Book 5 Star Hotels in South Loop

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Featured South Loop 5 Stars Hotels

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
0.93 mi from South Loop
$152 nightly
The price is $179 total per night
$179 total
Oct 26 - Oct 27
Total with taxes and fees
Guests of Congress Plaza Hotel enjoy a gym, free WiFi in public areas, and meeting rooms. Self parking is offered for USD 62.00 per night. Multilingual staff at the front desk are standing by 24/7 to help with concierge services, luggage storage, and dry cleaning/laundry. Additional amenities include conference space, a business center, and express check-out.
Free WiFi
Restaurant
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave, Chicago, IL
0.74 mi from South Loop
$209 nightly
The price is $245 total per night
$245 total
Oct 23 - Oct 24
Total with taxes and fees
Guests staying at Hilton Chicago enjoy an indoor pool, a gym, and a sauna. Valet parking is offered for USD 88.00 per day. The 24-hour front desk has multilingual staff ready to assist with securing valuables, luggage storage, and dry cleaning/laundry. Other amenities at this historic hotel include free WiFi in public areas, a hot tub, and a conference center.
Pool
Hot Tub
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
0.87 mi from South Loop
$127 nightly
The price is $149 total per night
$149 total
Oct 1 - Oct 2
Total with taxes and fees
At Travelodge by Wyndham Downtown Chicago, guests have access to free WiFi in public areas, microwave in a common area, and express check-out. Multilingual staff at the 24-hour front desk can assist with tours or tickets, luggage storage, and securing valuables. Additional amenities include free newspapers, a porter/bellhop, and a vending machine.
Free WiFi
Restaurant
Best Western Grant Park Hotel

Best Western Grant Park Hotel

2.5 out of 5
1100 S Michigan Ave, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
0.53 mi from South Loop
$149 nightly
The price is $175 total per night
$175 total
Oct 23 - Oct 24
Total with taxes and fees
Guests of Best Western Grant Park Hotel enjoy a 24-hour gym, free WiFi in public areas, and microwave in a common area. Valet parking is available for USD 58.00 per night. Multilingual staff at the front desk are standing by 24/7 to help with concierge services, luggage storage, and dry cleaning/laundry. Additional amenities include a computer station and a vending machine.
Free WiFi
Restaurant
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3 out of 5
55 E 11th Street, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
0.51 mi from South Loop
$193 nightly
The price is $227 total per night
$227 total
Oct 2 - Oct 3
Total with taxes and fees
Guests of Hilton Garden Inn Chicago Downtown South Loop enjoy a 24-hour gym, free WiFi in public areas, and conference space. Valet parking is offered for USD 70 per night. The 24-hour front desk has multilingual staff ready to assist with luggage storage, securing valuables, and dry cleaning/laundry. Additional amenities include a 24-hour business center, a computer station, and a free grocery shopping service.
Pool
Pet friendly
Sentral Michigan Avenue

Sentral Michigan Avenue

4 out of 5
808 SOUTH MICHIGAN AVENUE, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
0.68 mi from South Loop
$220 nightly
The price is $258 total per night
$258 total
Oct 5 - Oct 6
Total with taxes and fees
Guests staying at Sentral Michigan Avenue enjoy an indoor pool, a gym, and free WiFi in public areas. Valet parking is offered for USD 75 per night. The 24-hour front desk has staff standing by to help with dry cleaning/laundry and luggage storage. Additional amenities include a business center, an arcade/game room, and express check-in.
Pool
Kitchen
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
2.12 mi from South Loop
$139 nightly
The price is $163 total per night
$163 total
Oct 27 - Oct 28
Total with taxes and fees
Guests of Freehand Chicago enjoy features like a 24-hour gym, free WiFi in public areas, and express check-in. Self parking is offered for USD 49 per night. Multilingual staff at the 24-hour front desk can assist with luggage storage, tours or tickets, and dry cleaning/laundry. Additional amenities include express check-out, laundry facilities, and a water dispenser.
Pet friendly
Free WiFi
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
2.14 mi from South Loop
$201 nightly
The price is $236 total per night
$236 total
Oct 29 - Oct 30
Total with taxes and fees
Guests of Embassy Suites by Hilton Chicago Downtown River North have access to an indoor pool, a gym, and WiFi in public areas. Valet parking is available for USD 79.00 per night. Multilingual staff at the front desk are standing by 24/7 to help with securing valuables, dry cleaning/laundry, and concierge services. Additional amenities include meeting rooms, conference space, and a business center.
Pool
Breakfast included
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
2.63 mi from South Loop
$161 nightly
The price is $189 total per night
$189 total
Oct 20 - Oct 21
Total with taxes and fees
Guests of Hilton Chicago/Magnificent Mile Suites enjoy a gym, free WiFi in public areas, and conference space. Valet parking is available for USD 82 per night. The front desk has multilingual staff on hand 24/7 to help with securing valuables, concierge services, and dry cleaning/laundry. Additional amenities include a business center, express check-out, and a porter/bellhop.
Pet friendly
Free WiFi
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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.

Best 5 star hotels in South Loop

Guarantee yourself a relaxing time when you book the best of the best: 5 star hotels in South Loop. After all, treating yourself to the finer things is what vacations are about. 

What are the criteria for a 5 star hotel?
5 star hotel requirements include distinctive services and amenities that surpass all others. These South Loop hotels bring an incomparable degree of quality and attention to detail, with guest satisfaction being top priority. Your 5 star hotel should be dressed to impress, with design details like marble surfaces and hi-tech fixtures.

What amenities can I expect at a 5 star hotel?
South Loop 5 star hotels and resorts typically offer luxury amenities such as:

  • Gourmet restaurant
  • Full-service fitness center with pool
  • Luxury spa 
  • Welcome gifts upon arrival
  • Top-of-the-line beds and linens 
  • Designer personal care products
  • Premium cable, free Wi-Fi and device docking stations

How do I find an amazing 5 star hotel?
Finding 5 star hotel deals in South Loop with Orbitz is as easy as your stay will be. For the top-shelf vacation you deserve, we’ll help you choose the right hotel in the right place: 

  • Search hotels by price, ranging from $149 to $258
  • Find the best-loved hotels through word-of-mouth advice when you check out over reviews by Orbitz travelers
  • Choose from 4,531 5 star hotels in South Loop!

South Loop hotels essential information

Accommodation
4,531 hotels
Lowest Price
$149
Highest Price
$258
Popular hotels
Congress Plaza Hotel, Hilton Chicago, Travelodge by Wyndham Downtown Chicago, Best Western Grant Park Hotel, Hilton Garden Inn Chicago Downtown South Loop, Sentral Michigan Avenue, Freehand Chicago, Embassy Suites by Hilton Chicago Downtown River North, Hilton Chicago/Magnificent Mile Suites

Recent Reviews

Sentral Michigan Avenue

Sentral Michigan Avenue

5/5 Excellent
"I enjoyed everything very much. "
A verified traveler stayed at Sentral Michigan Avenue
Posted 2 days ago
Sentral Michigan Avenue

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