Find Boutique Hotels in South Loop, IL

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Check availability on South Loop Boutique Hotels

Our top choices for South Loop boutique hotels

Exterior
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

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, (1116)
"Great hotel for price and location Everything clean and a huge room "
United States
James
The price is NT$2,970
NT$3,486 total
includes taxes & fees
Jan 5 - 2026/1/6
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Reception hall
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3149)
"Great location "
United States
Christian
The price is NT$2,701
NT$3,171 total
includes taxes & fees
Jan 11 - 2026/1/12
Eurostars Magnificent Mile
Bar (on property)
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.2 out of 10, Very Good, (3792)
"Comfortable Room, great location and Excellent Staff. "
United States
Charles
The price is NT$2,388
NT$2,803 total
includes taxes & fees
Dec 18 - Dec 19
The Whitehall Hotel, BW Premier Collection
Dinner served, American cuisine
Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1006)
"Great hotel location and friendly staff! "
United States
Kathleen
The price is NT$3,338
NT$4,832 total
includes taxes & fees
Dec 29 - Dec 30
Staypineapple, An Iconic Hotel, The Loop
Nightclub
Central Loop Hotel

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1929)
"Great and comfortable place "
United States
Olu
The price is NT$2,594
NT$3,045 total
includes taxes & fees
Dec 14 - Dec 15
Central Loop Hotel
55-inch LCD TV with cable channels, TV, pay movies
L7 Chicago by LOTTE

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3357)
"I loved the location."
United States
Laura
The price is NT$4,396
NT$5,161 total
includes taxes & fees
Jan 1 - 2026/1/2
L7 Chicago by LOTTE
Lobby
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2435)
"Staff was amazing! "
United States
Erica
Hotel Felix River North/Magnificent Mile
Rooftop terrace
Virgin Hotels Chicago

Virgin Hotels Chicago

Virgin Hotels Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1420)
"Staff was wonderful."
United States
Jamie
The price is NT$6,831
NT$9,082 total
includes taxes & fees
Dec 14 - Dec 15
Virgin Hotels Chicago
Breakfast, lunch, dinner served; American cuisine
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2312)
"Wonderful customer service, great location! "
United States
Michelle
The price is NT$3,463
NT$5,063 total
includes taxes & fees
Jan 4 - 2026/1/5
The Royal Sonesta Chicago River North
Bar (on property)
Ivy Boutique Hotel

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1039)
"Staff was amazing! "
United States
Ahren
The price is NT$2,939
NT$3,450 total
includes taxes & fees
Jan 4 - 2026/1/5
Ivy Boutique 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.
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Top South Loop Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Heating was perfect. Nice easy check in and out "
Lori 2-night trip
Posted 10 hours ago
Hilton Chicago/Magnificent Mile Suites

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Frequently asked questions

What's the best boutique hotel in South Loop?
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel is a favorite hotel with our travelers looking for a stylish accommodation, and features 41 guestrooms, a 24-hour fitness center, and free WiFi. If you'd prefer to stay at a boutique hotel, also consider The Wheeler Mansion.
What's there to see and do in South Loop?
Visitors speak positively about this destination's major shopping centers, 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 Intl. Airport (ORD) may also be an option. Walk to nearby metro stations like Roosevelt Station, Cermak-McCormick Place Station, and Harrison Station.