Beginning of main content

Boutique Hotels in The Loop

Unlock exclusive Mates Rates
Sign in or Sign up for access to exclusive prices

Book with confidence
2M+ hotel reviews from Aussie and Kiwi Travellers

Relax with our Price Promise
Find a lower price, and we’ll refund the difference

Tonight
This weekend
21 Feb. - 23 Feb.
Next weekend
28 Feb. - 1 Mar.

Boutique Hotels in The Loop

Price for 1 night 2 adults*

Kimpton Hotel Monaco Chicago AU$195

Per night/room

28 Feb. - 29 Feb.

See details
 
Kimpton Hotel Monaco Chicago

Kimpton Hotel Monaco Chicago

225 N Wabash Ave, Chicago, IL
     
    4.5 out of 5.0 Stars

    Kimpton Hotel Monaco Chicago: Luxury hotel with a restaurant and a bar/lounge. Located near a metro station.

    Virgin Hotels Chicago AU$223

    Per night/room

    23 Feb. - 24 Feb.

    See details
     
    Virgin Hotels Chicago

    Virgin Hotels Chicago

    203 N Wabash Ave, Chicago, IL
       
      5.0
      of 5, from 3 reviews
      4.5 out of 5.0 Stars

      Virgin Hotels Chicago: Luxury hotel with free WiFi and 4 restaurants. Located in the entertainment district.

      Staypineapple, An Iconic Hotel, The Loop AU$188

      Per night/room

      23 Feb. - 24 Feb.

      See details
       
      Staypineapple, An Iconic Hotel, The Loop

      Staypineapple, An Iconic Hotel, The Loop

      1 W Washington St, Chicago, IL
         
        5.0
        of 5, from 1 reviews
        4.0 out of 5.0 Stars

        Staypineapple, An Iconic Hotel, The Loop: Romantic hotel with free WiFi and a restaurant. Located in a shopping district.

        Hotel Blake, an Ascend Hotel Collection Member AU$209

        Per night/room

        27 Feb. - 28 Feb.

        See details
         
        Hotel Blake, an Ascend Hotel Collection Member

        Hotel Blake, an Ascend Hotel Collection Member

        500 South Dearborn Street, Chicago, IL
           
          5.0
          of 5, from 1 reviews
          3.5 out of 5.0 Stars

          Hotel Blake, an Ascend Hotel Collection Member: Romantic hotel with free WiFi and a restaurant. Located near a metro station.

          Central Loop Hotel AU$112

          Per night/room

          1 Mar. - 2 Mar.

          See details
           
          Central Loop Hotel

          Central Loop Hotel

          111 West Adams Street, Chicago, IL
             
            4.2
            of 5, from 4 reviews
            4.0 out of 5.0 Stars

            Central Loop Hotel: Family hotel with free WiFi and a restaurant. Located in the entertainment district.

            The Buckingham Hotel AU$209

            Per night/room

            23 Feb. - 24 Feb.

            See details
             
            The Buckingham Hotel

            The Buckingham Hotel

            425 S Financial Place, Chicago, IL
               
              3.5 out of 5.0 Stars

              The Buckingham Hotel: Business-friendly resort with free breakfast and free WiFi. Located near a train station.

              Silversmith Hotel Chicago Downtown AU$201

              Per night/room

              20 Feb. - 21 Feb.

              See details
               
              Silversmith Hotel Chicago Downtown

              Silversmith Hotel Chicago Downtown

              10 S Wabash Ave, Chicago, IL
                 
                3.7
                of 5, from 3 reviews
                4.0 out of 5.0 Stars

                Silversmith Hotel Chicago Downtown: Business-friendly hotel with free WiFi and a restaurant. Located in the city centre.

                Chicago Athletic Association AU$196

                Per night/room

                23 Feb. - 24 Feb.

                See details
                 
                Chicago Athletic Association

                Chicago Athletic Association

                12 South Michigan Avenue, Chicago, IL
                   
                  5.0
                  of 5, from 2 reviews
                  4.5 out of 5.0 Stars

                  Chicago Athletic Association: Luxury hotel with free WiFi and 3 restaurants. Located in the city centre.

                  Kimpton Gray Hotel AU$207

                  Per night/room

                  29 Feb. - 1 Mar.

                  See details
                   
                  Kimpton Gray Hotel

                  Kimpton Gray Hotel

                  122 West Monroe Street, Chicago, IL
                     
                    4.5
                    of 5, from 2 reviews
                    4.5 out of 5.0 Stars

                    Kimpton Gray Hotel: Luxury hotel with 2 restaurants and a bar/lounge. Located in the business district.

                    Kimpton Hotel Allegro AU$165

                    Per night/room

                    21 Feb. - 22 Feb.

                    See details
                     
                    Kimpton Hotel Allegro

                    Kimpton Hotel Allegro

                    171 W Randolph St, Chicago, IL
                       
                      4.0
                      of 5, from 2 reviews
                      4.0 out of 5.0 Stars

                      Kimpton Hotel Allegro: Romantic hotel with a restaurant and a bar/lounge. Located in the entertainment district.

                      Club Quarters Hotel, Central Loop AU$112

                      Per night/room

                      1 Mar. - 2 Mar.

                      See details
                       
                      Club Quarters Hotel, Central Loop

                      Club Quarters Hotel, Central Loop

                      111 West Adams Street, Chicago, IL
                         
                        4.0
                        of 5, from 1 reviews
                        4.0 out of 5.0 Stars

                        Club Quarters Hotel, Central Loop: Family hotel with free WiFi and a restaurant. Located in the city centre.

                        Club Quarters Hotel, Wacker at Michigan AU$126

                        Per night/room

                        1 Mar. - 2 Mar.

                        See details
                         
                        Club Quarters Hotel, Wacker at Michigan

                        Club Quarters Hotel, Wacker at Michigan

                        75 E Wacker Dr, Chicago, IL
                           
                          4.0 out of 5.0 Stars

                          Club Quarters Hotel, Wacker at Michigan: Family hotel with free WiFi and a restaurant. Located on the riverwalk.

                          See all 456 properties in The Loop

                          Recently Reviewed in The Loop

                          Kimpton Gray Hotel

                          5.0 Wotif Verified Review
                          Great hotel in the heart of The Loop. It’s a beautiful historic building! Very fancy.
                          2 weeks ago by A verified traveller from Sydney
                          Open Kimpton Gray Hotel hotel guest reviews

                          Cambria Hotel Chicago Loop - Theatre District

                          5.0 Wotif Verified Review
                          Service,location, property was all perfect. The show at the hotel was outstanding, restaurant high quality and the bar staff/service outstanding. Also friendly, enormous smiles and nothing was too much trouble.
                          1 month ago by A verified traveller
                          Open Cambria Hotel Chicago Loop - Theatre District hotel guest reviews

                          River Hotel

                          5.0 Wotif Verified Review
                          Great location, wonderful staff. Having the laundry free of use is great for a big trip.
                          3 months ago by A verified traveller from Darwin
                          Open River Hotel hotel guest reviews

                          Recently Booked Hotels in The Loop

                          Congress Plaza Hotel 3.5 out of 5.0

                          Booked 39 minutes ago
                          Open Congress Plaza Hotel hotel page

                          Travelodge by Wyndham Downtown Chicago 2.0 out of 5.0

                          Booked 41 minutes ago
                          Open Travelodge by Wyndham Downtown Chicago hotel page

                          Radisson Blu Aqua Hotel Chicago 4.5 out of 5.0

                          Booked 1 hour ago
                          Open Radisson Blu Aqua Hotel Chicago hotel page

                          Palmer House a Hilton Hotel 4.0 out of 5.0

                          Booked 1 hour ago
                          Open Palmer House a Hilton Hotel hotel page

                          LondonHouse Chicago, Curio Collection by Hilton 4.5 out of 5.0

                          Booked 1 hour ago
                          Open LondonHouse Chicago, Curio Collection by Hilton hotel page

                          Kimpton Hotel Monaco Chicago 4.5 out of 5.0

                          Booked 3 hours ago
                          Open Kimpton Hotel Monaco Chicago hotel page

                          Club Quarters Hotel, Wacker at Michigan 4.0 out of 5.0

                          Booked 6 hours ago
                          Open Club Quarters Hotel, Wacker at Michigan hotel page

                          theWit Chicago - a DoubleTree by Hilton Hotel 4.5 out of 5.0

                          Booked 7 hours ago
                          Open theWit Chicago - a DoubleTree by Hilton Hotel hotel page

                          Royal Sonesta Chicago Riverfront 4.0 out of 5.0

                          Booked 7 hours ago
                          Open Royal Sonesta Chicago Riverfront hotel page

                          Hilton Chicago- Michigan Ave Cultural Mile 4.0 out of 5.0

                          Booked 7 hours ago
                          Open Hilton Chicago- Michigan Ave Cultural Mile hotel page

                          Hyatt Place Chicago/Downtown - The Loop 3.0 out of 5.0

                          Booked 8 hours ago
                          Open Hyatt Place Chicago/Downtown - The Loop hotel page

                          Silversmith Hotel Chicago Downtown 4.0 out of 5.0

                          Booked 8 hours ago
                          Open Silversmith Hotel Chicago Downtown hotel page
                          *Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.