
The Loop Holidays
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Our guide on where to stay in The Loop
Find the best The Loop areas and neighborhoods for the activities you enjoy most. Learn more about The 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 The Loop Hotel Deals

Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$237 per night from 26 Apr to 27 Apr
NZ$237
26 Apr - 27 Apr
includes taxes & fees
8/10 Very Good! (10,060 reviews)
Great location but very old and run down..needs updates
Reviewed on 7 Apr 2026

Hyatt Regency Chicago
151 East Wacker Dr Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$586 per night from 9 Apr to 10 Apr
NZ$586
9 Apr - 10 Apr
includes taxes & fees
9.4/10 Exceptional! (3,484 reviews)
Although location, lobby and stuff was good the newly updated rooms at the West tower were dirty and poorly taken care of. I found condiment packages behind the sink, mold in the sink, crumbs, and chocolate on the carpet floor and the blood on the bathroom wall, not to mention a very foul odor in ...
Reviewed on 7 Apr 2026

Swissotel - Chicago
323 E Wacker Dr Chicago IL
The price is NZ$541 per night from 15 Apr to 16 Apr
NZ$541
15 Apr - 16 Apr
includes taxes & fees
9/10 Wonderful! (3,244 reviews)
Bar menu was not great and overpriced.
Reviewed on 5 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 The Loop

Millennium Park
4.5/5(73 reviews)
See mind-bending sculptures, a musically-inspired lawn and giant water fountains that double-up as video screens.

Art Institute of Chicago
4.5/5(32 reviews)
The Art Institute Of Chicago's far-ranging and brilliant collections make it one of the world’s finest art museums.

Willis Tower
4.5/5(39 reviews)
The Willis Tower is at its best when you're dangled over one of its glass-bottomed balconies 396 metres above Chicago.
Activities

Wendella's Lake and River Architecture Tour
NZ$75
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.





