South Loop Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to SAR 390 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in South Loop

Find the best South Loop areas and neighborhoods for the activities you enjoy most. Learn more about South Loop
Downtown Chicago showing a city

Downtown Chicago

5 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Find hotels in Downtown Chicago

South Loop Hotel Deals

Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is SAR 520 per night from Jan 16 to Jan 17
SAR 520
SAR 720 total
16 Jan - 17 Jan
includes taxes & fees
8.4/10 Very Good! (2,510 reviews)
Staff members were friendly and helpful. Great location walking distance and transportation options.

Reviewed on 9 January 2026

Hilton Chicago
Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop

3 out of 5
59 E. 11th Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is SAR 304 per night from Jan 20 to Jan 21
SAR 304
SAR 357 total
20 Jan - 21 Jan
includes taxes & fees
8.6/10 Excellent! (2,183 reviews)
Only recommendation , better breakfast

Reviewed on 8 January 2026

Homewood Suites by Hilton Chicago Downtown South Loop
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
8/10 Very Good! (9,744 reviews)
Very pleased with the staff. There was am issue that was resolved the next day.

Reviewed on 7 January 2026

Get rates
Congress Plaza Hotel
See all 4,759 properties in South Loop
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.

Discover the most popular places to visit in South Loop

McCormick Place showing a high rise building and a city

McCormick Place

During your trip, find out what's happening at McCormick Place, a top convention center in Chicago. Discover the acclaimed theater scene and notable monuments in this vibrant area.

McCormick Place
Soldier Field featuring a skyscraper, modern architecture and a city

Soldier Field

Catch an event at Soldier Field during your trip to Chicago. Stroll along the lakeside or visit the notable monuments in this vibrant area.

Soldier Field
Field Museum of Natural History showing a city

Field Museum of Natural History

You can spend time studying the exhibits at Field Museum of Natural History during your trip to Chicago. Discover the acclaimed theater scene and notable monuments in this vibrant area.

Field Museum of Natural History