The Drake

The Drake

Chicago

The Essence

The Drake Hotel in Chicago offers a unique experience with stylish boutique accommodations, an artsy vibe, acclaimed dining, live entertainment, and a rooftop terrace, perfect for locals seeking an urban escape.

The Hotel

Looking for the perfect Staycation in Chicago? The Drake Hotel is your answer. Located in the vibrant Queen Street West neighborhood, this boutique hotel is more than just a place to stay – it’s a cultural hotspot that combines art, food, and music. Each room is thoughtfully designed with modern furnishings, artistic touches, and luxurious amenities, creating a cozy yet chic atmosphere.

The Drake is not just a hotel – it’s an experience. Whether you’re unwinding in your stylish suite or enjoying the buzz of the local art and music scene, it’s the ultimate urban retreat. For Toronto residents, the Drake Hotel provides a refreshing way to rediscover your city and indulge in a luxurious getaway close to home.

The Amenities

  • Boutique-style rooms with modern, artistic decor
  • Rooftop Sky Yard patio
  • On-site restaurant and bar with locally sourced menus
  • Live music and entertainment
  • Rotating art installations
  • Drake Café for coffee and light bites
  • High-speed Wi-Fi
  • 24-hour front desk and concierge services
  • Unique event spaces for private gatherings
  • In-room dining options
  • Proximity to Queen Street West attractions
  • Luxurious bath amenities
  • Pet-friendly accommodations
  • Daily housekeeping
  • Parking facilities nearby

The Staycation

Chi*cation: A Windy City Warm-up
Treat yourself to a classic Chicago experience at The Drake Hotel this spring. This package offers self-parking for one car, unlimited coffee or hot cocoa from Lavazza, and a potential room upgrade (subject to availability). Indulge in time-honored Drake traditions like Afternoon Tea at Palm Court, Martini Mondays and live music at Coq d’Or, plus breakfast at Café on Oak.

  • Self-parking for one vehicle
  • Bottomless coffee or hot cocoa
  • Potential room upgrade (based on availability)
  • Valid for stays completed by April 30, 2025

Drive-In Packages
Enjoy summer fun along the lakefront just steps from Oak Street Beach and The Magnificent Mile. Stay in deluxe accommodations and save on overnight parking with in-and-out privileges. Explore Afternoon Tea in Palm Court, shared plates at Coq d’Or, and soak up city highlights in the Gold Coast.

  • Self-Parking Package with accommodations for two adults and overnight parking (in-and-out privileges) at the 900 N. Michigan garage

Martini Package
Cheers to a stylish retreat! Book this package for an evening with three hand-crafted martinis (excludes Executive Pour Martini), one shareable plate at Coq d’Or, and overnight accommodations for two. Perfect for a romantic getaway or a fun night out, and no destination fees.

  • Three martinis for two guests
  • One shareable plate at Coq d’Or
  • Must be 21+ to consume alcohol

Breakfast Included Package
Start your day right with a hearty meal at Lavazza or Café on Oak (based on availability). Explore Michigan Avenue’s iconic architecture, world-class shopping, and more. Includes daily breakfast for the number of occupants confirmed at booking.

  • Daily breakfast for registered guests
  • Redemption at Lavazza or Café on Oak
  • No urban/destination fees apply

Whether you’re seeking a local “Chi*cation,” a carefree drive-in adventure, an indulgent martini evening, or a hearty breakfast before exploring the Magnificent Mile, The Drake Hotel offers packages suited to every taste and style.

The Booking