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Top Esmond Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Chez Hotel Arlington Heights
Price was CA $883, price is now CA $705 per person
CA $705
per person
May 6 - May 10
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (500 reviews)
My introduction to this hotel came through social media platforms TikTok and Instagram, where promotional videos showcased its attractive features. This led us to book a stay. Upon entering the lobby, I was impressed by its chic decor and beautiful interior design. However, the hallways leading to the rooms were marred by a strong smell of marijuana, which detracted from the overall experience. Although the rooms were visually appealing, they lacked depth, and several issues arose, including a bathroom door that would not close and a sink with slow drainage. The bedsheet also kept coming off, despite housekeeping services. When inquiring about checkout time and a possible extension, I received conflicting information from the staff. Initially, I was informed that the latest checkout time was 11:30 AM, whereas a subsequent inquiry revealed that the complimentary extension was actually until 12 PM. This discrepancy raised questions about the staff's consistency and willingness to accommodate guests. Moreover, the absence of ice machines on the floors and the need to visit the main floor to obtain ice, which was then provided by the staff, struck me as unusual. We will not be staying here again.
Reviewed on Feb 16, 2026

Waldorf Astoria Chicago
Downtown Chicago
Price was CA $1,831, price is now CA $1,348 per person
CA $1,348
per person
Apr 1 - Apr 4
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better.
Reviewed on Jan 26, 2026

Level Chicago – Old Town
Downtown Chicago
Price was CA $1,184, price is now CA $912 per person
CA $912
per person
Apr 20 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
My girlfriend and I had an awesome time enjoying the space for a fun girls night out. Would recommend to anyone!
Reviewed on Feb 2, 2026

Viceroy Chicago
Downtown Chicago
Price was CA $1,081, price is now CA $835 per person
CA $835
per person
Apr 8 - Apr 11
found 15 hours ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (1,129 reviews)
We stayed at the Viceroy Chicago last night and had a wonderful experience. The hotel is stylish, comfortable, and feels thoughtfully designed in every detail. The staff was warm and welcoming from the moment we arrived, and the service throughout our stay was excellent. Our room was spotless with a great layout, and the overall atmosphere of the hotel made it easy to relax and enjoy the night. A really lovely stay—highly recommend.
Reviewed on Feb 15, 2026

Staybridge Suites Chicago-Oakbrook Terrace by IHG
York Center
Price was CA $948, price is now CA $748 per person
CA $748
per person
Mar 28 - Apr 4
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very Good! (1,000 reviews)
Breakfast was good. Separate bedroom and living room. Kitchen with stove and basic utensils with dishwasher. Renovation of the property is in progress hope to see some improved quality of beds and stove with increased in-premise
Parking slots for all guests. Overall had a pleasant stay.
Reviewed on Feb 16, 2026
Esmond Hotel Deals

Baymont by Wyndham Rockford
662 N Lyford Rd Rockford IL
Fully refundableReserve now, pay when you stay
The price is CA $88 per night from Feb 26 to Feb 27
CA $88
CA $101 total
Feb 26 - Feb 27
includes taxes & fees
9/10 Wonderful! (1,517 reviews)
The room was so clean and the bed and pillows were very comfy! The housekeeper was very friendly. An enjoyable stay!
Reviewed on Feb 16, 2026

Holiday Inn Rockford by IHG
7550 E State Street Rockford IL
Fully refundable
The price is CA $127 per night from Mar 19 to Mar 20
CA $127
CA $144 total
Mar 19 - Mar 20
includes taxes & fees
8.6/10 Excellent! (1,007 reviews)
Excellent staff. Room was clean . Enjoyed the on site restaurant and bar, Hoffman House. Had an old time supper club feel with great food and drinks.
Reviewed on Feb 16, 2026

Embassy Suites by Hilton Rockford Riverfront
416 S Main Street Rockford IL
Fully refundableReserve now, pay when you stay
The price is CA $211 per night from Mar 19 to Mar 20
CA $211
CA $241 total
Mar 19 - Mar 20
includes taxes & fees
9.4/10 Exceptional! (929 reviews)
No room, expedia oversold reservation, On valatines day. I got to the hotel and they did not have my reservation, I spent over 1 hour on the phone with expedia, with mo resuts, they ended up getting me a room at a very ugly place. Im considering making my next reservation with travelacity, after ...
Reviewed on Feb 16, 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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