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Winthrop Harbor

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Winthrop Harbor Flights as Low as $56

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

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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 May, 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 15 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 $56, 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 $56 right now, why wait?

Winthrop Harbor Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$56

Last Minute Hotel Deals in Winthrop Harbor

La Quinta Inn & Suites by Wyndham Chicago Gurnee

La Quinta Inn & Suites by Wyndham Chicago Gurnee

3 out of 5
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Book a stay at this business-friendly hotel in Gurnee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8/10 Very Good! (1,521 reviews)
Very nice

Reviewed on Feb 19, 2026

La Quinta Inn & Suites by Wyndham Chicago Gurnee
Great Wolf Lodge Illinois

Great Wolf Lodge Illinois

3 out of 5
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Book a stay at this family-friendly resort in Gurnee. Enjoy 6 indoor pools, 5 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. ...
8.4/10 Very Good! (1,003 reviews)
every think is very good

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Hotel Indigo Chicago-Vernon Hills by IHG

Hotel Indigo Chicago-Vernon Hills by IHG

3.5 out of 5
450 N Milwaukee Ave Vernon Hills IL
Book a stay at this boutique hotel in Vernon Hills. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular ...
8.2/10 Very Good! (1,012 reviews)
The room was spotless and the staf was very friendly!

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Days Inn by Wyndham Waukegan

Days Inn by Wyndham Waukegan

2 out of 5
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Stay at this motel in Waukegan. Enjoy free WiFi, free parking, and a business center. Popular attractions Six Flags Great America and Gurnee Mills are located ...
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Perfect stay for Navy RTC Graduation! Hotel is clean, beds are super comfy, and the staff are very friendly and helpful. They offer a shuttle to pick up tickets for the gradation the day before the ceremony, then a shuttle to the service and shuttle back with your new sailor. Our shuttle driver was ...

Reviewed on Feb 19, 2026

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Days Inn by Wyndham Pleasant Prairie Kenosha

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2.5 out of 5
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Book a stay at this business-friendly hotel in Pleasant Prairie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
8.2/10 Very Good! (407 reviews)
The stay and staff was wonderful!!

Reviewed on Feb 15, 2026

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Comfort Suites Grayslake near Libertyville North

Comfort Suites Grayslake near Libertyville North

2.5 out of 5
1775 East Belvidere Road Grayslake IL
Book a stay at this business-friendly hotel in Grayslake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,001 reviews)
Travel with disabled child, hotel very accommodating. Nice breakfast! Fun pool for small kids!

Reviewed on Feb 17, 2026

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DoubleTree by Hilton Libertyville - Mundelein

DoubleTree by Hilton Libertyville - Mundelein

4 out of 5
510 E IL Route 83 Mundelein IL
Book a stay at this business-friendly hotel in Mundelein. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.6/10 Excellent! (1,001 reviews)
Room very clean. All amenities was great. Staff very helpful, very friendly.

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Americas Best Value Inn & Suites Racine

Americas Best Value Inn & Suites Racine

2 out of 5
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Book a stay at this business-friendly hotel in Mount Pleasant. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff in ...
8.2/10 Very Good! (225 reviews)
The room was clean and the staff was really nice and accommodating. I enjoyed my stay and will come back when needed.

Reviewed on Feb 19, 2026

Americas Best Value Inn & Suites Racine
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.