TOP Boutique Hotels in South Loop, IL for 2026

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Our top choices for South Loop boutique hotels

A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

1. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

Kanokkan

₹18,037 total

includes taxes & fees

22 Nov - 23 Nov

A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

2. Central Loop Hotel

Downtown Chicago

Kenneth

₹11,886 total

includes taxes & fees

6 Dec - 7 Dec

A rooftop terrace with a fire feature, seating, and a cityscape view.

3. Hotel Lincoln

Lincoln Park

Charles

₹13,696 total

includes taxes & fees

22 Nov - 23 Nov

A hotel bathroom with a large mirror, a sink, and a vanity.

4. Sports Illustrated Resorts Chicago

Downtown Chicago

Macie

₹16,405 total

includes taxes & fees

23 Nov - 24 Nov

5. ACME Hotel Chicago, Outset Collection by Hilton

Downtown Chicago

alex

₹10,164 total

includes taxes & fees

6 Dec - 7 Dec

A wooden table with blue upholstered chairs.

6. L7 Chicago by LOTTE

Downtown Chicago

Matthew

₹16,169 total

includes taxes & fees

6 Dec - 7 Dec

A bar area with a long counter, bar stools, and a mirrored wall.

7. The Whitehall Hotel, BW Premier Collection

Downtown Chicago

Alexis

₹9,581 total

includes taxes & fees

23 Nov - 24 Nov

A hotel room with a large bed, two armchairs, a desk, and a view of a cityscape through large windows.

8. The Buckingham Hotel

Downtown Chicago

Rachelle

₹16,705 total

includes taxes & fees

22 Nov - 23 Nov

A corridor with ornate black metal railings and a patterned carpet.

9. Staypineapple, An Iconic Hotel, The Loop

Downtown Chicago

RaeQuan

₹21,622 total

includes taxes & fees

22 Nov - 23 Nov

A modern restaurant interior with a green wall, hanging lights, and a long dining area.

10. Hotel 505 River North

Downtown Chicago

Miya

₹17,936 total

includes taxes & fees

11 Nov - 12 Nov

View all properties

Compare popular hotels in South Loop

Property	Property class	Guest rating
Hilton Vacation Club Hotel Blake Chicago	4.0 star property	9.6 Exceptional 1,216 reviews	View
Central Loop Hotel	4.0 star property	8.6 Excellent 2,332 reviews	View
Hotel Lincoln	4.0 star property	8.0 Very good 1,159 reviews	View
Sports Illustrated Resorts Chicago	3.5 star property	9.0 Wonderful 1,549 reviews	View
ACME Hotel Chicago, Outset Collection by Hilton	3.5 star property	9.0 Wonderful 1,957 reviews	View

Top South Loop Hotel Reviews

Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

10/10 Excellent

Kanokkan

Central Loop Hotel

Downtown Chicago

10/10 Excellent

Ronan

The Buckingham Hotel

Downtown Chicago

10/10 Excellent

David

Staypineapple, An Iconic Hotel, The Loop

Downtown Chicago

10/10 Excellent

Mathew

The Whitehall Hotel, BW Premier Collection

Downtown Chicago

10/10 Excellent

Matthew

Hotel Lincoln

Lincoln Park

10/10 Excellent

Stephen

A cityscape with a river, a bridge, and a dining area with tables and chairs.

Trump International Hotel & Tower Chicago

Downtown Chicago

10/10 Excellent

Joshua

A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."

Carleton of Oak Park

Oak Park

10/10 Excellent

Lesley

A multi-story building with a brick facade, a well-maintained lawn, and a black metal fence.

The Majestic Hotel

Lakeview

10/10 Excellent

ANDREW

A rooftop lounge with outdoor seating, a fire feature, and transparent dome structures.

The Chicago Hotel Collection - Magnificent Mile

Downtown Chicago

10/10 Excellent

Jake

A black luxury car parked in front of a hotel entrance with a glass canopy decorated with festive ornaments.

Waldorf Astoria Chicago

Downtown Chicago

10/10 Excellent

When we arrived the staff were amazing and not having to tip was good until we worked out how much and when, Waldorf doesn’t do tipping! The spa staff and restaurant staff were friendly and relaxed and very knowledgeable, however after four days the sheen faded, the spa’s jacuzzi not working whilst we were there both in men’s and ladies, spa closed for “work” on our last three days, no reduction or compensation, no lounge to relax in as rooms have no easy chairs and my partner and I wanted to...

Banksy

Frequently Asked Questions

What's the best boutique hotel in South Loop?

Hilton Vacation Club Hotel Blake Chicago is a favourite hotel with Expedia travellers looking for a stylish stay, and features 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 Soldier Field, Navy Pier and Wrigley Field are worth a visit. You might also want to see places like Michigan Avenue, United Center and Film Row Cinema 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.

Search Boutique Hotels in South Loop

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for South Loop boutique hotels

1. Hilton Vacation Club Hotel Blake Chicago

2. Central Loop Hotel

3. Hotel Lincoln

4. Sports Illustrated Resorts Chicago

5. ACME Hotel Chicago, Outset Collection by Hilton

6. L7 Chicago by LOTTE

7. The Whitehall Hotel, BW Premier Collection

8. The Buckingham Hotel

9. Staypineapple, An Iconic Hotel, The Loop

10. Hotel 505 River North

Compare popular hotels in South Loop

Top South Loop Hotel Reviews

Hilton Vacation Club Hotel Blake Chicago

10/10 Excellent

Frequently Asked Questions

What's the best boutique hotel in South Loop?

What's there to see and do in South Loop?

What's the best way to get to my boutique hotel in South Loop?

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