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

$53+ 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 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — MCO
Aug 16 — Aug 231
Sun 8/16
Sun 8/23
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 July 17, 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

NorfolkDallas

ORF - DFW

ORFDFW

Norfolk

Sat 8/15

7:00 am-4:07 pm

2 stops10h 07m

Dallas/Fort Worth

Fri 8/21

10:00 am-12:25 pm

1 stop25h 25m

$239

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Wed 11/4

9:55 am-12:05 pm

Nonstop2h 10m

Orlando

Tue 11/10

7:35 am-1:25 pm

1 stop5h 50m

$242

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Wed 8/5

6:14 pm-11:06 pm

1 stop4h 52m

Orlando

Wed 8/12

7:00 am-11:39 am

1 stop4h 39m

$247

NorfolkNewark

ORF - EWR

ORFEWR

Norfolk

Sat 8/8

6:05 am-9:42 am

1 stop3h 37m

Newark

Tue 8/11

8:30 am-10:04 am

Nonstop1h 34m

$249

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Sat 8/22

2:50 pm-7:45 pm

1 stop4h 55m

Orlando

Wed 8/26

8:40 am-3:55 pm

2 stops7h 15m

$252

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Tue 9/1

6:15 am-3:00 pm

2 stops8h 45m

Orlando

Thu 9/3

1:50 pm-9:55 pm

1 stop8h 05m

$252

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Thu 10/29

9:55 am-3:20 pm

1 stop5h 25m

Orlando

Mon 11/2

9:05 am-5:15 pm

2 stops8h 10m

$252

NorfolkNew York

ORF - LGA

ORFLGA

Norfolk

Tue 9/1

1:20 pm-8:59 pm

1 stop7h 39m

New York LaGuardia

Thu 9/3

6:18 am-12:25 pm

1 stop6h 07m

$256

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Fri 9/11

6:00 am-2:05 pm

2 stops8h 05m

Orlando

Mon 9/14

4:25 pm-9:35 pm

1 stop5h 10m

$257
Quickest round-trip

NorfolkNew York

ORF - JFK

ORFJFK

Norfolk

Wed 10/7

7:06 am-8:30 am

Nonstop1h 24m

New York John F Kennedy Intl

Wed 10/21

9:52 am-11:28 am

Nonstop1h 36m

$263

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/16

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.

Which airlines fly from Isle of Wight?

For flights departing from Isle of Wight check dates and pricing for the following: Frontier, Breeze Airways, Southwest, American Airlines, Delta. These airlines depart to the following popular destinations: Orlando.

American Airlines
American Airlines
From $152
Delta
Delta
From $88
United Airlines
United Airlines
From $163
Breeze Airways
Breeze Airways
From $56

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 Orlando. Price data was last updated on July 11, 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 at noon when fares are usually the most expensive.

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 July 17, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.
See what other customers who have flown with Breeze Airways,Southwest, andDelta from Isle of Wight have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.2
Very good
299 reviews

Overall

8.2

Entertainment

6.7

Crew

8.8

Comfort

8.2

Boarding

8.3

Food

6.7

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Breeze Airways
8.2
Very good
299 reviews
Breeze Airways
8.2
Very good
299 reviews

Overall

8.2

Entertainment

6.7

Crew

8.8

Comfort

8.2

Boarding

8.3

Food

6.7

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Southwest
8.0
Very good
4,241 reviews
Breeze Airways
8.2
Very good
299 reviews

Overall

8.2

Entertainment

6.7

Crew

8.8

Comfort

8.2

Boarding

8.3

Food

6.7

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Delta
7.8
Good
8,473 reviews
Breeze Airways
8.2
Very good
299 reviews

Overall

8.2

Entertainment

6.7

Crew

8.8

Comfort

8.2

Boarding

8.3

Food

6.7

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
American Airlines
7.1
Good
11,816 reviews
Breeze Airways
8.2
Very good
299 reviews

Overall

8.2

Entertainment

6.7

Crew

8.8

Comfort

8.2

Boarding

8.3

Food

6.7

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Frontier
5.6
Fair
2,791 reviews
Breeze Airways
8.2
Very good
299 reviews

Overall

8.2

Entertainment

6.7

Crew

8.8

Comfort

8.2

Boarding

8.3

Food

6.7

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.

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 July 17, 2026.

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

    Istanbul airport offers the cheapest routes to Atlanta, 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 Santa Marta to Medellín from $27 round trip
    Fly from Medellín to Cartagena from $29 round trip
    Fly from Buenos Aires to Puerto Iguazú from $29 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.