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Cheap flights from Illinois to Road Town from $238

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Road Town departing on 1/21. 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 Illinois to Road Town

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
12:05 pm - 10:55 am
ORD
-
EIS
44h 50m2 stops
Multiple Airlines Logo
4:00 pm - 4:37 pm
EIS
-
ORD
26h 37m1 stop
$488Multiple Airlines
Mon, Jan 26 - Mon, Feb 2
Multiple Airlines Logo
12:17 pm - 3:15 pm
ORD
-
EIS
24h 58m1 stop
Multiple Airlines Logo
12:10 pm - 4:37 pm
EIS
-
ORD
30h 27m1 stop
$520Multiple Airlines
Mon, Jan 26 - Mon, Feb 2
Multiple Airlines Logo
9:18 am - 6:20 pm
ORD
-
EIS
31h 02m2 stops
Multiple Airlines Logo
4:00 pm - 3:48 pm
EIS
-
ORD
25h 48m1 stop
$528Multiple Airlines
Sun, Feb 15 - Mon, Feb 23
Multiple Airlines Logo
12:17 pm - 2:10 pm
ORD
-
EIS
23h 53m1 stop
Multiple Airlines Logo
4:00 pm - 3:48 pm
EIS
-
ORD
25h 48m1 stop
$538Multiple Airlines
Sun, Feb 15 - Mon, Feb 23
Multiple Airlines Logo
12:44 pm - 6:20 pm
ORD
-
EIS
27h 36m2 stops
Multiple Airlines Logo
8:55 am - 3:48 pm
EIS
-
ORD
8h 53m1 stop
$556Multiple Airlines
Thu, Feb 5 - Thu, Feb 12
Multiple Airlines Logo
12:17 pm - 10:55 am
ORD
-
EIS
20h 38m1 stop
Multiple Airlines Logo
8:55 am - 3:48 pm
EIS
-
ORD
8h 53m1 stop
$632Multiple Airlines
Thu, Feb 5 - Thu, Feb 12
Multiple Airlines Logo
12:22 pm - 2:05 pm
ORD
-
EIS
24h 43m1 stop
Multiple Airlines Logo
4:00 pm - 4:37 pm
EIS
-
ORD
25h 37m1 stop
$638Multiple Airlines
Mon, May 11 - Mon, May 18
Multiple Airlines Logo
6:00 am - 6:10 pm
ORD
-
EIS
11h 10m2 stops
Multiple Airlines Logo
4:00 pm - 4:37 pm
EIS
-
ORD
25h 37m1 stop
$654Multiple Airlines
Fri, Apr 10 - Mon, Apr 20
American Airlines Logo
5:35 am - 12:50 pm
STL
-
EIS
6h 15m1 stop
American Airlines Logo
12:50 pm - 9:35 pm
EIS
-
STL
9h 45m1 stop
$694American Airlines
Mon, Apr 20 - Mon, Apr 27
American Airlines Logo
7:50 am - 9:10 pm
STL
-
EIS
12h 20m2 stops
American Airlines Logo
9:00 am - 9:11 pm
EIS
-
STL
13h 11m2 stops
$699American Airlines
Mon, Apr 20 - Mon, Apr 27

American Airlines flights from Illinois to Road Town

Our best American Airlines deals on Illinois to Road Town flight tickets
American Airlines
Apr 20
STL5:35 amLambert-St Louis
6h 15m
1 stop
EIS12:50 pmRoad Town Beef Island
Apr 27
EIS12:50 pmRoad Town Beef Island
9h 45m
1 stop
STL9:35 pmLambert-St Louis
$694
Find similar
American Airlines
Apr 20
STL7:50 amLambert-St Louis
12h 20m
2 stops
EIS9:10 pmRoad Town Beef Island
Apr 27
EIS9:00 amRoad Town Beef Island
13h 11m
2 stops
STL9:11 pmLambert-St Louis
$699
Find similar
American Airlines
Apr 10
ORD5:24 pmChicago O'Hare Intl
16h 51m
1 stop
EIS11:15 amRoad Town Beef Island
Apr 20
EIS9:00 amRoad Town Beef Island
14h 39m
1 stop
ORD10:39 pmChicago O'Hare Intl
$739
Find similar

United Airlines flights from Illinois to Road Town

Our best United Airlines deals on Illinois to Road Town flight tickets
United Airlines
Mar 6
ORD9:30 amChicago O'Hare Intl
25h 04m
1 stop
EIS12:34 pmRoad Town Beef Island
Mar 14
EIS9:41 amRoad Town Beef Island
27h 11m
1 stop
ORD11:52 amChicago O'Hare Intl
$771
Find similar
United Airlines
Mar 6
ORD9:30 amChicago O'Hare Intl
27h 02m
1 stop
EIS2:32 pmRoad Town Beef Island
Mar 14
EIS8:15 amRoad Town Beef Island
26h 06m
2 stops
ORD9:21 amChicago O'Hare Intl
$851
Find similar
United Airlines
May 11
ORD10:35 amChicago O'Hare Intl
30h 55m
2 stops
EIS6:30 pmRoad Town Beef Island
May 18
EIS11:21 amRoad Town Beef Island
27h 51m
2 stops
ORD2:12 pmChicago O'Hare Intl
$951
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Illinois 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 28, 2025.
Use the filters below to find and compare flights from Illinois 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 1/26

12:05 pm-10:55 am

2 stops44h 50m

Road Town Beef Island

Mon 2/2

4:00 pm-4:37 pm

1 stop26h 37m

$488

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Mon 1/26

12:17 pm-3:15 pm

1 stop24h 58m

Road Town Beef Island

Mon 2/2

12:10 pm-4:37 pm

1 stop30h 27m

$520

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Sun 2/15

9:18 am-6:20 pm

2 stops31h 02m

Road Town Beef Island

Mon 2/23

4:00 pm-3:48 pm

1 stop25h 48m

$528

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-3:48 pm

1 stop25h 48m

$538

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Thu 2/5

12:44 pm-6:20 pm

2 stops27h 36m

Road Town Beef Island

Thu 2/12

8:55 am-3:48 pm

1 stop8h 53m

$556

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Thu 2/5

12:17 pm-10:55 am

1 stop20h 38m

Road Town Beef Island

Thu 2/12

8:55 am-3:48 pm

1 stop8h 53m

$632

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Mon 5/11

12:22 pm-2:05 pm

1 stop24h 43m

Road Town Beef Island

Mon 5/18

4:00 pm-4:37 pm

1 stop25h 37m

$638

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Fri 4/10

6:00 am-6:10 pm

2 stops11h 10m

Road Town Beef Island

Mon 4/20

4:00 pm-4:37 pm

1 stop25h 37m

$654

St. LouisRoad Town

STL - EIS

STLEIS

Lambert-St Louis

Mon 4/20

5:35 am-12:50 pm

1 stop6h 15m

Road Town Beef Island

Mon 4/27

12:50 pm-9:35 pm

1 stop9h 45m

$694

St. LouisRoad Town

STL - EIS

STLEIS

Lambert-St Louis

Mon 4/20

7:50 am-9:10 pm

2 stops12h 20m

Road Town Beef Island

Mon 4/27

9:00 am-9:11 pm

2 stops13h 11m

$699

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 resultsSorted by cheapest first
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See travel insights to Road Town from

How to get the cheapest flight ticket from Illinois 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 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 Illinois 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.

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

You could potentially save up to 42% on your flight if you consider stops on a Illinois to Road Town flight.

Cheap Illinois to Road Town flight deals and tips

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

Fastest flight time

8h 22m

Direct flights

None
The fastest flight from Illinois to Road Town takes 8h 22m
There are no direct flights from Illinois to Road Town. There are no popular flight routes from Illinois to Road Town.
Search flight deals

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

    Prices for flights from Illinois to Road Town Beef Island Airport were last updated today.

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

  • How old do you have to be to fly from Illinois 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 Illinois 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.

Best airlines flying from Illinois to Road Town

Compare and see reviews for airlines that fly from Illinois to Road Town with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $707Free CancellationRating
7.2
11,073 reviews
Search American Airlines flights
United AirlinesPriceFrom $747Free CancellationRating
7.4
9,113 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 Illinois to Road Town?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Illinois to Road Town. Millions of users trust and use momondo every year so you are in good hands.

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

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

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

Once all potential Illinois to Road Town flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Yes momondo offers price alerts on flights to Road Town from Illinois. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Road Town trip

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