The Drake Hotel is perfectly situated on Michigan Avenue at the start of the Wintrust Magnificent Mile Lights Festival, where the City of Chicago officially kicks-off the holly jolly season on November 23rd. The festival illuminates the start of the holiday season and will officially light up over a million sparkling lights along The Mag...

Coast into the city and take advantage of our Park & Stay package. This Drive-In deal includes overnight parking plus hotel accommodations

  We invite you to raise your glass to toast the generations of families and friends that continually make The Drake Hotel their Chicago home away from home. The 3 martini package pays homage to our executive pour martini (a martini with a side of martini). It includes an evening seating to enjoy 3 martinis at...

Enjoy a hearty breakfast at Lavazza or Café on Oak, based on availability, before heading out to shop and see the sights along The Magnificent Mile. There’s no better way to experience Chicago as you explore Michigan Avenue and its many architectural wonders and iconic landmarks. Reserve accommodations with breakfast included at Lavazza or Café on...

When you need precious downtime with your family, It Matters Where You Stay. Special savings await our active, retired military, veterans, and families for leisure stays at select hotels. Embrace relaxation, kick back, and revel in the luxury you've rightfully earned.  Guests of The Drake Hotel will not incur Urban or Destination Fees with any guest...

Receive double the Hilton Honors Points each night of your stay.  Guests of The Drake Hotel will not incur Urban or Destination Fees with any guest room or package stay.    

Save up to 10% as AAARP Member.  Guests of The Drake Hotel will not incur Urban or Destination Fees with any guest room or package stay.    

Save up to 10% as AAA/CAA Member.  Guests of The Drake Hotel will not incur Urban or Destination Fees with any guest room or package stay.    

Save up to 7% of the Best Available Rate for seniors.  Guests of The Drake Hotel will not incur Urban or Destination Fees with any guest room or package stay.    

Book your stay in advance and save up to 17% of the Best Available Rate.  Guests of The Drake Hotel will not incur Urban or Destination Fees with any guest room or package stay.