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.
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

Downtown Chicago
¥948,423
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9/10 Wonderful! (2,907 reviews)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
¥1,033,292
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.6/10 Exceptional! (2,035 reviews)
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago
¥971,866
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (3,867 reviews)
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago
¥972,629
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.2/10 Wonderful! (3,324 reviews)
Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
¥1,034,982
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9/10 Wonderful! (3,518 reviews)
Good

Reviewed on Oct 1, 2026

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5* Pet-friendly vacations in Southern Wisconsin

Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
¥1,033,292
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.6/10 Exceptional! (2,035 reviews)
The Langham, Chicago

The Langham, Chicago

Downtown Chicago
¥1,155,664
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.8/10 Exceptional! (1,005 reviews)
The Peninsula Chicago

The Peninsula Chicago

Downtown Chicago
¥1,217,536
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.8/10 Exceptional! (1,015 reviews)
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3 Night Pet-friendly vacations in Southern Wisconsin

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
¥288,162
per person
Nov 10 - Nov 13
found 1 day ago
Roundtrip flight included
Fukuoka (FUK) to Chicago (ORD)
9.4/10 Exceptional! (5,340 reviews)
This was, by far, one of the best value-to-cost properties I've stayed with during a work trip. The rooms were clean, the complimentary breakfast was delicious, and the hotel was centrally located. Would definitely stay again!

Reviewed on Oct 1, 2026

The Talbott, Autograph Collection

The Talbott, Autograph Collection

Downtown Chicago
¥292,314
per person
Nov 10 - Nov 13
found 1 day ago
Roundtrip flight included
Fukuoka (FUK) to Chicago (ORD)
9.4/10 Exceptional! (178 reviews)
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

Downtown Chicago
¥295,242
per person
Nov 10 - Nov 13
found 1 day ago
Roundtrip flight included
Fukuoka (FUK) to Chicago (ORD)
8.8/10 Excellent! (2,309 reviews)
An amazing location for Chicago and a beautiful hotel

Reviewed on Oct 1, 2026

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4 Night Pet-friendly vacations in Southern Wisconsin

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
¥946,412
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (5,340 reviews)
This was, by far, one of the best value-to-cost properties I've stayed with during a work trip. The rooms were clean, the complimentary breakfast was delicious, and the hotel was centrally located. Would definitely stay again!

Reviewed on Oct 1, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
¥1,033,292
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.6/10 Exceptional! (2,035 reviews)
The Talbott, Autograph Collection

The Talbott, Autograph Collection

Downtown Chicago
¥950,431
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (178 reviews)
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.