Parkside Holidays from €365
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Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was €580, price is now €405 per person
€405
per person
24 Apr - 26 Apr
found 18 hours ago
Return flight included
Miami (MIA) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Beautiful room, great location. Will definitely stay there again.
Reviewed on 28 Jan 2026
Fairmont Chicago at Millennium Park
Downtown Chicago
Price was €469, price is now €382 per person
€382
per person
24 Apr - 26 Apr
found 18 hours ago
Return flight included
Miami (MIA) to Chicago (ORD)
8.6/10 Excellent! (2,008 reviews)
The room was clean. The staff was very nice. They even held on to our stuff on our last day after check out so we could explore the town luggage free!
Reviewed on 23 Jan 2026
The Emily Hotel
Downtown Chicago
Price was €554, price is now €456 per person
€456
per person
24 Apr - 26 Apr
found 18 hours ago
Return flight included
Miami (MIA) to Chicago (ORD)
9.2/10 Wonderful! (1,264 reviews)
Hotel was very stylish…hotel bar and food was great too. Staff was courteous and rooms were clean, we will stay here again.
Reviewed on 25 Jan 2026
Where to stay in Parkside
Find the best Parkside areas and neighborhoods for the activities you enjoy most. Learn more about Parkside
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.
Top hotels in Parkside
The Champagne Lodge & Luxury Suites
16 W 621 S. Frontage Rd Willowbrook IL
The price is €100 per night from 3 Feb to 4 Feb
€100
3 Feb - 4 Feb
includes taxes & fees
8.4/10 Very Good! (1,387 reviews)
Very nice place
Reviewed on 23 Jan 2026
Chicago Club Inn & Suites
630 Pasquinelli Dr Westmont IL
Fully refundableReserve now, pay when you stay
The price is €67 per night from 5 Feb to 6 Feb
€67
5 Feb - 6 Feb
includes taxes & fees
7/10 Good! (1,416 reviews)
First time in Chicago
Reviewed on 28 Jan 2026
Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway Willowbrook IL
Fully refundableReserve now, pay when you stay
The price is €49 per night from 4 Feb to 5 Feb
€49
4 Feb - 5 Feb
includes taxes & fees
6.4/10 (1,027 reviews)
It was excellent just need a little more updating and freshness to the rooms and out side interior
Reviewed on 18 Jan 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.