Near North Side Vacations from ￥292,836
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The Latest Near North Side Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Pendry Chicago
Downtown Chicago
Price was ￥483,043, price is now ￥404,096 per person
￥404,096
per person
Oct 6 - Oct 9
just found
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,150 reviews)
The first room we were assigned smelled like a cat. I'm severely allergic, so I knew right away (room 2204). The second room (1404) was nice and clean. Unfortunately the noise from Michigan Avenue is pretty much unbearable. It's an old building and no sound proofing has been done to the walls ... even from the 14th floor I could hear sirens all night, cars drag racing, and even gun shots. There are 5-6 elevators on this property, but the first set of 3 services the lobby to floor 22, and the second set services 22 - 30something. I found myself constantly waiting on an elevator. One morning at 8:30 am, I had to wait for 3 (very full elevators) to pass by. If I wasn't carrying a bunch of things I would have taken the stairs. On another occassion I actually got stuck in one of the elevators, as it wouldn't open at the lobby level. I had to take it back up and use the stairs.
On a positive note, the location was nice. The gym was excellent, and the food on property was very good. I just won't be back because of the noise and the elevator issues.
Reviewed on Jul 23, 2026
Where to stay in Near North Side
Find the best Near North Side areas and neighborhoods for the activities you enjoy most. Learn more about Near North Side
Downtown Chicago
4 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Near North Side Hotel Deals
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥30,132 per night from Aug 9 to Aug 10
￥30,132
￥35,827 total
Aug 9 - Aug 10
includes taxes & fees
8.2/10 Very Good! (1,822 reviews)
"Nice large room. Everything was in good shape. There was no coffee maker and no microwave, no snacks, no vending. We needed hot water for tea. The first night, the bar provided such, albeit slowly. The second they refused and were rather brusk about it. This was quite disappointing from an expensive ..."
Reviewed on Jul 24, 2026
The Wade
644 N Lake Shore Dr Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥32,606 per night from Aug 9 to Aug 10
￥32,606
￥38,768 total
Aug 9 - Aug 10
includes taxes & fees
Omni Chicago Hotel
676 N Michigan Ave Chicago IL
The price is ￥30,642 per night from Aug 9 to Aug 10
￥30,642
￥41,887 total
Aug 9 - Aug 10
includes taxes & fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Frequently asked questions
Stay near popular Near North Side attractions
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
￥3,992
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.