Southern Wisconsin Pet-friendly Vacations
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Top Pet-friendly vacation packages in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥478,262, price is now ￥363,908 per person
￥363,908
per person
Sep 16 - Sep 20
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (4,464 reviews)
Très bel hôtel bien situé dans un beau quartier ! Excellent rapport qualité-prix. Chambre un peu petite mais confortable! Très beau déjeuner de type buffet et très belle terrasse sur le toit mais menu limité.
Reviewed on Jun 25, 2026
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was ￥460,246, price is now ￥373,894 per person
￥373,894
per person
Sep 16 - Sep 20
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.2/10 Very Good! (2,767 reviews)
Terrible attitude of the front desk clerk.
Room smelled bad, dirty carpet.
Reviewed on Jun 24, 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ￥464,064, price is now ￥379,842 per person
￥379,842
per person
Sep 16 - Sep 20
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (3,744 reviews)
Excelente, ubicación perfecta cerca de todo
Reviewed on Jun 23, 2026
Thompson Chicago, by Hyatt
Downtown Chicago
Price was ￥488,708, price is now ￥407,436 per person
￥407,436
per person
Sep 16 - Sep 20
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,399 reviews)
I truly enjoyed my stay at this hotel. From the moment I arrived, the staff made me feel welcome and valued. Everyone was so friendly, attentive, and genuinely eager to help, which made the experience even more enjoyable.
The hotel was clean, comfortable, and had everything I needed for a relaxing stay. I especially loved the location—it was convenient to restaurants, shopping, and local attractions, making it easy to get around and enjoy the area without any hassle.
Reviewed on Jun 21, 2026
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View all trips5* Pet-friendly vacations in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.
Nobu Hotel Chicago
Downtown Chicago
Price was ￥480,282, price is now ￥426,559 per person
￥426,559
per person
Aug 9 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (869 reviews)
My stay was remarkable! Staff was extremely friendly, room clean, in room dining food was delicious!
Reviewed on Jun 21, 2026
The Peninsula Chicago
Downtown Chicago
Price was ￥636,708, price is now ￥545,340 per person
￥545,340
per person
Sep 16 - Sep 20
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,009 reviews)
We love the Peninsula! The staff, location, room, and the Shanghai restaurant top tier.
Reviewed on Jun 21, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥495,378, price is now ￥433,490 per person
￥433,490
per person
Aug 9 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (1,893 reviews)
It was everything I expected! The staff was amazing. Everything ran smoothly. I would say the pool could use a little updating. Everything was delightful. Definitely will be back.
Reviewed on Jun 24, 2026
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See all available trips from Tokyo to Southern Wisconsin
View all trips4 Night Pet-friendly vacations in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥478,262, price is now ￥363,908 per person
￥363,908
per person
Sep 16 - Sep 20
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (4,464 reviews)
Très bel hôtel bien situé dans un beau quartier ! Excellent rapport qualité-prix. Chambre un peu petite mais confortable! Très beau déjeuner de type buffet et très belle terrasse sur le toit mais menu limité.
Reviewed on Jun 25, 2026
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was ￥460,246, price is now ￥373,894 per person
￥373,894
per person
Sep 16 - Sep 20
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.2/10 Very Good! (2,767 reviews)
Terrible attitude of the front desk clerk.
Room smelled bad, dirty carpet.
Reviewed on Jun 24, 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ￥464,064, price is now ￥379,842 per person
￥379,842
per person
Sep 16 - Sep 20
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (3,744 reviews)
Excelente, ubicación perfecta cerca de todo
Reviewed on Jun 23, 2026
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View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
