Crestwood Vacations from ￥354,982
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The Latest Crestwood Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥433,054, price is now ￥359,343 per person
￥359,343
per person
Jul 19 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (4,070 reviews)
Great location & breakfast was amazing.
Reviewed on May 11, 2026
Viceroy Chicago
Downtown Chicago
Price was ￥500,842, price is now ￥425,272 per person
￥425,272
per person
Jul 19 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (1,225 reviews)
Professional, friendly staff. Nicely furnished room, very quiet and clean. Great stay
Reviewed on May 11, 2026
Find the Best Crestwood Vacation Packages
Crestwood Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
The price is ￥20,926 per night from May 26 to May 27
￥20,926
￥24,880 total
May 26 - May 27
includes taxes & fees
8/10 Very Good! (10,220 reviews)
The bar being open late is nice and the staff are very helpful.
Reviewed on May 12, 2026
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥23,420 per night from May 25 to May 26
￥23,420
￥32,322 total
May 25 - May 26
includes taxes & fees
9.4/10 Exceptional! (4,122 reviews)
Stay was very good, everything was excellent , staff was perfect. BUT at about 1:30 am someone in one of the room near us were fighting ,yelling vey loud, it kept on for quite a while . I worried that someone may have gotten hurt . On phone next to bed I dialed zero was unable to call anyone because ...
Reviewed on May 12, 2026
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥23,494 per night from May 25 to May 26
￥23,494
￥27,931 total
May 25 - May 26
includes taxes & fees
9/10 Wonderful! (4,302 reviews)
Staff was helpful and friendly. The rooms were clean and spacious!
Reviewed on May 12, 2026
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.
Discover the most popular places to visit in Crestwood
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Naval Base Great Lakes
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Crestwood
Skydeck - Willis Tower Admission
￥7,012
per adult
96% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
