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Cheap flights from Chicago O'Hare Intl Airport to Road Town from $180

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to Road Town departing on 2/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Chicago O'Hare Intl Airport to Road Town

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
5:32 pm - 10:55 am
ORD
-
EIS
39h 23m2 stops
Multiple Airlines Logo
4:00 pm - 4:37 pm
EIS
-
ORD
26h 37m1 stop
$534Multiple Airlines
Wed, Jan 14 - Wed, Jan 21
Multiple Airlines Logo
10:48 am - 10:55 am
ORD
-
EIS
22h 07m2 stops
Multiple Airlines Logo
8:55 am - 4:37 pm
EIS
-
ORD
9h 42m1 stop
$561Multiple Airlines
Wed, Feb 11 - Sat, Feb 14
Multiple Airlines Logo
12:17 pm - 10:55 am
ORD
-
EIS
20h 38m1 stop
Multiple Airlines Logo
4:00 pm - 8:18 am
EIS
-
ORD
42h 18m2 stops
$579Multiple Airlines
Sat, Jan 17 - Sat, Jan 24
Multiple Airlines Logo
10:48 am - 10:55 am
ORD
-
EIS
22h 07m2 stops
Multiple Airlines Logo
8:55 am - 5:28 pm
EIS
-
ORD
10h 33m2 stops
$596Multiple Airlines
Wed, Feb 11 - Sat, Feb 14
Multiple Airlines Logo
12:17 pm - 10:55 am
ORD
-
EIS
20h 38m1 stop
Multiple Airlines Logo
8:55 am - 4:37 pm
EIS
-
ORD
9h 42m1 stop
$609Multiple Airlines
Wed, Feb 11 - Sat, Feb 14
Multiple Airlines Logo
6:05 am - 10:55 am
ORD
-
EIS
26h 50m2 stops
Multiple Airlines Logo
11:35 am - 11:46 pm
EIS
-
ORD
38h 11m3 stops
$617Multiple Airlines
Wed, Jan 14 - Wed, Jan 21
Multiple Airlines Logo
12:44 pm - 10:55 am
ORD
-
EIS
20h 11m2 stops
Multiple Airlines Logo
8:55 am - 4:37 pm
EIS
-
ORD
9h 42m1 stop
$628Multiple Airlines
Sat, Feb 14 - Sat, Feb 21
Multiple Airlines Logo
12:44 pm - 10:55 am
ORD
-
EIS
20h 11m2 stops
Multiple Airlines Logo
8:55 am - 7:45 pm
EIS
-
ORD
12h 50m2 stops
$632Multiple Airlines
Sat, Feb 14 - Sat, Feb 21
Multiple Airlines Logo
5:15 am - 10:55 am
ORD
-
EIS
27h 40m3 stops
Multiple Airlines Logo
11:35 am - 11:46 pm
EIS
-
ORD
38h 11m3 stops
$637Multiple Airlines
Wed, Jan 14 - Wed, Jan 21
Multiple Airlines Logo
5:15 am - 10:55 am
ORD
-
EIS
27h 40m3 stops
Multiple Airlines Logo
4:00 pm - 8:18 am
EIS
-
ORD
18h 18m2 stops
$638Multiple Airlines
Wed, Feb 11 - Sat, Feb 14

American Airlines flights from Chicago O'Hare Intl Airport to Road Town

Our best American Airlines deals on Chicago O'Hare Intl Airport to Road Town flight tickets
American Airlines
Mar 6
ORD8:30 amChicago O'Hare Intl
11h 42m
1 stop
EIS10:12 pmRoad Town Beef Island
Mar 14
EIS8:48 amRoad Town Beef Island
12h 05m
1 stop
ORD7:53 pmChicago O'Hare Intl
$784
Find similar
American Airlines
Mar 6
ORD10:02 amChicago O'Hare Intl
10h 10m
1 stop
EIS10:12 pmRoad Town Beef Island
Mar 14
EIS8:48 amRoad Town Beef Island
11h 57m
2 stops
ORD7:45 pmChicago O'Hare Intl
$789
Find similar
American Airlines
Feb 27
ORD5:00 amChicago O'Hare Intl
10h 09m
1 stop
EIS5:09 pmRoad Town Beef Island
Mar 8
EIS11:32 amRoad Town Beef Island
12h 45m
1 stop
ORD11:17 pmChicago O'Hare Intl
$839
Find similar

United Airlines flights from Chicago O'Hare Intl Airport to Road Town

Our best United Airlines deals on Chicago O'Hare Intl Airport to Road Town flight tickets
United Airlines
Mar 1
ORD1:02 pmChicago O'Hare Intl
27h 28m
2 stops
EIS6:30 pmRoad Town Beef Island
Mar 7
EIS8:15 amRoad Town Beef Island
18h 11m
2 stops
ORD12:26 amChicago O'Hare Intl
$917
Find similar
United Airlines
Mar 13
ORD8:55 amChicago O'Hare Intl
8h 35m
1 stop
EIS6:30 pmRoad Town Beef Island
Mar 22
EIS3:00 pmRoad Town Beef Island
28h 45m
1 stop
ORD6:45 pmChicago O'Hare Intl
$1,082
Find similar
United Airlines
Dec 8
ORD8:55 amChicago O'Hare Intl
7h 35m
1 stop
EIS6:30 pmRoad Town Beef Island
Dec 15
EIS8:15 amRoad Town Beef Island
14h 05m
1 stop
ORD8:20 pmChicago O'Hare Intl
$1,372
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport 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, momondo users made 832,500 searches. Data last updated December 4, 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

Fly to

Route

Depart

Return

Price

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Wed 1/14

5:32 pm-10:55 am

2 stops39h 23m

Road Town Beef Island

Wed 1/21

4:00 pm-4:37 pm

1 stop26h 37m

$534

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Wed 2/11

10:48 am-10:55 am

2 stops22h 07m

Road Town Beef Island

Sat 2/14

8:55 am-4:37 pm

1 stop9h 42m

$561

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Sat 1/17

12:17 pm-10:55 am

1 stop20h 38m

Road Town Beef Island

Sat 1/24

4:00 pm-8:18 am

2 stops42h 18m

$579

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Wed 2/11

10:48 am-10:55 am

2 stops22h 07m

Road Town Beef Island

Sat 2/14

8:55 am-5:28 pm

2 stops10h 33m

$596

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Wed 2/11

12:17 pm-10:55 am

1 stop20h 38m

Road Town Beef Island

Sat 2/14

8:55 am-4:37 pm

1 stop9h 42m

$609

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Wed 1/14

6:05 am-10:55 am

2 stops26h 50m

Road Town Beef Island

Wed 1/21

11:35 am-11:46 pm

3 stops38h 11m

$617

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Sat 2/14

12:44 pm-10:55 am

2 stops20h 11m

Road Town Beef Island

Sat 2/21

8:55 am-4:37 pm

1 stop9h 42m

$628

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Sat 2/14

12:44 pm-10:55 am

2 stops20h 11m

Road Town Beef Island

Sat 2/21

8:55 am-7:45 pm

2 stops12h 50m

$632

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Wed 1/14

5:15 am-10:55 am

3 stops27h 40m

Road Town Beef Island

Wed 1/21

11:35 am-11:46 pm

3 stops38h 11m

$637

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Wed 2/11

5:15 am-10:55 am

3 stops27h 40m

Road Town Beef Island

Sat 2/14

4:00 pm-8:18 am

2 stops18h 18m

$638

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 resultsSorted by cheapest first
1
2

See travel insights to Road Town from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Road Town

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Chicago O'Hare Intl Airport and Road Town?

What is the cheapest day to depart on your flight to Road Town?

Our data shows that Tuesday is the least expensive day to fly to Road Town. Tickets to fly out on this day can be as low as $752. If your travel schedule is flexible, try to avoid departing on a Saturday because tickets tend to average around $1,203. These prices are subject to change though, so be sure to set up a Price Alert for flights to Road Town.

What is the cheapest time of day to depart on your flight to Road Town?

Flying to Road Town from Chicago O'Hare Intl Airport in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $867 when looking at flights departing in the afternoon. Flights at noon are often more expensive with an average ticket price of $931.

When to book flights from Chicago O'Hare Intl Airport to Road Town

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago O'Hare Intl Airport to Road Town according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago O'Hare Intl Airport to Road Town (ORD to EIS) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Road Town

Fastest flight time

8h 09m

Direct flights

None
The fastest flight from Chicago O'Hare Intl Airport to Road Town takes 8h 09m
There are no direct flights from Chicago O'Hare Intl Airport to Road Town. There are no popular flight routes from Chicago O'Hare Intl Airport to Road Town.
Search flight deals

  • How far is Chicago O'Hare Intl to Road Town Beef Island by plane?

    There are 2124.3 mi between Chicago O'Hare Intl and Road Town Beef Island. In terms of flight time, this usually takes a little over 7h 42m.

  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Road Town Beef Island Airport?

    Prices for flights from Chicago O'Hare Intl Airport to Road Town Beef Island Airport were last updated today.

  • How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Road Town Beef Island Airport?

  • How old do you have to be to fly from Chicago O'Hare Intl Airport to Road Town Beef Island Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago O'Hare Intl Airport to Road Town Beef Island Airport.

  • What documentation or ID do you need to fly to Road Town Beef Island Airport?

    The required travel and health documents for your Road Town Beef Island Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Road Town Beef Island Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Chicago O'Hare Intl Airport to Road Town?

Best airlines flying from Chicago O'Hare Intl Airport to Road Town

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Road Town with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $693Free CancellationRating
7.2
11,047 reviews
Search American Airlines flights
United AirlinesPriceFrom $747Free CancellationRating
7.4
9,066 reviews
Search United Airlines flights

Traveling to a place near Road Town?

Book flights to Road Town if you plan to visit one of these locations
Jost Van Dyke
Scrub Island

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Road Town?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Road Town for you.

Can I find flights from Chicago to Road Town with flexible booking policies on momondo?

momondo does allow users to show only those flights to Road Town from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to Road Town?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Road Town from Chicago.

I’m not ready to book a flight from Chicago to Road Town right now. Can momondo alert me if prices change?

Price alerts on flights to Road Town from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Road Town trip

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