Northwest Side Travel Guide

Tourist 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.
Northwest Side
Northwest Side

Where to stay in Northwest Side

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Irving Park

Irving Park is well liked for its restaurants and live music. If you're hoping to get in some sightseeing, Milwaukee Avenue and Irish American Heritage Center are top spots, and you can jump on the metro at Irving Park Station (Blue Line) or Addison Station (Blue Line) to get around.

Irving Park
Portage Park

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
Hermosa

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
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
The price is AU$203 per night from 26 Apr to 27 Apr
AU$203
26 Apr - 27 Apr
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 ...
9/10 Wonderful! (4,063 reviews)
Amazing hotel, felt like a star in my suite! Accessible location and wonderful welcoming staff made this some place I wish we had stayed more than one night.

Reviewed on 5 Apr 2026

Hilton Chicago/Magnificent Mile Suites
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is AU$185 per night from 16 Apr to 17 Apr
AU$185
16 Apr - 17 Apr
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8/10 Very Good! (10,037 reviews)
Property is always well maintained, very clean and tidy

Reviewed on 6 Apr 2026

Congress Plaza Hotel
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 AU$236 per night from 26 Apr to 27 Apr
AU$236
26 Apr - 27 Apr
includes taxes & fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service and a fitness centre. Our guests praise the breakfast and the pool in their reviews. Popular ...
8.6/10 Excellent! (5,823 reviews)
The room was very clean but the amenities are quite dirty. In general is a big hotel with a lot of movement, many families and a lot of people everywhere, so the breakfast (which is great by the way) is very busy.

Reviewed on 6 Apr 2026

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.
Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!

Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!

Chicago IL
Stay at this family-friendly apartment in Chicago. Enjoy free breakfast, free Wi-Fi and a garden. Popular attractions Portage Park and Copernicus Center are ...
10/10 Exceptional! (119 reviews)
We had a great stay! The location is very nice and quiet while being close to many restaurants. Would stay again.

Reviewed on 20 Mar 2026

Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!
 3-bedroom apt .on North Side! Great location between downtown and the airport.

3-bedroom apt .on North Side! Great location between downtown and the airport.

Chicago IL
Stay at this apartment in Chicago. Enjoy free Wi-Fi, laundry facilities and an in-room coffee maker. Popular attractions Wrigley Field and United Center are ...
8/10 Very Good! (4 reviews)
Our stay was wonderful. Everything was clean, and the host was friendly! We had a great time!

Reviewed on 8 Sept 2025

3-bedroom apt .on North Side! Great location between downtown and the airport.
Sleeps 18 • 8BR • Game Room • Gym • Theater

Sleeps 18 • 8BR • Game Room • Gym • Theater

Chicago IL
Stay at this holiday home in Chicago. Enjoy a pool table, an in-room coffee maker and air conditioning. Popular attractions Wrigley Field and Portage Park are ...
Sleeps 18 • 8BR • Game Room • Gym • Theater
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

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