Find Boutique Hotels in South Loop, IL

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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, (1,225 reviews)
"It is a great hotel in a very nice location"
United States
Emmanuel
The price is NT$4,135
NT$4,854 total
includes taxes & fees
Apr 5 - Apr 6
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 price is NT$17,226
NT$20,824 total
includes taxes & fees
Apr 4 - Apr 5
The Wheeler Mansion

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,028 reviews)
"Lots of places to eat and shop nearby"
United States
Analicia
The price is NT$4,251
NT$5,926 total
includes taxes & fees
Apr 26 - Apr 27
Staypineapple, An Iconic Hotel, The Loop

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,848 reviews)
"Great hotel"
United States
Mark
The price is NT$12,585
NT$14,773 total
includes taxes & fees
Apr 13 - Apr 14
Trump International Hotel & Tower Chicago

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,052 reviews)
"For the price, it was a very nice a room and location. "
United States
Anna
The price is NT$2,961
NT$3,476 total
includes taxes & fees
Apr 6 - Apr 7
Central Loop Hotel

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.6 out of 10, Good, (1,269 reviews)
"Amazing stay "
United States
Napoleon
The price is NT$3,519
NT$4,131 total
includes taxes & fees
Apr 5 - Apr 6
The Chicago Hotel Collection - Magnificent Mile

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,410 reviews)
"Check in was quick and easy, room was clean and spacious "
United States
Quinton
The price is NT$5,437
NT$7,283 total
includes taxes & fees
Apr 6 - Apr 7
Sports Illustrated Resorts Chicago

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,361 reviews)
"Great stay"
United States
Ashley
The price is NT$4,091
NT$4,803 total
includes taxes & fees
Apr 6 - Apr 7
Eurostars Magnificent Mile

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Great place to stay . The staff was friendly and helpful !!!"
United States
Denise
The price is NT$13,535
NT$15,889 total
includes taxes & fees
Apr 19 - Apr 20
Waldorf Astoria Chicago

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,209 reviews)
"Clean friendly staff love the decor "
United States
Kiasha
The price is NT$3,286
NT$3,857 total
includes taxes & fees
Apr 12 - Apr 13
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.

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 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.

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