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

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 1 day 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

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)
We had a very pleasant stay overall. Wonderful location, nice room, very clean. Staff were consistently warm, attentive, and eager to help with anything we needed.
Breakfast was another highlight. There was a great variety of options, with something for everyone, and everything we tried was fresh and well-prepared.
The only challenge during our stay was the elevators. Maybe some of them were not in service? They were often very slow or crowded, which led us to take the stairs at one point from the 8th floor. Unfortunately, when we reached the second floor for breakfast, we found that the stairwell door was locked, which was a bit inconvenient. Avoid rush hour!
That said, the excellent service and great breakfast made up for the small inconvenience, and I would still consider staying at Riu many times again.
Reviewed on Mar 20, 2026


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

Eurostars Magnificent Mile
Downtown Chicago
Price was ¥401,094, price is now ¥343,870 per person
¥343,870
per person
May 1 - May 5
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) 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
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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 1 day 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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See all available trips from Osaka to Far North Side
View all trips3 Night Luxury vacations in Far North 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 1 day 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 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (3,495 reviews)
We had a very pleasant stay overall. Wonderful location, nice room, very clean. Staff were consistently warm, attentive, and eager to help with anything we needed.
Breakfast was another highlight. There was a great variety of options, with something for everyone, and everything we tried was fresh and well-prepared.
The only challenge during our stay was the elevators. Maybe some of them were not in service? They were often very slow or crowded, which led us to take the stairs at one point from the 8th floor. Unfortunately, when we reached the second floor for breakfast, we found that the stairwell door was locked, which was a bit inconvenient. Avoid rush hour!
That said, the excellent service and great breakfast made up for the small inconvenience, and I would still consider staying at Riu many times again.
Reviewed on Mar 20, 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 1 day 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
Don't see what you're looking for?
See all available trips from Osaka to Far North Side
View all trips4 Night Luxury vacations in Far North 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)
We had a very pleasant stay overall. Wonderful location, nice room, very clean. Staff were consistently warm, attentive, and eager to help with anything we needed.
Breakfast was another highlight. There was a great variety of options, with something for everyone, and everything we tried was fresh and well-prepared.
The only challenge during our stay was the elevators. Maybe some of them were not in service? They were often very slow or crowded, which led us to take the stairs at one point from the 8th floor. Unfortunately, when we reached the second floor for breakfast, we found that the stairwell door was locked, which was a bit inconvenient. Avoid rush hour!
That said, the excellent service and great breakfast made up for the small inconvenience, and I would still consider staying at Riu many times again.
Reviewed on Mar 20, 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.
