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Winthrop Harbor Flights as Low as $58
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Cheap Flights to Winthrop Harbor
Fall in love at first flight with your vacation to Winthrop Harbor 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 Winthrop Harbor on Hotwire, and you’ll be up, up, and on a getaway in no time.
Because once the wheels are down in Winthrop Harbor, the good times start rolling. So buckle up, you’re in for a fun ride.
Frequently Asked Questions About flights to Winthrop Harbor
Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Winthrop Harbor 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 ORD airport.
What is the cheapest month to fly to Winthrop Harbor?
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 Winthrop Harbor are in February, but when you book your flight on Hotwire, savings are always in season.
How many airlines fly to Winthrop Harbor?
Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Winthrop Harbor.
What airport is best to fly into Winthrop Harbor?
When you’re planning your trip to Winthrop Harbor, convenience is the name of the game. Luckily, Winthrop Harbor Kenosha Regional Airport is nearby so you can deplane and get going on checking off everything on your Winthrop Harbor must-do list.
How much are flights to Winthrop Harbor?
Got very cheap flights on your vacation itinerary? When you book your airline tickets to Winthrop Harbor on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $58, 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 Winthrop Harbor?
The trick to saving a stack of cash on your flight to Winthrop Harbor? 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 $58 right now, why wait?
Destination airport | O'Hare Intl. |
|---|---|
Destination airport IATA code | ORD |
Roundtrip price | $58 |
Last Minute Hotel Deals in Winthrop Harbor
Motel Sun Inn
I have stayed here several times in the last year and a half. The room is very clean! Staff is very kind and helpful! Good rate! Thank you again for everything!
Reviewed on Nov 11, 2025
La Quinta Inn & Suites by Wyndham Chicago Gurnee
Great service
Reviewed on Jan 20, 2026
Wingate by Wyndham Gurnee
Staff was friendly
Reviewed on Jan 22, 2026
Days Inn by Wyndham Sturtevant / Racine / Mount Pleasant
All around great experience.
Reviewed on Jan 18, 2026
Great Wolf Lodge Illinois
Me and the family have a blast
Reviewed on Jan 18, 2026
Days Inn by Wyndham Pleasant Prairie Kenosha
Clean room
Reviewed on Jan 22, 2026
DoubleTree by Hilton Libertyville - Mundelein
Friendly and helpful staff. Location clean and conveniently located. Hotel restaurant and bar a plus.
Reviewed on Jan 20, 2026
Best Western Executive Inn Kenosha/Pleasant Prairie
The room was bice and clean . Staff was very helpful.
Reviewed on Jan 18, 2026
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