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Winthrop Harbor

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Winthrop Harbor Flights as Low as $72

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

Spirit Airlines
Wed, Aug 27 - Wed, Sep 3
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$72 Roundtrip, found 2 days ago
$72
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Wed, Aug 27 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Sep 3, priced at $72 found 2 days ago
Frontier Airlines
Thu, Sep 4 - Mon, Sep 15
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$90 Roundtrip, found 17 hours ago
$90
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Thu, Sep 4 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Mon, Sep 15, priced at $90 found 17 hours ago
American Airlines
Wed, Oct 15 - Wed, Oct 22
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$93 Roundtrip, found 1 day ago
$93
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Oct 15 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Oct 22, priced at $93 found 1 day ago
Spirit Airlines
Tue, Oct 7 - Wed, Oct 15
LGA
LaGuardia
ORD
O'Hare Intl.
$110 Roundtrip, found 6 days ago
$110
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Tue, Oct 7 from LaGuardia to O'Hare Intl., returning Wed, Oct 15, priced at $110 found 6 days ago
Frontier Airlines
Sat, Oct 11 - Mon, Oct 13
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$114 Roundtrip, found 5 hours ago
$114
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Sat, Oct 11 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Mon, Oct 13, priced at $114 found 5 hours ago
United
Wed, Oct 15 - Wed, Oct 22
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$115 Roundtrip, found 1 day ago
$115
Roundtrip
found 1 day ago
Select United flight, departing Wed, Oct 15 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Oct 22, priced at $115 found 1 day ago
Delta
Wed, Oct 15 - Wed, Oct 22
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Oct 15 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Oct 22, priced at $117 found 1 day ago
United
Thu, Nov 13 - Fri, Nov 14
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$121 Roundtrip, found 1 day ago
$121
Roundtrip
found 1 day ago
Select United flight, departing Thu, Nov 13 from Newark Liberty Intl. Airport to O'Hare Intl., returning Fri, Nov 14, priced at $121 found 1 day ago
Frontier Airlines
Wed, Oct 22 - Sat, Oct 25
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$123 Roundtrip, found 4 days ago
$123
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, Oct 22 from John F. Kennedy Intl. to O'Hare Intl., returning Sat, Oct 25, priced at $123 found 4 days ago
Spirit Airlines
Tue, Sep 9 - Sun, Sep 14
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$128 Roundtrip, found 4 days ago
$128
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Tue, Sep 9 from Los Angeles Intl. to O'Hare Intl., returning Sun, Sep 14, priced at $128 found 4 days ago
Frontier Airlines
Thu, Sep 11 - Mon, Sep 15
RDU
Raleigh - Durham Intl.
ORD
O'Hare Intl.
$133 Roundtrip, just found
$133
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Sep 11 from Raleigh - Durham Intl. to O'Hare Intl., returning Mon, Sep 15, priced at $133 just found
JetBlue Airways
Tue, Sep 2 - Wed, Sep 3
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$139 Roundtrip, found 21 hours ago
$139
Roundtrip
found 21 hours ago
Select JetBlue Airways flight, departing Tue, Sep 2 from John F. Kennedy Intl. to O'Hare Intl., returning Wed, Sep 3, priced at $139 found 21 hours ago
Delta
Tue, Sep 9 - Tue, Sep 9
DAL
Love Field
ORD
O'Hare Intl.
$194 Roundtrip, found 4 days ago
$194
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Sep 9 from Love Field to O'Hare Intl., returning Tue, Sep 9, priced at $194 found 4 days ago
Alaska Airlines
Wed, Nov 12 - Wed, Nov 19
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$199 Roundtrip, found 1 day ago
$199
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Wed, Nov 12 from Los Angeles Intl. to O'Hare Intl., returning Wed, Nov 19, priced at $199 found 1 day ago
Contour Airlines
Mon, Sep 22 - Thu, Sep 25
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$213 Roundtrip, found 23 hours ago
$213
Roundtrip
found 23 hours ago
Select Contour Airlines flight, departing Mon, Sep 22 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Thu, Sep 25, priced at $213 found 23 hours ago
Sun Country Airlines
Wed, Oct 15 - Sun, Oct 19
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$343 Roundtrip, found 3 hours ago
$343
Roundtrip
found 3 hours ago
Select Sun Country Airlines flight, departing Wed, Oct 15 from Los Angeles Intl. to O'Hare Intl., returning Sun, Oct 19, priced at $343 found 3 hours ago

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 August, 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 $72, 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 $72 right now, why wait?

Winthrop Harbor Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$72

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 ...
6.6/10 (245 reviews)
"Very nice staff. Clean room, comfy bed."

Reviewed on Aug 4, 2025

Get rates
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 ...
6.4/10 (41 reviews)
"Beautiful place. Would stay again"

Reviewed on Jul 20, 2025

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LA VILLA MOTEL
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! (1,009 reviews)
"Liked the spacious room. Some things are a bit out dated but other than that it was great."

Reviewed on Aug 4, 2025

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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! (1,278 reviews)
Patel family come again
"Very good"

Reviewed on Aug 5, 2025

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La Quinta Inn & Suites by Wyndham Chicago Gurnee
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! (1,279 reviews)
"Great place to hang out for a few days. Pool and hot tub very clean. Staff was very very nice. Rooms were clean and felt very comfortable."

Reviewed on Aug 4, 2025

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Sonesta ES Suites Chicago Waukegan Gurnee
Great Wolf Lodge Illinois

Great Wolf Lodge Illinois

3 out of 5
1700 Nations Dr, Gurnee, IL
Stay at this 3-star 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! (1,001 reviews)
"Our room bands did not work to open door upon check-in. went back and was treated royally by Katie. Sofa bed in room was very uncomfortable. sheets were not left in room for sofa bed. Resort was much cleaner than the last time we went there.😊 feel parking fee is not necessary, prices are expensive ..."

Reviewed on Aug 2, 2025

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Great Wolf Lodge Illinois
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! (1,011 reviews)
"Very nice place to stay , and has nice areas around there"

Reviewed on Aug 3, 2025

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Hotel Indigo Chicago-Vernon Hills by IHG
Hotel Gurnee

Hotel Gurnee

3 out of 5
6161 West Grand Ave, Gurnee, IL
Stay at this 3-star business-friendly hotel in Gurnee. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the property ...
7.6/10 Good! (1,000 reviews)
"We appreciated the cleanliness of the place and the space that we had in our room. The staff wasn't particularly friendly, and the breakfast they provided was lacking (bagel & coffee); it didn't seem like the morning staff was attentive to that. Otherwise, we enjoyed our stay."

Reviewed on Aug 2, 2025

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Hotel Gurnee
See all 602 properties in Winthrop Harbor
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.