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 Addison 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, Six Corners and Milwaukee Avenue 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 Six Corners 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 Six Corners or Milwaukee Avenue 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
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
The price is S$135 per night from 12 Jan to 13 Jan
S$135
12 Jan - 13 Jan
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy a fitness centre, valet parking (surcharge) and a 24-hour front desk. Our guests praise the helpful staff ...
8.8/10 Excellent! (3,658 reviews)
Everything was good

Reviewed on 3 Jan, 2026

Hilton Chicago/Magnificent Mile Suites
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
The price is S$246 per night from 13 Jan to 14 Jan
S$246
13 Jan - 14 Jan
includes taxes & fees
Stay at this 4-star 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! (2,448 reviews)
Yes it was a great stay

Reviewed on 1 Jan, 2026

Hilton Chicago
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
The price is S$247 per night from 12 Jan to 13 Jan
S$247
12 Jan - 13 Jan
includes taxes & fees
Stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge) and a 24-hour health club. Our guests praise the helpful staff and the ...
8.4/10 Very Good! (2,215 reviews)
Room was clean bathroom was dated. Also pubic hair from the last guest on the bathroom floor which was not great after the 1 hour check in process. Not to mention the additional charges added to my bill.

Reviewed on 4 Jan, 2026

Palmer House a Hilton Hotel
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 business-friendly aparthotel in Chicago. Enjoy a 24-hour fitness centre, valet parking (surcharge) and a 24-hour front desk. Our guests praise the ...
9.2/10 Wonderful! (1,030 reviews)
Place was very nice and clean. We enjoyed the stay there. Will book it again when we come back to Chicago visit again.

Reviewed on 2 Jan, 2026

Sentral Michigan Avenue
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
1140 North Wells Street Chicago IL
Stay at this family-friendly aparthotel in Chicago. Enjoy free Wi-Fi, an outdoor pool and a rooftop terrace. Our guests praise the helpful staff in their reviews. ...
9/10 Wonderful! (408 reviews)
My stay was great. The room was nice and the staff was very courteous throughout my stay. I will definitely stay again.

Reviewed on 30 Dec, 2025

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 Wi-Fi, a fitness centre and parking (surcharge). Our guests praise the helpful staff in their reviews. Popular ...
9.2/10 Wonderful! (664 reviews)
Clean Room

Reviewed on 1 Jan, 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.

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