
South Loop Holidays
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Our guide on 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
5 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Our pick of the best South Loop Hotel Deals

Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$229 per night from 26 Apr to 27 Apr
NZ$229
26 Apr - 27 Apr
includes taxes & fees
8/10 Very Good! (10,148 reviews)
The whole hotel was very clean. Everyone was super helpful and nice. Parking was close and affordable.
Reviewed on 15 Apr 2026

Hilton Chicago
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$451 per night from 8 May to 9 May
NZ$451
8 May - 9 May
includes taxes & fees
8.6/10 Excellent! (2,729 reviews)
This was by far one of the worst hotel experiences of my life. The property condition is dated and not aligned with the photos. The towels had visible stains on them. The coffee maker has and old and used pod in it. The bathtub was clogged then my room wasn’t cleaned on a two night stay. I’d highly ...
Reviewed on 12 Apr 2026

Hilton Garden Inn Chicago Downtown South Loop
55 E 11th Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$254 per night from 26 Apr to 27 Apr
NZ$254
26 Apr - 27 Apr
includes taxes & fees
8.8/10 Excellent! (1,947 reviews)
Staff were helpful, room was spacious and had great views of the South loop, and location was excellent. Great food nearby. Would recommend to others
Reviewed on 15 Apr 2026
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.
Frequently asked questions
Discover the most popular places to visit in South Loop

McCormick Place
4.5/5(21 reviews)
Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

Field Museum of Natural History
4.5/5(9 reviews)
Explore hidden worlds, ancient secrets, and bizarre creatures – and a dinosaur terror named Sue.

Adler Planetarium and Astronomy Museum
4/5(1 review)
Opportunities for fun, learning and wonder abound at this historic and state-of-the-art museum on the pretty shore of Lake Michigan.
Activities

Skydeck - Willis Tower Admission
NZ$75
per adult
98% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.





