Cheap flights from Isle of Wight to Chicago

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London (LON)
Chicago (CHI)
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The best prices from Isle of Wight to Chicago are usually found in October or February, booked 60 days in advance, depart on a Thursday or Tuesday and return on a Sunday

How to find the cheapest flight from
Isle of Wight (LON) to Chicago (CHI)

All the information you need to plan the best LON to CHI flight in 2021: compare Isle of Wight to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
LON - CHI
Price
£301 - £481
CHI
Temperature
1 - 29 °C
CHI
Rainfall
17 - 109 mm

Popular in

July

High demand for flights, 25% potential price rise

Cheapest in

October

Best time to find cheap flights, 16% potential price drop

Round-trip from

£301

From Isle of Wight to Chicago

One-way from

£156

One-way flight from Isle of Wight to Chicago

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly return from Isle of Wight to Chicago?

Flights from Isle of Wight to Chicago are generally found to be more expensive on Saturday. This shouldn't discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago.

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

To save on the cost of your flight from Isle of Wight to Chicago, book at least 61 days before your planned departure. Booking around this time can save you about 32% on the cost of this flight compared to booking a flight leaving this week. We have found prices from £384 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as £464.

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

October can be a great time to fly to Chicago from Isle of Wight with a flight ticket averaging about £359. Cheapflights users have found deals in the month of October for as cheap as £252. The most expensive prices can be found in the month of July.

When is the cheapest time to fly from Isle of Wight to Chicago (LON - CHI)?

It’s typically best to fly out from Isle of Wight to Chicago in the afternoon. Doing so could potentially save you 18% on the flight price compared to flying at midday, which is usually more expensive.

Cheap flights from Isle of Wight to Chicago in May, June 2021

The best prices found for LON to CHI flights in May, June
11 Jun - 5 Jul
£259pp
LHR
London Heathrow
TAP AIR PORTUGAL
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
TAP AIR PORTUGAL
 
1 STOP
LHR
London Heathrow
9 Jun - 19 Aug
£266pp
LHR
London Heathrow
TAP AIR PORTUGAL
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
TAP AIR PORTUGAL
 
1 STOP
LHR
London Heathrow
10 Jun - 20 Jun
£274pp
STN
London Stansted
Multiple airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
STN
London Stansted

Isle of Wight to Chicago 2021 flight deals

Cheap flights to Chicago from Isle of Wight found for this year
25 Aug - 6 Sep
£256pp
STN
London Stansted
Multiple airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
STN
London Stansted
16 Sep - 20 Sep
£258pp
LGW
London Gatwick
TAP AIR PORTUGAL
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
TAP AIR PORTUGAL
 
1 STOP
LGW
London Gatwick
11 Jun - 5 Jul
£259pp
LHR
London Heathrow
TAP AIR PORTUGAL
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
TAP AIR PORTUGAL
 
1 STOP
LHR
London Heathrow

Direct flights to Chicago from Isle of Wight

Save time with Isle of Wight to Chicago direct flight deals
25 Oct - 1 Nov
£417pp
LHR
London Heathrow
Brussels Airlines
Direct
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Brussels Airlines
Direct
LHR
London Heathrow
1 Jun - 22 Jun
£431pp
LHR
London Heathrow
Finnair
Direct
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Finnair
Direct
LHR
London Heathrow
19 May - 31 May
£457pp
LHR
London Heathrow
Finnair
Direct
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Finnair
Direct
LHR
London Heathrow

Last-minute flights from Isle of Wight to Chicago

Late deals on return flights to Chicago from Isle of Wight, departing today and this week
15 May - 7 Jun
£345pp
STN
London Stansted
Multiple airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
STN
London Stansted
16 May - 4 Jun
£346pp
STN
London Stansted
Multiple airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
STN
London Stansted
15 May - 6 Jun
£347pp
STN
London Stansted
Multiple airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
     
3 STOPS
STN
London Stansted

One-way flights to Chicago from Isle of Wight

The cheapest one-way flights from Isle of Wight to Chicago
04:40 - 10:20
Multiple Airlines
2 stops
35h 40m
STN - ORD
Multiple Airlines
£157
Gotogate
02:35 - 14:15
Multiple Airlines
2 stops
17h 40m
SEN - ORD
Multiple Airlines
£164
Gotogate
03:10 - 11:30
Multiple Airlines
2 stops
38h 20m
LTN - ORD
Multiple Airlines
£167
Kiwi.com

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Isle of Wight</span> to <span class="emphasized">Chicago</span> flights.

Flight FAQs

From Isle of Wight to Chicago

Are flight prices decreasing from London to Chicago due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both London and Chicago for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

What safety measures are being taken by airlines flying from London to Chicago to control the spread of COVID-19?

New policies can now be found on Delta to help keep travellers safe while flying. New policies for travellers booking flights from London to Chicago include masks being provided and required on board, daily cleaning and sanitisation, use of HEPA filters, pre-flight testing for antibodies and symptoms, and socially-distanced seating (for a limited time). Keep in mind that policies will vary by airline.

Which airlines flying from London to Chicago have flexible cancellations due to COVID-19?

Due to the rapidly changing circumstances due to COVID-19, airlines like British Airways, United Airlines, and Finnair flying from London to Chicago have implemented new flexible cancellation policies.

Can I find flights from Isle of Wight to Chicago for under £288 on Cheapflights?

Yes, there are multiple flights from Isle of Wight to Chicago for under £288. The cheapest flight booked recently is on Multiple Airlines for just £256, but on average you can expect to pay £277.

Are there direct flights from Isle of Wight to Chicago for under £431 on Cheapflights?

Cheapflights has 20 direct flights from Isle of Wight to Chicago under £431. A good price for a direct flight from Isle of Wight to Chicago is less than £465.

Are there last-minute flights available from Isle of Wight to Chicago for under £360?

There are currently 20+ open flights from Isle of Wight to Chicago within the next 7 days for less than £360.

Is London weather warmer or cooler than Chicago?

Temperatures around the 29 °Cs can be experienced in July. The weather in Chicago is hotter than in London. Plan for potential changes in flight availability as peak weather approaches in this location.

How long does is the flight from Isle of Wight to Chicago?

Virgin Atlantic, Icelandair, and KLM can get you from Isle of Wight to Chicago in just under 10h 55m. Your travel time can differ by up to 35m. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

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

Cheapflights users have booked flights from Isle of Wight to Chicago from £259 return. You may be able to fly from Isle of Wight to Chicago for 28% less than the average price by searching for this airline.

Destination information for Chicago

Things to know before you go - useful duration and weather info for your trip from Isle of Wight to Chicago.
Today's exchange rate
£1 = $1.40
Average temperature for May in Chicago
22.0 °C
Avg rainfall for May in Chicago
109.0 mm

Airports servicing London

Gatwick (LGW)
City (LCY)
Stansted (STN)
Luton (LTN)
Southend (SEN)

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Top 10 airlines flying from Isle of Wight to Chicago

The chart below displays the airlines Cheapflights users travelling from Isle of Wight to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Air Canada
£352 £496 No cancel fee 67%
Search Air Canada flights
SWISS
£353 £513 No cancel fee 79%
Search SWISS flights
Norwegian
£344 £520 No cancel fee 74%
Search Norwegian flights
Brussels Airlines
£352 £521 No cancel fee N/A
Search Brussels Airlines flights
Virgin Atlantic
£345 £528 No cancel fee 72%
Search Virgin Atlantic flights
TAP AIR PORTUGAL
£412 £584 No cancel fee N/A
Search TAP AIR PORTUGAL flights
Delta
£330 £585 No cancel fee N/A
Search Delta flights
Norwegian Air UK
£302 £590 No cancel fee N/A
Search Norwegian Air UK flights
Air France
£360 £606 No cancel fee 77%
Search Air France flights
KLM
£368 £610 No cancel fee 75%
Search KLM flights

Hourly flight availability from Isle of Wight to Chicago

See what time of day planes typically take off from Isle of Wight towards Chicago.
Morning 6 AM to midday 100% of flight departures
Early morning Midnight to 6 AM 0% of flight departures
Afternoon Midday to 6 PM 0% of flight departures
Evening 6 PM to midnight 0% of flight departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Isle of Wight to Chicago
See how many times per day planes take to the skies headed from Isle of Wight to Chicago.
Sunday
12 daily flights
Monday
13 daily flights
Tuesday
13 daily flights
Wednesday
13 daily flights
Thursday
10 daily flights
Friday
11 daily flights
Saturday
12 daily flights
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