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Featured The Loop Boutique Hotels

See all 474 Hotels in The Loop
Staypineapple at The Alise Chicago

Staypineapple at The Alise Chicago

1 W Washington St, Chicago
4.0 out of 5.0
4.6 out of 5 (387 reviews)
Nice hotel at a convenient locationI had a pleasant stay at this hotel. What I liked is that it is close to shopping areas, restaurants and subway stations. The staff was very friendly and accommodating as well.
  18 Sep 2017

C$160

C$160
Kimpton Hotel Monaco Chicago

Kimpton Hotel Monaco Chicago

225 N Wabash Ave, Chicago
4.5 out of 5.0
4.6 out of 5 (758 reviews)
Only issue was being placed in a handicap bathroom without a regular shower head and flooded a bit from the way the shower was designed. Other than that it was an overall good experience.
  18 Sep 2017

C$186

C$186
Hotel Blake, an Ascend Hotel Collection Member

Hotel Blake, an Ascend Hotel Collection Member

500 South Dearborn Street, Chicago
3.5 out of 5.0
4.4 out of 5 (709 reviews)
It was conveniently located to all of the tourist locations we wanted to visit. The staff was great and helpful. The bellman were a little aggressive. Our room had an random annoying clicking sound every 10 minutes.
  30 Aug 2017

C$228

C$228
Virgin Hotels Chicago

Virgin Hotels Chicago

203 N Wabash Ave, Chicago
4.5 out of 5.0
4.8 out of 5 (475 reviews)
Gorgeous, stylishThe Virgin Chicago is just so pretty. From the shower tiles to the ceramic dog outside my door, this is one of the best looking hotel rooms I've ever stayed in. Like Virgin Airlines, they know how to make you feel welcome!
  20 Sep 2017

C$208

C$208
Central Loop Hotel

Central Loop Hotel

111 West Adams Street, Chicago
4.0 out of 5.0
4.2 out of 5 (922 reviews)
Nice hotel near downtown.The hotel is conveniently located near downtown Chicago. The majority of attractions and good restaurants are within walking distance. The hotel is clean. Shows a little of its age. Room AC is a bit in your face making it at times not so comfortable. If you are alone you can move away from the window ...
  19 Sep 2017

C$159

C$159
The Buckingham Hotel

The Buckingham Hotel

440 South La Salle Street, Chicago
3.5 out of 5.0
4.3 out of 5 (173 reviews)
Nice hotelVery nice hotel, hard to find. No signage to tell you where it's at. Must have address to tell most cab drivers. They never heard of the hotel by name. Kind of a weird setup, once you get past that it is a very nice place. Great view looking of the lake. Very close to the LaSalle Blue Line.
  18 Sep 2017

C$157

C$157
The Wheeler Mansion

The Wheeler Mansion

2020 South Calumet Avenue, Chicago
4.0 out of 5.0
4.1 out of 5 (11 reviews)
Clean, calm, quant-a perfect escapeI stayed in August 2017. It was my first trip to Chicago and I liked the look so much I just booked it. Thankfully it met all my needs. It was easy to get everywhere via Lyft. Lolapalooza was going on and I was grateful to be outside the main downtown area. I had not known that before- great coincidence ...
  23 Aug 2017

C$407

C$407
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

10 S Wabash Ave, Chicago
4.0 out of 5.0
4.5 out of 5 (1,565 reviews)
very clean, very comfortableLovely room and the biggest bathroom I have ever seen. I think it's bigger than my small kitchen.
  22 Sep 2017

C$232

C$232
Chicago Athletic Association

Chicago Athletic Association

12 South Michigan Avenue, Chicago
4.5 out of 5.0
4.6 out of 5 (274 reviews)
Excellent hotelWe loved staying at the athletic association. The hotel was impeccable down to the last detail and the staff was amazing - especially the concierge. It was in a great location with tons of things to do within walking distance and museums were just a short Uber ride away. We will be staying here ...
  15 Sep 2017

C$209

C$209
Kimpton Hotel Allegro

Kimpton Hotel Allegro

171 W Randolph St, Chicago
4.0 out of 5.0
4.3 out of 5 (1,197 reviews)
Great PlaceStayed 1 night with wife for quick downtown trip. Staff is great, rooms are clean and we really enjoyed the hotel bar and ambiance
  18 Sep 2017

C$175

C$175
Map

Recently booked The Loop hotels

Kimpton Hotel Allegro
4.0 out of 5.0
Last booking: 11 minutes ago
Congress Plaza Hotel
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River Hotel
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Chicago's Essex Inn
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La Quinta Inn & Suites Chicago Downtown
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Central Loop Hotel
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Silversmith Hotel Chicago Downtown
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Book a The Loop Boutique Hotel that is Uniquely You

No matter where you may travel, you are still bringing your one of a kind self with you, and Expedia provides deals at the most designer accommodations in the area. Breath deeply once you stroll out of the airport and inhale the incredible sensation of being on your own schedule. After you've touched down in The Loop you'll discover that all your concerns are left behind and you can relax for the next several days.

Small Rooms with Enormous Character

These distinctive properties instill some of the taste and atmosphere of The Loop into your room, making your stay that much more personal. Moreover, you'll love returning from a fun-filled day of exploring The Loop and chilling out in a room that prides itself on its quirky touches and striking murals. Many boutique hotels have qualities like:

  • An exclusive stay, since boutique hotels in general have fewer than 100 rooms.
  • An idiosyncratic character that you won't be able to get in larger hotels, from individually configured rooms to intimate bars, and amenities that make them seem like home.
  • A highly personalized type of service, where they add thoughtful touches like free bike rentals.
  • A desired location in the most desirable part of The Loop. You'll be steps from the town's hippest sites.

Immerse Yourself in All The Loop Offers!

The Loop has accommodations to satisfy all types of budgets and preferences that will create a stay extraordinary.

Stay in Style While in The Loop

Expedia makes it simple to select your perfect place to stay when you visit The Loop. From hotels that spare little expense to others that are shabby-chic, you are sure to reservean accommodation that suits you. Your The Loop boutique hotel is only a few clicks away.