Northwest Side

Travel Guide

Bloomingdale Trail, The 606, is an elevated pedestrian trail that travels through the Bucktown and Humboldt Park neighborhoods on Chicago's northwest side. Streets of Chicago.
Bloomingdale Trail, The 606, is an elevated pedestrian trail that travels through the Bucktown and Humboldt Park neighborhoods on Chicago's northwest side. Streets of Chicago.
Northwest Side
The view from the Holiday Inn-Chicago Mart Plaza Entrance.

Where to stay in Northwest Side

EyeEm Custom Shoots Q4 2018

Irving Park

Appreciated for its restaurants and live music, you might consider exploring Irving Park. Check out the variety of things to see and do like Milwaukee Avenue, and jump on the metro at Irving Park Station (Blue Line) or Addison Station (Blue Line) to get around the city.

Irving Park
The view from the Holiday Inn-Chicago Mart Plaza Entrance.

Portage Park

While visiting Portage Park, you might make a stop by sights like Six Corners and Milwaukee Avenue.

Portage Park
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Belmont Cragin

The restaurants and live music are a few reasons travelers visit Belmont Cragin. Want to see more of the surrounding area? Walt Disney House and Six Corners are a few top sights nearby.

Belmont Cragin
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Dunning

Restaurants and parks are just a few things travelers like about Dunning. A stop by Schiller Woods is also recommended if you've got time to explore the area.

Dunning
Hermosa

Hermosa

Travelers like the historic sites in Hermosa, and Walt Disney House is a top attraction you might want to visit.

Hermosa
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Old Irving Park

While you're in Old Irving Park, take in top sights like Six Corners or Milwaukee Avenue, and hop on the metro to see more the city at Irving Park Station (Blue Line) or Montrose Station (Blue Line).

Old Irving Park
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is P7,820 per night from Feb 13 to Feb 14
P7,820
P9,180 total
Feb 13 - Feb 14
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (9,836 reviews)
Great a+++

Reviewed on Feb 1, 2026

Congress Plaza Hotel
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4 out of 5
300 E Ohio St Chicago IL
The price is P5,392 per night from Feb 12 to Feb 13
P5,392
P6,330 total
Feb 12 - Feb 13
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy an outdoor pool, a rooftop terrace, and breakfast (surcharge). Our guests praise the pool and the ...
8.6/10 Excellent! (2,280 reviews)
Close to everything!! The staff were super friendly. I would book again when in Chicago.

Reviewed on Feb 2, 2026

DoubleTree by Hilton Chicago - Magnificent Mile
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
The price is P8,136 per night from Feb 21 to Feb 22
P8,136
P11,274 total
Feb 21 - Feb 22
includes taxes & fees
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (2,604 reviews)
Great location and great hotel!

Reviewed on Feb 3, 2026

Hilton Chicago
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.
Sentral Michigan Avenue

Sentral Michigan Avenue

4 out of 5
808 SOUTH MICHIGAN AVENUE Chicago IL
Book a stay at this business-friendly aparthotel in Chicago. Enjoy a 24-hour fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests ...
9.2/10 Wonderful! (1,066 reviews)
Amazing easy access to room, very clean, amazing Customer service. And the view was amazing.

Reviewed on Jan 26, 2026

Sentral Michigan Avenue
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
1140 North Wells Street Chicago IL
Book a stay at this family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our ...
9/10 Wonderful! (417 reviews)
Property was clean, welcoming, pet friendly

Reviewed on Jan 18, 2026

Level Chicago – Old Town
Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

4 out of 5
One Superior Place Chicago IL
Stay at this aparthotel in Chicago. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...
9.2/10 Wonderful! (681 reviews)
Everything was very simple. Parking structure connected to building. Building was very good service wise. Safe, quiet, clean. Will be returning

Reviewed on Jan 26, 2026

Kasa Magnificent Mile Chicago
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

Things to do