HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Isle of Wight

$281+ Cheap flights from Milwaukee (MKE) to Isle of Wight, VA

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/9. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — RIC
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Milwaukee to Isle of Wight 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 Milwaukee to Isle of Wight

Cheapest flights from Milwaukee to Isle of Wight
Explore the most affordable flight options available from Milwaukee to Isle of Wight. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This CheapOair deal was found by Cheapflights users on 1/26. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/97:01 pm
MKE
-
ORF
1 stop16h 04m
Frontier
Fri 2/1311:32 am
ORF
-
MKE
1 stop6h 53m
Frontier
Deal found 1/26$281
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
Wed 2/184:39 pm
MKE
-
ORF
1 stop24h 49m
Multiple Airlines
Mon 2/237:31 pm
ORF
-
MKE
2 stops21h 13m
Multiple Airlines
Deal found 1/26$287
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 3/28:11 pm
MKE
-
ORF
1 stop14h 54m
Multiple Airlines
Fri 3/66:45 am
ORF
-
MKE
2 stops13h 06m
Multiple Airlines
Deal found 1/28$304
This United Airlines deal was found by Cheapflights users on 1/26. 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.
Wed 2/188:30 am
MKE
-
ORF
1 stop4h 52m
United Airlines
Mon 2/234:55 pm
ORF
-
MKE
1 stop5h 49m
United Airlines
Deal found 1/26$309
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 3/28:11 pm
MKE
-
ORF
1 stop14h 54m
Frontier
Fri 3/63:26 pm
ORF
-
MKE
1 stop21h 53m
Frontier
Deal found 1/28$311
This Southwest deal was found by Cheapflights users on 1/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/187:30 am
MKE
-
ORF
2 stops9h 20m
Southwest
Mon 2/235:45 am
ORF
-
MKE
2 stops6h 45m
Southwest
Deal found 1/26$319
This Delta deal was found by Cheapflights users on 1/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/252:50 pm
MKE
-
ORF
1 stop4h 42m
Delta
Sat 5/211:20 am
ORF
-
MKE
1 stop6h 04m
Delta
Deal found 1/28$321
This Delta deal was found by Cheapflights users on 1/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/242:11 pm
MKE
-
ORF
1 stop7h 10m
Delta
Fri 2/275:40 am
ORF
-
MKE
1 stop4h 11m
Delta
Deal found 1/27$332
This American Airlines deal was found by Cheapflights users on 1/28. 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.
Thu 3/56:00 am
MKE
-
ORF
1 stop6h 26m
American Airlines
Sun 3/87:57 pm
ORF
-
MKE
1 stop4h 48m
American Airlines
Deal found 1/28$344
This Southwest deal was found by Cheapflights users on 1/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/252:55 pm
MKE
-
ORF
2 stops7h 10m
Southwest
Sat 5/27:55 am
ORF
-
MKE
1 stop4h 20m
Southwest
Deal found 1/27$349
This Southwest deal was found by Cheapflights users on 1/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/12:40 pm
MKE
-
ORF
1 stop6h 55m
Southwest
Mon 4/67:20 pm
ORF
-
MKE
1 stop4h 10m
Southwest
Deal found 1/26$357

Find flight deals from Milwaukee to Isle of Wight

Keep the following information in mind while searching for Milwaukee to Isle of Wight flight deals. Data was last updated January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$281
(CheapOair)

Popular in

February

Cheapest in

January

Average price

$285
Provider with most accurate pricing for Milwaukee-Mitchell-Norfolk flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Norfolk flights.
Search Deals
From Milwaukee-Mitchell to Isle of Wight
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($21 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Milwaukee to Isle of Wight 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 January 29, 2026.
Use the filters below to find and compare flights from Milwaukee to Isle of Wight that are best for you.

Fly from

Milwaukee

Fly to

Isle of Wight

Route

Depart

Return

Price

MilwaukeeNorfolk

MKE - ORF

MKEORF

Milwaukee-Mitchell

Mon 2/9

7:01 pm-12:05 pm

1 stop16h 04m

Norfolk

Fri 2/13

11:32 am-5:25 pm

1 stop6h 53m

$281

MilwaukeeNorfolk

MKE - ORF

MKEORF

Milwaukee-Mitchell

Thu 4/9

7:00 am-12:42 pm

1 stop4h 42m

Norfolk

Tue 4/14

5:53 am-11:47 am

1 stop6h 54m

$309

MilwaukeeNorfolk

MKE - ORF

MKEORF

Milwaukee-Mitchell

Wed 2/18

8:30 am-2:22 pm

1 stop4h 52m

Norfolk

Mon 2/23

4:55 pm-9:44 pm

1 stop5h 49m

$309

MilwaukeeNorfolk

MKE - ORF

MKEORF

Milwaukee-Mitchell

Wed 2/18

7:30 am-5:50 pm

2 stops9h 20m

Norfolk

Mon 2/23

5:45 am-11:30 am

2 stops6h 45m

$319

MilwaukeeNorfolk

MKE - ORF

MKEORF

Milwaukee-Mitchell

Sat 4/25

5:40 am-10:50 am

1 stop4h 10m

Norfolk

Sat 5/2

6:10 am-12:00 pm

1 stop6h 50m

$321

MilwaukeeNorfolk

MKE - ORF

MKEORF

Milwaukee-Mitchell

Sat 4/25

9:43 am-4:19 pm

1 stop5h 36m

Norfolk

Sat 5/2

6:00 am-10:04 am

1 stop5h 04m

$321

MilwaukeeNorfolk

MKE - ORF

MKEORF

Milwaukee-Mitchell

Tue 2/24

2:11 pm-10:21 pm

1 stop7h 10m

Norfolk

Fri 2/27

5:40 am-8:51 am

1 stop4h 11m

$332

MilwaukeeNorfolk

MKE - ORF

MKEORF

Milwaukee-Mitchell

Wed 3/4

6:00 am-2:22 pm

1 stop7h 22m

Norfolk

Sun 3/8

6:15 am-12:35 pm

1 stop7h 20m

$332

MilwaukeeNorfolk

MKE - ORF

MKEORF

Milwaukee-Mitchell

Wed 4/29

4:05 pm-9:10 pm

1 stop4h 05m

Norfolk

Sun 5/3

6:05 pm-11:45 pm

1 stop6h 40m

$332

MilwaukeeNorfolk

MKE - ORF

MKEORF

Milwaukee-Mitchell

Thu 3/5

6:00 am-1:26 pm

1 stop6h 26m

Norfolk

Sun 3/8

7:57 pm-11:45 pm

1 stop4h 48m

$344

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Best time to book a flight from Milwaukee to Isle of Wight

Have a flexible travel schedule? Discover the best time to fly to Isle of Wight from Milwaukee 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 Milwaukee to Isle of Wight

How far ahead should I book a flight from Milwaukee to Isle of Wight?

Use this chart to determine the optimal time to book a round-trip flight from Milwaukee to Isle of Wight. Price data was last updated on January 23, 2026.

Booking 17 days in advance of your planned departure date is, on average, the best time to get cheap flights from Milwaukee to Isle of Wight. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Milwaukee to Isle of Wight?

Currently, August is the cheapest month in which you can book a flight from Milwaukee to Isle of Wight (average of $108). Flying from Milwaukee to Isle of Wight in December is currently the most expensive (average of $248). 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.

Reviews of airlines servicing Isle of Wight

Get insights into the airlines that provide service to Isle of Wight. 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 Isle of Wight. Reviews last updated January 29, 2026.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from Milwaukee to Isle of Wight by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,267 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,128 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,215 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,205 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Milwaukee to Isle of Wight. 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 from for flights from Milwaukee to Isle of Wight?

    Located just 6.4 mi from the city center, Milwaukee-Mitchell is the airport most travelers will use when flying to Isle of Wight from Milwaukee. Booking flights from Milwaukee-Mitchell (MKE) to Isle of Wight should be relatively easy as there are 0 daily outbound flights to Isle of Wight from 4 different airlines.

  • How long is the flight from Milwaukee to Isle of Wight?

    Airlines like Frontier, American Airlines, and United Airlines fly from Milwaukee to Isle of Wight in about 4h 42m. The time it takes to get you to your destination can typically vary by up to 11h 22m. The distance between Milwaukee and Isle of Wight is about 746 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • Can I find deals for flights from Milwaukee to Isle of Wight that include hotel bookings?

    Yes. In addition to deals on Milwaukee to Isle of Wight flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Milwaukee to Isle of Wight?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Milwaukee to Isle of Wight.

  • Can I find deals for business class flights from Milwaukee to Isle of Wight?

    Yes. Cheapflights offers flight deals from Milwaukee to Isle of Wight 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 Milwaukee to Isle of Wight?

    Currently, August is the cheapest month in which you can book a flight from Milwaukee to Isle of Wight (average of $108). Flying from Milwaukee to Isle of Wight in December is currently the most expensive (average of $248). 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 Milwaukee to Isle of Wight

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Reagan-National flights
O'Hare Intl to Dulles Intl flights
O'Hare Intl to Raleigh flights
Minneapolis to Reagan-National flights
Minneapolis to Dulles Intl flights
O'Hare Intl to Greensboro flights
Minneapolis to Raleigh flights
O'Hare Intl to Richmond flights
Madison to Reagan-National flights
O'Hare Intl to Norfolk flights
Madison to Dulles Intl flights
Milwaukee to Reagan-National flights
Milwaukee to Dulles Intl flights
Minneapolis to Richmond flights
O'Hare Intl to Charlottesville flights
Minneapolis to Norfolk flights
Madison to Raleigh flights
Milwaukee to Raleigh flights
Wausau to Dulles Intl flights
O'Hare Intl to Roanoke flights
Wausau to Reagan-National flights
Madison to Norfolk flights
Appleton to Dulles Intl flights
Minneapolis to Greensboro flights
Appleton to Raleigh flights
Milwaukee to Norfolk flights
Appleton to Reagan-National flights
Madison to Richmond flights
Green Bay to Dulles Intl flights
Green Bay to Reagan-National flights
Minneapolis to Roanoke flights
Milwaukee to Richmond flights
Milwaukee to Greensboro flights
Appleton to Norfolk flights
Minneapolis to Charlottesville flights
Eau Claire to Reagan-National flights
O'Hare Intl to Blountville flights
Duluth to Dulles Intl flights
Madison to Greensboro flights
Milwaukee to Roanoke flights
Duluth to Reagan-National flights
Green Bay to Norfolk flights
Madison to Charlottesville flights
O'Hare Intl to Lynchburg flights
Eau Claire to Dulles Intl flights
Milwaukee to Charlottesville flights
O'Hare Intl to Newport News flights
Milwaukee to Lynchburg flights
Duluth to Raleigh flights
Madison to Blountville flights

Top 4 airlines flying from Milwaukee to Isle of Wight

Discover the top 4 airlines that operate flights from Milwaukee to Isle of Wight. 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$191Average$382FlexibilityNo cancel feeOn-time71%
DeltaCheapest$216Average$367FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$271Average$356FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$316Average$402FlexibilityNo cancel feeOn-time69%

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.