Search Boutique Hotels in South Loop

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on South Loop Boutique Hotels

Our top choices for South Loop boutique hotels

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,203 reviews)
"always clean, great staff comfortable beds good location "
United States
chris
The price is ₹11,627
₹13,649 total
includes taxes & fees
29 Mar - 30 Mar
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

The Wheeler Mansion

The Wheeler Mansion
4.0 star property
Near South Side
9.0 out of 10, Wonderful, (4 reviews)
"A unique place to stay near the convention centre. "
United States
Leonardo
The Wheeler Mansion

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3,754 reviews)
"Great location and overall great hotel."
United States
Fernando
The price is ₹14,054
₹16,499 total
includes taxes & fees
31 Mar - 1 Apr
L7 Chicago by LOTTE

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,015 reviews)
"Location was great, staff was very friendly, and the rooms were clean. "
United States
Lori
The price is ₹12,210
₹17,023 total
includes taxes & fees
25 Mar - 26 Mar
Staypineapple, An Iconic Hotel, The Loop

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,414 reviews)
"Staff was super friendly and rooms were clean. Definitely will come back "
United States
Daisy
The price is ₹15,592
₹20,889 total
includes taxes & fees
24 Mar - 25 Mar
Sports Illustrated Resorts Chicago

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,295 reviews)
"Great stay "
United States
Kylee
The price is ₹13,220
₹15,519 total
includes taxes & fees
17 Mar - 18 Mar
Eurostars Magnificent Mile

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,160 reviews)
"I always stay here when in town. "
United States
Jeffrey
The price is ₹13,188
₹15,481 total
includes taxes & fees
30 Mar - 31 Mar
Ivy Boutique Hotel

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,844 reviews)
"Exceptional service, great location, beautiful hotel"
United States
Julie
The price is ₹34,083
₹40,010 total
includes taxes & fees
18 Mar - 19 Mar
Trump International Hotel & Tower Chicago

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better. "
United States
Glenn
The price is ₹37,640
₹44,186 total
includes taxes & fees
22 Mar - 23 Mar
Waldorf Astoria Chicago

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,031 reviews)
"Clean rooms, very friendly staff, and great location"
United States
Dipayan
The price is ₹8,859
₹10,400 total
includes taxes & fees
24 Mar - 25 Mar
Central Loop Hotel
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.

Top South Loop Hotel Reviews

Frequently asked questions

What's the best boutique hotel in South Loop?
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel is a favourite hotel with our travellers looking for stylish accommodation, and features 41 guestrooms, a 24-hour fitness centre and free WiFi. If you're searching for a boutique hotel, you might also want to look at The Wheeler Mansion.
What's there to see and do in South Loop?
Visitors speak positively about this destination's major shopping centres, panoramic lake views and top museums. While you're out and about in South Loop, popular attractions like Michigan Avenue, Wrigley Field and Soldier Field are worth a visit. You might also want to see places like Navy Pier, United Center and Field Museum of Natural History during your trip.
What's the best way to get to my boutique hotel in South Loop?
You have a few options for transportation to and around South Loop. The nearest major airport is Chicago Midway Airport (MDW), which is located 7.8 mi (12.5 km) away, but Chicago O'Hare International Airport (ORD) may also be an option. Walk to nearby metro stations such as Roosevelt Station, Cermak-McCormick Place Station and Harrison Station.

Explore a world of travel with Expedia