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Cheap Flights to Winnetka
Fall in love at first flight with your vacation to Winnetka by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Winnetka on Hotwire, and you’ll be up, up, and on a getaway in no time.
Because once the wheels are down in Winnetka, the good times start rolling. So buckle up, you’re in for a fun ride.
Frequently Asked Questions About flights to Winnetka
Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Winnetka with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.
So all you have to worry about is where you’re headed after the CHI airport.
What is the cheapest month to fly to Winnetka?
Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Winnetka are in , but when you book your flight on Hotwire, savings are always in season.
How many airlines fly to Winnetka?
Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find to choose from for your flight to Winnetka.
What airport is best to fly into Winnetka?
When you’re planning your trip to Winnetka, convenience is the name of the game. Luckily, Winnetka Chicago Executive Airport is nearby so you can deplane and get going on checking off everything on your Winnetka must-do list.
How much are flights to Winnetka?
Got very cheap flights on your vacation itinerary? When you book your airline tickets to Winnetka on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as , you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.
How to get cheap flights to Winnetka?
The trick to saving a stack of cash on your flight to Winnetka? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as right now, why wait?
Destination airport | O'Hare Intl. |
|---|---|
Destination airport IATA code | ORD |
Roundtrip price | $501 |
Last Minute Hotel Deals in Winnetka
Embassy Suites by Hilton Chicago Downtown River North
Very clean room, great breakfast, and very quick response to request for extra blankets.
Reviewed on Dec 6, 2025
Hilton Chicago/Magnificent Mile Suites
Pleasant staff, clean and spacious rooms. Excellent centralized location to many restaurants and things to do in Chicago that are both accessible by train and on foot. Definitely one of my new go to stays in the city.
Reviewed on Dec 9, 2025
Silversmith Hotel Chicago Downtown
Very friendly staffing. The room was clean, the location is very convenient, Restaurants bars, and landmarks on a walking distance of 2 blocks!
Reviewed on Dec 8, 2025
Palmer House a Hilton Hotel
Always great service.
Reviewed on Dec 8, 2025
Eurostars Magnificent Mile
Bed sheet was stained with a little bit of dirt but it was okay. Check in was flawless. Great guy.
Reviewed on Dec 3, 2025
Club Quarters Hotel Wacker at Michigan, Chicago
Clean room. Convenient
Reviewed on Dec 4, 2025
The Royal Sonesta Chicago Downtown
Everything was great, except that we were supposed to get a voucher for food and drinks but didn’t get it. Staff was super friendly and helpful.
Reviewed on Dec 9, 2025
The Whitehall Hotel, BW Premier Collection
Comfortable Room, great location and Excellent Staff.
Reviewed on Dec 9, 2025
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