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

Hotel Riu Plaza Chicago
Downtown Chicago
Price was ¥304,507, price is now ¥238,534 per person
¥238,534
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
Location is excellent, roof top bonus and breakfast double plus.
Reviewed on Oct 8, 2025

The Westin Michigan Avenue Chicago
Downtown Chicago
Price was ¥373,486, price is now ¥248,616 per person
¥248,616
per person
Dec 25 - Dec 30
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
8.8/10 Excellent! (1,046 reviews)
One bad part -drain in tub very slow. Called to fix it but even afterwards still slow. Also room was not cleaned one day, had to call to get it done.
Reviewed on Oct 2, 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥304,531, price is now ¥253,332 per person
¥253,332
per person
Nov 28 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
I stayed at the Trump International Washington DC, and this one pales in comparison to be honest. The staff was friendly/excellent, but the hotel itself was pretty standard. I expected the same level as the old Washington DC hotel. The shower was plugged up and drained as slow as frozen molasses.
Reviewed on Oct 6, 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ¥286,155, price is now ¥245,196 per person
¥245,196
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,142 reviews)
Room is clean and housekeeper is lovely
Reviewed on Oct 6, 2025

Pendry Chicago
Downtown Chicago
Price was ¥282,508, price is now ¥242,940 per person
¥242,940
per person
Dec 25 - Dec 30
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.4/10 Exceptional! (1,085 reviews)
The bed was extremly comfortable Staff was very attentive. Highly recommend
Reviewed on Oct 7, 2025
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View all trips5* Beach vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥304,531, price is now ¥253,332 per person
¥253,332
per person
Nov 28 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
I stayed at the Trump International Washington DC, and this one pales in comparison to be honest. The staff was friendly/excellent, but the hotel itself was pretty standard. I expected the same level as the old Washington DC hotel. The shower was plugged up and drained as slow as frozen molasses.
Reviewed on Oct 6, 2025

The Peninsula Chicago
Downtown Chicago
Price was ¥615,268, price is now ¥544,743 per person
¥544,743
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) 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 Beach vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.

DoubleTree by Hilton Chicago Schaumburg
Price was ¥60,480, price is now ¥47,310 per person
¥47,310
per person
Dec 5 - Dec 8
found 12 hours ago
Roundtrip flight included
Washington (WAS) to Chicago (ORD)
7.4/10 Good! (1,002 reviews)
very quiet and safe area, very close to the mall. Lovely hotel
Reviewed on Oct 7, 2025


Renaissance Chicago O'Hare Suites Hotel
O'Hare
Price was ¥79,324, price is now ¥60,957 per person
¥60,957
per person
Dec 5 - Dec 8
found 12 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 trips4 Night Beach vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.


Wrigleyville Suites
Lakeview
Price was ¥584,363, price is now ¥510,324 per person
¥510,324
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.6/10 Exceptional! (19 reviews)
This property is very clean and a nice place to stay, especially when attending a cubs game in wrigleyville. Everything is in walking distance and it’s a safe neighborhood.
Reviewed on Aug 23, 2025

The Peninsula Chicago
Downtown Chicago
Price was ¥615,268, price is now ¥544,743 per person
¥544,743
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) 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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