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.

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).

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

On average you can expect to pay $393 for a flight from Chicago Midway Airport to Isle of Wight. The cheapest flight overall is $283 while the most popular route, (Chicago Midway - Norfolk) is currently priced at $240.

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

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

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

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

Yes. Cheapflights offers flight deals from Midway 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.

Find Cheap Flights from Chicago Midway Airport to Isle of Wight

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Most accurate provider	FlightHub 3 stars
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Popular in	December
Cheapest in	February
Average price	$363

Provider with most accurate pricing for Chicago (CHI)-Norfolk flight deals.

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Provider most trusted by Cheapflights users for Chicago (CHI)-Norfolk flights.

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Highest demand for flights based on searches. 22% potential increase in price ($125 potential increase over avg. RT price).

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Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).

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Average for round-trip flights in October 2026

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Everything you need to know about your flight from Chicago Midway Airport to Isle of Wight

What is the cheapest time of day to fly from MDW to I1W?

It’s optimal to fly from Chicago Midway Airport to Isle of Wight in the morning. By choosing this option you can save up to 11% on the cost of your flight, compared to a flight in the evening.

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

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

Reviews of airlines servicing Isle of Wight

Peruse reviews from past customers who have flown with Southwest from Chicago Midway Airport to Isle of Wight to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Southwest

7.9

Good

4,219 reviews

Reviews

1 / 20

10.0

Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Southwest

7.9

Good

4,219 reviews

Southwest

7.9

Good

4,219 reviews

Reviews

1 / 20

10.0

Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Related info for your journey

What are the cheapest flights from Chicago Midway Airport to Isle of Wight?
On average you can expect to pay $393 for a flight from Chicago Midway Airport to Isle of Wight. The cheapest flight overall is $283 while the most popular route, (Chicago Midway - Norfolk) is currently priced at $240.
Can I find deals for flights from Midway to Isle of Wight that include hotel bookings?
Yes. In addition to deals on Midway to Isle of Wight flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Midway 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 Midway to Isle of Wight.
Can I find deals for business class flights from Midway to Isle of Wight?
Yes. Cheapflights offers flight deals from Midway 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.

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Top airline flying from Midway to Isle of Wight

Airline	Cheapest	Average	Flexibility	On-time
Southwest	Cheapest$165	Average$411	FlexibilityNo cancel fee	On-time63%

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Cheap flights from Midway (MDW) to Isle of Wight, VA

Find cheap flights from Midway to Isle of Wight with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Find flight deals from Midway to Isle of Wight

Most accurate provider

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Popular in

Cheapest in

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Cheapflights Insights

What is the cheapest time of day to fly from MDW to I1W?

It’s optimal to fly from Chicago Midway Airport to Isle of Wight in the morning. By choosing this option you can save up to 11% on the cost of your flight, compared to a flight in the evening.

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

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

Reviews of airlines servicing Isle of Wight

Peruse reviews from past customers who have flown with Southwest from Chicago Midway Airport to Isle of Wight to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

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

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

How can I find direct flights from Midway to Isle of Wight?

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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Midway to Isle of Wight

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Complete your trip

Complete your trip to Isle of Wight by adding a car rental and/or hotel reservation to your travel itinerary.

Search flights from Midway to Isle of Wight by cabin class

Find flights from Midway to Isle of Wight, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Midway and Isle of Wight flights

Browse other Midway and Isle of Wight flight options. Last updated on October 27, 2026.

Other flights from Midway

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Midway to Isle of Wight flights

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