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Boutique Hotels in The Loop

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Our top choices for The Loop boutique hotels

Nightclub

1. Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,289 reviews)
"Great location."
United States
Yiyang
The price is S$210
includes taxes & fees
31 Aug - 1 Sept
Central Loop Hotel
Interior detail

2. Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,171 reviews)
"Great location for Lollapalooza, lots of character (in a good way). Loved the keys and super heavy doors. Nice stay."
United States
Nathan
The price is S$272
includes taxes & fees
7 Sept - 8 Sept
Staypineapple, An Iconic Hotel, The Loop
Front of property

3. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,275 reviews)
"The staff were really nice and friendly. Our room was nice and clean. I would stay here again!"
United States
Melanie
The price is S$274
includes taxes & fees
2 Sept - 3 Sept
Hilton Vacation Club Hotel Blake Chicago
Bathroom

4. Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,441 reviews)
"Clean room, polite staff and great customer service!"
United States
CHRISTIE
The price is S$286
includes taxes & fees
31 Aug - 1 Sept
Sports Illustrated Resorts Chicago
Champagne service

5. The Buckingham Hotel

The Buckingham Hotel
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,004 reviews)
"Nice place to stay"
United States
Dominique
The price is S$253
includes taxes & fees
30 Aug - 31 Aug
The Buckingham Hotel
Bar (on property)

6. Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,425 reviews)
"Beautiful hotel in a great location. Everything was clean and the staff were very friendly. The soaking tub and shower were amazing after a long day of walking."
United States
Melinda
The price is S$214
includes taxes & fees
31 Aug - 1 Sept
Ivy Boutique Hotel
Exterior

7. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (2,068 reviews)
"Room was nice and the hotel overall was great. Will def stay here again."
United States
TaShandra
The price is S$194
includes taxes & fees
7 Sept - 8 Sept
The Chicago Hotel Collection - Magnificent Mile
Reception hall

8. Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,867 reviews)
"Great stay, great service."
United States
Tangela
The price is S$266
includes taxes & fees
8 Sept - 9 Sept
Eurostars Magnificent Mile
Cocktail bar

9. ACME Hotel Chicago, Outset Collection by Hilton

ACME Hotel Chicago, Outset Collection by Hilton
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,028 reviews)
"I really enjoyed my stay."
United States
Roslyn
The price is S$247
includes taxes & fees
7 Sept - 8 Sept
ACME Hotel Chicago, Outset Collection by Hilton
Bar (on property)

10. The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.4 out of 10, Very good, (3,923 reviews)
"Great stay"
United States
nancy
The price is S$211
includes taxes & fees
8 Sept - 9 Sept
The Whitehall Hotel, BW Premier Collection
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top The Loop Hotel Reviews

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"I stayed at the Fairmont for my birthday and attended the BTS concert. All staff that we encountered from the bellmen outside, check in, cleaning staff were all friendly and always asked how our stay has been going. I met the director of the hotel in the elevator and he also introduced himself and if we needed anything, to mention him. 10/10 for all staff. Our room and bathroom were very clean upon arrival and spacious as well and didn’t feel like we were on top of each other and had room to move around and get ready. I also loved the signature Le Labo scent for the hotel. I would definitely recommend this hotel and will stay here the next time I’m in Chicago!"
Jessica 2-night trip
Posted less than an hour ago
Fairmont Chicago at Millennium Park

Frequently asked questions

Looking for a quaint accommodation option when you visit The Loop?
If you want to find a small hotel with top-notch service, a personal feel, and great ambiance, a boutique hotel may be exactly what you want. Pick from 5 boutique accommodation options in The Loop to find a property that captures the local spirit of this destination.
What's the best boutique accommodation in The Loop?
L7 Chicago by LOTTE is a favourite hotel with Expedia travellers looking for a stylish stay, and features in-room massages and a 24-hour fitness centre. Sports Illustrated Resorts Chicago and Central Loop Hotel are two other options for a boutique stay.
How many boutique hotels are there in The Loop?
Expedia has 5 boutique hotels in The Loop.
What's there to see and do in The Loop?
Visitors speak positively about this destination's major shopping centres, art galleries and acclaimed theatres. Major sights and activities around The Loop include Navy Pier, Soldier Field and Wrigley Field. You might also want to see spots like Michigan Avenue, Lake Michigan and Daley Plaza during your trip.
What's the best way to get to my boutique hotel in The Loop?
You have a few options for getting to and around The Loop. The nearest major airport is Chicago Midway Airport (MDW), which is located 8.8 mi (14.1 km) away, but Chicago O'Hare International Airport (ORD) may also be an option. You can access metro transport at Washington Station, Lake Station and State Station.

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