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Check availability on South Loop Boutique Hotels

Our top choices for South Loop boutique hotels

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1111)
"Great hotel for price and location Everything clean and a huge room "
United States
James
The price is ₹8,557
₹10,045 total
includes taxes & fees
4 Jan - 5 Jan 2026
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Eurostars Magnificent Mile

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3136)
"Amazing and will be staying again!"
United States
Angie
The price is ₹8,431
₹9,898 total
includes taxes & fees
8 Jan - 9 Jan 2026
Eurostars Magnificent Mile

The Whitehall Hotel, BW Premier Collection

3.5 star property
Downtown Chicago
8.2 out of 10, Very good, (3785)
"Comfortable Room, great location and Excellent Staff. "
United States
Charles
The price is ₹6,880
₹8,077 total
includes taxes & fees
14 Dec - 15 Dec
The Whitehall Hotel, BW Premier Collection

Central Loop Hotel

4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1923)
"Great and comfortable place "
United States
Olu
The price is ₹7,329
₹8,604 total
includes taxes & fees
23 Dec - 24 Dec
Central Loop Hotel

L7 Chicago by LOTTE

4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3349)
"I loved the location."
United States
Laura
The price is ₹12,668
₹14,871 total
includes taxes & fees
7 Jan - 8 Jan 2026
L7 Chicago by LOTTE

Hotel Felix River North/Magnificent Mile

4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2429)
"Staff was amazing! "
United States
Erica
The price is ₹6,669
₹10,572 total
includes taxes & fees
11 Dec - 12 Dec
Hotel Felix River North/Magnificent Mile

The Royal Sonesta Chicago River North

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2306)
"Wonderful customer service, great location! "
United States
Michelle
The price is ₹9,977
₹14,588 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Royal Sonesta Chicago River North

Virgin Hotels Chicago

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1418)
"Excellent hotel the rooms are awesome "
United States
Devita
The price is ₹20,628
₹27,283 total
includes taxes & fees
11 Dec - 12 Dec
Virgin Hotels Chicago

Staypineapple, An Iconic Hotel, The Loop

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1001)
"Great hotel location and friendly staff! "
United States
Kathleen
The price is ₹9,025
₹13,227 total
includes taxes & fees
29 Dec - 30 Dec
Staypineapple, An Iconic Hotel, The Loop

ACME Hotel Company

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1912)
"Lived up to expectations. Bathroom was really nice. Would stay here again."
United States
Nolan
The price is ₹9,627
₹11,301 total
includes taxes & fees
11 Dec - 12 Dec
ACME Hotel Company
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

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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 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.