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


Hotel Riu Plaza Chicago
Downtown Chicago
Price was ₹117,838, price is now ₹83,112 per person
₹83,112
per person
24 Jul - 26 Jul
found 1 day ago
Return direct flight included
Portland (PDX) to Chicago (ORD)
9.4/10 Exceptional! (4,319 reviews)
Excelente ubicación, las instalaciones limpias y recientes, y todo el personal muy amable. Lo recomiendo ampliamente.
Reviewed on 6 Jun 2026

Level Chicago – Old Town
Downtown Chicago
Price was ₹114,959, price is now ₹83,869 per person
₹83,869
per person
24 Jul - 26 Jul
found 1 day ago
Return direct flight included
Portland (PDX) to Chicago (ORD)
9/10 Wonderful! (481 reviews)
Very clean and loved the location and amenities with the store on the first floor was fantastic
Reviewed on 3 Jun 2026

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was ₹100,444, price is now ₹76,229 per person
₹76,229
per person
24 Jul - 26 Jul
found 1 day ago
Return direct flight included
Portland (PDX) to Chicago (ORD)
8.2/10 Very Good! (2,744 reviews)
Really loved the gym facilities and brand new peloton equipment, room was very nice just small same with the lobby and cafe amenities but the staff was great
Reviewed on 6 Jun 2026

The Emily Hotel
Downtown Chicago
Price was ₹96,772, price is now ₹74,906 per person
₹74,906
per person
24 Jul - 26 Jul
found 1 day ago
Return direct flight included
Portland (PDX) to Chicago (ORD)
9.2/10 Wonderful! (1,320 reviews)
Great gym. I like that there was a coffee shop downstairs as well. Room was very clean and comfortable.
Reviewed on 5 Jun 2026
Top hotels in Winthrop Harbor

Great Wolf Lodge Illinois
1700 Nations Dr Gurnee IL
Fully refundableReserve now, pay when you stay
The price is ₹18,694 per night from 9 Jun to 10 Jun
₹18,694
₹21,308 total
9 Jun - 10 Jun
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"My kids loved the waterslides everything."
Reviewed on 30 May 2026

DoubleTree by Hilton Libertyville - Mundelein
510 E IL Route 83 Mundelein IL
Fully refundableReserve now, pay when you stay
The price is ₹10,836 per night from 4 Jul to 5 Jul
₹10,836
₹12,026 total
4 Jul - 5 Jul
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
"There was no restaurant for dinner. There was no lobby coffee on the weekend. The shower leaked, and was not repaired on the weekend. The motel did not appear to be a successful business since all the salons were unused. I only needed 4 nights of sleep, and it was fine for that."
Reviewed on 5 Jun 2026

Hotel Indigo Chicago-Vernon Hills by IHG
450 N Milwaukee Ave Vernon Hills IL
Fully refundable
The price is ₹10,823 per night from 1 Jul to 2 Jul
₹10,823
₹12,012 total
1 Jul - 2 Jul
includes taxes & fees
8.4/10 Very Good! (1,010 reviews)
"Great!"
Reviewed on 4 Jun 2026
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.
