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.

The Annual Holiday Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.

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
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
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
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is S$183 per night from 4 Mar to 5 Mar
S$183
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 ...
9.4/10 Exceptional! (3,379 reviews)
I had a really great stay at Hotel Riu Plaza Chicago overall. The location was honestly one of the best parts, it’s perfectly situated and close to so many attractions, restaurants, and things to do. Everything I planned during my trip was within easy reach, which made getting around super convenient ...

Reviewed on 20 Feb, 2026

Hotel Riu Plaza Chicago
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
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! (9,918 reviews)
When you check in they still have plexiglass between you and the front desk clerk - not very welcoming. The hallways and rooms are very dated. But, most important the room was clean and the bed/pillows were comfortable. Probably wouldn't stay here again.

Reviewed on 20 Feb, 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
Fully refundableReserve now, pay when you stay
The price is S$147 per night from 4 Mar to 5 Mar
S$147
4 Mar - 5 Mar
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! (5,679 reviews)
clean room, great location, good breakfast, friendly staff. The only thing I didn't like too much was there is no self parking and valet parking overnight was expensive.

Reviewed on 20 Feb, 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.
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! (1,087 reviews)
It was my son's birthday and the staff was extra kind. We loved the room with the view. The only bummer was that the hot tub wasn't working in February 2026 and the pool was cold. We did like playing in the game room and the proximity to the art museums.

Reviewed on 18 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! (430 reviews)
First off I want to give a special shout out to Eric! He assisted us so well in every way possible. I also didn’t expect it to be such a nice condo complex but I was so impressed by the rooms, amenities and the workers. Will definitely be coming back very soon!

Reviewed on 19 Feb, 2026

Level Chicago – Old Town
Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

4 out of 5
One Superior Place Chicago IL
Stay at this aparthotel in Chicago. Enjoy free Wi-Fi, a fitness centre and parking (surcharge). Our guests praise the helpful staff in their reviews. Popular ...
9.4/10 Exceptional! (694 reviews)
clean room, awesome view

Reviewed on 10 Feb, 2026

Kasa Magnificent Mile 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.

Popular places to visit

Things to do

Explore a world of travel with Expedia