Northwest Side Pet-friendly Vacations
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Top Pet-friendly vacation packages in Northwest Side
Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market
Downtown Chicago
￥379,826
per person
Oct 1 - Oct 8
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (544 reviews)
My go to place to stay. Luxurious, travel-friendly rooms, excellent pool/hot tub area outside, and great workout facilities. Fantastic location next to Fulton Market. The desk staff is always exceptional and helpful.
Reviewed on Aug 12, 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
￥439,308
per person
Sep 18 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Fukuoka (FUK) to Chicago (ORD)
9.4/10 Exceptional! (3,808 reviews)
Chicago house is a nice hotel located in excellent location. The rooftop deck was definitely a tourist destination and, like other hotels we’ve stayed in that are tourist destinations, was packed the gills all the time. The difference here was that I would say preference for hotel guests was not made really apparent. so, one of the reasons that we stayed in the hotel was for the rooftop deck and we ended up avoiding it totally because of that.
Reviewed on Aug 16, 2026
Kimpton Gray Hotel by IHG
Downtown Chicago
￥500,735
per person
Nov 1 - Nov 7
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
2nd stay at the Kimpton Gray in Chicago and loved it! Service was exceptional! Felt like a guest at a family member’s home! Shout out to Savannah and Noah and the entire housekeeping team!
Reviewed on Aug 15, 2026
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View all trips5* Pet-friendly vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.
Nobu Hotel Chicago
Downtown Chicago
￥582,604
per person
Oct 9 - Oct 12
found 4 hours ago
Roundtrip flight included
Kitakyushu (KKJ) to Chicago (ORD)
9.4/10 Exceptional! (897 reviews)
What else is there to say – it’s the coolest, chicest hotel in Chicago. Prime west loop location and excellent staff. We got a huge suite so we were particularly spoiled but the amenities for everyone were nice and incomparably maintained
Reviewed on Aug 16, 2026
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View all trips3 Night Pet-friendly vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
￥498,730
per person
Oct 9 - Oct 12
found 4 hours ago
Roundtrip flight included
Kitakyushu (KKJ) to Chicago (ORD)
8.2/10 Very Good! (2,899 reviews)
in peak summer season they were having some major renovations that were incredibly loud all day long while trying to work and taking all the elevators and hallway space really couldn’t have been any more inconvenient i’m
Reviewed on Aug 15, 2026
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View all tripsThings to do
Chicago: Navy Pier Centennial Wheel Ticket
￥3,920
per adult
90% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
￥7,518
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.
