
Northwest Side Pet-friendly Vacations
Book a Pet-friendly Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ¥109,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Pet-friendly vacation packages in Northwest Side
Price found within the past 48 hours. Click for updated prices.


Trump International Hotel & Tower Chicago
Downtown Chicago
¥456,116
per person
Nov 14 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Osaka (OSA) to Chicago (ORD)
9.6/10 Exceptional! (2,003 reviews)
The Trump Hotel In Chicago is one of my family's FAVORITE hotels in the world. We stay at The Trump every single time we're in Chicago. It's the BEST.😀👍
Reviewed on Sep 2, 2026



Don't see what you're looking for?
See all available trips from Osaka to Northwest Side
View all trips5* Pet-friendly vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.

Four Seasons Hotel Chicago
Downtown Chicago
¥384,460
per person
Nov 29 - Dec 2
found 1 day ago
Roundtrip flight included
Fukuoka (FUK) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
Perfect location for shopping, beach, and restaurants. Very clean and staff is very friendly… did not disappoint. Everything met the mark and expectations of a Four Seasons.
Reviewed on Sep 2, 2026

Trump International Hotel & Tower Chicago
Downtown Chicago
¥456,116
per person
Nov 14 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Osaka (OSA) to Chicago (ORD)
9.6/10 Exceptional! (2,003 reviews)
The Trump Hotel In Chicago is one of my family's FAVORITE hotels in the world. We stay at The Trump every single time we're in Chicago. It's the BEST.😀👍
Reviewed on Sep 2, 2026
Don't see what you're looking for?
See all available trips from Fukuoka to Northwest Side
View all trips3 Night Pet-friendly vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.


Hotel Riu Plaza Chicago
Downtown Chicago
¥284,972
per person
Nov 30 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
Fukuoka (FUK) to Chicago (ORD)
9.4/10 Exceptional! (5,106 reviews)
We absolutely loved this hotel. My wife and I came for two days to celebrate my birthday. The location is fantastic to walk many great places, breakfast buffet was the best, excellent selection and tasty. While eating breakfast then brought me a birthday brownie and put chocolate in our room. Above and beyond expectations. Very clean and modern hotel with great staff. Roof top bar is a must!
Reviewed on Sep 2, 2026

L7 Chicago by LOTTE
Downtown Chicago
¥270,294
per person
Nov 30 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
Fukuoka (FUK) to Chicago (ORD)
9.6/10 Exceptional! (4,634 reviews)
We came down for the Jill Scott concert and stayed here add the hotel was literally 2 blocked from the venue Chicago Theater. We were on the 4th floor and the view was spectacular. The room had 2 queen beds and was very spacious, but what took my breath away was the bed area in the window. I slept here because I wanted to see the view. Valet parking was $65 a night which is cheaper than a lot of places in Chicago.
I paid for breakfast at the hotel with the reservation, which was an Asian/American mix restaurant. There were conventional breakfast choices are well as Asian choices, I'm more of a conventional breakfast person. The price for breakfast was $50 extra per person. There were many people in there for breakfast so the place is pretty popular, but next time I'll just go to a restaurant nearby. We didn't stay for dinner so I'm not sure of the choices with that.
I will most definitely stay here again, and will recommend to others. I think this hotel is my favorite in Chicago so far.
Reviewed on Sep 3, 2026
Don't see what you're looking for?
See all available trips from Fukuoka 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
¥346,254
per person
Nov 29 - Dec 2
found 1 day ago
Roundtrip flight included
Fukuoka (FUK) to Chicago (ORD)
9.4/10 Exceptional! (5,106 reviews)
We absolutely loved this hotel. My wife and I came for two days to celebrate my birthday. The location is fantastic to walk many great places, breakfast buffet was the best, excellent selection and tasty. While eating breakfast then brought me a birthday brownie and put chocolate in our room. Above and beyond expectations. Very clean and modern hotel with great staff. Roof top bar is a must!
Reviewed on Sep 2, 2026


Kimpton Gray Hotel by IHG
Downtown Chicago
¥366,054
per person
Nov 28 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
Osaka (OSA) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
The room was very clean and spacious. Staff was very informative about what was accessible during our stay. I would definitely stay here again if I come back to visit Chicago.
Reviewed on Sep 1, 2026
Don't see what you're looking for?
See all available trips from Fukuoka to Northwest Side
View all tripsThings to do

Chicago: Willis Tower Skydeck and The Ledge Ticket
¥7,453
per adult
88% of travellers recommend

Wendella's 90-min Chicago River Architecture Tour
¥6,484
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

