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Cheap flights from Illinois to Road Town from $551

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Road Town departing on 10/30. 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

Multiple Airlines Logo
6:40 am - 10:55 amORD-EIS
27h 15m2 stops
Multiple Airlines Logo
4:00 pm - 6:00 pmEIS-ORD
28h 00m1 stop
$551Multiple Airlines
Find Deal
Thu, Oct 30 - Thu, Nov 6
Multiple Airlines Logo
3:00 pm - 10:55 amORD-EIS
18h 55m1 stop
Multiple Airlines Logo
12:50 pm - 9:33 pmEIS-ORD
9h 43m2 stops
$574Multiple Airlines
Find Deal
Sat, Oct 11 - Sat, Oct 18
Multiple Airlines Logo
1:35 pm - 3:15 pmORD-EIS
23h 40m2 stops
Multiple Airlines Logo
12:10 pm - 6:00 pmEIS-ORD
7h 50m1 stop
$585Multiple Airlines
Find Deal
Mon, Jan 5 - Wed, Jan 14
Multiple Airlines Logo
4:35 pm - 10:55 amORD-EIS
16h 20m1 stop
Multiple Airlines Logo
8:55 am - 6:00 pmEIS-ORD
11h 05m1 stop
$587Multiple Airlines
Find Deal
Tue, Jan 6 - Wed, Jan 14
American Airlines Logo
6:35 pm - 12:15 pmORD-EIS
15h 40m2 stops
American Airlines Logo
5:35 pm - 8:59 amEIS-ORD
17h 24m1 stop
$743American Airlines
Find Deal
Tue, Jan 6 - Fri, Jan 16
American Airlines Logo
6:24 pm - 2:45 pmORD-EIS
18h 21m1 stop
American Airlines Logo
3:35 pm - 12:30 amEIS-ORD
10h 55m1 stop
$744American Airlines
Find Deal
Tue, Jan 6 - Thu, Jan 15
American Airlines Logo
6:35 pm - 12:15 pmORD-EIS
15h 40m2 stops
American Airlines Logo
3:35 pm - 12:30 amEIS-ORD
10h 55m1 stop
$748American Airlines
Find Deal
Tue, Jan 6 - Thu, Jan 15
United Airlines Logo
11:20 am - 6:30 pmSTL-EIS
30h 10m2 stops
United Airlines Logo
8:15 am - 3:50 pmEIS-STL
33h 35m2 stops
$1,139United Airlines
Find Deal
Thu, Oct 30 - Thu, Nov 6
United Airlines Logo
5:11 pm - 6:55 pmSTL-EIS
48h 44m2 stops
United Airlines Logo
10:05 am - 10:00 pmEIS-STL
12h 55m2 stops
$1,327United Airlines
Find Deal
Thu, Oct 9 - Sun, Oct 12
United Airlines Logo
11:20 am - 4:15 pmSTL-EIS
26h 55m2 stops
United Airlines Logo
8:15 am - 10:56 pmEIS-STL
16h 41m2 stops
$7,600United Airlines
Find Deal
Sun, Feb 8 - Sun, Feb 15

American Airlines flights from Illinois to Road Town

Our best American Airlines deals on Illinois to Road Town flight tickets
American Airlines
Jan 6
ORD6:35 pmChicago O'Hare Intl
15h 40m
2 stops
EIS12:15 pmRoad Town Beef Island
Jan 16
EIS5:35 pmRoad Town Beef Island
17h 24m
1 stop
ORD8:59 amChicago O'Hare Intl
$743
Find similar
American Airlines
Jan 6
ORD6:24 pmChicago O'Hare Intl
18h 21m
1 stop
EIS2:45 pmRoad Town Beef Island
Jan 15
EIS3:35 pmRoad Town Beef Island
10h 55m
1 stop
ORD12:30 amChicago O'Hare Intl
$744
Find similar
American Airlines
Jan 6
ORD6:35 pmChicago O'Hare Intl
15h 40m
2 stops
EIS12:15 pmRoad Town Beef Island
Jan 15
EIS3:35 pmRoad Town Beef Island
10h 55m
1 stop
ORD12:30 amChicago O'Hare Intl
$748
Find similar

United Airlines flights from Illinois to Road Town

Our best United Airlines deals on Illinois to Road Town flight tickets
United Airlines
Sep 27
ORD8:52 amChicago O'Hare Intl
9h 03m
1 stop
EIS6:55 pmRoad Town Beef Island
Sep 30
EIS7:55 amRoad Town Beef Island
13h 08m
1 stop
ORD8:03 pmChicago O'Hare Intl
$986
Find similar
United Airlines
Sep 21
ORD8:52 amChicago O'Hare Intl
9h 03m
1 stop
EIS6:55 pmRoad Town Beef Island
Sep 24
EIS1:08 pmRoad Town Beef Island
7h 55m
1 stop
ORD8:03 pmChicago O'Hare Intl
$1,092
Find similar
United Airlines
Sep 27
ORD6:00 amChicago O'Hare Intl
30h 47m
2 stops
EIS1:47 pmRoad Town Beef Island
Sep 30
EIS7:55 amRoad Town Beef Island
13h 08m
1 stop
ORD8:03 pmChicago O'Hare Intl
$1,095
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 September 16, 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

Thu 10/30

6:40 am-10:55 am

2 stops27h 15m

Road Town Beef Island

Thu 11/6

4:00 pm-6:00 pm

1 stop28h 00m

$551

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Sat 10/11

3:00 pm-10:55 am

1 stop18h 55m

Road Town Beef Island

Sat 10/18

12:50 pm-9:33 pm

2 stops9h 43m

$574

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Mon 1/5

1:35 pm-3:15 pm

2 stops23h 40m

Road Town Beef Island

Wed 1/14

12:10 pm-6:00 pm

1 stop7h 50m

$585

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Tue 1/6

4:35 pm-10:55 am

1 stop16h 20m

Road Town Beef Island

Wed 1/14

8:55 am-6:00 pm

1 stop11h 05m

$587

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Tue 1/6

6:35 pm-12:15 pm

2 stops15h 40m

Road Town Beef Island

Fri 1/16

5:35 pm-8:59 am

1 stop17h 24m

$743

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Tue 1/6

6:24 pm-2:45 pm

1 stop18h 21m

Road Town Beef Island

Thu 1/15

3:35 pm-12:30 am

1 stop10h 55m

$744

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Tue 1/6

6:35 pm-12:15 pm

2 stops15h 40m

Road Town Beef Island

Thu 1/15

3:35 pm-12:30 am

1 stop10h 55m

$748

St. LouisRoad Town

STL - EIS

STLEIS

Lambert-St Louis

Thu 10/30

11:20 am-6:30 pm

2 stops30h 10m

Road Town Beef Island

Thu 11/6

8:15 am-3:50 pm

2 stops33h 35m

$1,139

St. LouisRoad Town

STL - EIS

STLEIS

Lambert-St Louis

Thu 10/9

5:11 pm-6:55 pm

2 stops48h 44m

Road Town Beef Island

Sun 10/12

10:05 am-10:00 pm

2 stops12h 55m

$1,327

St. LouisRoad Town

STL - EIS

STLEIS

Lambert-St Louis

Sun 2/8

11:20 am-4:15 pm

2 stops26h 55m

Road Town Beef Island

Sun 2/15

8:15 am-10:56 pm

2 stops16h 41m

$7,600

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 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.

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

Direct flights

None
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 $672Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $747Free CancellationRating
7.4
8,924 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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