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Isle of Wight

$119+ 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 11/14. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — RIC
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Cheap 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 October 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$211
(Mytrip)

One-way from

$119
(Kiwi.com)

Popular in

December

Cheapest in

June

Average price

$239
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
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One-way flight from New Windsor Stewart to Isle of Wight
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Highest demand for flights based on searches. 6% potential increase in price ($17 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find 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 October 29, 2025.

This Mytrip deal was found by Cheapflights users on 10/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/512:27 pmSWF - ORF
1 stop6h 49mMultiple Airlines
Sun 12/78:11 pmORF - SWF
1 stop15h 26mMultiple Airlines
Deal found 10/29$214
This Mytrip deal was found by Cheapflights users on 10/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1212:27 pmSWF - ORF
1 stop6h 49mMultiple Airlines
Sun 12/148:11 pmORF - SWF
1 stop15h 26mMultiple Airlines
Deal found 10/28$221
This Mytrip deal was found by Cheapflights users on 10/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1411:01 amSWF - ORF
1 stop7h 57mMultiple Airlines
Sun 11/167:53 pmORF - SWF
1 stop15h 18mMultiple Airlines
Deal found 10/28$252
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2011:43 amSWF - ORF
1 stop8h 48mMultiple Airlines
Sun 11/232:10 pmORF - SWF
2 stops19h 57mMultiple Airlines
Deal found 10/29$280
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2612:17 pmSWF - ORF
1 stop30h 06mMultiple Airlines
Wed 12/39:26 pmORF - SWF
1 stop13h 37mMultiple Airlines
Deal found 10/27$281
This Mytrip deal was found by Cheapflights users on 10/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/711:31 amSWF - ORF
1 stop7h 27mMultiple Airlines
Sun 11/97:53 pmORF - SWF
1 stop15h 18mMultiple Airlines
Deal found 10/27$332

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 October 29, 2025.
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

Fri 1/9

11:09 am-7:14 pm

1 stop8h 05m

Norfolk

Sun 1/11

8:09 pm-10:19 am

1 stop14h 10m

$211

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Fri 12/5

12:27 pm-7:16 pm

1 stop6h 49m

Norfolk

Sun 12/7

8:11 pm-11:37 am

1 stop15h 26m

$214

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Fri 12/12

12:27 pm-7:16 pm

1 stop6h 49m

Norfolk

Sun 12/14

8:11 pm-11:37 am

1 stop15h 26m

$221

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Fri 11/14

11:01 am-6:58 pm

1 stop7h 57m

Norfolk

Sun 11/16

7:53 pm-11:11 am

1 stop15h 18m

$252

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Thu 11/20

11:43 am-8:31 pm

1 stop8h 48m

Norfolk

Sun 11/23

2:10 pm-10:07 am

2 stops19h 57m

$280

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Wed 11/26

12:17 pm-6:23 pm

1 stop30h 06m

Norfolk

Wed 12/3

9:26 pm-11:37 am

2 stops38h 11m

$304

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Fri 1/16

11:09 am-7:14 pm

1 stop8h 05m

Norfolk

Sun 1/18

9:30 pm-11:31 am

1 stop14h 01m

$341

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Fri 11/14

11:01 am-6:58 pm

1 stop7h 57m

$119

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Fri 11/21

11:12 am-7:07 pm

1 stop7h 55m

$120

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Thu 11/13

11:43 am-8:08 pm

1 stop8h 25m

$136

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 16 results
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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 $96). Flying from New Windsor to Isle of Wight in September 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.

What is the cheapest time of day to fly from SWF to I1W?

Find hourly flight availability from Stewart to Isle of Wight. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 29, 2025.

One of the essential ways to save on airfare from New Windsor to Isle of Wight is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight at noon could potentially save you up to 63% on airfare.

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 $96). Flying from New Windsor to Isle of Wight in September 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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