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
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
Fully refundableReserve now, pay when you stay
The price is £156 per night from 3 Jun to 4 Jun
£156
3 Jun - 4 Jun
includes taxes & fees
Stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club and valet parking (surcharge). Our guests praise the helpful staff ...
8.2/10 Very Good! (2,697 reviews)
great location

Reviewed on 9 May 2026

Hotel Felix River North/Magnificent Mile
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is £117 per night from 11 May to 12 May
£117
11 May - 12 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! (10,193 reviews)
Clean and very old

Reviewed on 9 May 2026

Congress Plaza Hotel
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
The price is £133 per night from 26 May to 27 May
£133
26 May - 27 May
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy free Wi-Fi, room service and a fitness centre. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (5,191 reviews)
I can only review the staff at The River Hotel is AMAZING to say the least. From the moment I walked through the door I felt at home. I received a warm welcome and a fabulous room with all of the amenities. My room (suite) was spacious, clean and so comfortable. The hotel is centrally located so ...

Reviewed on 9 May 2026

River Hotel
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.
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

Cities near Northwest Side

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