
Rush Street All inclusive Vacations
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Top All inclusive vacation packages in Rush Street
Price found within the past 48 hours. Click for updated prices.

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was ¥322,532, price is now ¥299,337 per person
¥299,337
per person
Jun 12 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.2/10 Very Good! (2,683 reviews)
Cool and perfect for our short trip to Chicago. Room was a bit small, but worked well to sleep in for two nights. The location on the magnificent mile worked perfect to accessing public transportation and tourist bus tours. Lots of great restaurants around the area and it was easy to walk everywhere from this spot.
Reviewed on May 6, 2026

Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
Price was ¥338,608, price is now ¥305,742 per person
¥305,742
per person
Jun 12 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,054 reviews)
The staff were fantastic, and the beds were insanely comfortable/blankets were soft and plush. The location is advantageous- lots of shopping, food, and things to do nearby. Getting an Uber from this location was a breeze and took less than five minutes. The Valet service for Staypineapple was also good. Would definitely recommend!
Reviewed on May 1, 2026

Fairmont Chicago at Millennium Park
Downtown Chicago
Price was ¥335,242, price is now ¥304,352 per person
¥304,352
per person
Jun 12 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (2,144 reviews)
Keep an eye that nothing is added from the minibar but great property and can't wait to stay again!
Reviewed on May 5, 2026

The Emily Hotel
Downtown Chicago
Price was ¥348,833, price is now ¥323,002 per person
¥323,002
per person
Jun 12 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,324 reviews)
Staff was friendly, very nice property in a good walkable location
Reviewed on May 1, 2026

Eurostars Magnificent Mile
Downtown Chicago
Price was ¥333,382, price is now ¥309,176 per person
¥309,176
per person
Jun 12 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (3,477 reviews)
Very satisfied stay with great location, nice staff, and clean room. We accidentally forgot to close our room door all the way, and the security guard knocked our door to check in.
Reviewed on May 7, 2026
5* All inclusive vacations in Rush Street
Price found within the past 48 hours. Click for updated prices.

The Ritz-Carlton, Chicago
Downtown Chicago
Price was ¥390,562, price is now ¥390,562 per person
¥390,562
per person
Jun 12 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,000 reviews)
We’ve stayed at some really nice hotels so keeping that in mind, we had high expectations for this being our first Ritz Carlton stay and it just fell really flat. The front desk staff were nice enough but nothing overly warm or anything that separated it from any other hotel. The room was clean but again pretty average. The bed was very comfortable but the pillows which are down or down alternative had such a low fill power, they were just awful. The most disappointing part of the stay was by far the room service. Our bill totaled nearly $300 which we’re happy to spend if it’s good but the chicken wings which are advertised as “crispy” couldn’t have been further from —extremely rubbery. My husband described his waygu steak “like eating a car tire” (never experienced waygu that bad before.) The cocktail sauce for the shrimp cocktail had zero horseradish. Just a very odd experience overall and it was enough to not order room service again for the remainder of our stay. The spa was also very …average. My husband said his massage was actually pretty good but mine was nothing at all out of the ordinary… probably one of the lowest ranking I’ve received honestly. The staff at the spa desk and in the locker room though were probably the best part of our whole experience — very friendly, helpful and accommodating. All in all, it wasn’t a terrible stay here but it wasn’t great either. Location is solid but I’d save some money and stay elsewhere to get better food and pillows.
Reviewed on Apr 21, 2026
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
