Why make reservations with an online booking site, when all
you end up with is just a room? As a PRIVATEUPGRADES Member, our
hand-curated 5 Star hotels will roll out the red carpet with perks and benefits
included in the same regular price. Sign up today to:
Enjoy personalized attention and exclusive
perks reserved for hotel VIPs
Benefit from instant upgrades, special
offers and unique experiences
Come and go as you please with flexible
check-in and check-out times
Take advantage of extras which can double the
value of your original booking rate
Get the most out of your time with insider tips
from dedicated Travel Designers
Never worry about what you might be missing out
Free nights, discounts, dining, transfers, spa services and
more are just a click away!
Already a member?
Make travel extraordinary! For a limited time become a PRIVATEUPGRADES
Member for free, and put yourself on the VIP list for exclusive extras,
upgrades and opportunities from the most luxurious hotels worldwide!
Discover the best luxury hotels in Chicago
For a limited time become a PRIVATEUPGRADES Member for free, and put yourself on the VIP list for exclusive extras, upgrades and opportunities from the most luxurious hotels.
Set within downtown Chicago’s coveted Gold Coast, this luxury hotel is an opportunity to experience the city’s past and present through eye-catching visuals and curated experiences. Through craft cock... Read more
The jewel of America's heartland, few cities in the world can match Chicago's character and culture. Chicago blends the style and sophistication of one of the largest cities in the United States with... Read more
Recently renovated, Sofitel Chicago Magnificent Mile creates a harmonious balance between the pleasure of feeling at home and the exquisite feeling of being elsewhere. With his first-ever hotel design... Read more
Park Hyatt Chicago is a 198 room deluxe European boutique hotel, part of the 67-story Park Tower featuring Chicago's most luxurious condominiums, retail, and restaurants. It is located on Chicago's hi... Read more
Crown Jewel of Michigan Avenue. Chicago is defined by superb architecture, and the InterContinental Chicago Hotel is a paragon. This opulent address opens its doors onto the Magnificent Mile. A legend... Read more
Majestic views of the cityscape, the Chicago River, and Lake Michigan. All housed in a skyscraper designed by renowned architect Mies van der Rohe. Situated in downtown Chicago, the hotel is mere minu... Read more
Where Far Eastern Graciousness Meets with Midwestern Hospitality, the Peninsula Chicago is the five-star hotel that brought traditional Asian service to a city already renowned for the warmth of its h... Read more
Discover this energetic urban retreat, just steps from vibrant Michigan Avenue, and only an elevator ride away from one of Chicago's premier shopping centers. Each of the 345 guestrooms, including 185... Read more
Unlock the gem of downtown Chicago at The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago. Located in Chicago's premier commercial district, the luxury hotel puts you in the city center of Ch... Read more
Situated along the Chicago River at the juncture of North Michigan Avenue and River North, Trump International Hotel & Tower Chicago is the city's most enviable address. The lush, contemporary guest r... Read more