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Featured The Loop Boutique Hotels

See all 525 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
4.7 out of 5 (396 reviews)
Swanky Vibe-Cool Place to Stay in ChicagoBeautiful architectural hotel! I loved staying in such a great location. The Staypineapple is THE BEST place to stay in downtown. I felt so welcomed. Fun tip, you can rent bikes for free to cruise around the city!
  Oct 17, 2017

$149

$149
Kimpton Hotel Monaco Chicago

Kimpton Hotel Monaco Chicago

225 N Wabash Ave, Chicago
4.5 out of 5.0
4.6 out of 5 (766 reviews)
Very clean and pleasant central location very close to the river and restaurants.
  Oct 23, 2017

$151

$151
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 (713 reviews)
Conveniently locatedWe stayed here for the Chicago marathon and it was perfectly located- walking distance or short Uber/ taxi/ transit to all the places we visited. All the staff were nice and friendly, but you couldn't get past "Showtime" without cracking a smile...always offering suggestions on where to go and what ...
  Oct 15, 2017

$180

$180
Virgin Hotels Chicago

Virgin Hotels Chicago

203 N Wabash Ave, Chicago
4.5 out of 5.0
4.8 out of 5 (491 reviews)
Cool little hotelGood location and hip atmosphere Comfortable bed and lovely restaurant
  Oct 23, 2017

$187

$187
Central Loop Hotel

Central Loop Hotel

111 West Adams Street, Chicago
4.0 out of 5.0
4.2 out of 5 (936 reviews)
Inexpensive hotel in downtown area An inexpensive hotel in the downtown area, very close to everything. Staff was extremely friendly and the hotel amenities were lovely. The rooms were slightly more outdated than shown in photos but overall I would recommend.
  Oct 22, 2017

$112

$112
The Buckingham Hotel

The Buckingham Hotel

440 South La Salle Street, Chicago
3.5 out of 5.0
4.3 out of 5 (176 reviews)
Nice hotel in a great locationWe took a train to Chicago which arrived at 10:00 a.m. when we arrived at the hotel they held onto our luggage for us so that we could go explore the City. The location of this Hotel is great.
  Oct 17, 2017

$175

$175
The Wheeler Mansion

The Wheeler Mansion

2020 South Calumet Avenue, Chicago
4.0 out of 5.0
4.0 out of 5 (12 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 ...
  Aug 23, 2017

$335

$335
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

10 S Wabash Ave, Chicago
4.0 out of 5.0
4.5 out of 5 (1,588 reviews)
Excellent choice!Nice hotel, very good location. We really enjoyed out staying there, very comfortable room.
  Oct 23, 2017

$149

$149
Chicago Athletic Association

Chicago Athletic Association

12 South Michigan Avenue, Chicago
4.5 out of 5.0
4.6 out of 5 (286 reviews)
Beautifully updated hotelThis hotel is swanky and centrally located overlooking Millennium Park. The amenities are outstanding; very masculine, but comfortable for all types. Several restaurants, bars, lounges, game room, and the best rooftop in the city.
  Oct 18, 2017

$289

$289
Kimpton Hotel Allegro

Kimpton Hotel Allegro

171 W Randolph St, Chicago
4.0 out of 5.0
4.3 out of 5 (1,211 reviews)
Very nice place to stay. Good location. Clean room. Comfy
  Oct 22, 2017

$409

$409
Chicago's Essex Inn

Chicago's Essex Inn

800 S Michigan Ave, Chicago
3.5 out of 5.0
3.6 out of 5 (1,373 reviews)
OK for attending meetingThere were no eating venues in hotel, but I did get list of places nearby from bellhop.
  Oct 21, 2017

$99

$99
Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago

100 W. Monroe St, Chicago
4.0 out of 5.0
4.5 out of 5 (245 reviews)
Great location for us. We went to Chicago to see “Hamilton.” Great show. Nice hotel.
  Oct 17, 2017

$190

$190
Chicago South Loop Hotel

Chicago South Loop Hotel

11 W 26th Street, Chicago
3.9 out of 5 (952 reviews)
The hotel staff was very friendly when I first arrived. After checking in, I realized that my room's cleanliness was not up to par so I asked the front desk if they could reassign me. The person at the desk was the same person who checked me in but her attitude went from pleasant to being completely ...
  Oct 19, 2017

$98

$98
Club Quarters Hotel, Central Loop

Club Quarters Hotel, Central Loop

111 West Adams Street, Chicago
4.0 out of 5.0
4.2 out of 5 (2,070 reviews)
Close to everything Great room Would not recommend the restaurant too loud and noisy, could not talk, too many tvs Not a pleasant experience, not a pub A LOUD sports bar Hotel was great
  Oct 23, 2017

$112

$112
Club Quarters Hotel, Wacker at Michigan

Club Quarters Hotel, Wacker at Michigan

75 E Wacker Dr, Chicago
4.0 out of 5.0
4.2 out of 5 (1,325 reviews)
Close to conference Perfect location, nice view, fast elevators, quiet, and a nice restaurant downstairs. I’ll definitely be back!
  Oct 22, 2017

$130

$130
Hard Rock Hotel Chicago

Hard Rock Hotel Chicago

230 North Michigan Avenue, Chicago
4.0 out of 5.0
4.1 out of 5 (2,097 reviews)
Great hotel. Friendly helpful staff. Clean hotel
  Oct 23, 2017

$135

$135
River Hotel

River Hotel

75 East Wacker Drive, Chicago
4.0 out of 5.0
4.2 out of 5 (1,052 reviews)
Close to navy pier/attractionsSmall, but clean room. Very friendly staff. Close to navy pier and other attractions. the view from the 34th floor was amazing!
  Oct 23, 2017

$130

$130
theWit Chicago - a DoubleTree by Hilton Hotel

theWit Chicago - a DoubleTree by Hilton Hotel

201 N State Street, Chicago
4.5 out of 5.0
4.4 out of 5 (424 reviews)
Warm, Welcoming and hospitable! There are some good people working there! Fun environment, delicious cookies!
  Oct 16, 2017

$165

$165
W Chicago - City Center

W Chicago - City Center

172 W Adams St, Chicago
4.0 out of 5.0
3.8 out of 5 (378 reviews)
Very well located for tourist. We just loved Chicago!!
  Oct 17, 2017

$200

$200
Hyatt Regency Chicago

Hyatt Regency Chicago

151 East Wacker Dr, Chicago
4.0 out of 5.0
4.3 out of 5 (2,898 reviews)
I loved it! And I received the room I requested with a view!
  Oct 19, 2017

$199

$199
Map

Recently booked Boutique Hotels in The Loop

Kimpton Hotel Allegro
4.0 out of 5.0
Last booking: 7 minutes ago
Hyatt Regency Chicago
4.0 out of 5.0
Last booking: 11 minutes ago
Radisson Blu Aqua Hotel Chicago
4.5 out of 5.0
Last booking: 39 minutes ago
Travelodge Hotel Downtown
2.0 out of 5.0
Last booking: 50 minutes ago
Holiday Inn & Suites Chicago - Downtown
3.0 out of 5.0
Last booking: 53 minutes ago
Chicago's Essex Inn
3.5 out of 5.0
Last booking: 54 minutes ago
Virgin Hotels Chicago
4.5 out of 5.0
Last booking: 1 hour ago
Chicago Athletic Association
4.5 out of 5.0
Last booking: 1 hour ago
Hard Rock Hotel Chicago
4.0 out of 5.0
Last booking: 1 hour ago

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.