Heritage Design
Chicago Athletic Association
“Gilded-Age athletic playground”
Staypineapple, an Iconic Hotel, The Loop Chicago
“Landmark skyscraper showcase”
LondonHouse Chicago
“Beaux-Arts riverfront showpiece”
Pendry Chicago
“Gilded Deco showpiece”
The Congress Plaza Hotel & Convention Center
“Gilded Age survivor”
Arlo Chicago
“Glass-crowned Loop revival”
Kimpton Gray Hotel
“Landmark skyscraper clubhouse”
Social
Chicago Athletic Association
“Gilded-Age athletic playground”
Renaissance Chicago Downtown Hotel
“Riverside rooftop perch”
The Wit Chicago
“Loop nightlife spectacle”
The Allegro Royal Sonesta Hotel Chicago Loop
“Art Deco throwback”
The LaSalle Chicago, Autograph Collection
“Skyline private club sanctum”
Kimpton Gray Hotel
“Landmark skyscraper clubhouse”
LondonHouse Chicago
“Beaux-Arts riverfront showpiece”
Palmer House Hilton
“Gilded Beaux-Arts dowager”
Wellness
The St. Regis Chicago
“Sculptural riverfront landmark”
Fairmont Chicago, Millennium Park
“Postmodern parkside retreat”
Radisson Blu Aqua Hotel, Chicago
“Sculptural skyline landmark”
Swissôtel Chicago
“Triangular glass outpost”
JW Marriott Chicago
“Burnham banking quarters”
Design $–$$
Arlo Chicago
“Glass-crowned Loop revival”
L7 Chicago by LOTTE
“Korean-accented Loop retreat”
Radisson Blu Aqua Hotel, Chicago
“Sculptural skyline landmark”
Staypineapple, an Iconic Hotel, The Loop Chicago
“Landmark skyscraper showcase”
The Congress Plaza Hotel & Convention Center
“Gilded Age survivor”
Neighborhood spotlight
The St. Regis Chicago
“Sculptural riverfront landmark”
LondonHouse Chicago
“Beaux-Arts riverfront showpiece”
Pendry Chicago
“Gilded Deco showpiece”
Swissôtel Chicago
“Triangular glass outpost”
Fairmont Chicago, Millennium Park
“Postmodern parkside retreat”
Radisson Blu Aqua Hotel, Chicago
“Sculptural skyline landmark”
L7 Chicago by LOTTE
“Korean-accented Loop retreat”
Arlo Chicago
“Glass-crowned Loop revival”
Lively
LondonHouse Chicago
“Beaux-Arts riverfront showpiece”
Staypineapple, an Iconic Hotel, The Loop Chicago
“Landmark skyscraper showcase”
Arlo Chicago
“Glass-crowned Loop revival”
Hyatt Centric The Loop Chicago
“Art Deco stronghold”
The Wit Chicago
“Loop nightlife spectacle”
The Royal Sonesta Chicago Downtown
“Modernist riverfront tower”
The whole area
Chicago Athletic Association
“Gilded-Age athletic playground”
The St. Regis Chicago
“Sculptural riverfront landmark”
The Congress Plaza Hotel & Convention Center
“Gilded Age survivor”
Palmer House Hilton
“Gilded Beaux-Arts dowager”
Pendry Chicago
“Gilded Deco showpiece”
LondonHouse Chicago
“Beaux-Arts riverfront showpiece”
The LaSalle Chicago, Autograph Collection
“Skyline private club sanctum”
Staypineapple, an Iconic Hotel, The Loop Chicago
“Landmark skyscraper showcase”
Classic
The Congress Plaza Hotel & Convention Center
“Gilded Age survivor”
Palmer House Hilton
“Gilded Beaux-Arts dowager”
Hilton Chicago
“Beaux-Arts convention flagship”
Swissôtel Chicago
“Triangular glass outpost”
Medalled $–$$$
The Congress Plaza Hotel & Convention Center
“Gilded Age survivor”
Palmer House Hilton
“Gilded Beaux-Arts dowager”
Chicago Athletic Association
“Gilded-Age athletic playground”
LondonHouse Chicago
“Beaux-Arts riverfront showpiece”
Pendry Chicago
“Gilded Deco showpiece”
Wellness Central or lively
The St. Regis Chicago
“Sculptural riverfront landmark”
Radisson Blu Aqua Hotel, Chicago
“Sculptural skyline landmark”
Fairmont Chicago, Millennium Park
“Postmodern parkside retreat”
Swissôtel Chicago
“Triangular glass outpost”
JW Marriott Chicago
“Burnham banking quarters”
Design
Chicago Athletic Association
“Gilded-Age athletic playground”
The St. Regis Chicago
“Sculptural riverfront landmark”
Fairmont Chicago, Millennium Park
“Postmodern parkside retreat”
Radisson Blu Aqua Hotel, Chicago
“Sculptural skyline landmark”
L7 Chicago by LOTTE
“Korean-accented Loop retreat”
Arlo Chicago
“Glass-crowned Loop revival”
Kimpton Gray Hotel
“Landmark skyscraper clubhouse”
Staypineapple, an Iconic Hotel, The Loop Chicago
“Landmark skyscraper showcase”
Social Design
Chicago Athletic Association
“Gilded-Age athletic playground”
Kimpton Gray Hotel
“Landmark skyscraper clubhouse”
LondonHouse Chicago
“Beaux-Arts riverfront showpiece”
A
Arlo ChicagoGlass-crowned Loop revivalDesignHeritageSocial$$F
Fairmont Chicago, Millennium ParkPostmodern parkside retreatDesignWellnessLuxe$$$H
Hyatt Regency ChicagoRiverfront convention commonsDesignSocialClassic$$L
L7 Chicago by LOTTEKorean-accented Loop retreatDesignLocalHeritage$$ LondonHouse ChicagoBeaux-Arts riverfront showpieceHeritageDesignSocial$$$P
Pendry ChicagoGilded Deco showpieceHeritageDesignLuxe$$$R
Radisson Blu Aqua Hotel, ChicagoSculptural skyline landmarkDesignWellnessSocial$$S
Sports Illustrated Resorts ChicagoHistoric bank outpostHeritageDesignSocial$$ Swissôtel ChicagoTriangular glass outpostWellnessClassicDesign$$T
The Royal Sonesta Chicago DowntownModernist riverfront towerDesignSocialLocal$$ The St. Regis ChicagoSculptural riverfront landmarkDesignLuxeWellness$$$$Gold. Extremely rare. Sets the global standard.
Silver. Brilliant execution. And we’re picky.
Bronze. They did this well. You’ll notice.
Listed. A defining trait. Makes the hotel what it is.
Design. Built around a vision. Even the door handles have a designer.
Luxe. Cared for at every turn. The bath is drawn before you ask.
Local. It could only be here. You wake up knowing where you are.
Heritage. A building with a story. Once a palace, a monastery, a station.
Wellness. You leave feeling new. Rest, sweat, soak and sleep like a stone.
Classic. The city grew up with it. Same rituals, same regulars, same bar.
Resort. A world of its own. Something to do from breakfast to nightcap.