Road Town

$480+ Cheap flights from Wisconsin 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 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — EIS
Oct 16 — Oct 231
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Wisconsin to Road Town with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Wisconsin to Road Town

Keep the following information in mind while searching for Wisconsin to Road Town flight deals. Data was last updated September 16, 2025.

Round-trip from

$551
(Kiwi.com)

One-way from

$480
(American Airlines)
From Wisconsin to Road Town Beef Island
One-way flight from Wisconsin to Road Town Beef Island

Find flight deals from Wisconsin to Road Town

Cheapest flights from Wisconsin to Road Town
Explore the most affordable flight options available from Wisconsin to Road Town. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Thu 10/306:40 amORD - EIS
2 stops27h 15mMultiple Airlines
Thu 11/64:00 pmEIS - ORD
1 stop28h 00mMultiple Airlines
Deal found 9/15$551
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Mon 9/226:30 amORD - EIS
2 stops10h 50mMultiple Airlines
Fri 9/264:00 pmEIS - ORD
1 stop8h 56mMultiple Airlines
Deal found 9/14$566
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Mon 9/226:30 amORD - EIS
2 stops10h 50mMultiple Airlines
Thu 9/254:00 pmEIS - ORD
1 stop8h 56mMultiple Airlines
Deal found 9/14$569
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 9/2112:55 pmORD - EIS
1 stop21h 00mMultiple Airlines
Fri 9/264:00 pmEIS - ORD
2 stops25h 12mMultiple Airlines
Deal found 9/14$570
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Sat 10/113:00 pmORD - EIS
1 stop18h 55mMultiple Airlines
Sat 10/1812:50 pmEIS - ORD
2 stops9h 43mMultiple Airlines
Deal found 9/16$574
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 9/215:10 amORD - EIS
2 stops9h 55mMultiple Airlines
Thu 9/254:00 pmEIS - ORD
1 stop8h 56mMultiple Airlines
Deal found 9/14$600
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Tue 9/236:30 amORD - EIS
2 stops31h 45mMultiple Airlines
Fri 9/264:00 pmEIS - ORD
1 stop8h 56mMultiple Airlines
Deal found 9/14$604
This Mytrip deal was found by Cheapflights users on 9/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/295:45 amMSP - EIS
3 stops35h 35mMultiple Airlines
Wed 11/58:55 amEIS - MSP
2 stops13h 56mMultiple Airlines
Deal found 9/14$728
This American Airlines deal was found by Cheapflights users on 9/13. 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.
Mon 12/86:10 pmLSE - EIS
2 stops20h 02mAmerican Airlines
Wed 12/105:48 pmEIS - LSE
2 stops25h 50mAmerican Airlines
Deal found 9/13$924
This United Airlines deal was found by Cheapflights users on 9/14. 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 10/76:15 amGRB - EIS
2 stops11h 40mUnited Airlines
Fri 10/1010:05 amEIS - GRB
2 stops35h 06mUnited Airlines
Deal found 9/14$1,080
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Fri 10/311:20 pmGRB - EIS
2 stops46h 10mUnited Airlines
Fri 11/78:15 amEIS - GRB
2 stops32h 55mUnited Airlines
Deal found 9/16$1,114
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Sat 9/206:00 amMSP - EIS
2 stops11h 55mUnited Airlines
Mon 9/227:55 amEIS - MSP
2 stops16h 18mUnited Airlines
Deal found 9/16$1,200

Cheapflights Fare Finder

 
Customize your flight search to find flights from Wisconsin 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 September 16, 2025.
Use the filters below to find and compare flights from Wisconsin to Road Town that are best for you.

Fly from

Wisconsin

Fly to

Road Town

Route

Depart

Return

Price

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

Wed 1/7

6:55 am-6:20 pm

1 stop9h 25m

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

4:35 pm-10:55 am

1 stop16h 20m

Road Town Beef Island

Wed 1/14

12:10 pm-9:59 pm

2 stops11h 49m

$601

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

Thu 1/15

12:10 pm-12:12 am

2 stops14h 02m

$601

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Mon 2/2

1:35 pm-3:15 pm

2 stops23h 40m

Road Town Beef Island

Thu 2/5

12:10 pm-6:00 pm

1 stop7h 50m

$618

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

Thu 1/15

12:10 pm-6:00 pm

1 stop7h 50m

$619

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Sat 10/11

7:43 pm-4:05 pm

2 stops19h 22m

Road Town Beef Island

Sat 10/18

8:55 am-9:33 pm

2 stops13h 38m

$631

ChicagoRoad Town

ORD - EIS

ORDEIS

Chicago O'Hare Intl

Sat 2/7

10:18 am-10:55 am

2 stops22h 37m

Road Town Beef Island

Sun 2/15

8:55 am-6:00 pm

1 stop11h 05m

$661

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

Fri 1/16

12:10 pm-6:00 pm

1 stop7h 50m

$663

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

Fri 1/16

12:10 pm-6:00 pm

1 stop7h 50m

$664

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 27 results
1
2
3

Best time to book a flight from Wisconsin to Road Town

Have a flexible travel schedule? Discover the best time to fly to Road Town from Wisconsin 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 Wisconsin to Road Town

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

Find hourly flight availability from Wisconsin 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 September 16, 2025.

When flying from Wisconsin to Road Town, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Related info for your journey

Find useful and relevant information for your journey from Wisconsin 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 Wisconsin?

    Road Town Beef Island (EIS), located 5.2 mi from the city center, is the airport you fly into when you book flights from Wisconsin to Road Town.

  • How long is the flight from Wisconsin to Road Town?

    For as low as $1,080, American Airlines can have you in Road Town from Wisconsin in 11h 40m. Wisconsin and Road Town are separated by a distance of 2255 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Wisconsin 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 Wisconsin to Road Town?

    Currently, August is the cheapest month in which you can book a flight from Wisconsin to Road Town (average of $702). Flying from Wisconsin to Road Town in March is currently the most expensive (average of $966). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Wisconsin to Road Town

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

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.