South Side Mountain Vacations
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Flight and Mountain hotel deals in South Side
Price found within the past 48 hours. Click for updated prices.
Kinzie Hotel
Downtown Chicago
CA $1,044
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (2,187 reviews)
The staff were excellent and the hotel is in a convenient, central location. The nightly service fee was excessive and wasn’t included in the advertised price. The breakfast was mostly heavy sugar based options. Our room had clogged shower and sink drains. Importantly, the bed was very uncomfortable. The pillows were like bricks.
Reviewed on Oct 8, 2026
5* Mountain holidays in South Side
Price found within the past 48 hours. Click for updated prices.
3 Night Mountain holidays in South Side
Price found within the past 48 hours. Click for updated prices.
4 Night Mountain holidays in South Side
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
CA $882
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (5,404 reviews)
Great views, terrible service. Unfortunately I did not enjoy my stay because of the overwhelming rudeness of the staff. The front desk looked around as I approached, both arriving and checking out. Fully staffed but I had to alert them I was standing there. The bell hops were excellent. Very friendly. As well as the bartender in the lobby and the waitress on the rooftop. However everyone else not so much. Please work with your frit dosk staffers. As they set the tone.
Reviewed on Oct 8, 2026
Things to do
Skydeck Chicago at Willis Tower
CA $59
per adult
88% of travellers recommend
Wendella's Lake and River Architecture Tour
CA $63
per adult
94% of travellers recommend
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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.
