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Boutique Hotels in Chicago, United States of America

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Top Trending Chicago Boutique Hotels

Hotel Lincoln - Chicago Hotels
Rating: 4.0 Stars
C$269

Hotel Lincoln

1816 N Clark Street, Chicago - Map
 
 
"A true boutique hotel in the middle of the action."
So enjoyed all of the comforts. Restaurant very good, coffee shop convenient, room nicely put together, slept well, and Lincoln Park across the street. I want to live here!
Traveller from Birmingham,Mi
Ivy Hotel - Chicago Hotels
Rating: 4.5 Stars
C$238

Ivy Hotel

233 E Ontario, Chicago - Map
 
 
"Clean, comfortable, conveniently located. "
Very comfortable boutique hotel. Staff is very pleasant and helpful. Great location downtown.
A Traveller
Featuring floor to ceiling windows and plush amenities, this Chicago luxury boutique hotel is less than 5 minutes walk from …More
Hotel Monaco Chicago, a Kimpton Hotel - Chicago Hotels
Rating: 4.0 Stars

Hotel Monaco Chicago, a Kimpton Hotel

225 N Wabash Ave, Chicago - Map
 
 
"Upscale, clean, and comfortable"
I had a very pleaseant 3 night stay. This is my second Kimpton Hotel and both have exceeded my expectations.
Traveller from Harrisburg PA
Raffaello Hotel - Chicago Hotels
Rating: 4.0 Stars
C$248

Raffaello Hotel

201 E Delaware Pl, Chicago - Map
 
 
"Lovely Room/Location, Mildly Disappointing Dining"
The hotel's location is convenient for most of the activities one associates with visiting Chicago for pleasure. My room was comfortable, spacious, and appealingly decorated; as an avid fan of the Chicago skyline, I found the view from my second-story window very pleasant. I was, however, mildly disappointed with the quality of the in-room dining. The penne was noticeably undercooked and seemed not to have been drained adequately, which resulted in the sauce becoming slightly watered down. Perhaps it was an uncommonly hectic evening in the kitchen? Happily, the piatto di formaggio with fig preserves I ordered for dessert was much more satisfactory. On the whole, I would certainly stay at this hotel again -- but I would walk next door to Pelago (where I enjoyed a delightful meal during a Chicago visit two years ago) for supper rather than taking my chances with in-room dining.
Traveller from Los Angeles
Waldorf Astoria Chicago - Chicago Hotels
Rating: 5.0 Stars

Waldorf Astoria Chicago

11 E. Walton Street, Chicago - Map
 
 
"conference"
Hotel was in somewhat of a remote location making taxi's difficult to get and the rooms were very dark...otherwise I enjoyed my stay.
Traveller from new york, ny
The Waldorf Astoria Chicago sets a new standard in ultra-luxury experiences, delivering highly refined service in a …More
MileNorth Hotel - Chicago Hotels
Rating: 4.0 Stars

MileNorth Hotel

166 E Superior Street, Chicago - Map
 
 
Great hotel! The bathroom was huge and you cannot go wrong with the location. Shops, dining and all attractions are within walking distance. The hotel staff were very friendly and helpful. We would stay here again.
Traveller from Mississauga, ON
The Whitehall Hotel - Chicago Hotels
Rating: 4.0 Stars
C$185

The Whitehall Hotel

105 E Delaware Pl, Chicago - Map
 
 
"Best for your BUCK"
I have stayed here before the renovations and now twice after. When you want to be in the Gold Coast but not pay GC prices this is a great spot. Convenient to everything and gives you the freedom to not have a car. If you do bring a car be prepared to drop $65 on valet parking but it does give you in and out privilege. Investigate and you'll find one for half within 3 blocks but no in and out. Whitehall has the most comfortable bed I have ever slept in for its category hotel rating. Enjoy your stay....and walk to John Hancock and have a drink on the 96 floor Signature Room.
A Traveller
ACME Hotel Company Chicago - Chicago Hotels
Rating: 3.0 Stars
C$233

ACME Hotel Company Chicago

15 East Ohio Street, Chicago - Map
 
 
"Unexpected pleasure. "
Unusual. Fun. Great staff. Within walking distance of everything we wanted from Lakeshore Dr., Navy Pier, Mich Ave to restaurants. Highly recommend .
Traveller from K.C.
Ruby Room - Chicago Hotels
Rating: 3.0 Stars

Ruby Room

1743-45 W Division St, Chicago - Map
 
 
"a hidden gem!"
This gem is in the heart of Division St , in Wicker Park, nestled in between coffee shops, bars , homes and one block to the blue line L. The blue line L goes to the airport and the south downtown Chicago area! The hotel is like a bed and breakfast, but you have to do your own cooking , if you like. We prefer the Chicago scene of food and coffee houses. The bottom main part of the hotel , during working hours is a salon and spa and boutique. This concept may appear odd to people from other cities, but it is pretty normal in large, advanced worldy cities. This hotel was probably somewhat of a mansion in the past and rennovated into 8 large rooms. I highly reccomend this gem, especially for younger couples then ourselves and ladies weekend away!. Wicker Park has an abundance of younger people and very hipster and sharp! Other then that, great visit!!! P.S. you have to be somewhat in shape to carry luggage by yourself with no elevator!. And don't go there if you need T.V. For us, it was just perfect! The employees were gracious and helpful!
Traveller from Cleveland,Ohio
These rooms are located in historic Wicker Park surrounded by restaurants, shops, and nightlife and are 3 miles from downtown …More
Hotel Felix Chicago - Chicago Hotels
Rating: 4.0 Stars
C$231

Hotel Felix Chicago

111 W Huron St, Chicago - Map
 
 
"Nice 'boutique'style hotel"
Modern, clean and situated not too far from most attractions, the staff and facilities are great for a short visit to this lovely city.
Traveller from Edinburgh

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    Boutique Hotel Guide in Chicago

    Chicago is no average city, so why would you expect a run-of-the-mill experience and a standard hotel during your trip? Give your vacation a unique twist with a stay at a boutique hotel in town.

    • Find the very best discounts on boutique hotels in Chicago
    • Choose from a wide breadth of rooms and suites to match your style
    • Take your pick of hotels close to the sites
    Read More

    After you’ve seen the major attractions like Navy Pier, the “Bean,” and Willis Tower, start your journey to the off-the-beaten-path sites.

    Do you like money? Who doesn’t! Visit the Money Museum, which was established by the U.S. Federal Reserve. Check out a large cube made up of $1 million, as well as exhibits on counterfeiters and historical currency. For something less expensive, head to Oak Street Beach for a stroll. If it’s a windy, cold day, bring your coat; if the Midwest sun is hot, bring your flip-flops. Once the night falls, don’t take it as a signal to head back to your room just yet. Head to Cubby Bear, a sports bar by day, music venue by night. Established in 1953, this meeting spot was vital to the Chicago punk music scene in the late 1980s and early 1990s. While the tunes vary these days, it’s still the place to see a local band on the brink of success.

    When you’re ready to turn in for the night, head back to your boutique hotel in Chicago. Yes, you’ll get the usual amenities, but you’ll also experience extra special touches, such as hardwood floors and bikes for rent in the lobby. Don’t worry; you won’t have to cycle through the Internet to find great rates on your room. Choose from a range of excellent discounts on hotels in Chicago right here on Expedia.ca. We spotlight deals on everything from luxury suites to cozy inns.

    Make this vacation completely customized to your wants and needs. Just remember to choose a boutique hotel for that little something extra you won’t find with standard fare.

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    91% recommended
    4.5
    From 29,939 Reviews