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Featured Chicago Boutique Hotel

See all 818 Hotels in Chicago
Raffaello Hotel

Raffaello Hotel

201 E Delaware Pl, Chicago
4.0 out of 5.0
4.2 out of 5 (1,524 reviews)
Great hotel in the cityCheck in was a breeze. The staff was wonderful. Parking was expensive but that was expected. The room was a great fit for our family's needs & close to most things we wanted to do; just a quick Uber ride or walk to each attraction & restaurant & shopping. If I return to Chicago, I'll probably stay ...
  3 Jun 2017

C$136

C$136
Kimpton Burnham Hotel

Kimpton Burnham Hotel

1 W Washington St, Chicago
4.0 out of 5.0
4.7 out of 5 (353 reviews)
Intrigued by hotel name. Loved the ambience & decor. Staff were VERY accommodating.
  4 Jun 2017

C$137

C$137
The Whitehall Hotel

The Whitehall Hotel

105 E Delaware Pl, Chicago
4.0 out of 5.0
4.1 out of 5 (1,982 reviews)
Great hotel!The Whitehall Hotel is conveniently located near Michigan Avenue and to wonderful restaurants. It is very clean, has a very friendly and helpful staff! It has a wonderful restaurant on the main floor of the hotel. We always enjoy eating breakfast there! I would recommend it to anyone who wants a ...
  15 Jun 2017

C$180

C$180
ACME Hotel Company Chicago

ACME Hotel Company Chicago

15 East Ohio Street, Chicago
3.0 out of 5.0
4.5 out of 5 (607 reviews)
Close to everythingOld recently modeled hotel Rooms are small but have everything I needed . Comfortable clean. 1 block to catch the L'train. Restaurants and market close by.
  11 Jun 2017

C$164

C$164
Kimpton Hotel Monaco Chicago

Kimpton Hotel Monaco Chicago

225 N Wabash Ave, Chicago
4.5 out of 5.0
4.6 out of 5 (739 reviews)
Great hotel. Extremely comfortable and accommodating. Perfect location to downtown and the river.
  20 May 2017

C$187

C$187
Hotel Felix Chicago

Hotel Felix Chicago

111 W Huron St, Chicago
4.0 out of 5.0
4.0 out of 5 (1,247 reviews)
The hotel is fantastic given its price range. Love the free coffee and tea in the morning, the staff are very friendly and helpful and responsive. The room is clean, and it's in great location, walking distance to lots of downtown attractions.
  5 Jun 2017

C$165

C$165
Cambria Hotel & Suites Chicago Magnificent Mile

Cambria Hotel & Suites Chicago Magnificent Mile

166 E Superior Street, Chicago
4.0 out of 5.0
4.4 out of 5 (1,698 reviews)
Staff very friendly. Room was clean but carpets could use a cleaning. We had a small child who was on the floor a lot. Overall I will stay there again.
  2 Jun 2017

C$209

C$209
Ivy Hotel

Ivy Hotel

233 E Ontario, Chicago
4.5 out of 5.0
4.4 out of 5 (221 reviews)
Sel located hotel. Shopi and restaurants very close. Friendly and helpful staff. Good hotel for travellers and couples.
  6 Jun 2017

C$221

C$221
The Majestic Hotel

The Majestic Hotel

528 W Brompton Ave, Chicago
3.0 out of 5.0
4.2 out of 5 (276 reviews)
Nice hotel in a perfect location.This is an older, yet we'll run property. It was clean, comfortable, the staff was pleasant, and it is in a great location.
  13 Jun 2017

C$154

C$154
Hotel Lincoln

Hotel Lincoln

1816 N Clark Street, Chicago
4.0 out of 5.0
4.3 out of 5 (680 reviews)
Lincoln Hotel was a perfect hotel for our tripGreat hotel walking distance to cousins. bus, zoo. Our adult son could stayed on the queen sized pull out couch... it could of had a better mattress. The air conditioners could of been quieter.
  5 Jun 2017

C$217

C$217
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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

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.