
West Side Pet-friendly Vacations
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Top Pet-friendly vacation packages in West Side
Price found within the past 48 hours. Click for updated prices.

Hotel Saint Clair- Magnificent Mile
Downtown Chicago
₩1,032,580
per person
Nov 2 - Nov 6
found 23 hours ago
Roundtrip non-stop flight included
Lubbock (LBB) to Chicago (ORD)
8.4/10 Very Good! (2,089 reviews)
Nice and comfortable room plus a fitness center, definitely will stay again
Reviewed on Aug 17, 2026




LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
₩1,333,003
per person
Nov 2 - Nov 6
found 23 hours ago
Roundtrip non-stop flight included
Lubbock (LBB) to Chicago (ORD)
9.4/10 Exceptional! (3,808 reviews)
We booked this room specifically because of the LH rooftop. Unfortunately, we had a poor experience with their staff. We ate at the indoor restaurant of LH rooftop and had a fantastic meal but when we went upstairs to the outdoor rooftop for a drink we were told to take our drinks off an empty table because the tables were only for guests that were eating. The table was empty and we were paying customers. When we eventually went downstairs and indoors we sat at an empty table and were again somewhat rudely told it was for customers eating even though we had just eaten there! I had to complain in order for them to change their mind about this “policy” and let us sit at the empty table. There were MANY empty tables so they only cost themselves our future business.
Our hotel room was fine but the door provided no sound protection and we heard everything in the halls. We also paid for an upgraded room which ended up being across from an ice machine that was very loud and interrupted our sleep.
Overall, there are much nicer hotels in the area that are much more hospitable to their guests. I will not be returning.
Reviewed on Aug 17, 2026
5* Pet-friendly vacations in West Side
Price found within the past 48 hours. Click for updated prices.

The St. Regis Chicago
Downtown Chicago
₩3,465,344
per person
Nov 2 - Nov 6
found 23 hours ago
Roundtrip non-stop flight included
Lubbock (LBB) to Chicago (ORD)
9.4/10 Exceptional! (128 reviews)
One night at The St. Regis Chicago ✨ Beautiful views, incredible service, and the perfect little luxury escape in the heart of the city. Short stay, but absolutely worth it. 懶
Reviewed on Aug 15, 2026
4 Night Pet-friendly vacations in West Side
Price found within the past 48 hours. Click for updated prices.



Fairmont Chicago at Millennium Park
Downtown Chicago