North Side Holidays
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Top Flight + Hotel Deals in North Side
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was €1,948, price is now €1,190 per person
€1,190
per person
2 Nov - 7 Nov
found 22 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,714 reviews)
You were being taken care of felt like home away from home good job to the staff at the Trump tower Chicago
Reviewed on 12 Sept 2025
Park Hyatt Chicago
Downtown Chicago
Price was €2,241, price is now €1,402 per person
€1,402
per person
2 Nov - 7 Nov
found 22 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.6/10 Exceptional! (1,001 reviews)
Got pick pocketed in the elevator. I really like this hotel. Plan to return.
Reviewed on 8 Sept 2025
The Emily Hotel
Downtown Chicago
Price was €1,412, price is now €894 per person
€894
per person
2 Nov - 7 Nov
found 4 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,195 reviews)
The rooms were not very well decorated. The furniture used in the room looks like furniture from a detention house. Not my favorite.
Reviewed on 8 Sept 2025
theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was €1,185, price is now €792 per person
€792
per person
2 Nov - 7 Nov
found 22 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (1,014 reviews)
First time but won’t be the last. Very nice place with lots to do right around there.
Reviewed on 9 Sept 2025
Where to stay in North Side
Find the best North Side areas and neighborhoods for the activities you enjoy most. Learn more about North Side
Lincoln Park
5 out of top 10 points of interest in this area
5/5(5 area reviews)
Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.
Top hotels in North Side
The Majestic Hotel
528 W Brompton Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €157 per night from 6 Oct to 7 Oct
€157
6 Oct - 7 Oct
includes taxes & fees
8.4/10 Very Good! (1,012 reviews)
A Good Basic Stay
"The Majestic Hotel was in a perfect location for us, close to our daughter’s home and the lake. We made a poor choice of a room. Our queen bed seemed small (we have a king) and the room was tiny. It was clean but the AC was incredibly loud when it came on (husband liked the “white noise”). The shower ..."
Reviewed on 10 Sep 2025
Hotel Lincoln
1816 N Clark Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €145 per night from 29 Sept to 30 Sept
€145
29 Sept - 30 Sept
includes taxes & fees
7.6/10 Good! (1,018 reviews)
"Beautiful room with a nice view. A few maintence items, i.ea shower door that would not stay closed and too few towels at check in were the only hiccups."
Reviewed on 8 Sep 2025
The Willows Hotel
555 W Surf St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €157 per night from 5 Oct to 6 Oct
€157
5 Oct - 6 Oct
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)
"It was clean and quiet."
Reviewed on 9 Sep 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.
Popular places to visit
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Lincoln Park Zoo
This small zoo in the center of Chicago is perfect for small children and parents looking for a quiet, leisurely stroll — and some impressive animals!
Lincoln Hall
You can get tickets for a performance at Lincoln Hall during your stay in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.
What to do in North Side
Wendella's 90-min Chicago River Architecture Tour
€35
per adult
94% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
€21
per adult
86% of travellers recommend
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