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

$44+ Cheap flights from Isle of Wight

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 5/24. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — ORD
May 26 — Jun 21
Tue 5/26
Tue 6/2
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find flights from Isle of Wight within your budget

 
Find flights departing from Isle of Wight that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on April 26, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Route

Depart

Return

Price

Cheapest round-trip

NorfolkNew York

ORF - LGA

ORFLGA

Norfolk

Tue 6/2

12:06 pm-5:48 pm

1 stop5h 42m

New York LaGuardia

Thu 6/4

3:00 pm-11:11 am

2 stops20h 11m

$225

NorfolkNew York

ORF - LGA

ORFLGA

Norfolk

Fri 6/5

6:43 pm-8:20 pm

Nonstop1h 37m

New York LaGuardia

Sat 6/6

4:26 pm-6:04 pm

Nonstop1h 38m

$229

NorfolkNewark

ORF - EWR

ORFEWR

Norfolk

Thu 8/13

6:07 pm-8:00 pm

Nonstop1h 53m

Newark

Tue 8/18

9:17 pm-10:53 pm

Nonstop1h 36m

$229

NorfolkNew York

ORF - LGA

ORFLGA

Norfolk

Fri 5/22

6:43 pm-8:20 pm

Nonstop1h 37m

New York LaGuardia

Mon 5/25

8:15 am-9:45 am

Nonstop1h 30m

$229
Quickest round-trip

NorfolkNew York

ORF - LGA

ORFLGA

Norfolk

Sat 6/6

2:30 pm-3:58 pm

Nonstop1h 28m

New York LaGuardia

Wed 6/10

8:06 am-9:40 am

Nonstop1h 34m

$229

NorfolkNew York

ORF - LGA

ORFLGA

Norfolk

Wed 6/10

6:04 am-7:30 am

Nonstop1h 26m

New York LaGuardia

Sat 6/13

10:20 am-11:59 am

Nonstop1h 39m

$229

NorfolkNew York

ORF - LGA

ORFLGA

Norfolk

Wed 6/24

10:20 am-11:55 am

Nonstop1h 35m

New York LaGuardia

Mon 6/29

8:06 am-9:40 am

Nonstop1h 34m

$229

NorfolkNew York

ORF - LGA

ORFLGA

Norfolk

Fri 5/15

6:43 pm-8:20 pm

Nonstop1h 37m

New York LaGuardia

Fri 5/22

12:55 pm-2:24 pm

Nonstop1h 29m

$229

NorfolkNew York

ORF - LGA

ORFLGA

Norfolk

Thu 7/23

6:02 am-7:30 am

Nonstop1h 28m

New York LaGuardia

Sun 7/26

8:55 pm-10:52 pm

Nonstop1h 57m

$229

NorfolkNew York

ORF - LGA

ORFLGA

Norfolk

Mon 6/15

2:44 pm-4:21 pm

Nonstop1h 37m

New York LaGuardia

Sat 6/20

4:39 pm-6:22 pm

Nonstop1h 43m

$229

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
6

Best time to book a flight from Isle of Wight

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

Travel insights for flights from Isle of Wight

Get recent, data-driven insights about flights from Isle of Wight including ideal travel times, pricing trends, and more.

When is the cheapest time to fly from Isle of Wight?

Use this chart to determine the cheapest time to fly round-trip from Isle of Wight to O'Hare Intl. Price data was last updated on April 18, 2026.

Those who are seeking the cheapest fare on flights departing from Isle of Wight would be wise to consider leaving during Wednesday at noon when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Sunday afternoons when fares are usually the most expensive.

Which airlines fly from Isle of Wight?

For flights departing from Isle of Wight check dates and pricing for the following: United Airlines, American Airlines, Frontier, Spirit Airlines. These airlines depart to the following popular destinations: Chicago.

American Airlines
American Airlines
From $158
Delta
Delta
From $88
United Airlines
United Airlines
From $128
Breeze Airways
Breeze Airways
From $56

Airline reviews for flights from Isle of Wight

Read reviews and ratings of airlines operating flights from Isle of Wight. Gain insights into the quality of service, in-flight amenities, customer experiences, and overall satisfaction to choose the best airline for your Isle of Wight travel. Please note that the reviews are sourced from user searches and were last updated on April 26, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.
See what other customers who have flown with United Airlines,American Airlines, andSpirit Airlines from Isle of Wight have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,658 reviews

Entertainment

7.1

Boarding

7.7

Overall

7.4

Food

6.6

Crew

8.1

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.
United Airlines
7.4
Good
9,658 reviews
United Airlines
7.4
Good
9,658 reviews

Entertainment

7.1

Boarding

7.7

Overall

7.4

Food

6.6

Crew

8.1

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.
American Airlines
7.1
Good
11,673 reviews
United Airlines
7.4
Good
9,658 reviews

Entertainment

7.1

Boarding

7.7

Overall

7.4

Food

6.6

Crew

8.1

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.
Spirit Airlines
6.3
Okay
8,632 reviews
United Airlines
7.4
Good
9,658 reviews

Entertainment

7.1

Boarding

7.7

Overall

7.4

Food

6.6

Crew

8.1

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.
Frontier
5.7
Fair
2,976 reviews
United Airlines
7.4
Good
9,658 reviews

Entertainment

7.1

Boarding

7.7

Overall

7.4

Food

6.6

Crew

8.1

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.

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.

Popular international destinations from Virginia

The most popular international flight routes departing from Virginia we’ve come across at this time.
Flights from Norfolk to Cancún

Related info for your journey

Access useful and relevant information related to your journey from Isle of Wight. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated April 26, 2026.

  • What is the cheapest airport to fly out of Isle of Wight?

    Istanbul airport offers the cheapest routes to Athens, from $23; whereas Cheongju airport is typically cheaper if you're flying to Jeju City, from $24. It's best to make sure you are flexible on dates to find the cheapest possible flight options for your journey.

  • Where are the cheapest places to fly to from Isle of Wight?

    Check out the cheapest flights from Isle of Wight to embark to:
    Fly from Istanbul to Ankara from $23 round trip
    Fly from Cheongju to Jeju City from $24 round trip
    Fly from Frankfurt am Main to Tirana from $29 round trip
    Fly from Santa Marta to Bogotá from $29 round trip
    Fly from Brussels to Budapest from $31 round trip

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.