Road Town

$277+ Cheap flights from Illinois to Road Town (EIS)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/14. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — EIS
Aug 5 — Aug 121
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Cheap flight deals from Illinois to Road Town

Keep the following information in mind while searching for Illinois to Road Town flight deals. Data was last updated July 31, 2025.

Round-trip from

$579
(Kiwi.com)

One-way from

$277
(Kiwi.com)

Popular in

March

Cheapest in

October

Average price

$820
From Illinois to Road Town Beef Island
One-way flight from Illinois to Road Town Beef Island
Highest demand for flights based on searches. 4% potential increase in price ($43 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($19 potential savings vs. average RT price).
Average for round-trip flights in July 2025

Find flight deals from Illinois to Road Town

Cheapest flights from Illinois to Road Town
Explore the most affordable flight options available from Illinois to Road Town. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 31, 2025.

This Kiwi.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/146:30 amORD - EIS
2 stops8h 35mMultiple Airlines
Sun 9/214:00 pmEIS - ORD
1 stop8h 56mMultiple Airlines
Deal found 7/31$579
This American Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/277:05 pmORD - EIS
1 stop17h 11mAmerican Airlines
Wed 9/31:46 pmEIS - ORD
1 stop11h 03mAmerican Airlines
Deal found 7/29$754
This United Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/306:15 amSTL - EIS
2 stops11h 40mUnited Airlines
Mon 10/61:08 pmEIS - STL
2 stops22h 40mUnited Airlines
Deal found 7/30$844
This United Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/118:55 amORD - EIS
1 stop8h 00mUnited Airlines
Tue 11/181:08 pmEIS - ORD
1 stop24h 24mUnited Airlines
Deal found 7/30$876
This United Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/3011:06 amSTL - EIS
2 stops24h 34mMultiple Airlines
Mon 10/611:15 amEIS - STL
3 stops11h 45mMultiple Airlines
Deal found 7/30$1,211
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/306:00 pmSTL - EIS
2 stops18h 06mAmerican Airlines
Mon 10/62:00 pmEIS - STL
1 stop10h 56mAmerican Airlines
Deal found 7/30$1,248

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated July 31, 2025.
Use the filters below to find and compare flights from Illinois to Road Town that are best for you.

Fly from

Illinois

Fly to

Road Town

Route

Depart

Return

Price

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Sun 9/14

6:30 am-4:05 pm

2 stops8h 35m

Road Town Beef Island

Sun 9/21

4:00 pm-11:56 pm

1 stop8h 56m

$579

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Wed 8/27

7:05 pm-1:16 pm

1 stop17h 11m

Road Town Beef Island

Wed 9/3

1:46 pm-11:49 pm

1 stop11h 03m

$754

St. LouisRoad Town

STL - EIS

STLEIS

Lambert-St Louis

Tue 9/30

6:15 am-6:55 pm

2 stops11h 40m

Road Town Beef Island

Mon 10/6

1:08 pm-10:48 am

2 stops22h 40m

$844

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Tue 11/11

8:55 am-6:55 pm

1 stop8h 00m

Road Town Beef Island

Tue 11/18

1:08 pm-11:32 am

1 stop24h 24m

$876

St. LouisRoad Town

STL - EIS

STLEIS

Lambert-St Louis

Tue 9/30

11:06 am-12:40 pm

2 stops24h 34m

Road Town Beef Island

Mon 10/6

11:15 am-10:00 pm

3 stops11h 45m

$1,211

St. LouisRoad Town

STL - EIS

STLEIS

Lambert-St Louis

Tue 9/30

6:00 pm-1:06 pm

2 stops18h 06m

Road Town Beef Island

Mon 10/6

2:00 pm-11:56 pm

1 stop10h 56m

$1,248

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Fri 11/14

6:55 am-10:55 am

1 stop26h 00m

$277

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Fri 12/19

9:30 am-1:43 pm

1 stop26h 13m

$687

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Sat 12/27

6:55 pm-3:00 pm

1 stop18h 05m

$1,822

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Best time to book a flight from Illinois to Road Town

Have a flexible travel schedule? Discover the best time to fly to Road Town from Illinois with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Illinois to Road Town

What is the cheapest month to book a flight from Illinois to Road Town?

Currently, August is the cheapest month in which you can book a flight from Illinois to Road Town (average of $702). Flying from Illinois to Road Town in April is currently the most expensive (average of $958). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from IL to EIS?

Find hourly flight availability from Illinois to Road Town. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 31, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to Road Town as you normally would.

Reviews of airlines servicing Road Town

Get insights into the airlines that provide service to Road Town. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Road Town. Reviews last updated July 31, 2025.
Read reviews from past customers who have flown United Airlines and American Airlines from Illinois to Road Town. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Comfort

7.3

Boarding

7.7

Crew

8.1

Entertainment

7.1

Overall

7.4

Food

6.6

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

Comfort

7.3

Boarding

7.7

Crew

8.1

Entertainment

7.1

Overall

7.4

Food

6.6

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

Comfort

7.3

Boarding

7.7

Crew

8.1

Entertainment

7.1

Overall

7.4

Food

6.6

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

Related info for your journey

Find useful and relevant information for your journey from Illinois to Road Town. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly into for flights to Road Town from Illinois?

    Located just 5.2 mi from the city center, Road Town Beef Island (EIS) is the airport most travelers will use when flying to Road Town from Illinois.

  • What are the most popular routes from Illinois to Road Town?

  • Can I find deals for flights from Illinois to Road Town that include hotel bookings?

    Yes. In addition to deals on Illinois to Road Town flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Road Town?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Illinois to Road Town.

  • Can I find deals for business class flights from Illinois to Road Town?

    Yes. Cheapflights offers flight deals from Illinois to Road Town by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Illinois to Road Town?

    Currently, August is the cheapest month in which you can book a flight from Illinois to Road Town (average of $702). Flying from Illinois to Road Town in April is currently the most expensive (average of $958). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Illinois to Road Town

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Illinois to Road Town

Discover the top 2 airlines that operate flights from Illinois to Road Town. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$662Average$829FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$747Average$921FlexibilityNo cancel feeOn-time69%

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