
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
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.
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$251 per night from 11 May to 12 May
NZ$251
includes taxes & fees
11 May - 12 May
"Loved our stay! Cool historic hotel in an excellent location. Breakfast buffet was $29.95 and had wonderful variety of choices."
Reviewed on 28 Apr. 2025

Swissotel - Chicago
323 E Wacker Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NZ$364 per night from 11 May to 12 May
NZ$364
includes taxes & fees
11 May - 12 May
8.8/10 Excellent! (2,084 reviews)
"Great Customer Service! Great Stay! close to downtown Chicago !"
Reviewed on 27 Apr. 2025

River Hotel
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NZ$267 per night from 26 May to 27 May
NZ$267
includes taxes & fees
26 May - 27 May
8.6/10 Excellent! (4,103 reviews)
"Thus property was beautiful, very clean, friendly staff and there was free coffee. Amazing views made it even better. We walked across the street to the River Walk and down the block to a boat tour. We also walked to a bar and a restaurant downtown. If we go back to Chicago, we would definitely stay ..."
Reviewed on 27 Apr. 2025
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

Chicago: Willis Tower Skydeck and The Ledge Ticket
NZ$75
per adult
86% of travellers recommend

Chicago: Navy Pier Centennial Wheel Ticket
NZ$37
per adult
84% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.