Northwest Side Travel Guide

Tourist 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! (9,307 reviews)
"Parking situation is ridicules, hallways carpet very filthy. I understand it’s an older hotel but needs to be kept up. Bathroom door didn’t even close."

Reviewed on 25 Sept 2025

Congress Plaza Hotel
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
The price is NZ$249 per night from 20 Oct to 21 Oct
NZ$249
20 Oct - 21 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! (2,388 reviews)
"It felt cozy and comfortable. The room was a little bit dusty and the night light was not working."

Reviewed on 24 Sept 2025

Freehand Chicago
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl, Chicago, IL
The price is NZ$327 per night from 20 Oct to 21 Oct
NZ$327
20 Oct - 21 Oct
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
8.8/10 Excellent! (2,962 reviews)
"Hotel was very nice but the parking was ridiculous, $80 for valet parking per day. Luckily a staff member directed us to a parking garage right across the street for $45. There is a lot to see within walking distance. Some of the staff weren't very friendly."

Reviewed on 25 Sept 2025

Hilton Chicago/Magnificent Mile Suites
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.
Sleeps 18+, 8BR Kids Room, Game Room, Gym & Theater

Sleeps 18+, 8BR Kids Room, Game Room, Gym & Theater

Chicago
Book a stay at this family-friendly vacation home in Chicago. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions Wrigley Field and ...
"Great space for large groups. Park across the street is a great "feature"."

Reviewed on 4 Aug 2025

Sleeps 18+, 8BR Kids Room, Game Room, Gym & Theater
Fitness Pad: Stylish 2BR with Gym in Chicago

Fitness Pad: Stylish 2BR with Gym in Chicago

Chicago
Stay at this condo in Chicago. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions Wrigley Field and United Center are located ...
9/10 Wonderful! (2 reviews)
"It was a last minute book and only for 1 night, but it was a nice book. Host was very respondent and the place is nice and clean. My son enjoyed all the gym equipments that were available. I would highly recommend to rent that parking space, as street parking fills up quick, especially at night. ..."

Reviewed on 24 Aug 2025

Fitness Pad: Stylish 2BR with Gym in Chicago
2BR Traveler's Favorite, Modern and Clean

2BR Traveler's Favorite, Modern and Clean

Chicago
Stay at this vacation home in Chicago. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions United Center and Wrigley Field are located ...
10/10 Exceptional! (1 review)
"Clean, comfortable, and secure"

Reviewed on 11 Sept 2025

2BR Traveler's Favorite, Modern and Clean
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

Activities

Cities near Northwest Side