Boutique Hotels on Chicago's Magnificent Mile

Compare 10 boutique hotels on Chicago's Magnificent Mile - from The Drake to Waldorf Astoria. Rooftop bars, spa, lake views. Book your stay now.

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Tue, 18 Aug
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Check-out
Wed, 19 Aug
Rooms and Guests2 Guests, 1 room
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1-23 out of 23
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  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
8.7
Great1624 total reviews
our site & Booking.com
Rooftop TerraceSpa TubPeloton Bike
  • Rooftop pool with skyline views
  • Complimentary daily wine hour
  • Luxury spa suites with jetted tubs
FromUS$ 116 /nightSelect
9.4
Perfect531 total reviews
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1.1 mi from City Center175 yd from House of Blues Chicago
Chuan SpaIndoor PoolTravelle Restaurant
  • Award-winning Chuan Spa
  • Mies van der Rohe architecture
  • Indoor pool with river views
FromUS$ 645 /nightSelect
9.4
Perfect1558 total reviews
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1.1 mi from City Center251 yd from House of Blues Chicago
Rooftop DiningHeated PoolFull Kitchens
  • Forbes Five Star luxury hotel
  • Landmark that inspired Burj Khalifa
  • Fully-equipped kitchens in all suites
FromUS$ 481 /nightSelect
8.4
Great988 total reviews
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1.8 mi from City Center290 yd from Water Tower Place
Live JazzAfternoon TeaBeach Access
  • Host to celebrities since 1920
  • Live jazz in Coq d'Or Lounge
  • Afternoon tea in Palm Court
FromUS$ 474 /nightSelect
The WadeHotel
7.9
Very good1911 total reviews
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Indoor PoolRooftop DeckCURRENT Restaurant
  • Only hotel on Lake Shore Drive
  • Rooftop deck with lake views
  • Live DJ at Living Room Bar
FromUS$ 115 /nightSelect
9.4
Perfect267 total reviews
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1.7 mi from City Center507 yd from Water Tower Place
Four-Star SpaIndoor PoolMargeaux Brasserie
  • Average room size 890 sq ft
  • Forbes Four-Star rated spa
  • Complimentary car service
FromUS$ 433 /nightSelect
8.8
Great207 total reviews
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1.3 mi from City Center512 yd from House of Blues Chicago
Rooftop TerracePet FriendlyEvent Space
  • Rooftop dining with skyline views
  • Art Deco design in historic landmark
  • Direct access to North Bridge shops
FromUS$ 131 /nightSelect
8.5
Great767 total reviews
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1.5 mi from City Center144 yd from Northwestern Memorial Hospital
StarbucksPeloton BikesMeeting Space
  • White noise machines in rooms
  • Starbucks on-site for convenience
  • Pool block time for families
FromUS$ 132 /nightSelect
8.8
Great1545 total reviews
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1.7 mi from City Center407 yd from Water Tower Place
CDA RestaurantLe BarOutdoor Terrace
  • French-inspired décor and service
  • Feather-topped luxury bedding
  • On-site French dining with terrace
FromUS$ 139 /nightSelect
9.4
Perfect367 total reviews
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1.5 mi from City Center88 yd from Michigan Avenue
Cowshed SpaHalf-Olympic PoolChocolate Bar
  • Half-Olympic pool with city views
  • Chocolate buffet with live jazz
  • In-room iPads for full control
FromUS$ 625 /nightSelect
8.2
Great880 total reviews
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1.3 mi from City Center715 yd from Michigan Avenue
Rooftop LoungeWellness SpaMediterranean Restaurant
  • Indoor-outdoor rooftop lounge with fire pits
  • Stunning cubist architecture inside and out
  • Mediterranean communal dining concept on-site
FromUS$ 109 /nightSelect
8.7
Great463 total reviews
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1.1 mi from City Center427 yd from House of Blues Chicago
Beatrix RestaurantDog AmenitiesBilliard Table
  • LEED-certified eco-friendly hotel
  • Complimentary pet beds and treats
  • Beatrix restaurant popular with locals
FromUS$ 113 /nightSelect
8.1
Great1845 total reviews
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1.8 mi from City Center253 yd from Water Tower Place
Martini BarCrystal BallroomNiX Restaurant
  • Historic former speakeasy and casino
  • Crystal Ballroom with gilded dome
  • Live jazz at Martini Bar
FromUS$ 151 /nightSelect
8.3
Great7184 total reviews
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1.5 mi from City Center77 yd from Michigan Avenue
Fitness CenterBusiness CenterMeeting Space
  • Historic landmark on Magnificent Mile
  • Jazz Age inspired architecture
  • Vintage elevator experience
FromUS$ 71 /nightSelect
9.2
Perfect199 total reviews
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1.6 mi from City Center193 yd from Michigan Avenue
Indoor PoolLuxury SpaNoMI Garden
  • Rooftop dining at NoMI Garden
  • Views of Water Tower & Lake
  • Adopted pug greets guests
FromUS$ 404 /nightSelect
8.3
Great495 total reviews
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Private ParkingFitness CentreBusiness Centre
  • 500m to Water Tower Chicago
  • Private parking on-site
  • On-site happy hour events
FromUS$ 108 /nightSelect
8.2
Great528 total reviews
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1.8 mi from City Center193 yd from Water Tower Place
M Club LoungePeloton BikesBoutique Spa
  • In-room Peloton bikes
  • Body Rituals Boutique Spa
  • Heavenly Dog Bed for pets
FromUS$ 106 /nightSelect
8.5
Great509 total reviews
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1.0 mi from City Center44 yd from House of Blues Chicago
Bowling AlleyHydration TherapyVideo Wall
  • Iconic Marina City architectural setting
  • Adjacent to House of Blues
  • On-site 24-lane bowling alley
FromUS$ 85 /nightSelect
8.7
Great3185 total reviews
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1.4 mi from City Center389 yd from Michigan Avenue
Award-winning SpaRooftop BarEvent Space
  • Award-winning spa with salt therapy
  • Rooftop bar with skyline views
  • Glass-enclosed spa-inspired showers
FromUS$ 89 /nightSelect
8.7
Great2138 total reviews
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1.0 mi from City Center137 yd from House of Blues Chicago
Valet ParkingFitness CenterBusiness Center
  • Evening reception with craft beer & wine
  • Pet-friendly with dog amenities & treats
  • Chicago-inspired design with local artistry
FromUS$ 81 /nightSelect
8.0
Great1968 total reviews
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1.3 mi from City Center665 yd from Michigan Avenue
24-Hour FitnessBicycle RentalLive Entertainment
  • LEED Silver certified eco-friendly hotel
  • Pet-friendly with no extra charge
  • Troquet restaurant with live entertainment
FromUS$ 79 /nightSelect
8.6
Great1702 total reviews
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1.5 mi from City Center157 yd from Northwestern Memorial Hospital
Rooftop TerraceEvent SpacesIn-Room Spa
  • Exclusive adults-only boutique escape
  • Rooftop terrace with panoramic views
  • Spacious rooms over 675 square feet
FromUS$ 98 /nightSelect
8.3
Great1627 total reviews
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1.3 mi from City Center486 yd from Michigan Avenue
Berkshire RoomWest Town BakeryBunny Slope
  • Complimentary coffee delivered to room
  • Rock & roll themed decor throughout
  • Bunny Slope hot tub room available
FromUS$ 58 /nightSelect

Boutique hotels along Chicago's Magnificent Mile offer a blend of historic charm and contemporary luxury, with properties ranging from the 1920s-era Drake Hotel to the soaring Trump International Hotel & Tower. Expect high-end amenities such as rooftop bars at The Gwen, deep soaking tubs at The Langham, and eco-friendly design at The Royal Sonesta Chicago River North. Room rates typically start around $200 per night and climb above $800 for suites at properties like the Waldorf Astoria Chicago. Most hotels sit within walking distance of Oak Street Beach, Navy Pier, and the shopping corridor itself, making them ideal for travelers who prioritize location and design.

Top-rated hotels like Hyatt Centric Chicago Magnificent Mile (score 8.6) feature indoor pools and 24-hour fitness centers, while The Drake (score 8.5) offers afternoon tea and Lake Michigan views. For a spa-focused stay, Waldorf Astoria Chicago (score 9.4) and Trump Tower (score 9.3) provide wellness retreats with private parking and French-inspired décor. River North properties such as The Godfrey Hotel and The Royal Sonesta add a vibrant nightlife scene with retractable rooftop lounges. Whether you're a business traveler or a couple seeking a romantic getaway, these boutiques strip away the generic hotel experience in favor of curated, design-forward stays.