Northwest Side

Travel 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.
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
The view from the Holiday Inn-Chicago Mart Plaza Entrance.

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
The view from the Holiday Inn-Chicago Mart Plaza Entrance.

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
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is €188 per night from 13 Mar to 14 Mar
€188
13 Mar - 14 Mar
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! (9,906 reviews)
The room and hotel is a bit run down as most places over a century old

Reviewed on 18 Feb 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
The price is €122 per night from 4 Mar to 5 Mar
€122
4 Mar - 5 Mar
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free Wi-Fi and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk ...
9.2/10 Wonderful! (3,361 reviews)
Breakfast was nice

Reviewed on 17 Feb 2026

Hotel Riu Plaza Chicago
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is €162 per night from 27 Feb to 28 Feb
€162
27 Feb - 28 Feb
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! (2,617 reviews)
It was great

Reviewed on 12 Feb 2026

Hilton 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.
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! (116 reviews)
Jamie was extremely welcoming and accommodating. Super cozy place with fun special touches. Would love to come back!

Reviewed on 2 Feb 2026

Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!
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! (1,075 reviews)
This is a great affordable option in the city when you want extra space. Self-checkin is super easy and convenient. Room is spacious, modern and with two separate bedrooms and two full bathrooms.

Reviewed on 12 Feb 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! (427 reviews)
My girlfriend and I had an awesome time enjoying the space for a fun girls night out. Would recommend to anyone!

Reviewed on 2 Feb 2026

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.

Popular places to visit

Things to do

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