
Historic Route 66 Pet-friendly Vacations
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Top Pet-friendly vacation packages in Historic Route 66
Price found within the past 48 hours. Click for updated prices.





The Talbott, Autograph Collection
Downtown Chicago
¥274,482
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (179 reviews)
My biggest issue here is the room I was given, 801. Just not a nice room at all. It's tiny, it had a stale odour, no table/chair, its gloomy, its location, it's a bathtub, not a standalone shower, the mechanics of the door.... If I can say one thing, it is that the bed was comfortable and the fixtures in the bathroom look new. It's just not a place you want to spend any time.
The second issue was the length of time to get room service. After many hours of travel, I was too tired to eat out anywhere. I ordered room service and the food was stone cold. The only edible part was the skinny fires that came with the burger. BTW, would be helpful to list the side on the order form as it just said burger... so I ordered separate fries which couldn't be eaten because they were not warm.
Reviewed on Oct 13, 2026
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View all trips5* Pet-friendly vacations in Historic Route 66
Price found within the past 48 hours. Click for updated prices.

The Langham, Chicago
Downtown Chicago
¥379,986
per person
Dec 25 - Dec 29
found 14 hours ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,014 reviews)
This hotel is simply the best hotel I’ve ever stayed at, the building is beautiful, but the staff made it amazing. Absolutely superb
Reviewed on Oct 13, 2026


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View all trips3 Night Pet-friendly vacations in Historic Route 66
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Hotel Felix River North/Magnificent Mile
Downtown Chicago
¥235,566
per person
Nov 21 - Nov 24
found 18 hours ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
8.2/10 Very Good! (3,105 reviews)
The staff was extremely accommodating, it was marathon week so I understand things can be tough, my issues were with the room as a whole. The shower would leak into the bathroom and completely cover the floor and when I informed staff I was having flooding problems they said oh it’s the shower curtain as if it’s a common issue. The wall paper in the bathroom was peeling off the wall. Tv guide didn’t work so you get to play channel roulette. On the plus side staff was great and they provided cold drinks in the morning, ac works really well
Reviewed on Oct 14, 2026


The Talbott, Autograph Collection
Downtown Chicago
¥256,322
per person
Nov 21 - Nov 24
found 18 hours ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (179 reviews)
My biggest issue here is the room I was given, 801. Just not a nice room at all. It's tiny, it had a stale odour, no table/chair, its gloomy, its location, it's a bathtub, not a standalone shower, the mechanics of the door.... If I can say one thing, it is that the bed was comfortable and the fixtures in the bathroom look new. It's just not a place you want to spend any time.
The second issue was the length of time to get room service. After many hours of travel, I was too tired to eat out anywhere. I ordered room service and the food was stone cold. The only edible part was the skinny fires that came with the burger. BTW, would be helpful to list the side on the order form as it just said burger... so I ordered separate fries which couldn't be eaten because they were not warm.
Reviewed on Oct 13, 2026
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View all trips4 Night Pet-friendly vacations in Historic Route 66
Price found within the past 48 hours. Click for updated prices.



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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.
