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Isle of Wight

$116+ Cheap flights from New Windsor (SWF) to Isle of Wight, VA

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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — RIC
Mar 6 — Mar 131
Fri 3/6
Fri 3/13
1 adult, Economy
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Cheap flight deals from Stewart to Isle of Wight

Cheapest flights from Stewart to Isle of Wight
Explore the most affordable flight options available from Stewart to Isle of Wight. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 4, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/31. 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.
Thu 3/1910:29 am
SWF
-
ORF
1 stop9h 17m
Multiple Airlines
Sat 3/218:41 pm
ORF
-
SWF
1 stop12h 58m
Multiple Airlines
Deal found 1/31$243
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 3/510:09 am
SWF
-
ORF
1 stop8h 17m
Multiple Airlines
Thu 3/129:30 pm
ORF
-
SWF
1 stop14h 01m
Multiple Airlines
Deal found 2/3$249
This Kiwi.com deal was found by Cheapflights users on 1/31. 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.
Sat 8/2212:05 pm
SWF
-
ORF
2 stops8h 50m
Multiple Airlines
Sat 8/296:34 pm
ORF
-
SWF
1 stop14h 24m
Multiple Airlines
Deal found 1/31$263
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 3/1210:09 am
SWF
-
ORF
1 stop9h 37m
Multiple Airlines
Sun 3/159:30 pm
ORF
-
SWF
1 stop14h 01m
Multiple Airlines
Deal found 2/3$266
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 2/2611:48 am
SWF
-
ORF
1 stop10h 02m
Multiple Airlines
Sun 3/19:30 pm
ORF
-
SWF
1 stop14h 01m
Multiple Airlines
Deal found 2/3$316
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 2/511:48 am
SWF
-
ORF
1 stop10h 02m
Multiple Airlines
Sat 2/79:10 pm
ORF
-
SWF
1 stop13h 58m
Multiple Airlines
Deal found 2/2$349

Find flight deals from Stewart to Isle of Wight

Keep the following information in mind while searching for Stewart to Isle of Wight flight deals. Data was last updated February 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$243
(Kiwi.com)

One-way from

$116
(Kiwi.com)

Popular in

March

Cheapest in

February

Average price

$203
Provider with most accurate pricing for New York (NYC)-Norfolk flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-Norfolk flights.
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From New Windsor Stewart to Isle of Wight
Search Deals
One-way flight from New Windsor Stewart to Isle of Wight
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($5 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in February 2026
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart 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 February 4, 2026.
Use the filters below to find and compare flights from New Windsor to Isle of Wight that are best for you.

Fly from

Stewart

Fly to

Isle of Wight

Route

Depart

Return

Price

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Thu 3/19

10:29 am-7:46 pm

1 stop9h 17m

Norfolk

Sat 3/21

8:41 pm-9:39 am

1 stop12h 58m

$243

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Thu 3/5

10:09 am-6:26 pm

1 stop8h 17m

Norfolk

Thu 3/12

9:30 pm-11:31 am

1 stop14h 01m

$249

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Thu 3/12

10:09 am-7:46 pm

1 stop9h 37m

Norfolk

Sun 3/15

9:30 pm-11:31 am

1 stop14h 01m

$266

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Thu 2/26

11:48 am-9:50 pm

1 stop10h 02m

Norfolk

Sun 3/1

9:30 pm-11:31 am

1 stop14h 01m

$326

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Thu 6/11

10:28 am-7:29 pm

1 stop9h 01m

Norfolk

Sun 6/14

5:48 pm-8:49 am

1 stop15h 01m

$353

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Thu 3/26

10:29 am-7:46 pm

1 stop9h 17m

Norfolk

Sun 3/29

6:43 pm-8:57 am

1 stop14h 14m

$390

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Thu 6/18

10:28 am-5:39 pm

1 stop7h 11m

Norfolk

Sun 6/21

9:50 pm-11:35 am

1 stop13h 45m

$405

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Wed 6/24

12:05 pm-8:55 pm

2 stops8h 50m

Norfolk

Sun 7/5

9:50 pm-11:35 am

1 stop13h 45m

$413

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Thu 2/26

11:52 am-6:26 pm

1 stop30h 34m

$116

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Mon 3/9

12:11 pm-6:26 pm

3 stops30h 15m

$138

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

Showing 1-10 of 16 results
1
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Best time to book a flight from Stewart to Isle of Wight

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

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

Currently, May is the cheapest month in which you can book a flight from New Windsor to Isle of Wight (average of $97). Flying from New Windsor to Isle of Wight in January is currently the most expensive (average of $179). 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.

Related info for your journey

Find useful and relevant information for your journey from Stewart 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 New Windsor to Isle of Wight?

    For a flight from New Windsor to Isle of Wight, you will be flying from Stewart. New Windsor Stewart (SWF) is just 4.3 mi from the center of the city. Stewart is the only New Windsor airport and it handles 0 outbound flights to Isle of Wight per day. 0 airlines have flights to Isle of Wight from New Windsor Stewart on a regular basis.

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

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

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

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

    Yes. Cheapflights offers flight deals from Stewart 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 New Windsor to Isle of Wight?

    Currently, May is the cheapest month in which you can book a flight from New Windsor to Isle of Wight (average of $97). Flying from New Windsor to Isle of Wight in January is currently the most expensive (average of $179). 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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