Cheap Flights to Winnetka , IL from CA $215

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How much is the cheapest flight to Winnetka?

Prices were available within the past 7 days and start at CA $215 for one-way flights and CA $299 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Tue., Nov. 19 - Tue., Nov. 19
YUL
Pierre Elliott Trudeau Intl.
ORD
O'Hare Intl.
CA $299 Roundtrip, found 2 days ago
CA $299
Roundtrip
found 2 days ago
Select United flight, departing Tue., Nov. 19 from Pierre Elliott Trudeau Intl. to O'Hare Intl., returning Tue., Nov. 19, priced at CA $299 found 2 days ago
United
Wed., Aug. 14 - Thu., Aug. 15
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $313 Roundtrip, found 1 hour ago
CA $313
Roundtrip
found 1 hour ago
Select United flight, departing Wed., Aug. 14 from Pearson Intl. to O'Hare Intl., returning Thu., Aug. 15, priced at CA $313 found 1 hour ago
United
Fri., Sep. 20 - Wed., Sep. 25
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $363 Roundtrip, just found
CA $363
Roundtrip
just found
Select United flight, departing Fri., Sep. 20 from Pearson Intl. to O'Hare Intl., returning Wed., Sep. 25, priced at CA $363 just found
Air Canada
Fri., Sep. 20 - Wed., Sep. 25
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $363 Roundtrip, just found
CA $363
Roundtrip
just found
Select Air Canada flight, departing Fri., Sep. 20 from Pearson Intl. to O'Hare Intl., returning Wed., Sep. 25, priced at CA $363 just found
Delta
Tue., Jun. 11 - Tue., Jun. 11
YYZ
Pearson Intl.
MDW
Midway Intl.
CA $369 Roundtrip, found 23 hours ago
CA $369
Roundtrip
found 23 hours ago
Select Delta flight, departing Tue., Jun. 11 from Pearson Intl. to Midway Intl., returning Tue., Jun. 11, priced at CA $369 found 23 hours ago

Find Your Flights to Winnetka CHI

Cheap flights to Winnetka (CHI)

Get started finding a cheap flight to Winnetka on Expedia by either choosing a deal on this page or using the search bar to enter your travel dates, origin airport, and whether you want a roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you.

We recommend using the ‘Flexible Dates’ calendar at the top of the page to see the price of plane tickets on the surrounding dates. This allows you to pick the cheapest days to fly if your trip allows flexibility and score cheap flight deals to Winnetka.

Roundtrip prices range from CA $299 - CA $369, and one-ways Winnetka start as low as CA $215.

Be aware that choosing a non-stop flight can sometimes be more expensive while saving you time. And routes with connections may be available at a cheaper rate.

 

Airlines that fly to Winnetka (CHI)

You have several options for which airline you choose to travel with to Winnetka. There are 10 airlines flying into CHI: United, Air Canada, American Airlines, Delta, Porter Airlines. 

Cheap plane tickets may be available from different airlines at different times and with unique terms. It’s best to understand the details of each airline’s offer before judging its value.

For example, if you plan to check a bag or bring a carry-on, check whether the cheap airfare deal includes a baggage allowance. If not, verify whether the baggage fee is higher than the difference of other airline plane ticket deals offering free checked/carry-on baggage in exchange for a slightly higher airfare. 

Additionally, your preferred frequent flyer membership programmes may influence your choice of cheap airline. Expedia allows you to enter your membership numbers during checkout to earn points from your airline and Expedia Rewards—all while getting a great deal and planning all your travel on one online platform.

 

Find the best deals

At Expedia, we source many flight deals from multiple providers, so you can easily find the best deals that are right for you. A great strategy for getting the best deals can be to make sure you book and travel at optimal times. Airfare to Winnetka (CHI) varies throughout the year based on seasonal demand. You’ll see the lowest rates for roundtrips to CHI in November and in May for one-ways.

 

Cancellation & flexibility

To change or cancel eligible flights, go to ‘My Trips’ and navigate to your itinerary. If you booked within the last 24 hours, you might be able to cancel your flight for free. Learn more about flight changes or cancellations from our customer service portal. Some plane tickets are available with no change fees, which you can filter for during your search.

Frequently asked questions

What is the name of Winnetka's airport?
If you’re arriving by air, you won’t have to think too long and hard about which airport to fly into. Winnetka has just one – O’Hare Intl. Airport (ORD).
How far is ORD from central Winnetka?
ORD is 19 kilometres from downtown Winnetka, so expect a bit of a commute into the center of the city.
What airport is best to fly into Winnetka?
Travelers flying into Winnetka can opt to land at two major airports. O’Hare Intl. Airport (ORD) is 19 kilometres away from the downtown area. Chicago Airport is 32 kilometres away.
How many airlines fly to Winnetka?
There are a total of 45 airlines connecting Winnetka to 220 airports around the world.
Which airlines fly to Winnetka?
Winnetka receives the majority of its flights from American Airlines, United Airlines and Delta Air Lines with American Airlines being the preferred choice of airline. Queens Village is the most popular city for passengers to take off from.
How many nonstop flights are there to Winnetka?
Planning an unforgettable Winnetka escape is simple when there are 8,014 direct flights each week to choose from.
Where are the most popular flights to Winnetka departing from?
Flights to Winnetka departing from Atlanta, Denver and Dallas airports are in high demand.
How long is the flight to Winnetka Airport?
If you’re going to Winnetka from Queens Village, you’ll have a flight duration of 2 hours and 34 minutes. Those taking off from Washington can expect to be on the plane for 2 hours and 5 minutes. From Denver it’s around 2 hours and 23 minutes away.
How to book the cheapest flight to Winnetka?
We’ve all come across those fortunate jet-setters who somehow manage to nab super cheap fares every time they fly. Would you like to know how to do it for your Winnetka vacation? Don’t wait until the very last minute to secure your flight. Don’t stop there, though. Do some research and find out if there are a few airports at your destination. Ticket prices often differ depending on the airport you pick. Make sure you compare fares across air carriers too. And finally, remember that the early bird catches the worm. Familiarize yourself with airfare costs and be ready to book your ticket as soon as you see an unbeatable bargain. The sweetest deals never last long.
How to survive the flight to Winnetka?
If you’re poorly prepared, air travel can be daunting. But don’t hit the panic button just yet. Follow these useful tips and enjoy a hassle-free start to your vacation in Winnetka.What to pack in your hand luggage:

  • Traveling on a plane can be easy if you’ve got all the right stuff. First things first, you’ll need toiletry items, such as toothpaste, a toothbrush and some deodorant, a spare pair of socks and a few magazines. Next, leave space in your carry-on bag for your laptop, a charger, any vital medications and perhaps a comfy neck pillow too. Lastly, and most importantly, be sure to take your passport, travel documents and your credit cards.

Do not pack the following items in your hand luggage:

  • Check carefully that you don’t have a sharp object hiding in one of the zippers of your hand luggage. Other prohibited items include explosive or flammable products, like aerosols and matches, and gels and liquids in containers with a capacity of more than 3.4 ounces (100 milliliters).

What to wear on a flight:

  • The aisles of an aircraft are not the place for a fashion parade. Wear comfortable clothes and remember to bring a cardigan as the temperature can drop inside the cabin. Enclosed, flat shoes are also recommended.
  • A condition by the name of DVT (deep vein thrombosis) is a risk on long-haul flights. It’s the result of blood clots forming due to poor circulation. Doing leg and foot exercises while seated is a great way to prevent this from happening. Wearing a quality pair of compression socks also helps reduce the risk.

How to get through airport security fast when flying to Winnetka?
Being organized before you get to the airport will make your trip to Winnetka easy and painless. Read through our handy tips and tricks for a stress-free journey through security:

  • Have your passport and boarding pass someplace easily accessible. They’ll be the first things you’ll be asked to show at security.
  • Your belt, coat, keys and other small items, like coins, will need to go through the X-ray machine. Make the whole process faster by removing them as it gets closer to your turn.
  • All electronic gadgets, including your phone and tablet, will also need to be separately scanned.
  • Can’t travel without your favorite hand and nail cream? Not a problem. As long as it’s in a container no larger than 3.4 ounces (100 milliliters) and it’s stored in a zip-lock bag, you’re permitted to bring it with you on board.
  • Choosing your footwear wisely can save you several minutes. Boots and heavy shoes are often required to be removed and separately scanned. Slip-on sneakers are usually not.
  • Avoid taking prohibited items in your carry-on bag. If you have any sharp objects like a pocket knife or tools, put them in your checked baggage. They won’t be allowed in the cabin.

Flights to Winnetka information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Roundtrip price
CA $298

Trending flights to Winnetka

Prices were available within the past 7 days and start at CA $215 for one-way flights and CA $299 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Tue., Nov. 19 - Tue., Nov. 19
YUL
Pierre Elliott Trudeau Intl.
ORD
O'Hare Intl.
CA $299 Roundtrip, found 2 days ago
CA $299
Roundtrip
found 2 days ago
Select United flight, departing Tue., Nov. 19 from Pierre Elliott Trudeau Intl. to O'Hare Intl., returning Tue., Nov. 19, priced at CA $299 found 2 days ago
*Available to Expedia members.