Chicago Pet-friendly Vacations
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Top Pet-friendly vacation packages in Chicago
Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Price was ￥193,172, price is now ￥143,721 per person
￥143,721
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (1,992 reviews)
loved our stay, great hotel and friendly staff
Reviewed on Sep 3, 2025
The Royal Sonesta Chicago River North
Downtown Chicago
Price was ￥348,201, price is now ￥268,234 per person
￥268,234
per person
Oct 4 - Oct 10
found 18 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (2,078 reviews)
We loved how dog friendly the hotel was and proximity to restaurants and great neighborhood to explore
Reviewed on Sep 4, 2025
Park Hyatt Chicago
Downtown Chicago
Price was ￥461,610, price is now ￥361,482 per person
￥361,482
per person
Nov 27 - Dec 1
found 10 hours ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Excellent service with great top notch amenities and a room that has everything you can need away from home. Highly recommend!
Reviewed on Aug 31, 2025
L7 Chicago by LOTTE
Downtown Chicago
Price was ￥353,308, price is now ￥278,992 per person
￥278,992
per person
Oct 4 - Oct 10
found 18 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (2,896 reviews)
GREAT location to walk to most of Chicago's fun downtown activities. We did Riverwalk, Millennium Park and Navy Pier. Only used Uber once to get to Wrigley field to catch the Cubs game. Highly recommend!
Reviewed on Sep 4, 2025
Virgin Hotels Chicago
Downtown Chicago
Price was ￥444,359, price is now ￥357,198 per person
￥357,198
per person
Oct 5 - Oct 10
found 17 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,347 reviews)
Great modern location. The fee onsite was different that the fee told but it was a great stay. I would stay here again.
Reviewed on Sep 1, 2025
5* Pet-friendly vacations in Chicago
Price found within the past 48 hours. Click for updated prices.
Park Hyatt Chicago
Downtown Chicago
Price was ￥461,610, price is now ￥361,482 per person
￥361,482
per person
Nov 27 - Dec 1
found 10 hours ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Excellent service with great top notch amenities and a room that has everything you can need away from home. Highly recommend!
Reviewed on Aug 31, 2025
3 Night Pet-friendly vacations in Chicago
Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Price was ￥329,918, price is now ￥290,569 per person
￥290,569
per person
Nov 19 - Nov 22
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (1,992 reviews)
loved our stay, great hotel and friendly staff
Reviewed on Sep 3, 2025
The Royal Sonesta Chicago River North
Downtown Chicago
Price was ￥321,204, price is now ￥292,635 per person
￥292,635
per person
Nov 19 - Nov 22
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (2,078 reviews)
We loved how dog friendly the hotel was and proximity to restaurants and great neighborhood to explore
Reviewed on Sep 4, 2025
L7 Chicago by LOTTE
Downtown Chicago
Price was ￥333,709, price is now ￥308,739 per person
￥308,739
per person
Nov 19 - Nov 22
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (2,896 reviews)
GREAT location to walk to most of Chicago's fun downtown activities. We did Riverwalk, Millennium Park and Navy Pier. Only used Uber once to get to Wrigley field to catch the Cubs game. Highly recommend!
Reviewed on Sep 4, 2025
4 Night Pet-friendly vacations in Chicago
Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Price was ￥193,172, price is now ￥143,721 per person
￥143,721
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (1,992 reviews)
loved our stay, great hotel and friendly staff
Reviewed on Sep 3, 2025
The Royal Sonesta Chicago River North
Downtown Chicago
Price was ￥192,036, price is now ￥149,104 per person
￥149,104
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (2,078 reviews)
We loved how dog friendly the hotel was and proximity to restaurants and great neighborhood to explore
Reviewed on Sep 4, 2025
Park Hyatt Chicago
Downtown Chicago
Price was ￥461,610, price is now ￥361,482 per person
￥361,482
per person
Nov 27 - Dec 1
found 10 hours ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Excellent service with great top notch amenities and a room that has everything you can need away from home. Highly recommend!
Reviewed on Aug 31, 2025
Top Pet-friendly Chicago Hotels
The Royal Sonesta Chicago River North
505 N State Street, Chicago, IL
Dogs and cats are welcome (fees apply) at this luxury hotel offering pet-friendly amenities, like food and water bowls. If you need a walk during your stay, ...
Virgin Hotels Chicago
203 N Wabash Ave, Chicago, IL
Four-legged friends stay free at this luxury, city-center hotel, which offers pet-friendly amenities, like food and water bowls. While you're here, visit nearby ...
Hilton Chicago
720 S Michigan Ave, Chicago, IL
A city-center getaway awaits at this historic hotel, where pets are welcome (fees apply). Need a walk during your pet-friendly stay? Stretch your legs at nearby ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
