Northwest Side Holidays

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Where to stay in Northwest Side

Find the best Northwest Side areas and neighborhoods for the activities you enjoy most. Learn more about Northwest Side
Panorama of Chicago, Illinois.

Irving Park

4 out of top 10 points of interest in this area

Irving Park is well liked for its restaurants and live music. If you're hoping to get in some sightseeing, Milwaukee Avenue and COLOR CLUB are top spots, and you can jump on the metro at Irving Park Station (Blue Line) or Addison Station (Blue Line) to get around.

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Top hotels in Northwest Side

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is 3.577.102 ₫ per night from 29 Jun to 30 Jun
3.577.102 ₫
4.252.817 ₫ total
29 Jun - 30 Jun
includes taxes & fees
8/10 Very Good! (10,264 reviews)
"Great stay!"

Reviewed on 14 Jun 2026

Congress Plaza Hotel
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is 4.183.290 ₫ per night from 28 Jun to 29 Jun
4.183.290 ₫
4.768.114 ₫ total
28 Jun - 29 Jun
includes taxes & fees
8.8/10 Excellent! (2,666 reviews)
"Overall stay was great with my brother. I will come back agin. Staff were helpful especially with our shuttle ride to the airport."

Reviewed on 13 Jun 2026

Hyatt Regency O'Hare Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundable
The price is 3.797.954 ₫ per night from 30 Jun to 1 Jul
3.797.954 ₫
4.515.389 ₫ total
30 Jun - 1 Jul
includes taxes & fees
7.8/10 Good! (1,579 reviews)
"The hotel was a great location and very clean and and staff was nice and friendly!"

Reviewed on 14 Jun 2026

The Chicago Hotel Collection - Magnificent Mile
See all 4,988 properties in Northwest Side
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.

Stay near popular Northwest Side attractions

Portage Park

After visiting Portage Park, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside and enjoy its top-notch restaurants.
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