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Drive In Package

Coast into the city and take advantage of the Drive-In Package. You'll receive deluxe accommodations and save on overnight self-parking with in and out privileges.

*Request promo code "RPPSG1" for Parking Savings. Limited Availability Black-out dates may apply.
Offer cannot be combined with any other offer or discount. Credit card guarantee required.

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Lavazza Breakfast

Enjoy the perfect blend to begin each morning along the Magnificent Mile.

The Drake Bed and Breakfast package includes overnight accommodations with coffee and breakfast selections from Lavazza Coffee & Delicatessen. Select from traditional specialty pours of expresso, cappuccino, latte, coffee or tea. Complemented by your pick of a hearty breakfast artesian sandwich, croissant, jumbo muffin, quiche of the morning, mini Danish, French pastry, bagel & cream cheese, yogurt parfait or fruit & berry cup.

Start each day with breakfast included at Lavazza.    

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Celebrate with your Sweet Heart

Treat Your Sweetie with Our Picks for the Best Valentine's Day

This Valentine's Day, hit the escape button to The Magnificent Mile location of The Drake Hotel for a romantic overnight stay between you and your better half with the added assurance of Hilton CleanStay.


Roses, chocolate and something that sparkles is always a great starting point, however if you’re looking to add a touch of whimsy and statement of elegance for a romantic Valentine’s Day, consider this exquisite couples getaway to escape the monotony of the at-home winter blues.

Package Inclusions:

  • Overnight accommodations
  • Self-Parking
  • Arrangement and rose petal bath delivery from Mangel Florist
  • Champagne, Macaron and Canape pick-up from Lavazza for two
  • Coffee and breakfast sandwich pick from Lavazza for two
  • Bounce-Back offer: stay within 100 days of 2/14 for $100 per evening rate in celebration of our Centurion Anniversary *subject to terms and conditions, room type, availablity and 1 time redemption



If you’re searching for a gift idea that demonstrates regal extravagance, look no further. The best gift for your Valentine should always include a curation of shared activities, romantic classics, and gestures of grandeur that feel truly personal.

The Drake team has assembled a collection of experiences to serves as the backdrop to an unforgettable Valentine’s Day. The experience can be further customized to embody your unique ‘coupleness.’

Love-Struck Package – begins at $150,000 based upon two guests

  • Overnight accommodations in Hidden Residence - seldom available and includes living room, reading room, dining room, kitchen, 4 bedrooms and 4/12 bathrooms
  • Full Floralscaping of residence by Mangel Florist
  • Private dancing and violinist in Gold Coast Room along with 7-course candlelit aphrodisiac meal  prepared by private chef to include Dom Perignon, fois gras, oysters, gold leaf herbal salad , Japanese wagyu A5 beef and imported wild caught Irish salmon, tableside Grand Marnier crepe suzettes, artesian Wisconsin, French, and English Cheeseboard
  • 206 bottle Rose Champagne bath sprinkled with freeze dried edible flowers (heated or chilled at guest’s preference)
  • Private Coq d’Or bar experience with pianist and dedicated bartender
  • Private Café on Oak breakfast at bar countertop where Marilyn Monroe & Joe DiMaggio carved their initials
  • Personal Shopper for any items along The Magnificent Mile and Oak Street
  • Fully kept bar and refrigerator of couple’s preference
  • Professional couple photography atop The Drake Hotel next to the iconic marquee

Given the highly customizable nature of this package selection, kindly inquire directly by phone at 312.787.2200









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Centurion Celebration

At precisely the stroke of midnight on New Year’s Eve, The Drake Hotel celebrated a very special milestone moment in history, our Centurion Anniversary.

One-hundred years of anchoring the north end of Michigan Avenue, One-hundred years of welcoming millions of guests with a legacy of illustrious service, One-hundred years of setting the stage to best enrich your experiences, and One-hundred years of warm gestures of authentic hospitality to encapsulate memories to last a lifetime for all who pass through our doors. See some of our favorite moments in history.

Centurion Celebration

100 Days of $100 Rates

In celebration of the Centurion Anniversary, and as a token of our appreciation to the generations of families and friends that continually make The Drake Hotel their Chicago home away from home, we’re pleased to announce our One-Hundred Days of One-Hundred Dollar Rates beginning January 1st through April 10th with the added assurance of Hilton Cleanstay.


Available beginning Jan 1 2021 through April 10 2021*
*subject to availability, room type and blackout dates.

Ten Things You Didn't Know

Lesser Known Facts About The Drake

1. Leading up to a visit from President Barak Obama, secret service discovered a hidden door disguised as a book shelf inside the Hotel Manager’s office leading to a private outdoor balcony. Rumor has it that it had once been used by Al Capone and his friends
2. Famed mafia boss, Al Capone’s accountant Frank Nitto, also referred to as “The Enforcer” had his office at the back of the hotel. Rumor has it, Al Capone was a frequent visitor of the hotel’s bar Coq d’Or
3. The Grand Ballroom was a multipurpose room. It was used as a tennis court and dance hall for the upper class. The hotel installed a spring floor for guests to perform the Charleston.
4. The 275-year-old French bronze urn was found in the Florentine Craftsman House in New York and was transported to Chicago to use as the focal point of the Palm Court’s fountain. The architect of the hotel, Ben Marshall was responsible for placing his baby alligators in the fountain.
5. In 1932, Cape Cod Restaurant became Chicago’s first choice for fresh seafood. Twenty years later, newlyweds Marilyn Monroe and Joe DiMaggio would carve their iconic initials into the bar’s world famous wooden counter.
6. On December 6th, 1933, the day after prohibition was repealed, Coq d’Or opened to the favor of thirsty patrons eager to purchase a 40-cent whiskey. In the 1940s it became a local hangout for reporters, politicians, and even some notorious characters, though it never lost the true Chicago crowd.
7. After Princess Diana’s stay in 1996, the hotel renamed the Presidential Suite to The Princess Diana Suite.
8. The Drake Hotel has long been an oasis for visiting kings, queens, diplomats and entertainers, including British Prime Minister Winston Churchill, Walt Disney, Ronald Reagan, Queen Elizabeth II, Grace Kelly and Vince Vaughn. The hotel has captured some of these famous visits in the hotel’s iconic autograph book.
9. From the Camellia Room to the Gold Coast Room, the hotel has played host to some of the city’s most famous events and historic figures. The Drake has hosted over 10,000 galas, weddings and events throughout its 100 year-history.
10. The bread ovens at the hotel have been there since the hotel opened, back in 1920. They are still in use and are kept running 363 days a year at approximately 425-450 degrees to bake The Drake rolls used throughout the hotel's restuarants and banquets.  It takes two days for them to cool down and then a worker crawls in and cleans them. 

Centurion "100th Birthday" Package Terms & Conditions