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Featured The Loop Boutique Hotels

See all 603 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.
  Sep 18, 2017

$179

$179
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.
  Sep 18, 2017

$189

$189
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 ...
  Sep 19, 2017

$139

$139
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
  Sep 18, 2017

$199

$199
Chicago's Essex Inn

Chicago's Essex Inn

800 S Michigan Ave, Chicago
3.5 out of 5.0
3.6 out of 5 (1,355 reviews)
Great location but very old It's very well located. Staff is great to explain things around, but is old. The sink so small and the noise are very.
  Sep 19, 2017

$116

$116
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 (241 reviews)
First time in Chicago and I found the location to be good. The restaurant on the main floor is quite good. The rooftop bar has an amazing view.
  Sep 19, 2017

$227

$227
Chicago South Loop Hotel

Chicago South Loop Hotel

11 W 26th Street, Chicago
3.0 out of 5.0
3.9 out of 5 (933 reviews)
Good location, free parkingOverall our stay was very nice. But the owners of the hotel NEED to invest more into this hotel. The staff are left struggling to manage the hotel without the proper tools. One night our fire alarm started going off so we called down to have it fixed, it took an hour before anyone came to the room ...
  Sep 21, 2017

$178

$178
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 (2,044 reviews)
Checking in late in the evening was not easy. Too few staff at desk, and check-in kiosk didn't work. But the room itself was great: quite spacious, very clean, quiet, and fixed up, with all the amenities. A great place to stay in a fantastic location.
  Sep 19, 2017

$130

$130
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 (1,306 reviews)
Great hotel right downtown. Close to all attractions. Right on river. Friendly and helpful staff.
  Sep 17, 2017

$144

$144
Hard Rock Hotel Chicago

Hard Rock Hotel Chicago

230 North Michigan Avenue, Chicago
4.0 out of 5.0
4.1 out of 5 (2,068 reviews)
Great location for a good price!I really enjoyed the hard rock. Our room was very spacious and had interesting music related artifacts. The staff was friendly and helpful. Two cool restaurants inside. I would definitely return!
  Sep 21, 2017

$144

$144
Map

Recently booked Boutique Hotels in The Loop

Best Western Grant Park Hotel
2.5 out of 5.0
Last booking: 32 minutes ago
Congress Plaza Hotel
3.0 out of 5.0
Last booking: 1 hour ago
Kimpton Hotel Allegro
4.0 out of 5.0
Last booking: 1 hour ago
Hotel Blake, an Ascend Hotel Collection Member
3.0 out of 5.0
Last booking: 2 hours ago
Radisson Blu Aqua Hotel Chicago
4.5 out of 5.0
Last booking: 2 hours ago
La Quinta Inn & Suites Chicago Downtown
3.0 out of 5.0
Last booking: 2 hours ago
Chicago's Essex Inn
3.5 out of 5.0
Last booking: 2 hours ago
Wyndham Grand Chicago Riverfront
4.0 out of 5.0
Last booking: 3 hours ago
The Palmer House Hilton
4.0 out of 5.0
Last booking: 3 hours 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.