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Winthrop Harbor

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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 , 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  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 , 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  right now, why wait?

Winthrop Harbor Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$187

Last Minute Hotel Deals in Winthrop Harbor

Motel Sun Inn

Motel Sun Inn

2.5 out of 5
301 Sheridan Road, Winthrop Harbor, IL
Stay at this motel in Winthrop Harbor. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Spring Bluff Forest Preserve and North Point ...
6.8/10 (267 reviews)
Filled the bill
"We were on a 6 day bike ride and Motel Sun Inn was just what we needed: clean, quiet, and comfortable. The front desk lady was very helpful"

Reviewed on Sep 21, 2025

Motel Sun Inn
LA VILLA MOTEL

LA VILLA MOTEL

2 out of 5
1401 Sheridan Rd, Winthrop Harbor, IL
Stay at this motel in Winthrop Harbor. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Elizabeth Park and Beulah Park are located ...
6.6/10 (59 reviews)
"Good service"

Reviewed on Sep 30, 2025

LA VILLA MOTEL
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
Stay at this 3.5-star 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! (1,037 reviews)
"Quite clean. This is my 3rd stay (proximity to elderly family), I have had visits where the smell of smoke lingered (whether recent or not, hard to tell, even though all the rooms are non-smoking, there did not appear to be anywhere for smoking guests to go, so I imagine not everyone obeys the rule). ..."

Reviewed on Sep 29, 2025

Hotel Indigo Chicago-Vernon Hills by IHG
Sonesta ES Suites Chicago Waukegan Gurnee

Sonesta ES Suites Chicago Waukegan Gurnee

3 out of 5
1440 S White Oak Dr, Waukegan, IL
Stay at this 3-star business-friendly hotel in Waukegan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.8/10 Excellent! (1,422 reviews)
"The staff was very helpful and my room was spacious.The sleep quality was excellent, and the mattresses felt like sleeping at home,The breakfast buffet was delicious, with a huge variety of options,"

Reviewed on Sep 28, 2025

Sonesta ES Suites Chicago Waukegan Gurnee
DoubleTree by Hilton Libertyville - Mundelein

DoubleTree by Hilton Libertyville - Mundelein

4 out of 5
510 E IL Route 83, Mundelein, IL
Stay at this 4-star business-friendly hotel in Mundelein. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.4/10 Very Good! (1,002 reviews)
"Clean room, Friendly staff. Easy check-in. Great location."

Reviewed on Oct 2, 2025

DoubleTree by Hilton Libertyville - Mundelein
La Quinta Inn & Suites by Wyndham Chicago Gurnee

La Quinta Inn & Suites by Wyndham Chicago Gurnee

3 out of 5
5688 Northridge Rd, Gurnee, IL
Stay at this 3-star business-friendly hotel in Gurnee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
7.8/10 Good! (1,345 reviews)
"Great option when we return home for long weekends!"

Reviewed on Sep 30, 2025

La Quinta Inn & Suites by Wyndham Chicago Gurnee
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! (1,033 reviews)
"A little small for a family of 4."

Reviewed on Sep 26, 2025

Comfort Suites Grayslake near Libertyville North
Red Roof Inn Gurnee - Waukegan

Red Roof Inn Gurnee - Waukegan

2 out of 5
3031 Belvidere Rd, Waukegan, IL
Stay at this hotel in Waukegan. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7/10 Good! (1,015 reviews)
"Bathtub needs attention, modue growing . Carpet needs to be vacuumed."

Reviewed on Sep 16, 2025

Red Roof Inn Gurnee - Waukegan
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.