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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 10/6. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — MCO
Aug 9 — Aug 161
Sun 8/9
Sun 8/16
1 adult, Economy
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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 10, 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

NorfolkNewark

ORF - EWR

ORFEWR

Norfolk

Tue 9/15

3:14 pm-8:59 pm

1 stop5h 45m

Newark

Tue 9/22

7:00 am-2:09 pm

1 stop7h 09m

$187

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Thu 8/20

6:00 am-9:48 am

1 stop3h 48m

Boston Logan Intl

Thu 8/27

2:28 pm-6:52 pm

1 stop4h 24m

$203

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Sat 9/5

11:35 am-7:45 pm

2 stops8h 10m

Orlando

Sat 9/12

6:25 am-3:00 pm

2 stops8h 35m

$215

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Wed 8/12

3:20 pm-9:05 pm

1 stop5h 45m

Orlando

Mon 8/24

1:15 pm-9:35 pm

2 stops8h 20m

$215

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Mon 8/24

1:55 pm-10:10 pm

2 stops8h 15m

Boston Logan Intl

Mon 8/31

9:40 am-9:55 pm

2 stops12h 15m

$215

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Mon 8/31

6:00 am-2:05 pm

2 stops8h 05m

Orlando

Tue 9/1

8:40 am-3:55 pm

2 stops7h 15m

$221

NorfolkDallas

ORF - DFW

ORFDFW

Norfolk

Thu 8/27

5:23 am-11:16 am

1 stop6h 53m

Dallas/Fort Worth

Wed 9/2

8:10 am-3:31 pm

1 stop6h 21m

$224

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Thu 7/30

6:00 pm-7:43 pm

Nonstop1h 43m

Boston Logan Intl

Thu 8/6

3:27 pm-5:10 pm

Nonstop1h 43m

$227

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Sat 9/5

9:55 am-4:55 pm

2 stops7h 00m

Orlando

Mon 9/14

9:30 am-5:55 pm

2 stops8h 25m

$227

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Wed 8/5

12:15 pm-7:00 pm

1 stop6h 45m

Orlando

Wed 8/12

9:00 am-5:20 pm

2 stops8h 20m

$235

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/9

Showing 1-10 of 60 resultsSorted by cheapest first
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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, Southwest, Breeze Airways, 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 $126
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 4, 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 10, 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
297 reviews

Food

6.7

Crew

8.8

Entertainment

6.7

Overall

8.2

Boarding

8.3

Comfort

8.2

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
297 reviews
Breeze Airways
8.2
Very good
297 reviews

Food

6.7

Crew

8.8

Entertainment

6.7

Overall

8.2

Boarding

8.3

Comfort

8.2

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
7.9
Good
4,248 reviews
Breeze Airways
8.2
Very good
297 reviews

Food

6.7

Crew

8.8

Entertainment

6.7

Overall

8.2

Boarding

8.3

Comfort

8.2

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
8,458 reviews
Breeze Airways
8.2
Very good
297 reviews

Food

6.7

Crew

8.8

Entertainment

6.7

Overall

8.2

Boarding

8.3

Comfort

8.2

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
11,807 reviews
Breeze Airways
8.2
Very good
297 reviews

Food

6.7

Crew

8.8

Entertainment

6.7

Overall

8.2

Boarding

8.3

Comfort

8.2

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
2,834 reviews
Breeze Airways
8.2
Very good
297 reviews

Food

6.7

Crew

8.8

Entertainment

6.7

Overall

8.2

Boarding

8.3

Comfort

8.2

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.

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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 10, 2026.

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

    Valencia airport offers the cheapest routes to New York, from $18; whereas Istanbul airport is typically cheaper if you're flying to Boston, from $23. 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 Valencia to Palma de Mallorca from $18 round trip
    Fly from Valencia to Ibiza from $19 round trip
    Fly from Istanbul to Ankara from $23 round trip
    Fly from Cheongju to Jeju City from $24 round trip
    Fly from Medellín to Cartagena from $25 round trip

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