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

The Godfrey Hotel Chicago
Downtown Chicago
Price was ¥404,052, price is now ¥337,322 per person
¥337,322
per person
May 1 - May 5
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
8.8/10 Excellent! (2,096 reviews)
Clean room , lovely staff and great location
Reviewed on Mar 19, 2026

Level Chicago Fulton Market
Downtown Chicago
Price was ¥490,486, price is now ¥355,298 per person
¥355,298
per person
May 28 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.2/10 Wonderful! (421 reviews)
Beautiful room. Property upgraded to 2-bedroom. Facilities are great with huge gym. Great stay in Chicago.
Reviewed on Mar 14, 2026

Hotel Riu Plaza Chicago
Downtown Chicago
Price was ¥477,240, price is now ¥356,812 per person
¥356,812
per person
May 1 - May 5
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (3,495 reviews)
The staff were extremely solicitous! The room was spotless! And the breakfast was delicious, plentiful, and included in the prove of the stay. I’ll definitely be back!
Reviewed on Mar 19, 2026


The Neighborhood Hotel-Little Italy
Near West Side
Price was ¥445,492, price is now ¥378,731 per person
¥378,731
per person
May 28 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.6/10 Exceptional! (238 reviews)
This is a hidden gem. Room is spacious and clean. Supplies are provided for cleaning dishes and even laundry pods. Much better bang for your buck vs. a traditional corporate hotel brand. Will stay in their North side location next time!
Reviewed on Mar 15, 2026
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View all trips5* Adults Only vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.

The Ritz-Carlton, Chicago
Downtown Chicago
Price was ¥312,630, price is now ¥312,630 per person
¥312,630
per person
May 21 - May 24
found 24 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9.2/10 Wonderful! (1,001 reviews)
The hotel was beautiful! Enjoyed a relaxing weekend.
Reviewed on Mar 18, 2026
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View all trips3 Night Adults Only vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.

Eurostars Magnificent Mile
Downtown Chicago
Price was ¥285,254, price is now ¥245,168 per person
¥245,168
per person
May 21 - May 24
found 24 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9/10 Wonderful! (3,314 reviews)
The staff was super helpful and very welcoming. The room had an amazing view for us, beings it was our first time being in Chicago. It’s was so close to everything we wanted to visit and super convenient. I will most definitely stay at this hotel again for future stays in the city.!! Thank you so much for taking pride in your establishment, and your employees, as both we’re definitely deserving of a 5 star rating and review.!
Reviewed on Mar 17, 2026

Hotel Riu Plaza Chicago
Downtown Chicago
Price was ¥332,038, price is now ¥251,828 per person
¥251,828
per person
May 21 - May 24
found 24 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (3,495 reviews)
The staff were extremely solicitous! The room was spotless! And the breakfast was delicious, plentiful, and included in the prove of the stay. I’ll definitely be back!
Reviewed on Mar 19, 2026

The Emily Hotel
Downtown Chicago
Price was ¥325,439, price is now ¥279,356 per person
¥279,356
per person
May 21 - May 24
found 24 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9.2/10 Wonderful! (1,320 reviews)
The vibe is very cool and the room is spacious. That said, the fridge in the room is very loud when it turns on, the sink was clogged and slow to drain. There's no room service, you can get food to "take out" at the restaurant. However, the food is presented in a flimsy cardboard container used for leftovers which isn't really fitting for a $25+ entree. Details that just make the place feel less than classy.
Reviewed on Mar 19, 2026
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See all available trips from Osaka to Northwest Side
View all trips4 Night Adults Only vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.

The Godfrey Hotel Chicago
Downtown Chicago
Price was ¥404,052, price is now ¥337,322 per person
¥337,322
per person
May 1 - May 5
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
8.8/10 Excellent! (2,096 reviews)
Clean room , lovely staff and great location
Reviewed on Mar 19, 2026

Hotel Riu Plaza Chicago
Downtown Chicago
Price was ¥477,240, price is now ¥356,812 per person
¥356,812
per person
May 1 - May 5
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (3,495 reviews)
The staff were extremely solicitous! The room was spotless! And the breakfast was delicious, plentiful, and included in the prove of the stay. I’ll definitely be back!
Reviewed on Mar 19, 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.
