
Northwest Side Adventure Vacations
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Top Adventure vacation packages in Northwest Side
Price found within the past 48 hours. Click for updated prices.

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ¥405,466, price is now ¥340,560 per person
¥340,560
per person
Jul 18 - Jul 22
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,511 reviews)
The room itself was excellent — 9/10. The view was amazing, the bed was very comfortable, and the room was spacious and well-designed.
However, for the price and for a hotel that markets itself as a 4-star property, many amenities were disappointing.
First, the coffee machine in the room was very low quality, more comparable to what you would typically find at a Comfort Inn. There were also no bathrobes or hotel slippers provided, which I would expect at this price point.
The lobby was surprisingly small and not particularly inviting. It felt dark and lacked the atmosphere you would expect from a higher-end hotel.
The hotel only has one restaurant, and unfortunately the food quality was below average.
Another disappointment was the rooftop. The hotel advertises rooftop access, but the rooftop is not actually owned or operated by the hotel. During our stay, it was closed for a private event, making it unavailable to guests.
To make matters worse, on the day we checked out, the elevator was out of service, so we had to carry our luggage down the stairs ourselves.
Overall, I would rate the room 9/10, but the amenities, dining, and overall hotel experience only 2/10.
Because the room and view were truly outstanding, I would give the hotel an overall rating of 7/10. Without the exceptional room and view, my rating would have been significantly lower.
Reviewed on Jun 2, 2026

The Emily Hotel
Downtown Chicago
Price was ¥420,630, price is now ¥347,626 per person
¥347,626
per person
Jul 18 - Jul 22
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,322 reviews)
Convenient location and easy building to deal with. Parking was a little expensive.
Reviewed on Jun 2, 2026

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥491,550, price is now ¥406,321 per person
¥406,321
per person
Jul 18 - Jul 22
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (1,886 reviews)
Great room, professional staff, no complaints.
Reviewed on May 31, 2026

Level Chicago Fulton Market
Downtown Chicago
Price was ¥580,920, price is now ¥492,893 per person
¥492,893
per person
Aug 8 - Aug 12
found 12 hours ago
Roundtrip non-stop flight included
Nagoya (NGO) to Chicago (ORD)
9.2/10 Wonderful! (488 reviews)
Room was not cleaned/ towels weren't replaced for the duration of our 3 night stay which I found rather peculiar. They also only provided 1 key for our room. I had believed it was common practice to provide 2. Other than that, the room was clean when we arrived, the bedding was comfortable, and the gym was lovely.
Reviewed on May 22, 2026

The Peninsula Chicago
Downtown Chicago
Price was ¥704,922, price is now ¥612,544 per person
¥612,544
per person
Aug 8 - Aug 12
found 12 hours ago
Roundtrip non-stop flight included
Nagoya (NGO) to Chicago (ORD)
9.8/10 Exceptional! (1,002 reviews)
Everyone was so helpful and friendly
Great environment.
Cleaning, room service ,breakfast A+
Reviewed on May 29, 2026
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View all trips5* Adventure vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥491,550, price is now ¥406,321 per person
¥406,321
per person
Jul 18 - Jul 22
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (1,886 reviews)
Great room, professional staff, no complaints.
Reviewed on May 31, 2026

The Peninsula Chicago
Downtown Chicago
Price was ¥704,922, price is now ¥612,544 per person
¥612,544
per person
Aug 8 - Aug 12
found 12 hours ago
Roundtrip non-stop flight included
Nagoya (NGO) to Chicago (ORD)
9.8/10 Exceptional! (1,002 reviews)
Everyone was so helpful and friendly
Great environment.
Cleaning, room service ,breakfast A+
Reviewed on May 29, 2026

Nobu Hotel Chicago
Downtown Chicago
Price was ¥672,837, price is now ¥615,602 per person
¥615,602
per person
Aug 3 - Aug 9
found 13 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (854 reviews)
Beautiful room. Well appointed. love the ambiance. Ashley Cartagena was very helpful with reservations!! Great location. Do not eat here, food is not good especially for the price. Rooftop bar view is cute but cocktails not great, I would skip them. There are dozens of cute coffee shops, bakeries, restaurants, bars & shops all steps away. would definitely stay here again.
Reviewed on May 28, 2026
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View all trips4 Night Adventure vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.

Hotel Riu Plaza Chicago
Downtown Chicago
Price was ¥390,516, price is now ¥317,526 per person
¥317,526
per person
Jul 18 - Jul 22
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (4,258 reviews)
Excellent location and good selection of breakfast
Reviewed on Jun 2, 2026

Omni Chicago Hotel
Downtown Chicago
Price was ¥414,300, price is now ¥338,024 per person
¥338,024
per person
Jul 18 - Jul 22
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,784 reviews)
Restaurant is excellent.
Breakfast is excellent.
Doorman & all entrance staff are terrific & helpful.
We never received the $25 food coupons as advertised.
From Exxpedia??? or from Omni???
Reviewed on Jun 2, 2026

The Emily Hotel
Downtown Chicago
Price was ¥420,630, price is now ¥347,626 per person
¥347,626
per person
Jul 18 - Jul 22
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,322 reviews)
Convenient location and easy building to deal with. Parking was a little expensive.
Reviewed on Jun 2, 2026
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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.
