19mAmerican Airlines

Deal found 9/11

$1,184

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 September 11, 2025.

Sat 10/183:00 pmORD - EIS

1 stop24h 05mMultiple Airlines

Deal found 9/9

$222

Mon 10/69:06 pmORD - EIS

1 stop17h 09mMultiple Airlines

Deal found 9/10

$248

Thu 1/155:40 amORD - EIS

2 stops10h 40mMultiple Airlines

Deal found 9/10

$275

Fri 1/164:35 pmORD - EIS

1 stop16h 20mMultiple Airlines

Deal found 9/9

$382

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

Thu 1/15

5:40 am-6:20 pm

2 stops10h 40m

Road Town Beef Island

Sat 1/24

8:55 am-6:00 pm

1 stop11h 05m

$590

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Fri 2/20

4:35 pm-10:55 am

1 stop16h 20m

Road Town Beef Island

Mon 2/23

8:55 am-6:00 pm

1 stop11h 05m

$637

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Thu 1/15

5:40 am-6:20 pm

2 stops10h 40m

Road Town Beef Island

Fri 1/23

4:00 pm-6:00 pm

1 stop28h 00m

$644

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Thu 1/29

4:35 pm-10:55 am

1 stop16h 20m

Road Town Beef Island

Mon 2/2

12:50 pm-12:30 pm

2 stops25h 40m

$648

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Wed 2/25

9:00 am-2:10 pm

2 stops27h 10m

Road Town Beef Island

Sun 3/1

12:10 pm-6:00 pm

1 stop7h 50m

$651

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Mon 2/23

5:00 am-3:10 pm

1 stop8h 10m

Road Town Beef Island

Thu 2/26

3:35 pm-11:18 pm

1 stop9h 43m

$694

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Thu 1/15

7:00 am-2:10 pm

2 stops29h 10m

Road Town Beef Island

Sun 1/18

8:55 am-6:00 pm

1 stop11h 05m

$700

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Fri 1/2

4:35 pm-10:55 am

1 stop16h 20m

Road Town Beef Island

Tue 1/6

12:10 pm-3:34 pm

2 stops29h 24m

$730

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Sat 10/18

3:00 pm-4:05 pm

1 stop24h 05m

$222

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Mon 10/6

9:06 pm-3:15 pm

1 stop17h 09m

$248

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 12 results

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

8,937 reviews

Reviews

1 / 20

4.0

Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

United Airlines

7.4

Good

8,937 reviews

United Airlines

7.4

Good

8,937 reviews

Reviews

1 / 20

4.0

Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

American Airlines

7.2

Good

10,000 reviews

United Airlines

7.4

Good

8,937 reviews

Reviews

1 / 20

4.0

Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

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 $672 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 28% 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.
What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Road Town?
Currently, August is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Road Town (average of $702). Flying from Chicago O'Hare Intl Airport to Road Town in April is currently the most expensive (average of $956). 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

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$672	Average$862	FlexibilityNo cancel fee	On-time71%
United Airlines	Cheapest$747	Average$921	FlexibilityNo cancel fee	On-time69%

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$222+ 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 10/18. 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

Round-trip from

One-way 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 September 11, 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 September 11, 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.

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?

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport 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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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 September 11, 2025.