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Cheap flights from Chicago O'Hare Intl Airport to Road Town from $245

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 4/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
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
5:05 am - 6:20 pm
ORD
-
EIS
11h 15m
2 stops
Multiple Airlines Logo
4:00 pm - 3:48 pm
EIS
-
ORD
25h 48m
1 stop
$517Multiple Airlines
Mon, Feb 23 - Mon, Mar 2
Multiple Airlines Logo
12:17 pm - 2:10 pm
ORD
-
EIS
23h 53m
1 stop
Multiple Airlines Logo
4:00 pm - 10:39 pm
EIS
-
ORD
32h 39m
2 stops
$520Multiple Airlines
Sun, Feb 22 - Wed, Feb 25
Multiple Airlines Logo
9:18 am - 10:55 am
ORD
-
EIS
24h 37m
2 stops
Multiple Airlines Logo
4:00 pm - 5:45 am
EIS
-
ORD
14h 45m
1 stop
$522Multiple Airlines
Sun, Mar 8 - Sun, Mar 15
Multiple Airlines Logo
12:17 pm - 2:10 pm
ORD
-
EIS
23h 53m
1 stop
Multiple Airlines Logo
4:00 pm - 3:48 pm
EIS
-
ORD
25h 48m
1 stop
$530Multiple Airlines
Sun, Feb 22 - Wed, Feb 25
Multiple Airlines Logo
6:34 pm - 6:10 pm
ORD
-
EIS
22h 36m
2 stops
Multiple Airlines Logo
9:00 am - 4:37 pm
EIS
-
ORD
8h 37m
1 stop
$533Multiple Airlines
Fri, Apr 24 - Sat, May 2
Multiple Airlines Logo
12:17 pm - 3:15 pm
ORD
-
EIS
24h 58m
1 stop
Multiple Airlines Logo
4:00 pm - 3:48 pm
EIS
-
ORD
25h 48m
1 stop
$536Multiple Airlines
Mon, Feb 23 - Mon, Mar 2
Multiple Airlines Logo
1:17 pm - 2:10 pm
ORD
-
EIS
22h 53m
2 stops
Multiple Airlines Logo
4:00 pm - 3:48 pm
EIS
-
ORD
25h 48m
1 stop
$537Multiple Airlines
Sun, Feb 15 - Wed, Feb 18
Multiple Airlines Logo
12:17 pm - 2:10 pm
ORD
-
EIS
23h 53m
1 stop
Multiple Airlines Logo
4:00 pm - 9:39 am
EIS
-
ORD
43h 39m
2 stops
$541Multiple Airlines
Sun, Feb 15 - Mon, Feb 23
Multiple Airlines Logo
12:17 pm - 3:15 pm
ORD
-
EIS
24h 58m
1 stop
Multiple Airlines Logo
12:10 pm - 3:52 pm
EIS
-
ORD
29h 42m
2 stops
$542Multiple Airlines
Mon, Feb 16 - Tue, Feb 24
Multiple Airlines Logo
12:17 pm - 2:10 pm
ORD
-
EIS
23h 53m
1 stop
Multiple Airlines Logo
12:10 pm - 10:39 pm
EIS
-
ORD
12h 29m
2 stops
$547Multiple Airlines
Sun, Feb 15 - Thu, Feb 19

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
Feb 7
ORD8:10 amChicago O'Hare Intl
12h 06m
1 stop
EIS10:16 pmRoad Town Beef Island
Feb 15
EIS12:32 pmRoad Town Beef Island
9h 27m
1 stop
ORD7:59 pmChicago O'Hare Intl
$1,130
American Airlines
Feb 7
ORD8:20 amChicago O'Hare Intl
11h 56m
2 stops
EIS10:16 pmRoad Town Beef Island
Feb 15
EIS5:40 pmRoad Town Beef Island
8h 57m
1 stop
ORD12:37 amChicago O'Hare Intl
$1,135
American Airlines
Feb 6
ORD9:54 amChicago O'Hare Intl
10h 22m
2 stops
EIS10:16 pmRoad Town Beef Island
Feb 10
EIS2:10 pmRoad Town Beef Island
11h 17m
2 stops
ORD11:27 pmChicago O'Hare Intl
$1,215

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 January 26, 2026.
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

Mon 2/23

5:05 am-6:20 pm

2 stops11h 15m

Road Town Beef Island

Mon 3/2

4:00 pm-3:48 pm

1 stop25h 48m

$517

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Sun 2/22

12:17 pm-2:10 pm

1 stop23h 53m

Road Town Beef Island

Wed 2/25

4:00 pm-10:39 pm

2 stops32h 39m

$520

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Sun 3/8

9:18 am-10:55 am

2 stops24h 37m

Road Town Beef Island

Sun 3/15

4:00 pm-5:45 am

1 stop14h 45m

$522

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Sun 2/22

12:17 pm-2:10 pm

1 stop23h 53m

Road Town Beef Island

Wed 2/25

4:00 pm-3:48 pm

1 stop25h 48m

$530

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Fri 4/24

6:34 pm-6:10 pm

2 stops22h 36m

Road Town Beef Island

Sat 5/2

9:00 am-4:37 pm

1 stop8h 37m

$533

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Mon 2/23

12:17 pm-3:15 pm

1 stop24h 58m

Road Town Beef Island

Mon 3/2

4:00 pm-3:48 pm

1 stop25h 48m

$536

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Sun 2/15

1:17 pm-2:10 pm

2 stops22h 53m

Road Town Beef Island

Wed 2/18

4:00 pm-3:48 pm

1 stop25h 48m

$537

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Sun 2/15

12:17 pm-2:10 pm

1 stop23h 53m

Road Town Beef Island

Mon 2/23

4:00 pm-9:39 am

2 stops43h 39m

$541

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Mon 2/16

12:17 pm-3:15 pm

1 stop24h 58m

Road Town Beef Island

Tue 2/24

12:10 pm-3:52 pm

2 stops29h 42m

$542

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Sun 2/15

12:17 pm-2:10 pm

1 stop23h 53m

Road Town Beef Island

Thu 2/19

12:10 pm-10:39 pm

2 stops12h 29m

$547

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 resultsSorted by cheapest first
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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

Can stopping save me money on Chicago O'Hare Intl Airport to Road Town flights?

You could potentially save up to 42% on your flight if you consider stops on a Chicago O'Hare Intl Airport to Road Town flight.

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

21h 33m

Direct flights

None
The fastest flight from Chicago O'Hare Intl Airport to Road Town takes 21h 33m
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 21h 33m.

  • 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
11,189 reviews
Search American Airlines flights
United AirlinesPriceFrom $747Free CancellationRating
7.4
9,199 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.

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