Isle of Wight

$54+ Cheap flights from Chicago (CHI) 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 2/3. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — RIC
déc. 28 — janv. 41
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The best prices from Chicago to Isle of Wight are usually found in January or April, booked 73 days in advance, depart on a Tuesday or Thursday and return on a Wednesday

Cheap flight deals from Chicago to Isle of Wight

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Isle of Wight (I1W). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated décembre 23, 2024.

Round-trip from

$277
(United Airlines)

One-way from

$54
(Mytrip)

Popular in

December

Cheapest in

January

Average price

$452
From Chicago (CHI) to Isle of Wight
One-way flight from Chicago (CHI) to Isle of Wight
High demand for flights, 0% potential price rise
Best time to find cheap flights, 1% potential price drop
Average for round-trip flights in December 2024

Find flight deals from Chicago to Isle of Wight

Cheapest flights from Chicago to Isle of Wight
Explore the most affordable flight options available from Chicago to Isle of Wight. Find the lowest fares from popular airlines and budget airlines, with prices last updated on décembre 23, 2024.

This Delta deal was found by Cheapflights users on 12/23. 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.
lun. 12/307:00 amORD - ORF
1 stop4h 13mDelta
mer. 1/112:55 pmORF - ORD
1 stop6h 57mDelta
Deal found 12/23$472
This United Airlines deal was found by Cheapflights users on 12/23. 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 Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/307:15 amORD - ORF
Nonstop2h 23mUnited Airlines
mar. 12/316:15 amORF - ORD
Nonstop2h 30mUnited Airlines
Deal found 12/23$488
This Delta deal was found by Cheapflights users on 12/23. 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.
lun. 12/306:00 amMDW - ORF
1 stop4h 24mDelta
mar. 12/314:41 pmORF - MDW
1 stop6h 25mDelta
Deal found 12/23$496
This Southwest deal was found by Cheapflights users on 12/21. 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.
lun. 12/3011:25 amORD - ORF
1 stop6h 35mSouthwest
mer. 1/11:00 pmORF - ORD
2 stops10h 00mSouthwest
Deal found 12/21$534
This American Airlines deal was found by Cheapflights users on 12/22. 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.
jeu. 12/266:55 pmORD - ORF
Nonstop2h 34mAmerican Airlines
mer. 1/17:00 amORF - ORD
Nonstop2h 35mAmerican Airlines
Deal found 12/22$572
This Southwest deal was found by Cheapflights users on 12/23. 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.
lun. 12/308:25 pmMDW - ORF
Nonstop1h 55mSouthwest
jeu. 1/27:10 amORF - MDW
Nonstop2h 15mSouthwest
Deal found 12/23$592
This Mytrip deal was found by Cheapflights users on 12/22. 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.
jeu. 12/267:00 amORD - ORF
1 stop13h 34mMultiple Airlines
dim. 12/298:00 amORF - ORD
3 stops24h 47mMultiple Airlines
Deal found 12/22$1,033
This Mytrip deal was found by Cheapflights users on 12/21. 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.
lun. 12/3012:09 pmORD - ORF
3 stops19h 41mSpirit Airlines
mer. 1/19:45 amORF - ORD
3 stops23h 52mSpirit Airlines
Deal found 12/21$1,148

Find flights from Chicago to Isle of Wight within your budget

Customize your flight search to find flights from Chicago 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 décembre 23, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

lun. 2/3

11:20 am-2:43 pm

Nonstop2h 23m

Norfolk

lun. 2/10

6:10 am-7:40 am

Nonstop2h 30m

$277

ChicagoNorfolk

MDW - ORF

MDWORF

Chicago Midway

jeu. 2/6

7:05 pm-10:05 pm

Nonstop2h 00m

Norfolk

sam. 2/15

5:45 am-7:05 am

Nonstop2h 20m

$278

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

jeu. 2/6

6:06 pm-3:36 pm

2 stops20h 30m

Norfolk

jeu. 2/13

9:19 pm-11:49 am

1 stop15h 30m

$280

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

sam. 1/11

7:00 am-2:32 pm

1 stop6h 32m

Norfolk

sam. 1/18

6:30 am-8:01 am

Nonstop2h 31m

$287

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

jeu. 1/16

3:56 pm-3:36 pm

1 stop22h 40m

Norfolk

lun. 1/20

4:31 pm-8:13 pm

1 stop28h 42m

$294

ChicagoNorfolk

MDW - ORF

MDWORF

Chicago Midway

lun. 2/3

12:44 pm-8:27 pm

1 stop6h 43m

Norfolk

lun. 2/10

5:30 am-11:59 am

1 stop7h 29m

$296

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

lun. 1/6

5:45 am-12:15 pm

1 stop5h 30m

Norfolk

mar. 1/7

6:35 am-4:45 pm

2 stops11h 10m

$351

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

mar. 4/1

5:30 pm-12:03 am

1 stop5h 33m

Norfolk

sam. 4/5

6:55 am-1:20 pm

1 stop7h 25m

$394

ChicagoNorfolk

MDW - ORF

MDWORF

Chicago Midway

lun. 2/3

6:15 am-2:56 pm

1 stop7h 41m

$54

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

lun. 2/24

7:08 pm-5:34 pm

1 stop21h 26m

$60

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/23

Showing 1-10 of 19 results
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Best time to book a flight from Chicago to Isle of Wight

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

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

How far ahead should I book a flight from Chicago to Isle of Wight?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Isle of Wight. Price data was last updated on December 20, 2024.

To ensure you get the cheapest price possible for a flight from Chicago to Isle of Wight, you should look to book at least 73 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Chicago to Isle of Wight?

Currently, January is the cheapest month in which you can book a flight from Chicago to Isle of Wight (average of $281). Flying from Chicago 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 CHI to I1W?

Find hourly flight availability from Chicago 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 décembre 23, 2024.

When flying from Chicago to Isle of Wight, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from Chicago to Isle of Wight?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Isle of Wight. Price data was last updated on June 30, 2024.

Travelers seeking maximum savings on their Chicago 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 to Isle of Wight

Explore weekly flight availability from Chicago 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 décembre 23, 2024.

The most flights from CHI to I1W are scheduled on a Monday (22 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (10 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 décembre 23, 2024.
Peruse reviews from past customers who have flown with American Airlines, United Airlines and Southwest from Chicago to Isle of Wight to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
4,780 reviews

Overall

8.1

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.1
Very good
4,780 reviews
8.1
Very good
4,780 reviews

Overall

8.1

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
8,588 reviews
8.1
Very good
4,780 reviews

Overall

8.1

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.4
Good
9,020 reviews
8.1
Very good
4,780 reviews

Overall

8.1

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.2
Good
10,000 reviews
8.1
Very good
4,780 reviews

Overall

8.1

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

6.3
Okay
8,113 reviews
8.1
Very good
4,780 reviews

Overall

8.1

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Chicago 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 to Isle of Wight one-way?

    $54 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Spirit Airlines and Southwest, with prices starting from $91 and $119, respectively.

  • What are the most reliable airlines from Chicago to Isle of Wight?

    The top 3 most reliable airlines when flying from Chicago to Isle of Wight are Air Wisconsin (94%), ANA (87%) and Envoy Air (86%).

  • What are the cheapest flights from Chicago to Isle of Wight?

    The cheapest flight price from Chicago to Isle of Wight is $148. On average you can expect to pay $373. The most popular route, (Chicago O'Hare Intl - Norfolk), can usually be booked for $160.

  • Can I find deals for flights from Chicago to Isle of Wight that include hotel bookings?

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

  • How can I find direct flights from Chicago 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 Chicago to Isle of Wight.

  • Can I find deals for business class flights from Chicago to Isle of Wight?

    Yes. Cheapflights offers flight deals from Chicago 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 to Isle of Wight?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Isle of Wight (average of $281). Flying from Chicago 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.

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Alternative routes for Chicago to Isle of Wight

See prices for flight routes from nearby airports that may be better suited for you.

Top 5 airlines flying from Chicago to Isle of Wight

Discover the top 5 airlines that operate flights from Chicago 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 décembre 23, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$116Average$201FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$117Average$385FlexibilityNo cancel feeOn-time63%
DeltaCheapest$175Average$427FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$193Average$406FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$200Average$367FlexibilityNo cancel feeOn-time71%
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