Winslow Trip
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Top Winslow Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was ₹58,140, price is now ₹44,788 per person
₹44,788
per person
9 Apr - 12 Apr
found 1 day ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
8.2/10 Very Good! (2,365 reviews)
I liked the hotel. The staff was very courteous and friendly. The room was cute. The location is fantastic.
Reviewed on 20 Jan 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was ₹78,710, price is now ₹52,248 per person
₹52,248
per person
9 Apr - 12 Apr
found 1 day ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Great breakfast buffet, incredible staff, very clean, close to everything we wanted to do! 10/10 and will certainly stay here again!
Reviewed on 26 Jan 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was ₹109,038, price is now ₹82,069 per person
₹82,069
per person
9 Apr - 12 Apr
found 1 day ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
The room was boring thought it would be cleaner updated for the price best part was the view
Reviewed on 24 Jan 2026
Level Chicago – Old Town
Downtown Chicago
Price was ₹72,087, price is now ₹54,358 per person
₹54,358
per person
9 Apr - 12 Apr
found 1 day ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Property was clean, welcoming, pet friendly
Reviewed on 18 Jan 2026
Top hotels in Winslow
Country Inn & Suites by Radisson, Freeport, IL
1710 South Dirck Drive Freeport IL
Fully refundable
The price is ₹9,321 per night from 22 Feb to 23 Feb
₹9,321
₹10,344 total
22 Feb - 23 Feb
includes taxes & fees
8.8/10 Excellent! (859 reviews)
It was great across the board.
Reviewed on 19 Jan 2026
Super 8 by Wyndham Monroe WI
500 6th St and Hwy 69 Monroe WI
Fully refundableReserve now, pay when you stay
The price is ₹6,410 per night from 8 Feb to 9 Feb
₹6,410
₹7,019 total
8 Feb - 9 Feb
includes taxes & fees
8.8/10 Excellent! (830 reviews)
.
Reviewed on 15 Jan 2026
AmericInn by Wyndham Monroe
424 4th Ave Monroe WI
Fully refundableReserve now, pay when you stay
The price is ₹10,299 per night from 1 Feb to 2 Feb
₹10,299
₹11,278 total
1 Feb - 2 Feb
includes taxes & fees
8.6/10 Excellent! (384 reviews)
Room is very updated, nice place
Reviewed on 10 Dec 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.
