Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago to Road Town from $332

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 - 10:55 amORD  Chicago O'Hare Intl-EIS Road Town Beef Island
8h 38m1 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
$580Multiple Airlines
Tue, Jan 12 - Wed, Jan 20
Multiple Airlines Logo
6:00 am - 10:55 amORD  Chicago O'Hare Intl-EIS Road Town Beef Island
26h 55m2 stops Baltimore/Washington San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
9:00 am - 11:23 amEIS  Road Town Beef Island-ORD Chicago O'Hare Intl
28h 23m2 stops San Juan Luis Munoz Marin Intl Baltimore/Washington
$585Multiple Airlines
Sun, Nov 8 - Sun, Nov 15
Multiple Airlines Logo
7:50 pm - 6:10 pmORD  Chicago O'Hare Intl-EIS Road Town Beef Island
20h 20m3 stops Atlanta Hartsfield-Jackson Philadelphia San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
9:00 am - 11:23 amEIS  Road Town Beef Island-ORD Chicago O'Hare Intl
28h 23m2 stops San Juan Luis Munoz Marin Intl Baltimore/Washington
$688Multiple Airlines
Sun, Nov 8 - Sun, Nov 15
Multiple Airlines Logo
8:46 am - 10:55 amORD  Chicago O'Hare Intl-EIS Road Town Beef Island
25h 09m2 stops Orlando San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
11:35 am - 7:31 amEIS  Road Town Beef Island-ORD Chicago O'Hare Intl
20h 56m2 stops San Juan Luis Munoz Marin Intl Orlando
$689Multiple Airlines
Tue, Oct 20 - Sun, Oct 25
Multiple Airlines Logo
12:17 am - 2:05 pmORD  Chicago O'Hare Intl-EIS Road Town Beef Island
12h 48m1 stop San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
9:00 am - 2:36 amEIS  Road Town Beef Island-ORD Chicago O'Hare Intl
18h 36m1 stop San Juan Luis Munoz Marin Intl
$693Multiple Airlines
Sun, Mar 14 - Thu, Mar 18
Multiple Airlines Logo
12:17 am - 2:05 pmORD  Chicago O'Hare Intl-EIS Road Town Beef Island
12h 48m1 stop San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
9:00 am - 2:36 amEIS  Road Town Beef Island-ORD Chicago O'Hare Intl
18h 36m1 stop San Juan Luis Munoz Marin Intl
$693Multiple Airlines
Mon, Mar 15 - Wed, Mar 17
Multiple Airlines Logo
12:17 am - 2:05 pmORD  Chicago O'Hare Intl-EIS Road Town Beef Island
12h 48m1 stop San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
9:00 am - 2:36 amEIS  Road Town Beef Island-ORD Chicago O'Hare Intl
18h 36m1 stop San Juan Luis Munoz Marin Intl
$693Multiple Airlines
Mon, Mar 15 - Thu, Mar 18
Multiple Airlines Logo
12:17 am - 10:55 amORD  Chicago O'Hare Intl-EIS Road Town Beef Island
9h 38m1 stop San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
9:00 am - 2:36 amEIS  Road Town Beef Island-ORD Chicago O'Hare Intl
18h 36m1 stop San Juan Luis Munoz Marin Intl
$693Multiple Airlines
Sun, Mar 14 - Wed, Mar 17
American Airlines Logo
6:59 am - 6:20 pmORD  Chicago O'Hare Intl-EIS Road Town Beef Island
9h 21m1 stop Miami
American Airlines Logo
5:38 pm - 12:44 amEIS  Road Town Beef Island-ORD Chicago O'Hare Intl
9h 06m1 stop Miami
$728American Airlines
Tue, Nov 10 - Tue, Nov 17
American Airlines Logo
6:00 am - 6:20 pmORD  Chicago O'Hare Intl-EIS Road Town Beef Island
10h 20m1 stop Miami
American Airlines Logo
7:00 am - 5:59 pmEIS  Road Town Beef Island-ORD Chicago O'Hare Intl
12h 59m1 stop Miami
$733American Airlines
Wed, Dec 16 - Wed, Dec 23

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

American Airlines flights from Chicago to Road Town

Our best American Airlines deals on Chicago to Road Town flight tickets
American Airlines
Nov 10
ORD6:59 amChicago O'Hare Intl
9h 21m
1 stop
EIS6:20 pmRoad Town Beef Island
Nov 17
EIS5:38 pmRoad Town Beef Island
9h 06m
1 stop
ORD12:44 amChicago O'Hare Intl
$728
American Airlines
Nov 10
ORD6:41 amChicago O'Hare Intl
9h 39m
2 stops
EIS6:20 pmRoad Town Beef Island
Nov 17
EIS5:38 pmRoad Town Beef Island
9h 06m
1 stop
ORD12:44 amChicago O'Hare Intl
$733
American Airlines
Dec 16
ORD5:00 amChicago O'Hare Intl
11h 20m
2 stops
EIS6:20 pmRoad Town Beef Island
Dec 23
EIS7:00 amRoad Town Beef Island
10h 39m
1 stop
ORD3:39 pmChicago O'Hare Intl
$738

United Airlines flights from Chicago to Road Town

Our best United Airlines deals on Chicago to Road Town flight tickets
United Airlines
Sep 29
ORD8:55 amChicago O'Hare Intl
29h 43m
1 stop
EIS3:38 pmRoad Town Beef Island
Oct 3
EIS9:20 amRoad Town Beef Island
11h 45m
1 stop
ORD8:05 pmChicago O'Hare Intl
$1,136
United Airlines
Oct 9
ORD7:47 pmChicago O'Hare Intl
37h 37m
2 stops
EIS10:24 amRoad Town Beef Island
Oct 13
EIS8:00 amRoad Town Beef Island
13h 05m
1 stop
ORD8:05 pmChicago O'Hare Intl
$1,171
United Airlines
Sep 29
ORD8:45 amChicago O'Hare Intl
33h 15m
2 stops
EIS7:00 pmRoad Town Beef Island
Oct 3
EIS9:20 amRoad Town Beef Island
11h 45m
1 stop
ORD8:05 pmChicago O'Hare Intl
$1,178

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoRoad Town

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

ORDEIS

Chicago O'Hare Intl

Tue 1/12

12:17 am-10:55 am

1 stop8h 38m

Road Town Beef Island

Wed 1/20

4:00 pm-11:23 pm

2 stops33h 23m

$580

ChicagoRoad Town

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

ORDEIS

Chicago O'Hare Intl

Sun 11/8

6:00 am-10:55 am

2 stops26h 55m

Road Town Beef Island

Sun 11/15

9:00 am-11:23 am

2 stops28h 23m

$585

ChicagoRoad Town

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

ORDEIS

Chicago O'Hare Intl

Sun 11/8

7:50 pm-6:10 pm

3 stops20h 20m

Road Town Beef Island

Sun 11/15

9:00 am-11:23 am

2 stops28h 23m

$688

ChicagoRoad Town

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

ORDEIS

Chicago O'Hare Intl

Tue 10/20

8:46 am-10:55 am

2 stops25h 09m

Road Town Beef Island

Sun 10/25

11:35 am-7:31 am

2 stops20h 56m

$689

ChicagoRoad Town

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

ORDEIS

Chicago O'Hare Intl

Sun 3/14

12:17 am-2:05 pm

1 stop12h 48m

Road Town Beef Island

Thu 3/18

9:00 am-2:36 am

1 stop18h 36m

$693

ChicagoRoad Town

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

ORDEIS

Chicago O'Hare Intl

Mon 3/15

12:17 am-2:05 pm

1 stop12h 48m

Road Town Beef Island

Wed 3/17

9:00 am-2:36 am

1 stop18h 36m

$693

ChicagoRoad Town

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

ORDEIS

Chicago O'Hare Intl

Mon 3/15

12:17 am-2:05 pm

1 stop12h 48m

Road Town Beef Island

Thu 3/18

9:00 am-2:36 am

1 stop18h 36m

$693

ChicagoRoad Town

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

ORDEIS

Chicago O'Hare Intl

Sun 3/14

12:17 am-10:55 am

1 stop9h 38m

Road Town Beef Island

Wed 3/17

9:00 am-2:36 am

1 stop18h 36m

$693
Quickest round-trip

ChicagoRoad Town

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

ORDEIS

Chicago O'Hare Intl

Tue 11/10

6:59 am-6:20 pm

1 stop9h 21m

Road Town Beef Island

Tue 11/17

5:38 pm-12:44 am

1 stop9h 06m

$728

ChicagoRoad Town

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

ORDEIS

Chicago O'Hare Intl

Wed 12/16

6:00 am-6:20 pm

1 stop10h 20m

Road Town Beef Island

Wed 12/23

7:00 am-5:59 pm

1 stop12h 59m

$733

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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

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

You could potentially save up to 60% 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

$332

Fastest flight time

9h 05m

Direct flights

None
The best one-way flight to Road Town from Chicago in the past 72 hours is $332. The best round-trip flight deal from Chicago to Road Town found on momondo in the last 72 hours is $580.
The fastest flight from Chicago to Road Town takes 9h 05m
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 9h 05m, 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 $778Free CancellationRating
7.0
12,097 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.

An easier way to manage your Road Town trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Wed 10/28
Wed 11/4
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the British Virgin Islands

Airports servicing British Virgin Islands

Anegada Airport
Virgin Gorda Airport