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! (9,338 reviews)
"This was our second stay at this hotel and we will probably stay here for all our future trips to Chicago. It's very conveniently located, making it very easy to get to and from Midway Airport and all the things we want to see and do in town. There are tons of great restaurants within walking distance ..."

Reviewed on 28 Sept 2025

Congress Plaza Hotel
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
The price is €112 per night from 4 Nov to 5 Nov
€112
4 Nov - 5 Nov
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! (2,417 reviews)
Good for 3 nights
"The price was right, the location excellent for shopping, riverwalk, other attractions within walking distance. The rooms are tiny, the bar and breakfast inconsistent. The mattress was terrible and needs to be replaced. The lobby area is beautifully refurbished and a place to spend time reading, ..."

Reviewed on 30 Sept 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 €174 per night from 4 Nov to 5 Nov
€174
4 Nov - 5 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.
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 ...
5.4/10 (3 reviews)
"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 ...
9.6/10 Exceptional! (5 reviews)
"This apartment was clean & comfortable. Workout equipment enabled our trainer to visit & work out with us in person rather than on FaceTime. The hosts checked in with us via email, & our questions were answered promptly. We did not reserve parking, but it wasn’t a problem. We never had to park more ..."

Reviewed on 25 Sept 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.

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