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.
Northwest Side
Northwest Side

Where to stay in Northwest Side

EyeEm Custom Shoots Q4 2018

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
Default Image

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
Default Image

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
Default Image

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
Fully refundable
The price is HK$1,046 per night from 26 May to 27 May
HK$1,046
HK$1,243 total
26 May - 27 May
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! (10,222 reviews)
I didn't drive. Was close to public transit. Had construction going on in front of hotel, but wasn't given prior warning. Made getting in & out difficult. Came to check in & system was down, leading to a delay in getting our rooms.

Reviewed on 13 May 2026

Congress Plaza Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
The price is HK$1,170 per night from 25 May to 26 May
HK$1,170
HK$1,391 total
25 May - 26 May
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! (4,285 reviews)
Valet and bellmen were great as always. Polite and helpful. The staff brought up an extra valet for my kids on the pullout couch. Great setup for family with kids! And the restaurant on the corner has the best coffee. We stay here every time we visit, can’t beat location, price and separate space ...

Reviewed on 13 May 2026

Hilton Chicago/Magnificent Mile Suites
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
The price is HK$1,166 per night from 25 May to 26 May
HK$1,166
HK$1,610 total
25 May - 26 May
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 ...
9.4/10 Exceptional! (4,132 reviews)
Wonderful experience, beautiful place. Breakfast on site was a huge plus!

Reviewed on 13 May 2026

Hotel Riu Plaza Chicago
See all 5,072 properties in Northwest Side
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.
Chic, Cozy home, by Blue Line Train Stop + Free parking

Chic, Cozy home, by Blue Line Train Stop + Free parking

Chicago IL
Stay at this apartment in Chicago. Enjoy free Wi-Fi, breakfast (surcharge) and a garden. Popular attractions Wrigley Field and United Center are located ...
9.2/10 Wonderful! (71 reviews)
Great place, will definitely book again.

Reviewed on 20 Apr 2026

Chic, Cozy home, by Blue Line Train Stop + Free parking
Stylish Chicago 1.5BR, 1 Bath + Sleeper Sofa Condo

Stylish Chicago 1.5BR, 1 Bath + Sleeper Sofa Condo

Chicago IL
Stay at this apartment in Chicago. Enjoy in-room jetted baths and air conditioning. Popular attractions Wrigley Field and United Center are located nearby.
9.6/10 Exceptional! (7 reviews)
good clean rooms. parking was good.

Reviewed on 5 May 2026

Stylish Chicago 1.5BR, 1 Bath + Sleeper Sofa Condo
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 ...
7.2/10 Good! (5 reviews)
The property had an unpleasant odor and was a basement unit with residents on the ground floor. Each night there was loud stomping on the wood floors above by the residents. Sent an email to the owner for the combination to get into the unit with NO response. Had to call the VRBO home base to get ...

Reviewed on 28 Apr 2026

3-bedroom apt .on North Side! Great location between downtown and the airport.
See all properties in Northwest Side
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.
Chicago

Chicago

Explore a world of travel with Expedia