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Luxury hotels in Chicago
31 hand-picked hotels with breakfast, upgrades and hotel credit when you book with us.
Chicago guide
Chicago: the architecture river cruise
The birthplace of the skyscraper, seen from the river, then Millennium Park and the Art Institute.
A Chicago Architecture Center river cruise is the most cited thing to do in the city: ninety minutes past the towers that made Chicago the birthplace of the skyscraper, with expert commentary. Go in the late afternoon for the best light.
Millennium Park, with Cloud Gate, sits beside the Art Institute of Chicago, one of the world's great museums. Take in the view from the Willis Tower or 875 North Michigan, walk the lakefront, and try deep-dish pizza. Summer and early autumn are the best seasons.
The Art Institute and Millennium Park
The Art Institute of Chicago, one of the world's great museums, is the most cited cultural visit in the city, with Seurat's A Sunday on La Grande Jatte, Hopper's Nighthawks and Grant Wood's American Gothic, plus an outstanding Impressionist collection.
Next door, Millennium Park holds Anish Kapoor's Cloud Gate, known as the Bean, the Crown Fountain and Frank Gehry's Pritzker Pavilion, which hosts free concerts in summer. The Riverwalk and the architecture boat tours start a short walk away.
Chicago's food, blues and jazz
Chicago's food is one of its most cited pleasures, from deep-dish pizza and the Italian beef sandwich to some of the most acclaimed tasting menus in the United States, several with MICHELIN stars, in the West Loop and beyond.
The city is the home of electric blues, and an evening at a blues club such as Kingston Mines or Buddy Guy's Legends, or at the historic Green Mill jazz club, where Al Capone once drank, is essential. Summer brings festivals and lakefront beaches.
Where to stay
31 luxury hotels in Chicago with VIP benefits
Book through The Prime Traveler and pay what the hotel charges on its own website, with extras you do not get by booking direct.
Benefits vary by hotel and program. Every proposal shows exactly what applies to your stay, at the same rate the hotel charges on its own website.


The Peninsula Chicago

Four Seasons Hotel Chicago
21c Museum Hotel Chicago

Ambassador Chicago

Chicago Athletic Association

Conrad Chicago

Fairmont Chicago, Millennium Park

Hyatt Centric Chicago Magnificent Mile

InterContinental Chicago Magnificent Mile

InterContinental Chicago Magnificent Mile by IHG

JW Marriott Chicago

Le Méridien Chicago - Oakbrook Center

Le Méridien Essex Chicago

Omni Chicago Hotel

Park Hyatt Chicago

Pendry Chicago

Renaissance Chicago Downtown

Sofitel Chicago Magnificent Mile

The Blackstone, Autograph Collection

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The LaSalle Chicago, Autograph Collection

The Midland Hotel, Chicago, a Tribute Portfolio Hotel

The Ritz-Carlton Chicago

The Robey

The St. Regis Chicago

The Talbott, Autograph Collection

The Westin Chicago River North

The Westin Michigan Avenue Chicago

Thompson Chicago

Waldorf Astoria Chicago
MICHELIN Key status checked on the MICHELIN Guide website in October 2026.
Gastrotrip
Where to eat in Chicago
Some of the city's most celebrated tables. With a Gastrotrip we build a day-by-day restaurant route around your hotel, checked by hand.
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- Filipino
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- Mexican
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- Middle Eastern
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