Chicago · Magnificent Mile
Pendry Chicago
Typical recent rate
$349Reference price
$449Signal savings
Save 22% · $100Price checked May 22, 2026
Travel dates
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About this hotel
Chicago's newest luxury boutique — a five-star Magnificent Mile property with a rooftop pool, full spa, and 9.3 guest scores that rival the city's most established luxury hotels.
Pendry Chicago opened in 2021 and immediately earned a 9.3 guest score — exceptional for a property of this scale in its first few years. A rooftop pool, full spa, and a Michigan Avenue address at $349 is $100 off the reference price for a boutique-luxury experience that most Chicago five-star properties can't replicate. For travelers who want Magnificent Mile access without a conventional chain-luxury feel, Pendry is the clearest new signal in the market.
Signal summary
Chicago's strongest new-luxury signal: boutique five-star quality, Mag Mile walkability, and a rooftop pool at a compressed rate that makes the case against the Four Seasons.
Frequently asked questions
What is Pendry Chicago known for?
Pendry Chicago is the city's most notable recent luxury opening — a 2021 boutique five-star on Michigan Avenue at 230 N Michigan Ave with a rooftop pool, full spa, and design interiors by Martin Brudnizki. It earned a 9.3 guest score rapidly, reflecting genuine execution rather than brand momentum alone.
How does Pendry Chicago compare to Four Seasons Chicago?
Four Seasons is the more established five-star benchmark with deeper service infrastructure and a longer track record. Pendry is newer, more design-forward, and runs about $200 less per night at current rates. Four Seasons is the safe luxury pick for the occasion where reputation is part of the point; Pendry is the stronger value for guests who want a boutique five-star experience without the legacy hotel premium.
Does Pendry Chicago have a rooftop pool?
Yes — one of the few hotels in Chicago with a rooftop pool at the luxury tier. The rooftop also includes a bar and lounge area with Mag Mile and city views. Combined with the full spa on-site, it's the most complete amenity set of any boutique luxury hotel in Chicago.
Is Pendry Chicago on the Magnificent Mile?
Yes — at 230 N Michigan Avenue, Pendry sits at the southern end of the Magnificent Mile where it meets the Loop. The location gives you Michigan Avenue access, Millennium Park within walking distance, and the Chicago River a short walk north — one of the most versatile downtown positions in the city.
