Northwest Side

Travel Guide

Photo by throwingsofas
Photo by Khryz Garcia
Photo by Roxanne Del Rosario

Where to stay in Northwest Side

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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 Montrose Station (Blue Line) to get around the city.

Irving Park
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Portage Park

If you're spending some time in Portage Park, Milwaukee Avenue and Six Corners are top sights worth seeing.

Portage Park
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Belmont Cragin

Belmont Cragin is well liked for its restaurants and live music. If you're hoping to see more of the larger area, Walt Disney House and Frank Lloyd Wright Historic District are some interesting sights nearby to check out.

Belmont Cragin
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Dunning

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

Dunning
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Hermosa

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

Hermosa
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Old Irving Park

If you're spending time in Old Irving Park, check out sights like Milwaukee Avenue or Six Corners and hop on the metro to see more of 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
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (9,385 reviews)
"This is a beautiful historic Chicago downtown hotel across the street from Grant Park. However, some of the rooms and hallways are in need of updating."

Reviewed on 1 Oct, 2025

Congress Plaza Hotel
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
The price is S$185 per night from 27 Oct to 28 Oct
S$185
27 Oct - 28 Oct
includes taxes & fees
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. ...
7.8/10 Good! (2,425 reviews)
"Excellent location, clean and good room partners"

Reviewed on 6 Oct, 2025

Freehand Chicago
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
The price is S$256 per night from 5 Nov to 6 Nov
S$256
5 Nov - 6 Nov
includes taxes & fees
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
8.4/10 Very Good! (5,020 reviews)
"Hotel is great and they were very attentive to anything that was needed. I cant say enough about the staff. Chicago is one of this country's great walkable cities so the location provided great opportunity to easier get where you want to go."

Reviewed on 1 Oct, 2025

Embassy Suites by Hilton Chicago Downtown River North
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
Stay at this 4-star business-friendly aparthotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the ...
9/10 Wonderful! (948 reviews)
"Great location and cleanliness of rooms. Staff was extremely helpful"

Reviewed on 4 Oct, 2025

Sentral Michigan Avenue
Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

4 out of 5
One Superior Place, Chicago, IL
Stay at this 4-star aparthotel in Chicago. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (552 reviews)
"Larger bed would be nice, but everything else was great. Thank you!"

Reviewed on 6 Oct, 2025

Kasa Magnificent Mile Chicago
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
1140 North Wells Street, Chicago, IL
Stay at this 4-star family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our ...
8.8/10 Excellent! (361 reviews)
"Everything was wonder beside my shower head it was leaking bad"

Reviewed on 30 Sept, 2025

Level Chicago – Old Town
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.

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