
Winthrop Harbor Holidays
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Top Flight + Hotel Deals in Winthrop Harbor
Price found within the past 48 hours. Click for updated prices.

The Royal Sonesta Chicago River North
Downtown Chicago
Price was €1,303, price is now €843 per person
€843
per person
2 Nov - 9 Nov
found 15 hours ago
Return direct flight included
Faro (FAO) to Chicago (ORD)
9.2/10 Wonderful! (1,980 reviews)
Friendly staff, clean and comfortable, convenient location
Reviewed on 20 Aug 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was €2,651, price is now €1,575 per person
€1,575
per person
2 Nov - 9 Nov
found 15 hours ago
Return direct flight included
Faro (FAO) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
This property is beautiful and located in a great area.
Reviewed on 19 Aug 2025

The Emily Hotel
Downtown Chicago
Price was €2,018, price is now €1,253 per person
€1,253
per person
2 Nov - 9 Nov
found 15 hours ago
Return direct flight included
Faro (FAO) to Chicago (ORD)
9.2/10 Wonderful! (1,159 reviews)
Rooms are basic and bathrooms and sink area small. But all comfortable
Reviewed on 17 Aug 2025

Top hotels in Winthrop Harbor

Motel Sun Inn
301 Sheridan Road, Winthrop Harbor, IL
Fully refundableReserve now, pay when you stay
The price is €59 per night from 2 Sept to 3 Sept
€59
2 Sept - 3 Sept
includes taxes & fees
6.6/10 (252 reviews)
"Pleasantly surprised."
Reviewed on 17 Aug 2025

LA VILLA MOTEL
1401 Sheridan Rd, Winthrop Harbor, IL
Fully refundable
The price is €61 per night from 26 Aug to 27 Aug
€61
26 Aug - 27 Aug
includes taxes & fees
6.4/10 (45 reviews)
"Good"
Reviewed on 13 Aug 2025

DoubleTree by Hilton Libertyville - Mundelein
510 E IL Route 83, Mundelein, IL
Fully refundableReserve now, pay when you stay
The price is €104 per night from 1 Sept to 2 Sept
€104
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
"Nice place ,clean , good service"
Reviewed on 16 Aug 2025
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.