Search Cheap Flights to
Winthrop Harbor

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Winthrop Harbor Flights as Low as $63

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

Frontier Airlines
Tue, Mar 4 - Tue, Mar 4
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$63 Roundtrip, found 2 days ago
$63
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Mar 4 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Mar 4, priced at $63 found 2 days ago
Spirit Airlines
Wed, Jan 22 - Sat, Jan 25
CLT
Charlotte-Douglas Intl.
ORD
O'Hare Intl.
$66 Roundtrip, found 2 days ago
$66
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Wed, Jan 22 from Charlotte-Douglas Intl. to O'Hare Intl., returning Sat, Jan 25, priced at $66 found 2 days ago
Frontier Airlines
Tue, Jan 28 - Tue, Feb 4
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$68 Roundtrip, found 2 days ago
$68
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Jan 28 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Feb 4, priced at $68 found 2 days ago
Frontier Airlines
Wed, Jan 15 - Wed, Jan 22
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$78 Roundtrip, found 1 day ago
$78
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Jan 15 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Jan 22, priced at $78 found 1 day ago
Frontier Airlines
Wed, Feb 12 - Thu, Feb 20
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$83 Roundtrip, found 2 days ago
$83
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Feb 12 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Thu, Feb 20, priced at $83 found 2 days ago
Spirit Airlines
Tue, Feb 25 - Tue, Mar 4
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$84 Roundtrip, found 3 days ago
$84
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Tue, Feb 25 from George Bush Intercontinental to O'Hare Intl., returning Tue, Mar 4, priced at $84 found 3 days ago
Spirit Airlines
Wed, Jan 22 - Sat, Jan 25
CLT
Charlotte-Douglas Intl.
ORD
O'Hare Intl.
$84 Roundtrip, found 2 days ago
$84
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Wed, Jan 22 from Charlotte-Douglas Intl. to O'Hare Intl., returning Sat, Jan 25, priced at $84 found 2 days ago
Frontier Airlines
Thu, Jan 23 - Mon, Jan 27
BWI
Baltimore Washington Intl. Thurgood Marshall
ORD
O'Hare Intl.
$119 Roundtrip, found 6 days ago
$119
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, Jan 23 from Baltimore Washington Intl. Thurgood Marshall to O'Hare Intl., returning Mon, Jan 27, priced at $119 found 6 days ago
Spirit Airlines
Wed, Jan 29 - Thu, Jan 30
BOS
Logan Intl.
ORD
O'Hare Intl.
$120 Roundtrip, found 2 days ago
$120
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Wed, Jan 29 from Logan Intl. to O'Hare Intl., returning Thu, Jan 30, priced at $120 found 2 days ago
Spirit Airlines
Tue, Feb 11 - Wed, Feb 19
RIC
Richmond Intl.
ORD
O'Hare Intl.
$123 Roundtrip, found 9 hours ago
$123
Roundtrip
found 9 hours ago
Select Spirit Airlines flight, departing Tue, Feb 11 from Richmond Intl. to O'Hare Intl., returning Wed, Feb 19, priced at $123 found 9 hours ago
American Airlines
Tue, Mar 4 - Tue, Mar 4
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$132 Roundtrip, found 2 days ago
$132
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Mar 4 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Mar 4, priced at $132 found 2 days ago
JetBlue Airways
Sat, Jan 18 - Wed, Jan 22
BOS
Logan Intl.
ORD
O'Hare Intl.
$137 Roundtrip, found 3 hours ago
$137
Roundtrip
found 3 hours ago
Select JetBlue Airways flight, departing Sat, Jan 18 from Logan Intl. to O'Hare Intl., returning Wed, Jan 22, priced at $137 found 3 hours ago
United
Tue, Mar 4 - Tue, Mar 4
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$137 Roundtrip, found 2 days ago
$137
Roundtrip
found 2 days ago
Select United flight, departing Tue, Mar 4 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Mar 4, priced at $137 found 2 days ago
Delta
Tue, Mar 25 - Tue, Apr 1
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$137 Roundtrip, found 2 days ago
$137
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Mar 25 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Apr 1, priced at $137 found 2 days ago
Delta
Tue, May 6 - Sat, May 10
BZN
Bozeman Yellowstone Intl.
ORD
O'Hare Intl.
$287 Roundtrip, found 9 hours ago
$287
Roundtrip
found 9 hours ago
Select Delta flight, departing Tue, May 6 from Bozeman Yellowstone Intl. to O'Hare Intl., returning Sat, May 10, priced at $287 found 9 hours ago
Bargain Flight
Mon, Jan 13 - Thu, Jan 16
BZN
Bozeman Yellowstone Intl.
ORD
O'Hare Intl.
$317 Roundtrip, found 1 day ago
$317
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Mon, Jan 13 from Bozeman Yellowstone Intl. to O'Hare Intl., returning Thu, Jan 16, priced at $317 found 1 day 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 March, 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 $63, 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 $63 right now, why wait?

Winthrop Harbor Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$62

Last Minute Hotel Deals in Winthrop Harbor

La Quinta Inn & Suites by Wyndham Chicago Gurnee
La Quinta Inn & Suites by Wyndham Chicago Gurnee
2.5 out of 5
5688 Northridge Rd, Gurnee, IL
The price is $64 per night from Jan 13 to Jan 14
$64
includes taxes & fees
Jan 13 - Jan 14
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 ...
7.6/10 Good! (1,058 reviews)
"It was a nice stay. It was quiet and clean."

Reviewed on Jan 6, 2025

La Quinta Inn & Suites by Wyndham Chicago Gurnee
Wingate by Wyndham Gurnee
Wingate by Wyndham Gurnee
2.5 out of 5
6090 Gurnee Mills Blvd E, Gurnee, IL
The price is $92 per night from Feb 2 to Feb 3
$92
includes taxes & fees
Feb 2 - Feb 3
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! (1,000 reviews)
"Continental breakfast. Comfortable bed and pillows. Easy to park. Across from Gurnee Mills Mall."

Reviewed on Jan 6, 2025

Wingate by Wyndham Gurnee
Great Wolf Lodge Illinois
Great Wolf Lodge Illinois
3 out of 5
1700 Nations Dr, Gurnee, IL
The price is $207 per night from Jan 13 to Jan 14
$207
includes taxes & fees
Jan 13 - Jan 14
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! (908 reviews)
"Nice"

Reviewed on Jan 6, 2025

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
The price is $82 per night from Jan 15 to Jan 16
$82
includes taxes & fees
Jan 15 - Jan 16
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! (1,001 reviews)
"Didn’t like that the hot tub wasn’t that warm with decent jets."

Reviewed on Jan 1, 2025

Best Western Executive Inn Kenosha/Pleasant Prairie
Days Inn by Wyndham Sturtevant / Racine / Mount Pleasant
Days Inn by Wyndham Sturtevant / Racine / Mount Pleasant
2 out of 5
13340 Hospitality Ct, Mount Pleasant, WI
The price is $60 per night from Jan 26 to Jan 27
$60
includes taxes & fees
Jan 26 - Jan 27
Book a stay at this business-friendly hotel in Mount Pleasant. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
8.2/10 Very Good! (334 reviews)
"Although the place was smaller than I thought it was very clean and comfortable! The front desk receptionist was knowledgeable patient and helpful! Breakfast was great !"

Reviewed on Jan 5, 2025

Days Inn by Wyndham Sturtevant / Racine / Mount Pleasant
Sonesta ES Suites Chicago Waukegan Gurnee
Sonesta ES Suites Chicago Waukegan Gurnee
3 out of 5
1440 S White Oak Dr, Waukegan, IL
The price is $122 per night from Jan 12 to Jan 13
$122
includes taxes & fees
Jan 12 - Jan 13
Stay at this 3-star business-friendly hotel in Waukegan. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,000 reviews)
"The lady that checked me in was very pleasant. She made checking in and out very easy. It was a very long drive and she understood."

Reviewed on Jan 6, 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
The price is $112 per night from Jan 16 to Jan 17
$112
includes taxes & fees
Jan 16 - Jan 17
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 ...
8.6/10 Excellent! (921 reviews)
"Only downside was the restaurant was not open for breakfast that week, but we hadn't planned on it anyway."

Reviewed on Jan 5, 2025

DoubleTree by Hilton Libertyville - Mundelein
Holiday Inn Express & Suites Waukegan, an IHG Hotel
Holiday Inn Express & Suites Waukegan, an IHG Hotel
2.5 out of 5
611 Lakehurst Rd, Waukegan, IL
The price is $119 per night from Jan 20 to Jan 21
$119
includes taxes & fees
Jan 20 - Jan 21
Book a stay at this business-friendly hotel in Waukegan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,000 reviews)
Beautiful
"It was beautiful and very relaxing"

Reviewed on Jan 2, 2025

Holiday Inn Express & Suites Waukegan, an IHG Hotel
See all 570 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.