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Our top choices for South Loop business-friendly hotels

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (9672)
"Wonderful stay!"
United States
Zach
The price is 5.423.522 ₫
6.366.673 ₫ total
includes taxes & fees
31 Dec - 1 Jan 2026
Congress Plaza Hotel

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2399)
"The room was clean and the staff was outstanding. "
United States
Albert
The price is 2.999.384 ₫
4.293.320 ₫ total
includes taxes & fees
27 Dec - 28 Dec
Hilton Chicago

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1770)
"Great place to stay! Near all the sites to see!"
United States
Rafael
The price is 1.920.469 ₫
2.254.439 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Garden Inn Chicago Downtown South Loop

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, (1125)
"Amazing hotel "
United States
Alondra
The price is 2.505.188 ₫
2.940.841 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2148)
"Everything was really clean and the breakfast was good "
United States
Susan
The price is 2.136.252 ₫
2.507.747 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Homewood Suites by Hilton Chicago Downtown South Loop

Le Méridien Essex Chicago

Le Méridien Essex Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1001)
"Great stay for quick weekend trip "
United States
Natali
The price is 2.174.935 ₫
3.016.562 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Le Méridien Essex Chicago

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1014)
"This place made a great landing spot for a holiday weekend w family. Clean, great location, loved the holiday decorations and indoor pool / outside hot tub. Will stay again! "
United States
Deidre
The price is 3.109.117 ₫
4.422.072 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Sentral Michigan Avenue

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1001)
"Great place but could use some simple renovatons as the building is looking old."
Canada
William George
The price is 3.263.586 ₫
4.603.732 ₫ total
includes taxes & fees
22 Dec - 23 Dec
The Blackstone, Autograph Collection

Hampton Inn Chicago McCormick Place

Hampton Inn Chicago McCormick Place
3.0 star property
Near South Side
9.0 out of 10, Wonderful, (1010)
"Very nice hotel "
United States
Lloyd
The price is 2.028.360 ₫
2.381.091 ₫ total
includes taxes & fees
10 Jan - 11 Jan 2026
Hampton Inn Chicago McCormick Place

Home2 Suites by Hilton Chicago McCormick Place

Home2 Suites by Hilton Chicago McCormick Place
3.0 star property
Near South Side
9.2 out of 10, Wonderful, (739)
"Great staff and experience. Clean room, nice amenities."
United States
Allen
The price is 1.990.730 ₫
2.336.918 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Home2 Suites by Hilton Chicago McCormick Place
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

Why book your business-friendly hotel in South Loop with Expedia?
With conveniences like meeting rooms, 24-hour room service and on-site cafés, our business-friendly accommodation come with everything you'll need to settle that big contract — and then relax in the comfort of your room. Enter your destination and preferred travel dates and Expedia will help you do the rest.
How can I find cheap business-friendly hotels in South Loop?
When work takes you to South Loop, our "business friendly" filter will help you find the right hotel. From dependable WiFi to concierge services and conference spaces, they have the amenities you need for a comfortable and productive stay. Another tip? Refine your search by your budget and preferred star rating to see the cheapest accommodation.