
Near South Side Holidays
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Your Near South Side Holiday
Lock in a holiday package to Near South Side and immerse yourself in everything this lakeside neighbourhood has to offer. Noted for its history, walking and culture, your next exciting adventure can be found right here. Start your trip to Near South Side by checking out nearby attractions such as Millennium Park, Willis Tower and Art Institute of Chicago. Expedia can help turn your ideal Near South Side holiday into reality, no matter your travel plans or budget.
Our guide on where to stay in Near South Side
Find the best Near South Side areas and neighborhoods for the activities you enjoy most. Learn more about Near South Side

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 Near South Side Hotel Deals

Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$185 per night from 16 Apr to 17 Apr
AU$185
16 Apr - 17 Apr
includes taxes & fees
8/10 Very Good! (10,025 reviews)
Great location and historic building. Guest rooms bathrooms could do with updating. Guestrooms are great size and high ceilings.
Reviewed on 5 Apr 2026

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$233 per night from 12 Apr to 13 Apr
AU$233
12 Apr - 13 Apr
includes taxes & fees
9/10 Wonderful! (4,055 reviews)
Great hospitality
Reviewed on 5 Apr 2026

Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$258 per night from 12 Apr to 13 Apr
AU$258
12 Apr - 13 Apr
includes taxes & fees
8.6/10 Excellent! (5,819 reviews)
It was great. I just wish the food better.
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
Activities

Chicago: Navy Pier Centennial Wheel Ticket
AU$35
per adult
88% of travellers recommend

Wendella's 90-min Chicago River Architecture Tour
AU$58
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.















