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Winthrop Harbor

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Winthrop Harbor Flights as Low as $87

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

Spirit Airlines
Tue, Jun 24 - Sat, Jun 28
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$87 Roundtrip, found 2 days ago
$87
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, Jun 24 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Jun 28, priced at $87 found 2 days ago
Frontier Airlines
Tue, Aug 19 - Tue, Aug 26
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$87 Roundtrip, found 1 day ago
$87
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Aug 19 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Aug 26, priced at $87 found 1 day ago
Spirit Airlines
Wed, Jul 9 - Wed, Jul 16
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$90 Roundtrip, found 19 hours ago
$90
Roundtrip
found 19 hours ago
Select Spirit Airlines flight, departing Wed, Jul 9 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Wed, Jul 16, priced at $90 found 19 hours ago
Spirit Airlines
Wed, Jul 23 - Wed, Jul 30
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$114 Roundtrip, found 19 hours ago
$114
Roundtrip
found 19 hours ago
Select Spirit Airlines flight, departing Wed, Jul 23 from George Bush Intercontinental to O'Hare Intl., returning Wed, Jul 30, priced at $114 found 19 hours ago
United
Thu, Sep 4 - Mon, Sep 8
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$125 Roundtrip, just found
$125
Roundtrip
just found
Select United flight, departing Thu, Sep 4 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Mon, Sep 8, priced at $125 just found
Delta
Wed, Sep 3 - Fri, Sep 5
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$125 Roundtrip, just found
$125
Roundtrip
just found
Select Delta flight, departing Wed, Sep 3 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Fri, Sep 5, priced at $125 just found
American Airlines
Tue, Aug 19 - Tue, Aug 26
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$125 Roundtrip, found 1 day ago
$125
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Aug 19 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Aug 26, priced at $125 found 1 day ago
Spirit Airlines
Tue, Jul 22 - Tue, Jul 29
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$140 Roundtrip, found 2 days ago
$140
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, Jul 22 from Los Angeles Intl. to O'Hare Intl., returning Tue, Jul 29, priced at $140 found 2 days ago
American Airlines
Thu, Aug 21 - Sat, Aug 23
BUF
Buffalo Niagara Intl.
ORD
O'Hare Intl.
$147 Roundtrip, found 2 days ago
$147
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Aug 21 from Buffalo Niagara Intl. to O'Hare Intl., returning Sat, Aug 23, priced at $147 found 2 days ago
United
Wed, Sep 24 - Sun, Sep 28
MSY
Louis Armstrong New Orleans Intl.
ORD
O'Hare Intl.
$159 Roundtrip, found 3 days ago
$159
Roundtrip
found 3 days ago
Select United flight, departing Wed, Sep 24 from Louis Armstrong New Orleans Intl. to O'Hare Intl., returning Sun, Sep 28, priced at $159 found 3 days ago
Delta
Tue, Aug 5 - Tue, Aug 5
DAL
Love Field
ORD
O'Hare Intl.
$191 Roundtrip, found 1 day ago
$191
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Aug 5 from Love Field to O'Hare Intl., returning Tue, Aug 5, priced at $191 found 1 day ago
Contour Airlines
Sun, Jul 20 - Wed, Jul 23
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$204 Roundtrip, found 1 day ago
$204
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Sun, Jul 20 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Wed, Jul 23, priced at $204 found 1 day ago
JetBlue Airways
Tue, Jun 24 - Fri, Jul 4
BUF
Buffalo Niagara Intl.
ORD
O'Hare Intl.
$211 Roundtrip, found 5 days ago
$211
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Tue, Jun 24 from Buffalo Niagara Intl. to O'Hare Intl., returning Fri, Jul 4, priced at $211 found 5 days ago
Hawaiian Airlines
Tue, Oct 14 - Tue, Oct 28
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$216 Roundtrip, found 3 days ago
$216
Roundtrip
found 3 days ago
Select Hawaiian Airlines flight, departing Tue, Oct 14 from Los Angeles Intl. to O'Hare Intl., returning Tue, Oct 28, priced at $216 found 3 days ago
Alaska Airlines
Tue, Aug 26 - Sat, Aug 30
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$216 Roundtrip, found 4 hours ago
$216
Roundtrip
found 4 hours ago
Select Alaska Airlines flight, departing Tue, Aug 26 from Los Angeles Intl. to O'Hare Intl., returning Sat, Aug 30, priced at $216 found 4 hours ago
Sun Country Airlines
Mon, Jul 7 - Wed, Jul 9
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$338 Roundtrip, found 16 hours ago
$338
Roundtrip
found 16 hours ago
Select Sun Country Airlines flight, departing Mon, Jul 7 from Los Angeles Intl. to O'Hare Intl., returning Wed, Jul 9, priced at $338 found 16 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 June, 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 $87, 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 $87 right now, why wait?

Winthrop Harbor Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$87

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 (215 reviews)
"Everything was pretty clean in our room other than a dirty broom left inside and a couple spiders hanging out by the tub. Other than that everything was very clean, staff was very nice and understanding, and the hotel was quiet. It was very peaceful."

Reviewed on Jun 2, 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 ...
6.2/10 (34 reviews)
"Clean and quick"

Reviewed on Jun 1, 2025

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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 ...
8.4/10 Very Good! (1,000 reviews)
"Great hotel!"

Reviewed on Jun 3, 2025

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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! (1,155 reviews)
"Clean and close to base"

Reviewed on Jun 2, 2025

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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! (1,004 reviews)
"Very nice"

Reviewed on Jun 3, 2025

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DoubleTree by Hilton Libertyville - Mundelein
Wingate by Wyndham Gurnee
Wingate by Wyndham Gurnee
2.5 out of 5
6090 Gurnee Mills Blvd E, Gurnee, IL
Book a stay at this business-friendly hotel in Gurnee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (1,003 reviews)
"Breakfast is 5/10 But nice for 1 night alone birthday night with husband.. wish pool was open for adults only throughout the night there was too many kids to enjoy the pool during the hours…. Wish there was a hottub/jacuzzi But it was a wonderful night my husband planned for me no issues"

Reviewed on Jun 2, 2025

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Wingate by Wyndham 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! (1,004 reviews)
"Pretty easy, check-in, nice and friendly staff"

Reviewed on Jun 1, 2025

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Great Wolf Lodge Illinois
Best Western Executive Inn Kenosha/Pleasant Prairie
Best Western Executive Inn Kenosha/Pleasant Prairie
2.5 out of 5
7220 122nd Ave, Kenosha, WI
Book a stay at this business-friendly hotel in Kenosha. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
8.8/10 Excellent! (1,000 reviews)
"The stay was great staff was friendly and rooms were clean"

Reviewed on Jun 2, 2025

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Best Western Executive Inn Kenosha/Pleasant Prairie
See all 581 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.