
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.





Fairmont Chicago at Millennium Park
Downtown Chicago
¥301,820
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
8.8/10 Excellent! (2,309 reviews)
Fantastic hotel! Really nice, clean, staff was incredibly friendly. We got the Fairmont gold room edition and it was totally worth it having food and drinks available during the day. We ate breakfast there each morning and it was great! Would definitely stay here again Next time we come to visit.
Reviewed on Oct 5, 2026
5* Pet-friendly vacations in West Side
Price found within the past 48 hours. Click for updated prices.



The Ritz-Carlton, Chicago
Downtown Chicago
¥577,532
per person
Nov 29 - Dec 2
found 1 day ago
Roundtrip flight included
Kitakyushu (KKJ) to Chicago (ORD)
9.2/10 Wonderful! (1,002 reviews)
The hotel was beautiful, the room was comfortable, and the staff was welcoming and attentive. Everything was clean and well maintained, and the location made it easy to get around the city. Overall, it was a really nice stay and I’d definitely consider coming back.
Reviewed on Sep 24, 2026
3 Night Pet-friendly vacations in West Side
Price found within the past 48 hours. Click for updated prices.

L7 Chicago by LOTTE
Downtown Chicago
¥502,922
per person
Nov 29 - Dec 2
found 1 day ago
Roundtrip flight included
Kitakyushu (KKJ) to Chicago (ORD)
9.6/10 Exceptional! (4,918 reviews)
I loved this hotel! It was very clean, chic, updated, and modern. I stayed here for a solo trip, and the room was extremely spacious, definitely more than enough room for just me.
The location was one of my favorite things about the hotel. It was very central, and so much was within walking distance, including Millennium Park, restaurants, and many of the attractions I wanted to visit. It made exploring the city really convenient because I could simply walk to most places.
The staff was also very nice and helpful throughout my stay. I had a late flight on my last day, and they allowed me to store my luggage at the hotel after checkout, which made things so much easier.
My only small complaint was that the only full-length mirror was in the bathroom. Other than that, I had a great experience and would absolutely stay here again!
Reviewed on Oct 6, 2026


Le Méridien Essex Chicago
Downtown Chicago
¥512,146
per person
Nov 29 - Dec 2
found 1 day ago
Roundtrip flight included
Kitakyushu (KKJ) to Chicago (ORD)
9/10 Wonderful! (1,006 reviews)
The rooms are very small ,the pictures and videos is what sells the hotel for sure. Disappointed with the stay and the amount I was charged
Reviewed on Oct 4, 2026
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View all trips4 Night Pet-friendly vacations in West Side
Price found within the past 48 hours. Click for updated prices.



Things to do

Skydeck Chicago at Willis Tower
¥6,642
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.


