Central Chicago Pet-friendly Vacations
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Top Pet-friendly vacation packages in Central Chicago
Price found within the past 48 hours. Click for updated prices.
The Emily Hotel
Downtown Chicago
Price was ￥524,160, price is now ￥443,448 per person
￥443,448
per person
Aug 4 - Aug 9
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,325 reviews)
Staff was friendly, very nice property in a good walkable location
Reviewed on May 1, 2026
Kimpton Gray Hotel by IHG
Downtown Chicago
Price was ￥545,226, price is now ￥452,497 per person
￥452,497
per person
Aug 4 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,008 reviews)
The morning coffee was excellent. We asked about tea in the evening and akettle and wonderful teas were brought to our room. We went to the bar for happy hour and the appetizers were great as were the prices. Nice location. Friendly staff.
Reviewed on May 12, 2026
Level Chicago - River North
Downtown Chicago
Price was ￥557,233, price is now ￥464,974 per person
￥464,974
per person
Aug 4 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (984 reviews)
We loved the view from the 30th floor! The place was near the L, bus stops and walking distance to restaurants.. The bed was comfortable but it would be nice to have a table and lamp on both sides. The room seemed to be geared towards singles rather than couples. The espresso machine was a nice touch but fairly unusable for us. We ended up buying instant coffee and used the electric kettle. Sad that we couldn’t use the hot tub during our trip because it was closed for maintenance. But all in all, we were quite pleased with the apartment! Hubby spent a lot of time on the balcony enjoying the views. Highly recommend!
Reviewed on May 16, 2026
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Downtown Chicago
Price was ￥584,390, price is now ￥501,824 per person
￥501,824
per person
Aug 4 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (1,006 reviews)
No coffee machines in the room but free coffee in the lobby. Great location. The bar is a scene and the rooftop patio is a beautiful space. Great sound insulation and comfy beds.
Reviewed on May 13, 2026
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View all trips5* Pet-friendly vacations in Central Chicago
Price found within the past 48 hours. Click for updated prices.
Nobu Hotel Chicago
Downtown Chicago
Price was ￥514,326, price is now ￥470,510 per person
￥470,510
per person
Jul 13 - Jul 17
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (837 reviews)
Excellent from start to finish. Including valet who were extremely helpful with a car issue. Will be back!
Reviewed on May 13, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥707,704, price is now ￥584,201 per person
￥584,201
per person
Aug 2 - Aug 7
found 1 day ago
Roundtrip flight included
Tokyo (NRT) to Chicago (ORD)
9.4/10 Exceptional! (1,863 reviews)
Great hospitality!!! Will be back!
Thank you
Reviewed on May 17, 2026
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View all trips3 Night Pet-friendly vacations in Central Chicago
Price found within the past 48 hours. Click for updated prices.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ￥334,291, price is now ￥305,963 per person
￥305,963
per person
Jun 29 - Jul 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,489 reviews)
Great view and room was very clean!
Reviewed on May 17, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥349,310, price is now ￥309,395 per person
￥309,395
per person
Jun 29 - Jul 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (4,127 reviews)
The breakfast menu was fresh, delicious, and there was such a good variety of items to choose from. The staff was pleasant & professional. Absolutely loved this hotel & will definitely vist again. There were tons of restaurants & shopping on the next block. Garretts popcorn right across the street from hotel. Hotel is beautiful & rooms were clean with lots of amenities. Great place to stay!
Reviewed on May 17, 2026
Pendry Chicago
Downtown Chicago
Price was ￥357,454, price is now ￥322,558 per person
￥322,558
per person
Jun 29 - Jul 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,126 reviews)
Great staff and perfect place to be in the middle of everything!
Reviewed on Apr 27, 2026
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View all trips4 Night Pet-friendly vacations in Central Chicago
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥371,439, price is now ￥316,285 per person
￥316,285
per person
Jul 5 - Jul 9
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (4,127 reviews)
The breakfast menu was fresh, delicious, and there was such a good variety of items to choose from. The staff was pleasant & professional. Absolutely loved this hotel & will definitely vist again. There were tons of restaurants & shopping on the next block. Garretts popcorn right across the street from hotel. Hotel is beautiful & rooms were clean with lots of amenities. Great place to stay!
Reviewed on May 17, 2026
The Godfrey Hotel Chicago
Downtown Chicago
Price was ￥404,676, price is now ￥343,969 per person
￥343,969
per person
Jul 13 - Jul 17
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (2,216 reviews)
Room was dirty and not cleaned. Staff did not apologize
Reviewed on May 13, 2026
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