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.
The Emily Hotel
Downtown Chicago
Price was ￥96,868, price is now ￥76,679 per person
￥76,679
per person
Nov 27 - Nov 29
found 21 hours ago
Roundtrip non-stop flight included
Washington (WAS) to Chicago (ORD)
9.2/10 Wonderful! (1,248 reviews)
We really like The Emily Hotel Chicago. We've stayed a few times this year because the location is very near many great restaurants and bars. The hotel itself has really good dining and lounge options. The staff treats us very well and the rooms and beds are clean and comfortable. A great hotel in a really fun part of town!
Reviewed on Oct 22, 2025
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥278,740, price is now ￥227,504 per person
￥227,504
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (2,602 reviews)
Very pleased with our stay. From the beginning to the end, the customer service was amazing. Room very clean and modern as well as the bathroom. You can definitely walk around and there are quite a few of dining options. Breakfast was amazing. Great quality for a free buffet. Will definitely return.
Reviewed on Oct 25, 2025
Waldorf Astoria Chicago
Downtown Chicago
Price was ￥337,495, price is now ￥276,901 per person
￥276,901
per person
Jan 18 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
We had a devastating family emergency and the staff handled everything for us. They were so kind and compassionate. I don’t know how I could have handled getting to the airport and returning the rental car without them.
Reviewed on Oct 23, 2025
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See all available trips from Washington to Northwest Side
View all trips5* Pet-friendly vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.
Waldorf Astoria Chicago
Downtown Chicago
Price was ￥337,495, price is now ￥276,901 per person
￥276,901
per person
Jan 18 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
We had a devastating family emergency and the staff handled everything for us. They were so kind and compassionate. I don’t know how I could have handled getting to the airport and returning the rental car without them.
Reviewed on Oct 23, 2025
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See all available trips from Washington to Northwest Side
View all trips3 Night Pet-friendly vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥303,403, price is now ￥250,132 per person
￥250,132
per person
Jan 18 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,761 reviews)
I didn't like the two occasions I used the men's bathroom on the first floor (lobby) because on both occasions, the single toilet was being used. Would be great if a second toilet was installed since there is plenty of room to do so.
Loyal Customer.
Dimitri R
Reviewed on Oct 24, 2025
Waldorf Astoria Chicago
Downtown Chicago
Price was ￥337,495, price is now ￥276,901 per person
￥276,901
per person
Jan 18 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
We had a devastating family emergency and the staff handled everything for us. They were so kind and compassionate. I don’t know how I could have handled getting to the airport and returning the rental car without them.
Reviewed on Oct 23, 2025
Don't see what you're looking for?
See all available trips from Tokyo to Northwest Side
View all trips4 Night Pet-friendly vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥278,740, price is now ￥227,504 per person
￥227,504
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (2,602 reviews)
Very pleased with our stay. From the beginning to the end, the customer service was amazing. Room very clean and modern as well as the bathroom. You can definitely walk around and there are quite a few of dining options. Breakfast was amazing. Great quality for a free buffet. Will definitely return.
Reviewed on Oct 25, 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥338,844, price is now ￥282,521 per person
￥282,521
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,761 reviews)
I didn't like the two occasions I used the men's bathroom on the first floor (lobby) because on both occasions, the single toilet was being used. Would be great if a second toilet was installed since there is plenty of room to do so.
Loyal Customer.
Dimitri R
Reviewed on Oct 24, 2025
Pendry Chicago
Downtown Chicago
Price was ￥280,522, price is now ￥248,209 per person
￥248,209
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,110 reviews)
Ideal area if it’s your first time visiting Chicago. Hotel staff was very friendly.
Reviewed on Oct 16, 2025
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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.
