Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Enjoy intimate and unique experiences at these boutique properties


Check prices on hotels in Chicago

Best deal Best deal Aug 31 - Sep 2
Tonight Tonight Jul 17 - Jul 18
This weekend This weekend Jul 20 - Jul 22
Next weekend Next weekend Jul 27 - Jul 29

Featured Chicago Boutique Hotels

See all 1,021 Properties in Chicago
The Whitehall Hotel

The Whitehall Hotel

105 E Delaware Pl, Chicago
  • Free Cancellation
  • Reserve now, pay when you stay
4.0 out of 5.0
 
 
4.1 out of 5 (7,812 reviews)
Value and locationThe location is perfectly located between north Michigan Avenue and rush street. The hotel has high quality rooms for a very reasonable price and the staff is very accommodating! I highly recommend the Whitehall hotel for a great stay in Chicago!
Jul 6, 2018
Hotel Felix Chicago

Hotel Felix Chicago

111 W Huron St, Chicago
  • Free Cancellation
  • Reserve now, pay when you stay
4.0 out of 5.0
 
 
4.1 out of 5 (3,672 reviews)
Great hotelGood hotel in River North, close to a lot of restaurants and public transportation. Easy access to most of the areas in Chicago.
Jul 5, 2018

Hotel Felix Chicago$131

Hotel Felix Chicago$131
ACME Hotel Company Chicago

ACME Hotel Company Chicago

15 East Ohio Street, Chicago
  • Free Cancellation
  • Reserve now, pay when you stay
3.0 out of 5.0
 
 
4.5 out of 5 (2,395 reviews)
Right DowntownFirst time staying here, it was for only one night, and I would definitely stay here again. The room is a bit small but it was good for one night. If I were staying more than one night I would probably stay somewhere else. The price I got for the room was more than reasonable and I definitely got ...
Jul 5, 2018

ACME Hotel Company Chicago$134

ACME Hotel Company Chicago$134
Ivy Boutique Hotel

Ivy Boutique Hotel

233 E Ontario, Chicago
  • Free Cancellation
  • Reserve now, pay when you stay
4.5 out of 5.0
 
 
4.5 out of 5 (887 reviews)
Great location!Close to the Mag Mile, tons of food and entertainment. Walking distance and cheap uber rides pretty much any where from here. Close to bus lines and the L. Loved how spacious the room was and the turn down service!
Jul 4, 2018

Ivy Boutique Hotel$179

Ivy Boutique Hotel$179
Hotel Lincoln

Hotel Lincoln

1816 N Clark Street, Chicago
  • Free Cancellation
  • Reserve now, pay when you stay
4.0 out of 5.0
 
 
4.3 out of 5 (1,993 reviews)
holidaying in chicagoGreat hotel with easy access to the beach and Lincoln Park
Jul 14, 2018

Hotel Lincoln$134

Hotel Lincoln$134
The Willows Hotel

The Willows Hotel

555 W Surf St, Chicago
  • Free Cancellation
  • Reserve now, pay when you stay
3.0 out of 5.0
 
 
4.2 out of 5 (1,298 reviews)
Close to vegan restaurants Very nice hotel, newer mattress would improve stay
Jul 5, 2018

The Willows Hotel$134

The Willows Hotel$134
The Majestic Hotel

The Majestic Hotel

528 W Brompton Ave, Chicago
  • Free Cancellation
  • Reserve now, pay when you stay
3.0 out of 5.0
 
 
4.2 out of 5 (1,160 reviews)
Musty smellThe hotel was cute and the staff was very nice. Unfortunately, we immediately noted the musty smell and that is a deal breaker for me
Jun 27, 2018

The Majestic Hotel$135

The Majestic Hotel$135
Dana Hotel and Spa

Dana Hotel and Spa

660 North State Street, Chicago
  • Free Cancellation
  • Reserve now, pay when you stay
4.0 out of 5.0
 
 
4.4 out of 5 (2,236 reviews)
Great locationTook a while for check in. Didn't have a room available yet. Once in, no issues. Great location to walk around the city.
Jul 2, 2018

Dana Hotel and Spa$161

Dana Hotel and Spa$161
Raffaello Hotel

Raffaello Hotel

201 E Delaware Pl, Chicago
    4.0 out of 5.0
     
     
    4.1 out of 5 (2,297 reviews)
    Would stay again...Was a spontaneous decision to stay in Chicago for the night. Such a nice hotel. Room was fantastic. Couple of stains on the couch and sitting chair but no biggie. Not much to choose from for room-service breakfast but overall great nights stay.
    Jul 2, 2018

    Raffaello Hotel$127

    Raffaello Hotel$127
    Kimpton Hotel Monaco Chicago

    Kimpton Hotel Monaco Chicago

    225 N Wabash Ave, Chicago
      4.5 out of 5.0
       
       
      4.6 out of 5 (1,936 reviews)
      Great location. Definitely would return. The only pitfalls were inconsistency with toiletries. Two ladies with long hair who can't bring any liquids on an airplane and only one tiny shampoo/conditioner. The other not great moment was arriving after hours, having to keycard in while staff is at the front desk are staring at you, while trying ...
      Jul 4, 2018

      Kimpton Hotel Monaco Chicago$159

      Kimpton Hotel Monaco Chicago$159
      The Talbott Hotel

      The Talbott Hotel

      20 E Delaware Pl, Chicago
      • Free Cancellation
      • Reserve now, pay when you stay
      4.0 out of 5.0
       
       
      4.6 out of 5 (369 reviews)
      Loved It!The Talbott is amazing!!! The rooms are gorgeous, modern, clean and very spacious! It is conveniently located steps from Michigan Ave & Rush St which is where you want to be! The staff were all so friendly and helpful! There was never a time when a staff member walked by me and did not say hello! ...
      Jul 13, 2018

      The Talbott Hotel$165

      The Talbott Hotel$165
      Cambria Hotel Chicago Magnificent Mile

      Cambria Hotel Chicago Magnificent Mile

      166 E Superior Street, Chicago
      • Free Cancellation
      • Reserve now, pay when you stay
      4.0 out of 5.0
       
       
      4.4 out of 5 (4,500 reviews)
      Nice hotel Great hotel, good staff, well located in a nice area lots of stores and shopping around walk-in distance to mayor attractions. The only problem for my self the pillows are not comfortable. The rest is a great hotel I will definitely stay again.
      Jul 7, 2018
      Virgin Hotels Chicago

      Virgin Hotels Chicago

      203 N Wabash Ave, Chicago
      • Free Cancellation
      • Reserve now, pay when you stay
      4.5 out of 5.0
       
       
      4.8 out of 5 (1,751 reviews)
      Excellent Location - Unique HotelThis was my first stay at a Virgin Hotel and I will be back. Excellent location very close to the Loop subway train and just south of the river. Lots of restaurants and lovely architecture close by. Room layout was awesome. Rather than a big open space the room is somewhat divided into three areas; ...
      Jul 13, 2018

      Virgin Hotels Chicago$187

      Virgin Hotels Chicago$187
      Staypineapple at The Alise Chicago

      Staypineapple at The Alise Chicago

      1 W Washington St, Chicago
      • Free Cancellation
      • Reserve now, pay when you stay
      4.0 out of 5.0
       
       
      4.6 out of 5 (1,545 reviews)
      Super clean, historic building!I was very impressed by this hotel! From the super clean rooms with super comfy beds and bathrobes to the historic building restored to its original glory, this place is a real pleasure to spend the night in. High ceilings with 10 foot windows make these rooms feel very open.
      Jul 6, 2018

      Staypineapple at The Alise Chicago$167

      Staypineapple at The Alise Chicago$167
      Hotel Blake, an Ascend Hotel Collection Member

      Hotel Blake, an Ascend Hotel Collection Member

      500 South Dearborn Street, Chicago
      • Free Cancellation
      • Reserve now, pay when you stay
      3.5 out of 5.0
       
       
      4.3 out of 5 (2,017 reviews)
      Overnight stay for a concert Just had a quick overnight stay. The staff was friendly, it was very hot out when we checked in and the staff offered us all nice cold bottles of water. Rooms are clean and big and the beds are comfy.
      Jun 30, 2018

      Hotel Blake, an Ascend Hotel Collection Member$199

      Hotel Blake, an Ascend Hotel Collection Member$199
      Carleton of Oak Park

      Carleton of Oak Park

      1110 Pleasant St, Oak Park
      • Free Cancellation
      • Reserve now, pay when you stay
      3.0 out of 5.0
       
       
      4.2 out of 5 (1,235 reviews)
      Nice Older HotelThis was an older hotel with charm. The decor was accurate to the time period the hotel was built which was kind of cool. If your looking for a 5 star you may want to look elsewhere but it is definitely a few steps above a low budget hotel. I would stay there again.
      Jun 12, 2018

      Carleton of Oak Park$134

      Carleton of Oak Park$134
      Kimpton Hotel Palomar Chicago

      Kimpton Hotel Palomar Chicago

      505 N State Street, Chicago
        4.5 out of 5.0
         
         
        4.6 out of 5 (1,648 reviews)
        Great central hotel Close to all the sights, friendly staff, very comfortable and clean.
        Jul 7, 2018

        Kimpton Hotel Palomar Chicago$168

        Kimpton Hotel Palomar Chicago$168
        Hotel Arista

        Hotel Arista

        2139 City Gate Ln, Naperville
        • Free Cancellation
        • Reserve now, pay when you stay
        4.5 out of 5.0
         
         
        4.7 out of 5 (1,063 reviews)
        Hotel Arista was even better than the first time!Our second time at Hotel Arista. Didn't disappoint once again. Friendly welcome by staff. Our room had an exercise bike, weight balls and yoga mat in it! New Italian restaurant in hotel was #1 - Che Figata. One of the best dining experiences. Well known chef - Mark Grimes restaurant. Absolutely will ...
        Jul 15, 2018

        Hotel Arista$143

        Hotel Arista$143
        Central Loop Hotel

        Central Loop Hotel

        111 West Adams Street, Chicago
        • Free Cancellation
        • Reserve now, pay when you stay
        4.0 out of 5.0
         
         
        4.2 out of 5 (4,148 reviews)
        Nice hotel close to Union StationGreat stay. First time in Chicago. We stayed overnight for a train tour of the National Parks. Very nice hospitality and facilities.
        Jul 7, 2018

        Central Loop Hotel$145

        Central Loop Hotel$145
        Ruby Room

        Ruby Room

        1743-45 W Division St, Chicago
          2.5 out of 5.0
           
           
          4.1 out of 5 (192 reviews)
          Nice hotel close to city centreThought it was quite over priced and parking was an issue. Ad stated they had free parking available, we had to park blocks away. Ensuite door didn’t shut, needed repairing which made it difficult for toilet issues.
          Jul 7, 2018

          Ruby Room$160

          Ruby Room$160
          Map

          Recently booked Boutique Hotels in Chicago

          Chicago South Loop Hotel
          3.0 out of 5.0
          Last booking: 1 minute ago
          Chicago Marriott Suites Downers Grove
          3.5 out of 5.0
          Last booking: 2 minutes ago
          Hotel Versey Days Inn by Wyndham Chicago
          3.0 out of 5.0
          Last booking: 8 minutes ago
          Chicago Marriott Suites Deerfield
          3.5 out of 5.0
          Last booking: 8 minutes ago
          Red Roof Inn Gurnee - Waukegan
          2.0 out of 5.0
          Last booking: 11 minutes ago
          Congress Plaza Hotel
          3.0 out of 5.0
          Last booking: 19 minutes ago
          The Whitehall Hotel
          4.0 out of 5.0
          Last booking: 22 minutes ago
          The Drake, a Hilton Hotel
          4.0 out of 5.0
          Last booking: 30 minutes ago
          Extended Stay America - Chicago - Schaumburg -Convention Ctr
          2.5 out of 5.0
          Last booking: 34 minutes ago

          Reserve a Chicago Boutique Room that is Uniquely You

          After you touch down in Chicago, there will be no uncertainty that this city offers thrills around each corner. And with more and more travelers arriving each year, you may find that The Chi-Town seem a little busier than usual. Chicago was ranked in Expedia's top 10 of must-visit places, so you know that there will be lots to keep you engaged. Wherever you might holiday, you always carry your one-of-a-kind self with you, and Expedia provides deals at the most fashionable and distinctive boutique hotels in the city.

          Petite Property with Colossal Personality

          Unlike bigger chain hotels that try to satisfy everybody, these smaller hotels like boasting their individual personality. With your fashion-forward style and a need to follow your own path, part of the ideal holiday is locating a spot in Chicago that resonates with you. Many boutique hotels have qualities such as:

          • An idiosyncratic character that you will not be able to be able to find in bigger hotels, from individually fashioned rooms to intimate cafes, and thoughtful touches that make them feel extremely comfortable.
          • An exclusive stay, as boutique hotels by and large have less than a hundred rooms. These smaller hotels are perfect when you need a break from the maddening crowds and have a little peace and quiet.
          • A highly personalized type of service, where the staff will know who you are before you check in. With average service ratings of 3.9, these hotels strive to make your stay the best it can be.
          • A premier location in the most scenic part of Chicago. You'll be steps away from the area's hottest venues.

          Immerse Yourself in All Chicago Offers!

          Chicago has lots of hotels to select from, but you need more than a cookie-cutter accommodation. In fact, tons of visitors left useful tips on which boutique hotel in Chicago satisfied their lifestyle. And with 70% of guests endorsing these hotels, you know you will enjoy a wonderful stay. Chicago has hotels acknowledged for their cleanliness and phenomenal services that will create a visit memorable.

          Book a Room with Views Inside and Out in Chicago

          Seeing as how there are tons of properties to choose from, it can be tough to pick the right one. Expedia can help you narrow down the options with lots of ratings, reviews, and pictures, so you can choose the best Chicago boutique hotel that adds the finishing touches on your trip. Whether you want to finish your day in a fun and hip place or a luxury one that indulges you, your ideal boutique hotel is just a few taps away.