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

$55+ Cheap flights from O'Hare Intl (ORD) 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 4/3. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — RIC
Feb 26 — Mrz 51
Mi 2/26
Mi 3/5
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from O'Hare Intl to Isle of Wight with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

The best prices from Chicago O'Hare Intl to Isle of Wight are usually found in September or October, booked 42 days in advance, depart on a Tuesday or Thursday and return on a Thursday

Cheap flight deals from O'Hare Intl to Isle of Wight

Keep the following information in mind while searching for O'Hare Intl to Isle of Wight flight deals. Data was last updated Februar 21, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$259
(FlightHub)

One-way from

$55
(Frontier)

Popular in

February

Cheapest in

September

Average price

$460
Provider with most accurate pricing for Chicago (CHI)-Norfolk flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Norfolk flights.
Search Deals
From Chicago O'Hare Intl to Isle of Wight
Search Deals
One-way flight from Chicago O'Hare Intl to Isle of Wight
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($15 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2025
Search Deals

Find flight deals from O'Hare Intl to Isle of Wight

Cheapest flights from O'Hare Intl to Isle of Wight
Explore the most affordable flight options available from O'Hare Intl to Isle of Wight. Find the lowest fares from popular airlines and budget airlines, with prices last updated on Februar 21, 2025.

This FlightHub deal was found by Cheapflights users on 2/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Di 3/47:13 pmORD - ORF
1 stop23h 14mSpirit Airlines
Mo 3/108:22 pmORF - ORD
1 stop14h 17mSpirit Airlines
Deal found 2/20$259
This Southwest deal was found by Cheapflights users on 2/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Di 4/86:00 amORD - ORF
2 stops10h 05mSouthwest
Di 4/156:40 amORF - ORD
1 stop6h 10mSouthwest
Deal found 2/20$262
This American Airlines deal was found by Cheapflights users on 2/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Di 4/16:05 amORD - ORF
1 stop4h 04mAmerican Airlines
Sa 4/57:00 amORF - ORD
Nonstop2h 33mAmerican Airlines
Deal found 2/20$267
This Mytrip deal was found by Cheapflights users on 2/20. 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.
Sa 3/15:15 amORD - ORF
2 stops26h 03mMultiple Airlines
Di 3/47:00 amORF - ORD
2 stops36h 26mMultiple Airlines
Deal found 2/20$270
This Frontier deal was found by Cheapflights users on 2/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fr 6/66:00 amORD - ORF
1 stop7h 57mFrontier
Mi 6/113:57 pmORF - ORD
1 stop9h 11mFrontier
Deal found 2/20$293
This Delta deal was found by Cheapflights users on 2/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mi 5/288:30 amORD - ORF
1 stop12h 06mDelta
Di 6/36:30 amORF - ORD
1 stop17h 12mDelta
Deal found 2/20$299
This United deal was found by Cheapflights users on 2/20. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Do 3/66:30 pmORD - ORF
Nonstop2h 14mUnited Airlines
Di 3/114:53 pmORF - ORD
Nonstop2h 32mUnited Airlines
Deal found 2/20$308

Find flights from O'Hare Intl to Isle of Wight within your budget

Customize your flight search to find flights from O'Hare Intl 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 Februar 21, 2025.

Fly from

O'Hare Intl

Fly to

Isle of Wight

Route

Depart

Return

Price

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Di 3/4

7:13 pm-7:27 pm

1 stop23h 14m

Norfolk

Mo 3/10

8:22 pm-9:39 am

1 stop14h 17m

$259

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Di 4/8

6:00 am-5:05 pm

2 stops10h 05m

Norfolk

Di 4/15

6:40 am-11:50 am

1 stop6h 10m

$262

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Di 4/1

6:05 am-11:09 am

1 stop4h 04m

Norfolk

Sa 4/5

7:00 am-8:33 am

Nonstop2h 33m

$267

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Sa 3/1

5:15 am-8:18 am

2 stops26h 03m

Norfolk

Di 3/4

7:00 am-6:26 pm

2 stops36h 26m

$270

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Do 3/6

6:30 pm-9:44 pm

Nonstop2h 14m

Norfolk

Di 3/11

4:53 pm-6:25 pm

Nonstop2h 32m

$308

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

So 3/23

6:45 am-12:08 pm

1 stop4h 23m

Norfolk

Sa 3/29

5:30 am-10:21 am

1 stop5h 51m

$492

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Do 4/3

9:20 am-4:37 pm

1 stop6h 17m

$55

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Mi 3/26

12:14 pm-6:46 pm

1 stop5h 32m

$67

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Mi 5/7

8:50 am-5:05 pm

1 stop7h 15m

$91

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Fr 5/16

4:38 pm-9:22 am

1 stop15h 44m

$95

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 14 results
1
2

Best time to book a flight from O'Hare Intl to Isle of Wight

Have a flexible travel schedule? Discover the best time to fly to Isle of Wight from O'Hare Intl 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 O'Hare Intl to Isle of Wight

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

How far ahead should I book a flight from Chicago O'Hare Intl Airport to Isle of Wight?

Use this chart to determine the optimal time to book a round-trip flight from O'Hare Intl to Isle of Wight. Price data was last updated on February 14, 2025.

The price you pay for your flight from Chicago O'Hare Intl Airport to Isle of Wight may vary depending on when you book. For the best chance of a lower fare, look to book 42 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Isle of Wight?

Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Isle of Wight (average of $281). Flying from Chicago O'Hare Intl Airport to Isle of Wight in June is currently the most expensive (average of $372). 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 ORD to I1W?

Find hourly flight availability from O'Hare Intl 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 Februar 21, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago O'Hare Intl Airport to Isle of Wight as you normally would.

What is the cheapest day to fly from Chicago O'Hare Intl Airport to Isle of Wight?

Use this chart to determine the cheapest time to fly round-trip from O'Hare Intl to Isle of Wight. Price data was last updated on February 16, 2025.

Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Isle of Wight flight should consider departing on Wednesday evenings when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago O'Hare Intl Airport to Isle of Wight

Explore weekly flight availability from O'Hare Intl to Isle of Wight. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated Februar 21, 2025.

The most flights from ORD to I1W are scheduled on a Monday (21 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (16 on average).

Rainfall in Isle of Wight by month

Plan your trip to Isle of Wight by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Isle of Wight ranges from 2.9 - 5.8 inches per month. July is typically the wettest month, when rainfall can reach 5.8 in. November is typically the driest time to visit Isle of Wight when rainfall is around 2.9 in.

Temperature in Isle of Wight by month

Plan your trip to Isle of Wight by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Isle of Wight, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 42.8 F).

Reviews of airlines servicing Isle of Wight

Get insights into the airlines that provide service to Isle of Wight. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Isle of Wight. Reviews last updated Februar 21, 2025.
See what other customers who have flown with Southwest, Delta and JetBlue from Chicago to Isle of Wight have to say. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,401 reviews

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.1

Overall

8.1

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,401 reviews
Southwest
8.1
Very good
4,401 reviews

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.1

Overall

8.1

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,213 reviews
Southwest
8.1
Very good
4,401 reviews

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.1

Overall

8.1

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,069 reviews
Southwest
8.1
Very good
4,401 reviews

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.1

Overall

8.1

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,759 reviews
Southwest
8.1
Very good
4,401 reviews

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.1

Overall

8.1

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,401 reviews

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.1

Overall

8.1

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl 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 are the cheapest airlines to fly from Chicago O'Hare Intl Airport to Isle of Wight one-way?

    The cheapest airlines for a one-way flight from Chicago O'Hare Intl Airport to Isle of Wight are Frontier ($55), Spirit Airlines ($68), and JetBlue ($91).

  • What are the most reliable airlines from Chicago O'Hare Intl Airport to Isle of Wight?

    No one likes to see their flight delayed. When booking a flight from Chicago O'Hare Intl Airport to Isle of Wight consider choosing Qatar Airways (89%), American Airlines (82%) or Piedmont Airlines (82%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago O'Hare Intl Airport to Isle of Wight?

    Looking for the cheapest flight from Chicago O'Hare Intl Airport to Isle of Wight? While on average our users pay $302, our data indicates the cheapest price to be $135. The most popular route (Chicago O'Hare Intl - Norfolk), is priced around $144.

  • Can I find deals for flights from O'Hare Intl to Isle of Wight that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Isle of Wight flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl 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 O'Hare Intl to Isle of Wight.

  • Can I find deals for business class flights from O'Hare Intl to Isle of Wight?

    Yes. Cheapflights offers flight deals from O'Hare Intl 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 Chicago O'Hare Intl Airport to Isle of Wight?

    Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Isle of Wight (average of $281). Flying from Chicago O'Hare Intl Airport to Isle of Wight in June is currently the most expensive (average of $372). 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

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.

Alternative routes for O'Hare Intl to Isle of Wight

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Dulles Intl flights
O'Hare Intl to Reagan-National flights
O'Hare Intl to Raleigh flights
Midway to Dulles Intl flights
Midway to Reagan-National flights
Midway to Raleigh flights
O'Hare Intl to Richmond flights
O'Hare Intl to Norfolk flights
O'Hare Intl to Greensboro flights
O'Hare Intl to Roanoke flights
O'Hare Intl to Charlottesville flights
Midway to Richmond flights
Midway to Norfolk flights
Midway to Greensboro flights
Midway to Roanoke flights
Midway to Charlottesville flights
O'Hare Intl to Newport News flights
O'Hare Intl to Blountville flights
O'Hare Intl to Lewisburg flights
O'Hare Intl to Salisbury flights
O'Hare Intl to Lynchburg flights
Midway to Blountville flights
Midway to Newport News flights
O'Hare Intl to Staunton flights

Top 4 airlines flying from O'Hare Intl to Isle of Wight

Discover the top 4 airlines that operate flights from O'Hare Intl to Isle of Wight. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated Februar 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$116Average$210FlexibilityNo cancel feeOn-time65%
DeltaCheapest$175Average$366FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$200Average$372FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$200Average$412FlexibilityNo cancel feeOn-time69%
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.