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Isle of Wight

$48+ 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 7/28. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — ORD
Jul 15 — Jul 221
Wed 7/15
Wed 7/22
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 June 15, 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

NorfolkAtlanta

ORF - ATL

ORFATL

Norfolk

Fri 12/4

9:40 am-11:40 am

Nonstop2h 00m

Atlanta Hartsfield-Jackson

Sun 12/6

9:55 am-11:33 am

Nonstop1h 38m

$119

NorfolkFort Lauderdale

ORF - FLL

ORFFLL

Norfolk

Wed 7/22

7:06 pm-10:58 pm

1 stop3h 52m

Fort Lauderdale

Tue 7/28

1:45 pm-5:32 pm

1 stop3h 47m

$161

NorfolkAtlanta

ORF - ATL

ORFATL

Norfolk

Tue 7/14

6:05 am-1:20 pm

2 stops7h 15m

Atlanta Hartsfield-Jackson

Thu 7/16

7:50 pm-11:40 pm

1 stop3h 50m

$179

NorfolkAtlanta

ORF - ATL

ORFATL

Norfolk

Sun 8/23

6:20 am-12:55 pm

1 stop6h 35m

Atlanta Hartsfield-Jackson

Thu 8/27

9:05 am-12:30 pm

1 stop3h 25m

$185

NorfolkAtlanta

ORF - ATL

ORFATL

Norfolk

Thu 8/6

6:25 am-5:35 pm

1 stop11h 10m

Atlanta Hartsfield-Jackson

Mon 8/10

4:55 pm-9:55 pm

1 stop5h 00m

$188

NorfolkAtlanta

ORF - ATL

ORFATL

Norfolk

Sat 8/29

6:25 am-4:35 pm

2 stops10h 10m

Atlanta Hartsfield-Jackson

Sun 8/30

7:25 am-12:35 pm

1 stop5h 10m

$195

NorfolkAtlanta

ORF - ATL

ORFATL

Norfolk

Thu 7/23

4:30 pm-10:15 pm

1 stop5h 45m

Atlanta Hartsfield-Jackson

Thu 7/30

7:50 pm-11:40 pm

1 stop3h 50m

$197

NorfolkAtlanta

ORF - ATL

ORFATL

Norfolk

Sat 7/4

12:05 pm-8:25 pm

2 stops8h 20m

Atlanta Hartsfield-Jackson

Wed 7/8

7:00 am-3:00 pm

2 stops8h 00m

$205

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Thu 8/13

7:59 pm-11:59 pm

1 stop4h 00m

Boston Logan Intl

Sat 8/15

5:45 am-9:34 am

1 stop3h 49m

$207

NorfolkFort Lauderdale

ORF - FLL

ORFFLL

Norfolk

Tue 9/1

6:12 pm-10:04 pm

1 stop3h 52m

Fort Lauderdale

Mon 9/7

4:04 pm-10:48 pm

1 stop6h 44m

$207

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

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: United Airlines, American Airlines, Frontier. These airlines depart to the following popular destinations: Chicago.

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 O'Hare Intl. Price data was last updated on June 13, 2026.

Those who are seeking the cheapest fare on flights departing from Isle of Wight would be wise to consider leaving during Wednesday evenings when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Saturday evenings 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 June 15, 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, andFrontier 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
9,843 reviews

Boarding

7.7

Overall

7.4

Crew

8.1

Comfort

7.3

Food

6.6

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
United Airlines
7.4
Good
9,843 reviews
United Airlines
7.4
Good
9,843 reviews

Boarding

7.7

Overall

7.4

Crew

8.1

Comfort

7.3

Food

6.6

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
American Airlines
7.1
Good
11,667 reviews
United Airlines
7.4
Good
9,843 reviews

Boarding

7.7

Overall

7.4

Crew

8.1

Comfort

7.3

Food

6.6

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
Frontier
5.6
Fair
2,883 reviews
United Airlines
7.4
Good
9,843 reviews

Boarding

7.7

Overall

7.4

Crew

8.1

Comfort

7.3

Food

6.6

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

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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 June 15, 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 Medellín to Santa Marta from $24 round trip
    Fly from Cheongju to Jeju City from $24 round trip
    Fly from Barranquilla to Medellín from $25 round trip
    Fly from Bogotá to Cartagena from $28 round trip

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