
Far North Side Pet-friendly Vacations
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Top Pet-friendly vacation packages in Far North Side
Price found within the past 48 hours. Click for updated prices.

The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Price was ¥74,690, price is now ¥48,177 per person
¥48,177
per person
Dec 5 - Dec 8
found 10 hours ago
Roundtrip flight included
Washington (WAS) to Chicago (ORD)
9/10 Wonderful! (2,027 reviews)
The lobby and common areas are lovely and the room was really small, but fine. Was annoyed by an additional $32/day “destination fee” which they branded as paying for “perks” (like access to the fitness center or coffee in the lobby in the morning) that simply come with other stays in hotels that charge similarly for rooms, including in neighboring downtown Chicago hotels. The most annoying “perk” was a $10 credit that had to be used in the bar or restaurant and when we tried to use with a 10% off discount coupon that was in the room, the already condescending bartender was incredibly dismissive and refused to even look at. In hind sight, I’d rather have just lost the $10 (like we did the day before) than had to experience such an off putting interaction with someone hired to enhance a customer’s stay.
I stay in the loop a few times a year and this is the first place I’ve left with no intention to stay again sometime in the future
Reviewed on Sep 30, 2025


Hilton Chicago O'Hare Airport
O'Hare
Save 100% on your flight
Price was ¥111,061, price is now ¥75,466 per person
¥75,466
per person
Dec 5 - Dec 8
found 10 hours ago
Roundtrip flight included
Washington (WAS) to Chicago (ORD)
8.2/10 Very Good! (2,123 reviews)
The property was clean and the bed very comfortable. Stayed here on a travel layover -- it was super convenient to the airport. They also have a restaurant that was open late -- very helpful, and the food was pretty good.
Reviewed on Sep 28, 2025

Hilton Orrington / Evanston
Downtown Evanston
Price was ¥78,318, price is now ¥53,499 per person
¥53,499
per person
Dec 5 - Dec 8
found 10 hours ago
Roundtrip flight included
Washington (WAS) to Chicago (ORD)
7.6/10 Good! (1,007 reviews)
Two mornings received poor service at breakfast.
King bed in room. Could not open cabinet
Reviewed on Sep 15, 2025

Renaissance Chicago O'Hare Suites Hotel
O'Hare
Price was ¥90,416, price is now ¥66,236 per person
¥66,236
per person
Dec 5 - Dec 8
found 10 hours ago
Roundtrip flight included
Washington (WAS) to Chicago (ORD)
8.4/10 Very Good! (1,013 reviews)
Parking in the ramp is $40 a night but there is a big open lot to the right of the hotel that may be free. Lobby is beautiful and clean, Starbucks is a plus and opens at 6am. TV’s are huge in the rooms, the bed is very bouncy but extremely comfortable. I like how the living room is separate from bedroom. Bathroom is connected to bedroom and living room. Overall I would stay here every time I come to the O’Hare area.
Reviewed on Sep 29, 2025
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View all trips5* Pet-friendly vacations in Far North Side
Price found within the past 48 hours. Click for updated prices.

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥1,035,152, price is now ¥871,432 per person
¥871,432
per person
Nov 22 - Nov 28
found 14 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
Perfect location, beautiful view, nice staffs, excellently maintained room and facility!
Reviewed on Sep 28, 2025

Park Hyatt Chicago
Downtown Chicago
Price was ¥1,253,017, price is now ¥1,111,188 per person
¥1,111,188
per person
Nov 22 - Nov 28
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)
My wife and I spent an incredibly enjoyable weekend at the hotel. It is within walking distance to many different points of interest in the heart of the Magnificent Mile. The service, amenities, and stay were memorable. We will definitely return.
Reviewed on Sep 29, 2025

The Peninsula Chicago
Downtown Chicago
Price was ¥1,300,753, price is now ¥1,173,353 per person
¥1,173,353
per person
Nov 22 - Nov 28
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.8/10 Exceptional! (1,006 reviews)
Excellent hotel, my only complaint would be the Peninsula food service.
We ate at the Shanghai Terrace our first night on site and honestly the food was only 2 stars. Specifically the appetizers were minuscule, and 90% pastry dough. Whatever filling was supposed to be inside all the dough largely wasn’t. The whole Peking duck was arranged haphazardly on the plate, the skin was not really crispy, and the taste experience was completely lackluster.
As to the main dining room the service continues, as always, to be erratic and frequently slow. Food is sometimes served hot, sometimes not.
The room service on our checkout day was absolutely abysmal. We both ordered eggs Benedict and both orders were served not a degree above room temperature. The hollandaise sauce was so cold it had solidified.
There really is no excuse for this.
And unfortunately we did not have time to return the order as we had a plane to catch and we were running a bit behind.
For an otherwise professional hotel the food service and quality is sadly lacking. It leads one to believe that the F&B manager could be a nephew, a cousin, or some other family member need of a job.
Reviewed on Sep 27, 2025
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View all trips3 Night Pet-friendly vacations in Far North Side
Price found within the past 48 hours. Click for updated prices.

The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Price was ¥74,690, price is now ¥48,177 per person
¥48,177
per person
Dec 5 - Dec 8
found 10 hours ago
Roundtrip flight included
Washington (WAS) to Chicago (ORD)
9/10 Wonderful! (2,027 reviews)
The lobby and common areas are lovely and the room was really small, but fine. Was annoyed by an additional $32/day “destination fee” which they branded as paying for “perks” (like access to the fitness center or coffee in the lobby in the morning) that simply come with other stays in hotels that charge similarly for rooms, including in neighboring downtown Chicago hotels. The most annoying “perk” was a $10 credit that had to be used in the bar or restaurant and when we tried to use with a 10% off discount coupon that was in the room, the already condescending bartender was incredibly dismissive and refused to even look at. In hind sight, I’d rather have just lost the $10 (like we did the day before) than had to experience such an off putting interaction with someone hired to enhance a customer’s stay.
I stay in the loop a few times a year and this is the first place I’ve left with no intention to stay again sometime in the future
Reviewed on Sep 30, 2025


Hilton Chicago O'Hare Airport
O'Hare
Save 100% on your flight
Price was ¥111,061, price is now ¥75,466 per person
¥75,466
per person
Dec 5 - Dec 8
found 10 hours ago
Roundtrip flight included
Washington (WAS) to Chicago (ORD)
8.2/10 Very Good! (2,123 reviews)
The property was clean and the bed very comfortable. Stayed here on a travel layover -- it was super convenient to the airport. They also have a restaurant that was open late -- very helpful, and the food was pretty good.
Reviewed on Sep 28, 2025
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View all trips4 Night Pet-friendly vacations in Far North Side
Price found within the past 48 hours. Click for updated prices.

Hotel Riu Plaza Chicago
Downtown Chicago
Price was ¥410,316, price is now ¥327,626 per person
¥327,626
per person
Nov 1 - Nov 5
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
Beautiful new hotel, gorgeous rooftop with delicious food. Hotel staff are super friendly and helpful.
Reviewed on Sep 30, 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile
Downtown Chicago
Price was ¥376,210, price is now ¥332,100 per person
¥332,100
per person
Nov 1 - Nov 5
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.4/10 Very Good! (3,910 reviews)
Great location, closeby to shopping and restaurants. And 15 walk to magnificient river. Heated pool was a bonus. We also had a corner room with nice view. Shower was really nice. Wish it had free breakfast. Samuel was great for helping us set up our uber ride to the airport. Will stay again. Thank you very much.
Reviewed on Sep 30, 2025

4BR Corporate Suite Central and Modern
Near North Side
Price was ¥416,678, price is now ¥387,604 per person
¥387,604
per person
Nov 1 - Nov 5
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
10/10 Exceptional! (3 reviews)
Great location in Lincoln Park. Easy walk to several shops and restaurants. And about a 5 minute walk to the redline station (North/Clybourn). Very clean and quiet inside the unit. Building is very new. Room access through the Latch app is simple.
I would definitely stay here again. The overall experience was excellent and my other guests would agree.
Reviewed on Aug 18, 2025
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