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Road Town

$285+ 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 1/31. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — EIS
Nov 13 — Nov 201
Thu 11/13
Thu 11/20
1 adult, Economy
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Cheap flight deals from O'Hare Intl to Road Town

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) 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 October 14, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$586
(Kiwi.com)

One-way from

$547
(American Airlines)

Popular in

December

Cheapest in

September
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
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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. 21% potential increase in price ($262 potential increase over avg. RT price).
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Cheapest flight prices on average. 10% potential price decrease ($94 potential savings vs. average RT price).
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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 October 14, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/13. 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.
Fri 11/288:41 amORD - EIS
1 stop7h 39mMultiple Airlines
Fri 12/54:00 pmEIS - ORD
1 stop10h 59mMultiple Airlines
Deal found 10/13$586
This Kiwi.com deal was found by Cheapflights users on 10/12. 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.
Sun 11/25:00 amORD - EIS
2 stops34h 20mMultiple Airlines
Sun 11/94:00 pmEIS - ORD
1 stop28h 51mMultiple Airlines
Deal found 10/12$682
This American Airlines deal was found by Cheapflights users on 10/13. 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.
Sat 12/135:00 amORD - EIS
1 stop10h 08mAmerican Airlines
Sat 12/2012:55 pmEIS - ORD
1 stop12h 04mAmerican Airlines
Deal found 10/13$884
This American Airlines deal was found by Cheapflights users on 10/12. 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.
Sat 11/297:30 pmORD - EIS
1 stop15h 54mAmerican Airlines
Wed 12/34:45 pmEIS - ORD
1 stop18h 04mAmerican Airlines
Deal found 10/12$889

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl 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 2,558,603 searches. Data last updated October 14, 2025.
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

O'Hare Intl

Fly to

Road Town

Route

Depart

Return

Price

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Fri 11/28

8:41 am-6:20 pm

1 stop7h 39m

Road Town Beef Island

Fri 12/5

4:00 pm-12:59 am

1 stop10h 59m

$586

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Sat 1/10

5:05 am-6:20 pm

2 stops11h 15m

Road Town Beef Island

Wed 1/14

12:10 pm-6:00 pm

1 stop7h 50m

$612

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Tue 1/6

5:45 am-3:15 pm

1 stop7h 30m

Road Town Beef Island

Fri 1/16

4:00 pm-12:12 am

2 stops34h 12m

$624

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Tue 1/6

5:00 am-2:58 pm

1 stop7h 58m

Road Town Beef Island

Thu 1/15

8:00 am-4:20 pm

1 stop10h 20m

$744

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Sat 1/10

8:50 am-10:16 pm

2 stops11h 26m

Road Town Beef Island

Wed 1/14

8:00 am-6:01 pm

2 stops12h 01m

$794

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Tue 3/3

2:20 pm-6:30 pm

1 stop26h 10m

Road Town Beef Island

Fri 3/6

8:15 am-11:57 am

1 stop29h 42m

$815

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Sun 3/1

10:07 am-9:55 pm

1 stop9h 48m

Road Town Beef Island

Sat 3/7

8:00 am-11:18 pm

1 stop17h 18m

$834

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Sat 1/31

5:05 am-6:20 pm

2 stops11h 15m

$285

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Fri 12/19

9:30 am-12:34 pm

1 stop25h 04m

$687

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Fri 12/19

5:00 am-4:48 pm

2 stops9h 48m

$892

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/13

Showing 1-10 of 11 results
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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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice 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 O'Hare Intl Airport-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 O'Hare Intl Airport-Road Town flight deals on Cheapflights vs. FlightHub >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 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 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

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 October 14, 2025.
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
8,976 reviews

Comfort

7.3

Boarding

7.7

Crew

8.1

Overall

7.4

Entertainment

7.1

Food

6.6

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.
United Airlines
7.4
Good
8,976 reviews
United Airlines
7.4
Good
8,976 reviews

Comfort

7.3

Boarding

7.7

Crew

8.1

Overall

7.4

Entertainment

7.1

Food

6.6

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.
American Airlines
7.2
Good
11,042 reviews
United Airlines
7.4
Good
8,976 reviews

Comfort

7.3

Boarding

7.7

Crew

8.1

Overall

7.4

Entertainment

7.1

Food

6.6

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.

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?

    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 26% 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

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Complete your trip

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

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

Discover the top 2 airlines that operate flights from O'Hare Intl 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 2,558,603 searches. Data last updated October 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$693Average$873FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$747Average$952FlexibilityNo cancel feeOn-time69%

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