£304 Cheap Flights to Winnetka

View £304 flight on Tue, 28 Apr 2026Opens in a new window

Popular airlines to Winnetka

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Cheap round-trip flights to Winnetka

Prices were available within the past 7 days and start at £304 for one-way flights and £397 for round trip, for the period specified. Be sure to select the 'Direct flights only' box above if you are looking for a non stop route. Prices and availability are subject to change. Additional terms apply.

Icelandair
Tue, 24 Feb - Sat, 28 Feb
LGW
London
ORD
Chicago
£397 Return, found 12 hours ago
£397
Return
found 12 hours ago
Select Icelandair flight, departing Tue, 24 Feb from London to Chicago, returning Sat, 28 Feb, priced at £397 found 12 hours ago
TAP Portugal
Thu, 26 Feb - Sun, 1 Mar
LGW
London
ORD
Chicago
£400 Return, found 9 hours ago
£400
Return
found 9 hours ago
Select TAP Portugal flight, departing Thu, 26 Feb from London to Chicago, returning Sun, 1 Mar, priced at £400 found 9 hours ago
Scandinavian Airlines
Thu, 26 Feb - Mon, 2 Mar
MAN
Manchester
ORD
Chicago
£405 Return, found 19 hours ago
£405
Return
found 19 hours ago
Select Scandinavian Airlines flight, departing Thu, 26 Feb from Manchester to Chicago, returning Mon, 2 Mar, priced at £405 found 19 hours ago
JetBlue Airways
Wed, 4 Mar - Wed, 11 Mar
LHR
London
ORD
Chicago
£445 Return, just found
£445
Return
just found
Select JetBlue Airways flight, departing Wed, 4 Mar from London to Chicago, returning Wed, 11 Mar, priced at £445 just found
American Airlines
Mon, 16 Nov - Thu, 19 Nov
LHR
London
ORD
Chicago
£465 Return, found 1 day ago
£465
Return
found 1 day ago
Select American Airlines flight, departing Mon, 16 Nov from London to Chicago, returning Thu, 19 Nov, priced at £465 found 1 day ago

Find the cheapest month to fly from Columbus (CMH) to Chicago (ORD)

July is typically the cheapest month to fly

From £58 - £230 per traveller.

Expedia flights to Winnetka

Searching for cheap flights to Winnetka? No travel company presents more choices than Expedia if you're looking to compare flights to Winnetka. With more airlines, cheaper flights, fewer stops, and more departure and arrival times travellers should ensure they search on Expedia before any holiday to Chicago. Expedia provides the cheapest flights to many destinations in Chicago and you may find even greater savings if you combine your flight with a hotel stay in Winnetka.

Expedia is the largest online travel agency which means that Expedia have access to cheap flights. So make sure you check Expedia regularly for these bargain flights because the cheapest airline tickets sell out fast.

Expedia is not only free for everyone to use but it quick and easy to use. Find the lowest flight prices guaranteed and book directly through Expedia. Browse through hundreds of cheap flight offers to find the one that suits your budget by simply inputting your travel dates. Expedia will then find the cheapest flights to Winnetka for that period and let you choose your preferred time and airline. If you need additional assistance, Expedia Customer Service representatives are available from 8am - 10pm Monday to Friday, and 9am - 10pm at weekends. Our capable staff will be able to help you with any questions regarding your Winnetka flight, or other booking questions that may arise. When you book flights with Expedia you can rest assured that you have booked the best flight at the lowest price.

Frequently asked questions

What is the name of Winnetka's airport?
O'Hare Intl. Airport (ORD) is the main airport in Winnetka.
How far is O'Hare Intl. Airport (ORD) from central Winnetka?
It's 21 kms (13 miles) from O'Hare Intl. Airport (ORD) to downtown Winnetka. Make things easier by working out the best way of getting from the airport to the city centre before you touchdown.
What airport is best to fly into Winnetka?
There are two main airports that service Winnetka. ORD is around 21 kms (13 miles) from the downtown area, while Midway Airport is approximately 32 kms (20 miles) away. As soon as you find a good price and work out where you're staying, you'll have a better idea of which one to head to.
How many airlines fly to Winnetka?
There are a total of 51 airlines connecting Winnetka to 237 airports around the world.
Which airlines fly to Winnetka?
In general, travellers choose to fly with United Airlines, American Airlines and Delta when heading to Winnetka. The biggest proportion of these flights come in from New York, with United Airlines servicing this route the most.
How many nonstop flights are there to Winnetka?
Flying to someplace new is much more straightforward when there aren't any stopovers to slow you down. If you're heading to Winnetka, the fantastic news is that there are approximately 7,564 direct flights each week.
Where are the most popular flights to Winnetka departing from?
The most popular flights to Winnetka leave from New York, Washington and Dallas airports.
How long is the flight to Winnetka Airport?
If it's New York you're departing, you'll be in the sky for around 2 hours and 44 minutes before you touchdown in Winnetka. Tarmac to tarmac from Washington typically takes 2 hours and 15 minutes and from Dallas, it's 2 hours and 18 minutes.
How to book the cheapest flight to Winnetka?
Don't leave locking in your flight to Winnetka until the last minute. That's one move savvy jet-setters use to get the best deals. Booking ahead means more options and more affordable flights. Also, look around online and compare your options. If your destination has multiple airports, you may be able to nab an excellent deal by flying into one a little further out. Lastly, be ready to book quickly if you find a real bargain. It might not be available for too long. With a bit of knowledge and some good fortune, the perfect fare can be yours.
Do you have any tips for my flight to Winnetka?
Depending on where you're coming from, your flight to Winnetka could be as easy as pie or it could drag on forever. We've compiled some useful travel tips that will help you start your unforgettable escape on the right foot. What to pack in your hand luggage:

  • First and foremost, put in your passport, travel docs, bank cards and medications. Next, you'll want some entertainment to while away the time. A juicy novel and a phone crammed with your favourite movies are some wonderful options. If you hope to catch more than just forty winks, a quality neck pillow and a pair of noise-cancelling headphones will also be useful. Finally, find room for a toothbrush and some deodorant so you'll arrive at your destination looking fresh and raring to go.

Do not pack the following items in your hand luggage:

  • While the list of banned items can differ between air carriers, the general rule to follow is avoid carrying anything sharp, flammable or explosive. This includes box cutters, razor blades, spray paint and flares. Sporting equipment like hockey sticks, and objects that could harm other people, such as pepper spray and firearms, won't be allowed on board either.

What to wear on a flight:

  • You'll want to choose comfort over style. Prepare for temperature changes by donning layers, and pick flat, slightly roomy shoes like slip-ons.
  • It's likely you've heard about deep vein thrombosis (DVT), a blood clot condition caused by long periods of inactivity. To lower your risk on board, stay hydrated, consider wearing compression socks and do gentle foot and leg exercises in your seat.

How to get through airport security fast when flying to Winnetka?
Being prepared before you arrive at the airport can make your getaway to Winnetka a piece of cake. Read through our useful tips for a speedy journey past security:

  • First things first. Your boarding pass and passport will need to be shown to airport security personnel. Keep them handy so you don't have to dig around for them.
  • The X-ray machine comes next. Empty your pockets and remove anything metal that is likely to set off the scanner's alarm. This includes items like headphones or earphones, as well as heavy coats or jackets. They'll all need to go on the X-ray conveyor belt.
  • All electronic gadgets, including your tablet and phone, are also required to be scanned separately.
  • Any gels or liquids, such as lip balm or cologne, that you want to take on board need to be in containers no greater than 3.4 ounces (100 millilitres). Also, everything must fit inside a quart-size (one litre), zip-lock bag.
  • There's a good chance you'll be asked to take your shoes off for scanning, so wearing lightweight sneakers is always a smart idea.
  • Airlines won't allow any pocket knives or other sharp items in the cabin. If you need to bring these kinds of items, put them in your checked luggage.

Flights to Winnetka information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Return price
£320

Trending flights to Winnetka

Prices were available within the past 7 days and start at £304 for one-way flights and £397 for round trip, for the period specified. Be sure to select the 'Direct flights only' box above if you are looking for a non stop route. Prices and availability are subject to change. Additional terms apply.

TAP Portugal
Wed, 11 Mar - Sat, 9 May
LHR
London
ORD
Chicago
£402 Return, found 8 hours ago
£402
Return
found 8 hours ago
Select TAP Portugal flight, departing Wed, 11 Mar from London to Chicago, returning Sat, 9 May, priced at £402 found 8 hours ago

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