The Drake Hotel is recognized by the Historic Hotels of America® for preserving and maintaining its historic integrity, architecture, and ambience.  The legendary hotel located where the Magnificent Mile begins at Oak Street Beach along the S Curve of Lake Shore Drive affords travelers REAL CHICAGO experiences with the distinguished service that has become The Drake's standard of hospitality.

Navthumb drakesign untitled 1copy copyAdmin thumb drakesign untitled 1copy copy

Winter Pre-Sale - 20% Off

Take advantage of our Limited Time Sale, where members can book early and save up to 20% off The Drake when they book by October 30th.

Book today and stay now February 28, 2017 to start saving! 
Rates from $92/night




Plus check out our exciting list of fall & holiday activities,





*Limited Availability. Black Out Dates Apply. Book now to secure savings. For toll-free reservations call 800.553.7253
Offer reserved for Hilton HHonors Members. Offer not valid for existing reservations.
~Full Pre-payment / Non-Refundable Deposit required at time of booking.

Navthumb autumndealsheader 940x450 r2Admin thumb autumndealsheader 940x450 r2

Special Value Dates

Chicago isn’t just visited — it’s experienced.
Check out our value dates for a leisure vacation and start planning your REAL Chicago experience at the Drake today!

Wander along the shores of Lake Michigan anchored by the impressive Chicago skyline and the Drake Marquee which has defined the cityscape since 1940; let the wind blow through your hair as you bike to Centennial Wheel at Navy Pier; taste a slice of Chicago-style pizza; shop along the Magnificent Mile; and take in the fall colors as you venture through Millennium Park.

Enjoy Chicago stays over autumn days at the Drake Hotel, offering you the perfect accommodations to make the most of fall events in Chicago including:


  • Book Today  |  Book Now
    Take your pick from breathtaking lakeview rooms to top-value executive level upgrades this Fall with rates starting from $219.
  • Room + Parking |  Book Now
     Package valet parking with deluxe accommodations and save up to 85% on overnight valet parking with in and out privileges (regularly +$68/night) when you stay select dates this Fall.
Navthumb watertower medAdmin thumb watertower med

Drive In Package

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

*Request promo code P3 for Parking Savings. Limited Availability Black-out dates may apply.
Offer cannot be combined with any other offer or discount. Credit card guarantee required.

Navthumb drake photography  e3 images  new 9.17.09 034Admin thumb drake photography  e3 images  new 9.17.09 034

Bed & Breakfast

 Whether you’re planning a special occasion or simply need to unwind after a hectic workweek, make the most of your weekend and book the Drake’s Bed & Breakfast Package, which includes daily breakfast for two and overnight accommodations.


*  Request promo code PGBB01 Bed & Breakfast Savings. Limited Availability Black-out dates may apply.

Navthumb hh extendedstay2Admin thumb hh extendedstay2

Stay Connected - WiFi Package

Save when you bundle in-room WiFi access and overnight accommodations on your next trip to downtown Chicago.

A Real Chicago Summer starts at the iconic Drake Hotel with direct access to Oak Street Beach and the city’s most exclusive shopping and nightlife right outside the hotel doors. Guests can enjoy breathtaking views of Lake Michigan, sip tea in the elegant Palm Court, dine on fresh seafood at the retro-chic Cape Cod, or relax with a signature drink at the one-of-a-kind speakeasy Coq d'Or.

The package includes: Complimentary In-room WiFi plus overnight accommodations in downtown Chicago.

*Request promo code P1 for WiFi Savings. Limited Availability Black-out dates may apply.

Navthumb hisotircAdmin thumb hisotirc

History Tour & Pour

History aficionados will be in awe of this Drake designed experience including one-of-a-kind self-guided tour of The Drake Hotel, the History Tour & Pour, accompanied by afternoon tea in the impressive Palm Court plus a welcome tea amenity, and two drink vouchers applicable in our iconic restaurant & lounges.

From skyline to shoreline, The Drake Hotel has become a steward of stories, boasting its prominence within Chicago's history since 1920.  We welcome you to discover REAL CHICAGO through the decades.  Guest will be greeted with a welcome bag including: The Drake Daily Newspaper featuring 10 decades of Drake history, a self-guided tour through the ten most historic stops in our landmark hotel, Afternoon Tea amenity from Palm Court, and drink voucher to redeem in one of our famed restaurants.   

Limited Availability Black-out dates may apply. Offer cannot be combined with any other offer or discount. Credit card guarantee required.

Navthumb l tm g0647 15039 002 hr web  1    medium resAdmin thumb l tm g0647 15039 002 hr web  1    medium res

American Girl Place® Package

The American Girl Place® and The Drake Hotel have teamed up to create an original Chicago experience. Upon arrival at The Drake you will be greeted with a personalized welcome letter as well as a voucher for a Shirley Temple or Pink Lemonade in our famed restaurant. Your deluxe accommodations will include fresh baked cookies and milk with turndown service as well as a bed for your American Girl®. We will also provide complimentary internet, breakfast, and access to our library of American Girl® books.

The Drake can also offer a personal shopper while visiting The American Girl Place® during your stay in Chicago. To set up an appointment click here.

*Request promo code P8 for American Girl Savings. Limited Availability Black-out dates may apply.

Navthumb drake photography  e3 images  new 9.17.09 165Admin thumb drake photography  e3 images  new 9.17.09 165

Whisked Away

Get whisked away to The Drake Hotel for a night of romance. Start your evening with a bottle of champagne before spending the night on the town. In the morning, at your leisure, enjoy a delectable breakfast in the comfort of your own room with In-Room Dining options or visit our famed restaurant.

*Request promo code RP for Romance Package. Limited Availability Black-out dates may apply.

Navthumb hhonorsptspkgchicagoAdmin thumb hhonorsptspkgchicago

Double HHonors

Earn Double HHonors Points or convert into Double Miles with any of our airline partners at the Drake Hotel in Chicago.


With this 2x Points package, earning Double HHonors Points every night brings you that much closer to your next reward night. And if you're not already a Hilton HHonors™ member, don't forget to join before your stay.

*Request promo code HPDPT1 Savings. Limited Availability Black-out dates may apply.