$99 – Chicago: Upgraded Suite at 4-Star Mag Mile Hotel

Raffaello Hotel
Karl Klockars
Deal Expert

The Deal

TOP 20 - Sells out quickly! Book by Feb. 28

This boutique hotel steps from the Mag Mile welcomes members with discounted stays, free room upgrades, discounted parking and complimentary drinks at one of the best rooftop bars in the city. What more could you ask for?

What's Included

  • Stay in an upgraded Deluxe Suite 
  • $99 per night ... most dates in February 
  • $139 per night ... most dates in March 
  • $169-$209 ... select dates in April-May 
  • All stays include early check-in, late checkout, two complimentary drinks at Drumbar (reg. $30) and discounted valet parking ($30 per night, reg. $67) 
  • Grand Suites are also discounted

What You Need to Know

  • Price based on up to two guests sharing a room; upgraded room types allow additional adults at higher rates
  • Children ages 18 and under stay free of charge when using existing bedding
  • These rates are refundable; book now and cancel later, if necessary
  • No resort fee 
  • Free Wi-Fi
  • Not pet friendly; service animals only
  • For more details, see "Policies" and "Amenities" sections

Why We Love It

  • Located just off Michigan Avenue -- one block from the Mag Mile
  • Rooms feature 46-inch flat-panel TVs and Keurig coffee makers
  • Zagat says the Raffaello's Italian restaurant is "cozy" and "romantic," a "lovely little find"


The Raffaello Chicago offers well-appointed boutique accommodations with European flair, just off the Mag Mile. The hotel feels like a luxurious residence with spacious city-view rooms, featuring free Wi-Fi and kitchenettes with microwaves, Keurig coffee makers and minifridges. Bathrooms have rainfall showerheads and designer toiletries. Upgrade to a Deluxe Suite to stretch out in an extra living area plus a pullout sofa bed.

One of the Raffaello's main draws is its year-round 18th-floor rooftop bar, Drumbar. Featuring a roaring fireplace in winter plus an outdoor terrace, the speakeasy-styled cocktail destination was recently named one of the city's best rooftop bars by Conde Nast Traveler. Drumbar offers a wide selection of house and classic cocktails including a wide variety of Old Fashioneds -- and don't miss the signature cocktail of the day for $8 during happy hour.

The Mag Mile location is another big part of the hotel's appeal -- you're just steps from the John Hancock Tower, Water Tower Place and it's a 20-minute walk along the lakefront to Navy Pier; in warmer weather, you can visit the popular Oak Street Beach just a couple blocks north.

From the press:
  • “Spacious, comfortable rooms ... with modern bathrooms and superlative city views” – Fodor’s 



  • Bar
  • Newspaper / magazines
  • Gym / fitness center
  • Restaurant
  • Roof terrace
  • No pets allowed
  • Extra beds (fees apply)
  • 100% smoke-free


  • 24-hour front desk
  • Concierge service
  • Currency exchange / ATM
  • Laundry / dry cleaning
  • Room service (limited hours)
  • Business center

Room amenities

  • Air-conditioning
  • Coffee / tea-making facilities
  • Fridge
  • Iron and ironing board
  • Kitchenette in some rooms
  • Mini bar
  • Pay-per-view / movies on demand
  • Safe
  • Flatscreen TV
  • iPod/iPhone docking station


  • Complimentary Wi-Fi in guest rooms
  • Complimentary Wi-Fi in public areas


  • Bathrobes
  • Hair-dryer
  • Separate shower
  • Luxury toiletries


  • Parking (fees apply)
  • Valet service (fees apply)


  • Accessible bathroom in some rooms
  • Accessible meeting room
  • ADA compliant rooms
  • Roll-in shower
  • Wheelchair accessible


Check-in: Standard Time is 4pm.
Minimum age required to check in: 21.

Checkout: Standard Time is 12pm.

Children and additional guests: Children 18 and under stay free of charge when using existing bedding.
Extra bedding available upon request: $25 plus tax, per night.
Extra guest charges will apply as follows:
$25 plus tax per night for older children and adults.
Crib/Pack 'n Play not available.

Extra bedding available in king bedded rooms only.

Pets: Only service animals allowed.

Fees: Car park fee: $38 plus tax per night.
Valet service fee: $67 plus tax per night.

Both parking options include in/out privileges.

Note: Valet service fee is discounted to 30 USD plus tax per night when booking the Travelzoo Deal.

Cancellation: Cancellation policy & booking conditions vary by 'rate plan'. These will be displayed on the payment page after you have searched for your dates and selected a rate.

40% Off

$99 / night


When You Can Go

Options through May 30

Enjoyed This
(22 Member Ratings)
"Location, location, location"
Feb 11, 2019
Port Barrington, IL, USA

Getting There

O'Hare International Airport and Chicago Midway International Airport are both approximately a 45-minute drive from the Raffaello Chicago.

Have a Question? Contact Travelzoo.

Customer Service available Mon-Sun, 9am-9pm ET

Winner: People's Choice Stevie Awards for Favorite Customer Service

Rates may vary by date, are subject to availability and are not guaranteed until your purchase is complete.

Please note: Some amenities and services may not be available in all rooms or may incur an additional charge. All prices stated have been verified at the time of publication and may vary at the discretion of the hotel.

Enjoyed This
(22 Member Ratings)
Ratings & reviews reflect verified member feedback for Raffaello Hotel, Chicago over the past 15 months.
4.6 Ambiance
4.9 Location
4.5 Rooms
4.9 Quality of Service
4.7 Value for the Money
Show Reviews
Enjoyed Most
Location, location, location
Joanne Feb 11, 2019 Port Barrington, IL, USA
Enjoyed Most
Staff was friendly, efficient, and fully engaged- from the person who checked us in to the bellman who watched our luggage for several hours after we checked out.
Other Comments
Everything was clean and up to date. Bed was comfortable. Bathroom was spotless. Great location- on quiet street behind Hancock. We could see the lights on MI Ave but didn't have to hear the traffic. Short walk to the lake in other direction. Several good parking options and so many restaurants in walking distance.
Patricia Dec 17, 2018 Westchester, IL, USA
Enjoyed Most
Loved it all!
Adele Dec 02, 2018 Glen Ellyn, IL, USA
Enjoyed Most
staff was very helpful. Rooms were nice and large .
Other Comments
nice job!
jeff Jul 24, 2018 Fredericksburg, VA, USA
Enjoyed Most
Location, exceptional staff, very clean and that it was not just like every other hotel chain- it was unique and provided the perfect foundation to our Chicago experience.
Other Comments
The staff was superb- personable- would remember you-extremely accommodating.
Jeanae Jun 28, 2018 Katy, TX, USA
Enjoyed Most
The rooms were lovely, the location was fantastic and we enjoyed Drumbar.
Other Comments
They were all outstanding from the front desk to the valet/bell staff. We'll be back!
Renee Apr 16, 2018 Oak Park, IL, USA
Enjoyed Most
Location, size of room
Allison Mar 27, 2018 Galena, IL, USA
Travelzoo Deal Expert
Enjoyed Most
Denise Mar 19, 2018 Elmhurst, IL, USA
Enjoyed Most
The staff were extremely accommodating and helpful.
Other Comments
We enjoyed the hotel location. It was close to everything so we were able to walk to most of our destinations. Very clean and comfortable!
Alaina Mar 07, 2018 Minneapolis, MN, USA
Enjoyed Most
Great price for a nice room and location.
Michelle Feb 18, 2018 Northbrook, IL, USA

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$99 – Chicago: Upgraded Suite at 4-Star Mag Mile Hotel

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Top 20 Deal — Sells Out Quickly