A cityscape with tall buildings, including a prominent skyscraper with a spire.

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Check availability on South Loop Hotels with Connecting Rooms

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for South Loop hotels with connecting rooms

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

1. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
South Loop
9.6 out of 10, Exceptional, (1,215 reviews)
"Great location !"
Canada
Josee
The price is ฿5,405
฿6,426 total
includes taxes & fees
25 Nov - 26 Nov
Hilton Vacation Club Hotel Blake Chicago
A multi-story building with a prominent entrance featuring a large archway and a sign.

2. Hilton Chicago

Hilton Chicago
4.0 star property
South Loop
8.6 out of 10, Excellent, (3,497 reviews)
"Great location!! Clean hotel and kids loved the pool!"
United States
Joanna
The price is ฿3,642
฿5,321 total
includes taxes & fees
27 Nov - 28 Nov
Hilton Chicago
A modern lounge area with seating, a bar, and large windows offering a view of the cityscape.

3. Marriott Marquis Chicago

Marriott Marquis Chicago
4.0 star property
South Loop
9.2 out of 10, Wonderful, (1,004 reviews)
"Overall stay was awesome would definitely recommend booking."
United States
Terrance
The price is ฿7,047
฿9,566 total
includes taxes & fees
25 Nov - 26 Nov
Marriott Marquis Chicago
A cityscape with high-rise buildings, a marina, and a waterfront.

4. Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago
4.0 star property
South Loop
9.2 out of 10, Wonderful, (1,521 reviews)
"Great time in a great city will definitely be back again and stay here"
Canada
Najma
The price is ฿5,707
฿7,776 total
includes taxes & fees
24 Nov - 25 Nov
Hyatt Regency McCormick Place Chicago
A modern kitchen with a large window, a dining area, and a view of the sea.

5. Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop
3.0 star property
South Loop
8.8 out of 10, Excellent, (2,525 reviews)
"Wonderful room and great breakfast buffet!"
United States
Nicole
The price is ฿3,556
฿4,228 total
includes taxes & fees
23 Nov - 24 Nov
Homewood Suites by Hilton Chicago Downtown South Loop
A modern interior with a bar area, seating, and decorative wooden panels.

6. Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
South Loop
8.2 out of 10, Very good, (2,743 reviews)
"Room was dated but clean, staff was friendly, location was perfect for my needs"
United States
Michelle
The price is ฿3,308
฿3,933 total
includes taxes & fees
23 Nov - 24 Nov
Best Western Grant Park Hotel
A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

7. Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
South Loop
8.0 out of 10, Very good, (10,063 reviews)
"It was a wonderful stay!"
United States
Ashya
The price is ฿3,915
฿4,654 total
includes taxes & fees
22 Nov - 23 Nov
Congress Plaza Hotel
A modern living room with a sofa, two blue chairs, a round coffee table, and a unique ceiling design.

8. SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown
3.5 star property
1.4 km from South Loop
9.6 out of 10, Exceptional, (1,001 reviews)
"Everything was good, room, staff, even the location is great"
United States
Sckilar
The price is ฿4,221
฿5,018 total
includes taxes & fees
23 Nov - 24 Nov
SpringHill Suites by Marriott Chicago Chinatown
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

9. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
The Loop, 2.9 km from South Loop
9.4 out of 10, Exceptional, (3,877 reviews)
"It was a very nice stay! We enjoyed the hotel The views were amazing"
United States
James
The price is ฿4,847
฿6,766 total
includes taxes & fees
22 Nov - 23 Nov
LondonHouse Chicago, Curio Collection by Hilton
A grand lobby with a staircase, ornate chandeliers, and a clock on the wall.

10. Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Theatre District, 2.1 km from South Loop
8.6 out of 10, Excellent, (2,721 reviews)
"Beautiful hotel with wonderful staff!"
United States
Christy
The price is ฿4,531
฿6,390 total
includes taxes & fees
24 Nov - 25 Nov
Palmer House a Hilton Hotel
A modern restaurant interior with a green wall, hanging lights, and a long dining area.

11. Hotel 505 River North

Hotel 505 River North
4.5 star property
River North, 3.3 km from South Loop
9.2 out of 10, Wonderful, (2,990 reviews)
"Great stay!"
United States
Miya
The price is ฿3,755
฿5,545 total
includes taxes & fees
22 Nov - 23 Nov
Hotel 505 River North
A grand lobby with a large Christmas tree, marble floors, and a staircase.

12. JW Marriott Chicago

JW Marriott Chicago
4.5 star property
Theatre District, 2 km from South Loop
9.2 out of 10, Wonderful, (1,000 reviews)
"Perfect location"
United States
George
The price is ฿6,276
฿8,665 total
includes taxes & fees
26 Nov - 27 Nov
JW Marriott Chicago
A restaurant with wooden tables and chairs, large windows, and a green vine-covered ceiling.

13. Hyatt Place Chicago/River North

Hyatt Place Chicago/River North
3.5 star property
River North, 3.3 km from South Loop
9.2 out of 10, Wonderful, (1,914 reviews)
"Great location, clean hotel and overall a great place to stay."
United States
Pamela
The price is ฿4,724
฿5,616 total
includes taxes & fees
22 Nov - 23 Nov
Hyatt Place Chicago/River North
A modern kitchen with a marble island, fruit bowls, and a city view.

14. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
The Loop, 2.7 km from South Loop
8.8 out of 10, Excellent, (2,313 reviews)
"Beautiful hotel and great location."
United States
Ruby
The price is ฿6,714
฿9,187 total
includes taxes & fees
23 Nov - 24 Nov
Fairmont Chicago at Millennium Park
A multi-level atrium with a central spiral staircase, multiple seating areas, and a pool.

15. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
River North, 3.5 km from South Loop
8.6 out of 10, Excellent, (5,979 reviews)
"Great location! Walkable to several nice spots and easy to get to parking."
United States
Stacy
The price is ฿4,273
฿5,080 total
includes taxes & fees
23 Nov - 24 Nov
Embassy Suites by Hilton Chicago Downtown River North
A modern hotel lobby with a reception desk, marble flooring, and elegant chandeliers.

16. Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 2.2 km from South Loop
9.2 out of 10, Wonderful, (2,435 reviews)
"Great location and friendly staff"
United States
William
The price is ฿3,846
฿5,602 total
includes taxes & fees
22 Nov - 23 Nov
Silversmith Hotel Chicago Downtown
A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

17. L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Theatre District, 2.8 km from South Loop
9.6 out of 10, Exceptional, (5,133 reviews)
"Amazing hotel will stay again"
United States
Matthew
The price is ฿4,892
฿5,816 total
includes taxes & fees
22 Nov - 23 Nov
L7 Chicago by LOTTE
A spacious bar area with high ceilings and large windows, offering views of a cityscape.

18. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 2.9 km from South Loop
9.4 out of 10, Exceptional, (3,491 reviews)
"Wonderful will stay again"
United States
Kristee
The price is ฿5,901
฿8,218 total
includes taxes & fees
23 Nov - 24 Nov
Hyatt Regency Chicago
A dining table set for six with a cityscape view through large windows.

19. Swissotel - Chicago

Swissotel - Chicago
4.5 star property
2.9 km from South Loop
9.0 out of 10, Wonderful, (3,569 reviews)
"Good location and nice hotel"
United States
Oleg
The price is ฿3,932
฿5,864 total
includes taxes & fees
26 Nov - 27 Nov
Swissotel - Chicago
A dining area with a table set for four, large windows offering a cityscape view at dusk.

20. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
The Loop, 2.9 km from South Loop
9.4 out of 10, Exceptional, (3,668 reviews)
"Location of hotel and room view of river was outstanding!"
United States
Scott
The price is ฿4,518
฿6,451 total
includes taxes & fees
23 Nov - 24 Nov
The Royal Sonesta Chicago Downtown
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

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Everything was perfect!!!"
Jimmie 2-night trip
Posted 1 hour ago
The Chicago Hotel Collection - Magnificent Mile

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