Gold Coast

$104 – Last Chance: Chicago 4-Star Boutique Hotel, 50% Off

Ambassador Chicago
Karl Klockars
Deal Expert

The Deal

TOP 20 - Sells out quickly! Book by Mar 24

Catch some rays at the nearby Oak Street Beach or stroll the Mag Mile while staying at this historic yet vibrant Gold Coast hotel. There's just a few days left to book these exclusive discounted rates through August, including holiday weekends and events like the Air & Water Show.

  • $104 per night … most Sundays-Thursdays in March-April
  • $140 per night … Sundays-Thursdays in July-August
  • $175 per night … Sundays-Thursdays in May-June
  • Select weekends are also discounted, available at +$35-$59 per night
  • Stay in a Superior King or Double room, or upgrade to a Loft Suite for +$29 per night (regularly a $70-$88 upgrade)

Why We Love It

  • This chic Gold Coast hotel is steps from some of the city's finest shopping and dining 
  • The bright guest rooms and vibrant communal lobby feature complimentary Wi-Fi throughout 
  • Enjoy coffee and snacks in the morning at The Library or cocktails by the fireplace at night


Located in the Gold Coast, the stylish Ambassador Chicago hotel is in "a great neighborhood to stay in and feel like a wealthy Chicagoan" (Frommer's). Guest rooms at this hotel are outfitted in a minimalist cream and white color palette with bright pinewood accents, and features plush bedding, flat-panel TVs, marble accented bathrooms and complimentary Wi-Fi throughout the property.

Close to the hotel you'll find the clubs and lounges of Rush Street, the high-end boutiques of Oak and Walton Streets and during summer, the see-and-be-seen Oak Street Beach -- but thanks to being a couple blocks removed from main thoroughfares, the Ambassador Chicago still delivers a calm, relaxed neighborhood feel when you walk out the front door.

From the Press: 
  • "The circa-1926 hotel retains an old-school glamour from its chandeliers to its black-and-white photos of former guests like Frank Sinatra" --



  • Infant cots / cribs
  • Bar
  • Gym / fitness center
  • Restaurant
  • Pet-friendly
  • Extra beds (fees apply)
  • 100% smoke-free


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

Room amenities

  • Air-conditioning
  • Central heating
  • Iron and ironing board
  • Mini bar
  • Safe
  • Sitting area
  • Flatscreen TV


  • Complimentary Internet access
  • Complimentary Wi-Fi throughout
  • High-Speed Wi-Fi (fees apply)


  • Hair-dryer
  • Luxury toiletries
  • Bathtub or shower


  • Valet service (fees apply)


  • Accessible bathroom in some rooms
  • Accessible meeting room
  • Accessible parking
  • Accessible path of travel
  • Accessible restaurant
  • ADA compliant rooms
  • Facilities for guests with special needs
  • Roll-in shower
  • Wheelchair accessible

Please note: Some amenities may not be available in all rooms and some amenities or services incur an additional charge and are subject to change. Please check with the hotel directly.


Check-in: Standard Time is 3pm.

Minimum age required to check-in: 21.

A nightly incidental hold of $100.00 (subject to tax) will be placed on the credit card presented upon check-in. Any unused portion of the hold will be released upon check-out and, based on your bank or financial institution, could take 7-14 days for the funds to be completely released. The incidental hold amount is subject to change without notice and at the discretion of the property.

Checkout: Standard Time is 12pm.

Children and additional guests: Children 17 and under stay free of charge when using existing bedding.
Crib/Pack n Play available upon request: free of charge.

Extra bed available on request (and based on availability) in the Deluxe King, Loft, One Bedroom Suite and Celebrity Suite ONLY for one child up to age 17 or one adult: $50 (subject to tax) per night. Charges will be applied by hotel.

Pets: Pets are allowed on request and will be charged a non-refundable pet fee of $125 (subject to tax) per stay. The hotel's pet agreement must be signed.

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.

Additional details: The hotel offers Valet Parking for $67.00 (subject to tax), per day (with in and out privileges).  Charges will be added to your bill at the hotel. This rate is subject to change without notice and at the discretion of the property.

High speed internet is available for $9.99 (subject to tax) per day. Charges will be applied by hotel. Note: High speed internet is complimentary when booking the Travelzoo Deal.

Up to 50% off

$104 / night


When You Can Go

Most Sundays-Thursdays through April; +$30-$60 in summer

Enjoyed This
(26 Member Ratings)
"Large, clean, and comfortable room with style. Quiet too, we didn’t hear anyone staying around us."
Mar 12, 2018
Chicago, IL, USA

Getting There

This hotel is 30 minutes from O’Hare International Airport. Cab fare costs approximately $44 one-way.

Have a Question? Contact Travelzoo.

Customer service available Monday - Friday 9am - 6pm GMT + 8.

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

Enjoyed This
(26 Member Ratings)
Ratings & reviews reflect verified member feedback for Ambassador Chicago over the past 15 months.
4.2 Ambiance
4.6 Location
3.8 Rooms
4.5 Quality of Service
4.2 Value for the Money
Show Reviews
Enjoyed Most
Large, clean, and comfortable room with style. Quiet too, we didn’t hear anyone staying around us.
Other Comments
Make a reservation at Booth One, the great restaurant in the hotel. Beautiful dining room, delicious food, and fun music playing. The bar is a lively scene as well.
Carla Mar 12, 2018 Chicago, IL, USA
Enjoyed Most
The Ambassador is rich in history!
Laurie Mar 02, 2018 Long Grove, IA, USA
Enjoyed Most
The bar area and location.
Other Comments
Wow, the minute is turns 8 AM you might as well be in a construction zone. Lots of banging and slamming. This can be addressed.
Carol Feb 11, 2018 Orland Park, IL, USA
Enjoyed Most
The room was clean and spacious. The bed was very comfortable.
Cheryl Dec 13, 2017 Savoy, IL, USA
Enjoyed Most
Location and great lobby/ dining area
Other Comments
Room was nice but had the feeling we were put in a below par room. Lights by bed did not work and did not have the same feel as last time we stayed (before it became the Ambassador) Definitely need additional staffing during morning hours in the Library...waited a good 10 minutes to get a cup of coffee. Seemed extremely disorganized
Daniel Dec 18, 2017 North Royalton, OH, USA
Enjoyed Most
Delphine Jan 22, 2018 Northbrook, IL, USA
Other Comments
Elevator didn’t work, location was far from downtown, beds were almost on the floor, no room to set anything in bathroom, two 4x6 pictures on the walls really strange set up.
Pamela Dec 12, 2017 Muncie, IN, USA
Enjoyed Most
I generally really like this hotel. The location and the decor are great.
Other Comments
It was very loud on my floor in the middle of the night.
Allison Feb 27, 2017 Galena, USA
Travelzoo Deal Expert
Enjoyed Most
Location to restaurants, shopping,
Karol Nov 27, 2017 Valparaiso, IN, USA
Enjoyed Most
Marcia Dec 11, 2017 La Grange, IL, USA

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$104 – Last Chance: Chicago 4-Star Boutique Hotel, 50% Off

$104 / night

Up to 50% off

$104 – Last Chance: Chicago 4-Star Boutique Hotel, 50% Off

Up to 50% off

$104 / night

Top 20 Deal — Sells Out Quickly