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Winthrop Harbor

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Winthrop Harbor Flights as Low as $62

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

Spirit Airlines
Thu, May 29 - Mon, Jun 2
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$62 Roundtrip, found 1 day ago
$62
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Thu, May 29 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Mon, Jun 2, priced at $62 found 1 day ago
Spirit Airlines
Thu, May 29 - Sun, Jun 1
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$74 Roundtrip, found 1 day ago
$74
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Thu, May 29 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sun, Jun 1, priced at $74 found 1 day ago
Spirit Airlines
Wed, May 28 - Wed, May 28
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$80 Roundtrip, found 2 days ago
$80
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Wed, May 28 from Newark Liberty Intl. Airport to O'Hare Intl., returning Wed, May 28, priced at $80 found 2 days ago
Frontier Airlines
Sat, Jul 12 - Tue, Jul 15
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$88 Roundtrip, found 1 day ago
$88
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Jul 12 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Tue, Jul 15, priced at $88 found 1 day ago
Frontier Airlines
Tue, Jun 24 - Sat, Jun 28
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$88 Roundtrip, found 17 hours ago
$88
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Tue, Jun 24 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Jun 28, priced at $88 found 17 hours ago
Spirit Airlines
Wed, May 28 - Sat, May 31
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$118 Roundtrip, found 4 days ago
$118
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Wed, May 28 from George Bush Intercontinental to O'Hare Intl., returning Sat, May 31, priced at $118 found 4 days ago
Frontier Airlines
Sun, Jun 29 - Thu, Jul 3
CLT
Charlotte-Douglas Intl.
ORD
O'Hare Intl.
$119 Roundtrip, found 4 days ago
$119
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sun, Jun 29 from Charlotte-Douglas Intl. to O'Hare Intl., returning Thu, Jul 3, priced at $119 found 4 days ago
Spirit Airlines
Mon, Jun 2 - Wed, Jun 4
LAS
Harry Reid Intl.
ORD
O'Hare Intl.
$130 Roundtrip, found 14 hours ago
$130
Roundtrip
found 14 hours ago
Select Spirit Airlines flight, departing Mon, Jun 2 from Harry Reid Intl. to O'Hare Intl., returning Wed, Jun 4, priced at $130 found 14 hours ago
United
Wed, May 28 - Wed, May 28
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$150 Roundtrip, found 2 days ago
$150
Roundtrip
found 2 days ago
Select United flight, departing Wed, May 28 from Newark Liberty Intl. Airport to O'Hare Intl., returning Wed, May 28, priced at $150 found 2 days ago
Delta
Tue, Jun 10 - Tue, Jun 10
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$154 Roundtrip, found 1 day ago
$154
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jun 10 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Jun 10, priced at $154 found 1 day ago
American Airlines
Tue, Jun 10 - Tue, Jun 10
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$154 Roundtrip, found 1 day ago
$154
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jun 10 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Jun 10, priced at $154 found 1 day ago
Frontier Airlines
Sat, May 31 - Mon, Jun 2
PHX
Sky Harbor Intl.
ORD
O'Hare Intl.
$191 Roundtrip, found 1 day ago
$191
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, May 31 from Sky Harbor Intl. to O'Hare Intl., returning Mon, Jun 2, priced at $191 found 1 day ago
Delta
Wed, May 21 - Sun, May 25
DAL
Love Field
ORD
O'Hare Intl.
$201 Roundtrip, found 3 days ago
$201
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, May 21 from Love Field to O'Hare Intl., returning Sun, May 25, priced at $201 found 3 days ago
Contour Airlines
Thu, Jul 10 - Sun, Jul 13
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$209 Roundtrip, found 1 day ago
$209
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Thu, Jul 10 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Sun, Jul 13, priced at $209 found 1 day ago
Alaska Airlines
Fri, Jul 11 - Sun, Jul 13
LAS
Harry Reid Intl.
ORD
O'Hare Intl.
$271 Roundtrip, found 1 day ago
$271
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Fri, Jul 11 from Harry Reid Intl. to O'Hare Intl., returning Sun, Jul 13, priced at $271 found 1 day ago
JetBlue Airways
Sat, May 31 - Tue, Jun 10
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$358 Roundtrip, found 1 day ago
$358
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, May 31 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Jun 10, priced at $358 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 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 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 $62, 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 $62 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

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 $121 per night from May 24 to May 25
$121
includes taxes & fees
May 24 - May 25
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! (1,110 reviews)
"I had a great experience, It was me, my fiancé, and our two children, friendly staff, the property manager is a wonderful woman who's extremely friendly and helpful. The breakfast was AMAZING, not what I've ever seen before, will be coming back."

Reviewed on May 2, 2025

Sonesta ES Suites Chicago Waukegan 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 May 5 to May 6
$207
includes taxes & fees
May 5 - May 6
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! (987 reviews)
Great place to stay
"It was accommodating. Great place for kids. Fun times"

Reviewed on Apr 29, 2025

Great Wolf Lodge Illinois
Wingate by Wyndham Gurnee
Wingate by Wyndham Gurnee
2.5 out of 5
6090 Gurnee Mills Blvd E, Gurnee, IL
The price is $109 per night from May 7 to May 8
$109
includes taxes & fees
May 7 - May 8
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! (1,004 reviews)
"This site was well taken care of. Very quiet. The mall was within walking distance, the restaurants were able to be walked to. It was over all a great safe stay. Only had an issue parking one night and had to park behind another hotel"

Reviewed on May 3, 2025

Wingate by Wyndham Gurnee
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
The price is $104 per night from May 18 to May 19
$104
includes taxes & fees
May 18 - May 19
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! (968 reviews)
"It was a great stay there"

Reviewed on Apr 28, 2025

Hotel Indigo Chicago-Vernon Hills by IHG
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 $83 per night from May 6 to May 7
$83
includes taxes & fees
May 6 - May 7
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! (1,148 reviews)
"Great"

Reviewed on Apr 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
The price is $99 per night from May 11 to May 12
$99
includes taxes & fees
May 11 - May 12
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 ...
8.6/10 Excellent! (1,002 reviews)
"As advertised"

Reviewed on May 1, 2025

Comfort Suites Grayslake near Libertyville North
Motel 6 Libertyville, IL
Motel 6 Libertyville, IL
2 out of 5
1809 N Milwaukee Ave, 94 Exit Buckly Rd HWY137, Libertyville, IL
The price is $81 per night from May 5 to May 6
$81
includes taxes & fees
May 5 - May 6
Stay at this motel in Libertyville. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
6.6/10 (950 reviews)
"Property was great"

Reviewed on Apr 25, 2025

Motel 6 Libertyville, IL
DoubleTree by Hilton Libertyville - Mundelein
DoubleTree by Hilton Libertyville - Mundelein
4 out of 5
510 E IL Route 83, Mundelein, IL
The price is $118 per night from May 11 to May 12
$118
includes taxes & fees
May 11 - May 12
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! (976 reviews)
"Convenient Safe Good staff"

Reviewed on Apr 30, 2025

DoubleTree by Hilton Libertyville - Mundelein
See all 578 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.