Chicago Hotel Deals

There are countless things to do in walking distance from our hotel. Read our Chicago holiday guide for tips on everything to do this season, including:

Magnificent Mile Lights Festival - One of the nation’s largest nighttime holiday celebration, festivities include a tree-lighting parade, concerts, fireworks and extended store hours so you can get a jump on your holiday shopping.

Skating Ribbon at Maggie Daley Park - Lace up some skates and glide along a ribbon of ice winding through this picturesque downtown park where the skyscrapers are like a man-made alpine mountain range.

Chi-Town Rising NYE Celebration -  The city will ring in 2016 like never before with a first-of-its-kind bash featuring musical performances, a mega fireworks display and a countdown that will send a giant Chicago star into the sky when the clock strikes midnight.

Our biggest sale of the year – book by Dec 6

Save now, stay later. Lock in the best rates of the year when you book by Dec. 6.

  • Savings up to 25%
  • Stay now through September 6, 2016

Book online, or call 1-877-782-0108 and ask for Hot Escapes.

Exclusive Rates for SPG® Members

Let us reward your loyalty. Book directly with us to get new SPG Member Exclusive Rates and more:

  • Save up to 10% on our lowest available rates – you’ll only find this rate on our sites!
  • Earn Starpoints® for each eligible stay
  • Enjoy complimentary in-room Internet access
  • Arrive Thursday - Saturday

Not a SPG Member? Join today

Rates are pre-paid and non-refundable. 


Ring in the New Year right, and experience our exclusive Chi-Town Rising viewing party from our spectacular Sheraton Club Lounge. Along with sweeping views of the festivities, you will enjoy:

  • Club-level accommodations
  • Access to the exclusive New Year’s Eve Chi-Town Rising viewing party in the Sheraton Club Lounge
  • Evening hors d’oeurves and a champagne toast

Book online, or call 866-716-8134 and ask for promo code LWP. 


Start your New Year with a bang! As an official hotel partner of Chi-Town Rising, we offer the best views of the fireworks and festivities – all from the comfort of your room.

  • Deluxe Accommodations
  • Front row viewing of the New Year’s Eve Chi-Town Rising Party directly across the Chicago River from your guest room!

Book online, or call 866-716-8134 and ask for our DAILY0A rate. 


Add some sparkle to your holiday shopping this season. Spend time in the heart of the city getting gifts for friends and family, taking Santa photos, or even a little winter wardrobe shopping for yourself. Feel the magic with our exclusive holiday shopping package including:

  • One $100 Macy's gift card per night
  • Valid for stays through December 28, 2015
  • A Holiday Shuttle between the Sheraton Grand Chicago and Macy's will be available from 10am-8pm on November 27-29 and December 5, 6, 12, 13, 19 and 20.


Book online, or call 866-716-8134 and mention rate plan MACYSP1. Blackout dates apply. 

Save 40% on Every 2nd Night

American Express® Card holders can make the most of every stay at Sheraton, because one night is never enough.

  • Book two or more consecutive nights and receive 40% off every 2nd night.
  • Valid for stays through February 29, 2016 when you book by December 31, 2015 and pay with any American Express® Card.

Book online, or call 877-782-0150 and ask for rate plan P4C to reserve your stay. Two-night minimum length of stay applies. 


Explore the best of downtown Chicago this holiday season with:

  • Rates from $172 per night
  • Complimentary self-parking ($53 daily value!)

Book online, or call 866-716-8103 and reference promo code LVG. Rates are fully prepaid and nonrefundable. Blackout dates apply. 

Exclusive HOLID-AAA-Y Deals in Chicago

Select from the following offers by clicking Book Now below:

  • AAA discounted rate
  • AAA discounted rate on Sheraton Club Rooms and Lounge, including complimentary breakfast for two, all day snacks, afternoon appetizers and Wi-Fi

Sheraton Breakfast Package

Start your day right and fuel up to explore Chicago. 

  • Rates from $220 per night
  • Complimentary full American breakfast daily for two in LB Bistro & Pâtisserie
  • Valid for stays all days of the week
  • Offer only available online

Weekend Savings up to 15%

It's time to turn on your weekend. We are here to help with savings up to 15% on weekend stays. 

Book online, or call 877-782-0150 and ask for our prepaid rates.

Best Rates Guaranteed
Why Book Here?

The Only Place to Earn Starpoints

Our sites are the only place online where you can earn Starpoints®, and elite in-hotel benefits, when you book. Other travel sites can’t reward you with Starpoints.

No Online Booking Fees

Many travel sites charge extra fees for online bookings. We don't.

Unique Offers

Only our sites have special offers that you won't find anywhere else.

The Best Rates. Guaranteed.

Our Best Rate Guarantee* ensures that you will always get the best available rate when you book on our sites. If you do find a lower published rate prior to, or within 24 hours of, booking your room, simply submit a Best Rate Guarantee Claim to us and we'll honor the lower rate. It's now easier than ever with our online claim form. We'll also give you an additional 20% discount or 2,000 Starpoints. Guaranteed.

Learn more about our Best Rate Guarantee >