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Isle of Wight

$153+ 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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — RIC
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
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 December 15, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/198:11 pmSWF - ORF
1 stop15h 59mMultiple Airlines
Thu 1/87:33 pmORF - SWF
1 stop14h 46mMultiple Airlines
Deal found 12/13$319
This Kiwi.com deal was found by Cheapflights users on 12/14. 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 12/2212:24 pmSWF - ORF
1 stop19h 39mBreeze Airways
Thu 2/269:30 pmORF - SWF
1 stop14h 01mBreeze Airways
Deal found 12/14$370
This Kiwi.com deal was found by Cheapflights users on 12/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2111:43 amSWF - ORF
1 stop7h 02mMultiple Airlines
Thu 1/87:33 pmORF - SWF
1 stop14h 46mMultiple Airlines
Deal found 12/13$422
This Kiwi.com deal was found by Cheapflights users on 12/14. 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 12/228:25 pmSWF - ORF
2 stops17h 51mMultiple Airlines
Thu 2/269:30 pmORF - SWF
1 stop14h 01mMultiple Airlines
Deal found 12/14$478
This Kiwi.com deal was found by Cheapflights users on 12/14. 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 12/236:28 pmSWF - ORF
2 stops43h 38mMultiple Airlines
Fri 1/27:00 amORF - SWF
1 stop12h 28mMultiple Airlines
Deal found 12/14$614
This Kiwi.com deal was found by Cheapflights users on 12/14. 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.
Thu 12/1811:09 amSWF - ORF
1 stop11h 49mMultiple Airlines
Fri 12/197:40 pmORF - SWF
1 stop13h 15mMultiple Airlines
Deal found 12/14$645
This Kiwi.com deal was found by Cheapflights users on 12/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2212:24 pmSWF - ORF
1 stop19h 39mMultiple Airlines
Sun 12/289:45 pmORF - SWF
2 stops43h 53mMultiple Airlines
Deal found 12/13$670
This Kiwi.com deal was found by Cheapflights users on 12/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2212:24 pmSWF - ORF
1 stop19h 39mMultiple Airlines
Mon 12/297:40 pmORF - SWF
1 stop15h 23mMultiple Airlines
Deal found 12/13$674
This Mytrip deal was found by Cheapflights users on 12/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2410:40 amSWF - ORF
3 stops27h 26mMultiple Airlines
Sun 12/287:40 pmORF - SWF
1 stop16h 22mMultiple Airlines
Deal found 12/13$739
This Kiwi.com deal was found by Cheapflights users on 12/12. 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 12/2111:43 amSWF - ORF
1 stop7h 02mMultiple Airlines
Sun 12/289:45 pmORF - SWF
2 stops43h 53mMultiple Airlines
Deal found 12/12$742

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 December 15, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$220
(Mytrip)

One-way from

$153
(Kiwi.com)

Popular in

March

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
Search Deals
One-way flight from New Windsor Stewart to Isle of Wight
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($12 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($2 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
Search Deals

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 December 15, 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

Mon 1/12

11:09 am-6:38 pm

1 stop7h 29m

Norfolk

Mon 1/19

6:45 am-6:43 pm

1 stop11h 58m

$220

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Fri 2/13

11:04 am-11:35 am

1 stop24h 31m

Norfolk

Sun 2/15

7:00 am-6:38 pm

1 stop11h 38m

$399

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Wed 12/24

10:40 am-2:06 pm

3 stops27h 26m

Norfolk

Sun 12/28

7:40 pm-12:02 pm

1 stop16h 22m

$739

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Thu 12/25

11:43 am-6:45 pm

1 stop7h 02m

Norfolk

Mon 12/29

9:25 pm-4:44 pm

2 stops43h 19m

$755

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Mon 12/29

12:24 pm-8:03 am

1 stop19h 39m

Norfolk

Fri 1/2

10:05 pm-11:03 am

2 stops36h 58m

$896

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Fri 12/26

12:24 pm-8:36 am

2 stops20h 12m

Norfolk

Mon 12/29

7:40 pm-11:03 am

1 stop15h 23m

$1,132

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Fri 4/10

12:11 pm-12:15 pm

2 stops24h 04m

Norfolk

Sun 4/12

9:30 pm-11:31 am

1 stop14h 01m

$1,383

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Wed 5/6

12:05 pm-9:22 pm

2 stops9h 17m

$153

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Mon 12/22

12:24 pm-8:03 am

1 stop19h 39m

$232

New WindsorNorfolk

SWF - ORF

SWFORF

New Windsor Stewart

Sun 1/11

12:13 pm-9:50 pm

1 stop9h 37m

$234

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/13

Showing 1-10 of 15 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 December 15, 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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