Unwrap the Gift of Savings with Rates From $139. Reserve Your Stay by July 31, 2024, at 12 midnight. While things warm up in Chicago this July, keep cool with thoughts of some of your favorite Chicago Holiday traditions.  The magic of the season serves as the perfect excuse to gather your friends or family...

Enjoy the Sand & the City at Chicago’s only Beachfront Hotel Situated across from Oak Street Beach, with direct access, The Drake Hotel has unveiled a Beach package ideal for carefree days to splash, soak and sun at the beach after shopping The Mag Mile. Thoughtful niceties to the complement this seasonal package include: BOOK...

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.