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Cheap flights from Chicago to Road Town from $504

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Road Town

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
12:17 am - 2:05 pmORD  Chicago O'Hare Intl-EIS Road Town Beef Island
11h 48m1 stop San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
11:35 am - 1:36 amEIS  Road Town Beef Island-ORD Chicago O'Hare Intl
16h 01m1 stop San Juan Luis Munoz Marin Intl
$510Multiple Airlines
Mon, Feb 22 - Fri, Feb 26
Multiple Airlines Logo
12:17 am - 2:05 pmORD  Chicago O'Hare Intl-EIS Road Town Beef Island
11h 48m1 stop San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
11:35 am - 11:50 amEIS  Road Town Beef Island-ORD Chicago O'Hare Intl
26h 15m2 stops San Juan Luis Munoz Marin Intl Atlanta Hartsfield-Jackson
$547Multiple Airlines
Mon, Feb 22 - Fri, Feb 26
Multiple Airlines Logo
10:21 pm - 10:55 amORD  Chicago O'Hare Intl-EIS Road Town Beef Island
10h 34m1 stop San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
11:35 am - 9:13 amEIS  Road Town Beef Island-ORD Chicago O'Hare Intl
23h 38m2 stops San Juan Luis Munoz Marin Intl Tampa
$549Multiple Airlines
Tue, Jan 19 - Tue, Jan 26
Multiple Airlines Logo
9:34 pm - 2:05 pmORD  Chicago O'Hare Intl-EIS Road Town Beef Island
14h 31m2 stops Philadelphia San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
4:00 pm - 3:30 pmEIS  Road Town Beef Island-ORD Chicago O'Hare Intl
25h 30m2 stops San Juan Luis Munoz Marin Intl Orlando
$623Multiple Airlines
Thu, Dec 3 - Mon, Dec 7
Multiple Airlines Logo
5:35 am - 2:05 pmORD  Chicago O'Hare Intl-EIS Road Town Beef Island
30h 30m2 stops Orlando San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
11:35 am - 1:08 amEIS  Road Town Beef Island-ORD Chicago O'Hare Intl
15h 33m2 stops San Juan Luis Munoz Marin Intl Orlando
$625Multiple Airlines
Mon, Dec 7 - Mon, Dec 14
Multiple Airlines Logo
5:35 am - 10:55 amORD  Chicago O'Hare Intl-EIS Road Town Beef Island
27h 20m2 stops Orlando San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
9:00 am - 1:08 amEIS  Road Town Beef Island-ORD Chicago O'Hare Intl
18h 08m2 stops San Juan Luis Munoz Marin Intl Orlando
$629Multiple Airlines
Tue, Dec 1 - Sat, Dec 5
Multiple Airlines Logo
10:21 pm - 10:55 amORD  Chicago O'Hare Intl-EIS Road Town Beef Island
10h 34m1 stop San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
4:00 pm - 11:23 pmEIS  Road Town Beef Island-ORD Chicago O'Hare Intl
33h 23m2 stops San Juan Luis Munoz Marin Intl Atlanta Hartsfield-Jackson
$630Multiple Airlines
Fri, Jan 15 - Wed, Jan 20
Multiple Airlines Logo
7:10 am - 10:55 amORD  Chicago O'Hare Intl-EIS Road Town Beef Island
25h 45m2 stops Fort Lauderdale San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
9:00 am - 9:01 pmEIS  Road Town Beef Island-ORD Chicago O'Hare Intl
14h 01m1 stop San Juan Luis Munoz Marin Intl
$646Multiple Airlines
Thu, Jan 7 - Wed, Jan 13
American Airlines Logo
5:00 am - 6:22 pmORD  Chicago O'Hare Intl-EIS Road Town Beef Island
11h 22m1 stop Miami
American Airlines Logo
7:39 pm - 11:10 amEIS  Road Town Beef Island-ORD Chicago O'Hare Intl
17h 31m1 stop Miami
$789American Airlines
Tue, Feb 2 - Tue, Feb 16
American Airlines Logo
7:00 am - 4:17 pmORD  Chicago O'Hare Intl-EIS Road Town Beef Island
7h 17m1 stop Miami
American Airlines Logo
4:58 pm - 1:05 amEIS  Road Town Beef Island-ORD Chicago O'Hare Intl
10h 07m1 stop Miami
$789American Airlines
Tue, Jan 26 - Tue, Feb 2

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American Airlines flights from Chicago to Road Town

Our best American Airlines deals on Chicago to Road Town flight tickets
American Airlines
Jan 26
ORD7:00 amChicago O'Hare Intl
7h 17m
1 stop
EIS4:17 pmRoad Town Beef Island
Feb 2
EIS4:58 pmRoad Town Beef Island
10h 07m
1 stop
ORD1:05 amChicago O'Hare Intl
$789
American Airlines
Jan 26
ORD5:28 amChicago O'Hare Intl
10h 54m
2 stops
EIS6:22 pmRoad Town Beef Island
Feb 2
EIS5:55 pmRoad Town Beef Island
9h 10m
1 stop
ORD1:05 amChicago O'Hare Intl
$793
American Airlines
Dec 16
ORD7:50 pmChicago O'Hare Intl
18h 22m
1 stop
EIS4:12 pmRoad Town Beef Island
Dec 23
EIS1:05 pmRoad Town Beef Island
10h 10m
1 stop
ORD9:15 pmChicago O'Hare Intl
$794

momondo Fare Finder

 
Use the filters below to find and compare flights from Chicago to Road Town that are best for you.

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Route

Depart

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Price

Cheapest round-trip

ChicagoRoad Town

ORD Chicago O'Hare Intl - EIS Road Town Beef Island

ORDEIS

Chicago O'Hare Intl

Mon 2/22

12:17 am-2:05 pm

1 stop11h 48m

Road Town Beef Island

Fri 2/26

11:35 am-1:36 am

1 stop16h 01m

$510

ChicagoRoad Town

ORD Chicago O'Hare Intl - EIS Road Town Beef Island

ORDEIS

Chicago O'Hare Intl

Mon 2/22

12:17 am-2:05 pm

1 stop11h 48m

Road Town Beef Island

Fri 2/26

11:35 am-11:50 am

2 stops26h 15m

$547

ChicagoRoad Town

ORD Chicago O'Hare Intl - EIS Road Town Beef Island

ORDEIS

Chicago O'Hare Intl

Tue 1/19

10:21 pm-10:55 am

1 stop10h 34m

Road Town Beef Island

Tue 1/26

11:35 am-9:13 am

2 stops23h 38m

$549

ChicagoRoad Town

ORD Chicago O'Hare Intl - EIS Road Town Beef Island

ORDEIS

Chicago O'Hare Intl

Thu 12/3

9:34 pm-2:05 pm

2 stops14h 31m

Road Town Beef Island

Mon 12/7

4:00 pm-3:30 pm

2 stops25h 30m

$623

ChicagoRoad Town

ORD Chicago O'Hare Intl - EIS Road Town Beef Island

ORDEIS

Chicago O'Hare Intl

Mon 12/7

5:35 am-2:05 pm

2 stops30h 30m

Road Town Beef Island

Mon 12/14

11:35 am-1:08 am

2 stops15h 33m

$625

ChicagoRoad Town

ORD Chicago O'Hare Intl - EIS Road Town Beef Island

ORDEIS

Chicago O'Hare Intl

Tue 12/1

5:35 am-10:55 am

2 stops27h 20m

Road Town Beef Island

Sat 12/5

9:00 am-1:08 am

2 stops18h 08m

$629

ChicagoRoad Town

ORD Chicago O'Hare Intl - EIS Road Town Beef Island

ORDEIS

Chicago O'Hare Intl

Fri 1/15

10:21 pm-10:55 am

1 stop10h 34m

Road Town Beef Island

Wed 1/20

4:00 pm-11:23 pm

2 stops33h 23m

$630

ChicagoRoad Town

ORD Chicago O'Hare Intl - EIS Road Town Beef Island

ORDEIS

Chicago O'Hare Intl

Thu 1/7

7:10 am-10:55 am

2 stops25h 45m

Road Town Beef Island

Wed 1/13

9:00 am-9:01 pm

1 stop14h 01m

$646

ChicagoRoad Town

ORD Chicago O'Hare Intl - EIS Road Town Beef Island

ORDEIS

Chicago O'Hare Intl

Tue 2/2

5:00 am-6:22 pm

1 stop11h 22m

Road Town Beef Island

Tue 2/16

7:39 pm-11:10 am

1 stop17h 31m

$789
Quickest round-trip

ChicagoRoad Town

ORD Chicago O'Hare Intl - EIS Road Town Beef Island

ORDEIS

Chicago O'Hare Intl

Tue 1/26

7:00 am-4:17 pm

1 stop7h 17m

Road Town Beef Island

Tue 2/2

4:58 pm-1:05 am

1 stop10h 07m

$789

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first
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See travel insights to Road Town from

How to get the cheapest flight ticket from Chicago 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 cheapest month to fly to Road Town?

The month of October is, on average, the cheapest month to fly to Road Town from Chicago, with most prices found around $0. If you don’t want to visit Road Town in October, then you should wait until August to fly from Chicago, when ticket prices are also cheap, with an average price of $818.

Can stopping save me money on Chicago to Road Town flights?

You could potentially save up to 48% on your flight if you consider stops on a Chicago to Road Town flight.

When to book flights from Chicago to Road Town

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

Cheap Chicago to Road Town (CHI to EIS) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Road Town

Best Price Found

$504

Fastest flight time

10h 34m

Direct flights

None
The best one-way flight to Road Town from Chicago in the past 72 hours is $504. The best round-trip flight deal from Chicago to Road Town found on momondo in the last 72 hours is $510.
The fastest flight from Chicago to Road Town takes 10h 34m
There are no direct flights from Chicago to Road Town. There are no popular flight routes from Chicago to Road Town.
Search flight deals

Frequently asked questions about flying from Chicago to Road Town

  • How far is Chicago to Road Town Beef Island by plane?

    A flight from Chicago to Road Town Beef Island will travel around 2109.0 mi. Flights usually cover this in 10h 34m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from Chicago to Road Town Beef Island Airport refresh daily.

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Road Town Beef Island Airport.

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

    The travel and health documents you'll need for your trip to Road Town Beef Island Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Road Town Beef Island Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Chicago to Road Town?

Best airlines flying from Chicago to Road Town

Compare and see reviews for airlines that fly from Chicago to Road Town with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $788Free CancellationRating
7.0
12,225 reviews
Search American 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?

Finding the right flight to Road Town from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Road Town quick and easy, saving you time and money.

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?

momondo provides multiple filters to help you find the best flight to Road Town from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

If you are not ready to book a flight from Chicago to Road Town now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Road Town and let you know when they change.

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