Isle of Wight

$269+ Cheap flights from Oshkosh, WI 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 4/25. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — RIC
Feb 28 — Mar 71
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Cheap flight deals from Oshkosh to Isle of Wight

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

This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/252:54 pm
ATW
-
ORF
1 stop5h 14m
United Airlines
Sat 5/25:09 pm
ORF
-
ATW
1 stop6h 36m
United Airlines
Deal found 1/27$269
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.
Thu 4/27:00 am
ATW
-
ORF
1 stop3h 53m
Delta
Sat 4/115:40 am
ORF
-
ATW
1 stop5h 52m
Delta
Deal found 1/28$291
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/21:42 pm
ATW
-
ORF
2 stops9h 17m
American Airlines
Sat 5/91:32 pm
ORF
-
ATW
2 stops11h 09m
American Airlines
Deal found 1/27$329
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 6/135:20 pm
ATW
-
ORF
1 stop5h 13m
Delta
Wed 6/174:27 pm
ORF
-
ATW
1 stop6h 31m
Delta
Deal found 1/28$330
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/21:25 pm
ATW
-
ORF
2 stops8h 28m
American Airlines
Sat 4/113:20 pm
ORF
-
ATW
2 stops9h 21m
American Airlines
Deal found 1/27$341
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.
Sun 7/195:29 am
ATW
-
ORF
1 stop6h 20m
Delta
Sat 7/256:05 pm
ORF
-
ATW
1 stop4h 52m
Delta
Deal found 1/28$347
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/308:00 am
ATW
-
ORF
1 stop5h 25m
United Airlines
Sat 2/710:05 am
ORF
-
ATW
1 stop5h 04m
United Airlines
Deal found 1/28$354
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.
Fri 1/3011:25 am
ATW
-
ORF
2 stops10h 33m
American Airlines
Sat 2/77:38 pm
ORF
-
ATW
1 stop5h 11m
American Airlines
Deal found 1/28$359
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/104:55 pm
ATW
-
ORF
1 stop5h 44m
American Airlines
Sat 6/136:14 pm
ORF
-
ATW
1 stop6h 17m
American Airlines
Deal found 1/27$369

Find flight deals from Oshkosh to Isle of Wight

Keep the following information in mind while searching for Oshkosh 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

$269
(United Airlines)

Popular in

July

Cheapest in

November

Average price

$363
Provider with most accurate pricing for Appleton Intl-Norfolk flight deals.
Provider most trusted by Cheapflights users for Appleton Intl-Norfolk flights.
From Oshkosh to Isle of Wight
Highest demand for flights based on searches. 7% potential increase in price ($31 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Average for round-trip flights in January 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Oshkosh 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 Oshkosh to Isle of Wight that are best for you.

Fly from

Oshkosh

Fly to

Isle of Wight

Route

Depart

Return

Price

AppletonNorfolk

ATW - ORF

ATWORF

Appleton Intl

Sat 4/25

2:54 pm-9:08 pm

1 stop5h 14m

Norfolk

Sat 5/2

5:09 pm-10:45 pm

1 stop6h 36m

$269

AppletonNorfolk

ATW - ORF

ATWORF

Appleton Intl

Sat 5/2

6:18 pm-10:55 pm

1 stop3h 37m

Norfolk

Sat 5/9

5:50 am-10:27 am

1 stop5h 37m

$291

AppletonNorfolk

ATW - ORF

ATWORF

Appleton Intl

Thu 4/2

1:25 pm-10:53 pm

2 stops8h 28m

Norfolk

Sat 4/11

8:02 pm-11:41 pm

1 stop4h 39m

$296

AppletonNorfolk

ATW - ORF

ATWORF

Appleton Intl

Thu 4/2

12:06 pm-12:38 am

2 stops11h 32m

Norfolk

Sat 4/11

5:04 pm-8:36 pm

1 stop4h 32m

$296

AppletonNorfolk

ATW - ORF

ATWORF

Appleton Intl

Sat 4/25

7:00 am-6:03 pm

2 stops10h 03m

Norfolk

Sat 5/2

5:45 am-10:30 am

1 stop5h 45m

$296

AppletonNorfolk

ATW - ORF

ATWORF

Appleton Intl

Sat 5/2

1:42 pm-11:59 pm

2 stops9h 17m

Norfolk

Sat 5/9

1:32 pm-11:41 pm

2 stops11h 09m

$329

AppletonNorfolk

ATW - ORF

ATWORF

Appleton Intl

Sat 6/13

5:20 pm-11:33 pm

1 stop5h 13m

Norfolk

Wed 6/17

4:27 pm-9:58 pm

1 stop6h 31m

$330

AppletonNorfolk

ATW - ORF

ATWORF

Appleton Intl

Wed 6/10

4:55 pm-11:39 pm

1 stop5h 44m

Norfolk

Sat 6/13

6:14 pm-11:31 pm

1 stop6h 17m

$369

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

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

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

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

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

The best time to book flights from Oshkosh to Isle of Wight is 25 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, August is the cheapest month in which you can book a flight from Oshkosh to Isle of Wight (average of $108). Flying from Oshkosh to Isle of Wight in October 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.
See what other customers who have flown with Delta, United Airlines, and American Airlines from Oshkosh to Isle of Wight have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Overall

7.9

Food

7.2

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Overall

7.9

Food

7.2

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Overall

7.9

Food

7.2

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Overall

7.9

Food

7.2

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Oshkosh 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.
  • How long is the flight from Oshkosh to Isle of Wight?

    Departing from Oshkosh to Isle of Wight will take you 3h 37m. The distance between Oshkosh and Isle of Wight is about 820 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

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

  • How can I find direct flights from Oshkosh 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 Oshkosh to Isle of Wight.

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

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

    Currently, August is the cheapest month in which you can book a flight from Oshkosh to Isle of Wight (average of $108). Flying from Oshkosh to Isle of Wight in October 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

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Alternative routes for Oshkosh to Isle of Wight

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

Top 4 airlines flying from Oshkosh to Isle of Wight

Discover the top 4 airlines that operate flights from Oshkosh 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
DeltaCheapest$165Average$335FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$179Average$372FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$191Average$399FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$271Average$356FlexibilityNo cancel feeOn-time63%

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