Northwest Side

Travel Guide

Photo by throwingsofas
Photo by throwingsofas
Photo by Khryz Garcia
Photo by Khryz Garcia
Photo by Roxanne Del Rosario
Photo by Roxanne Del Rosario

Where to stay in Northwest Side

Default Image

Irving Park

Appreciated for its restaurants and live music, you might consider exploring Irving Park. Check out the variety of things to see and do like Milwaukee Avenue, and jump on the metro at Irving Park Station (Blue Line) or Montrose Station (Blue Line) to get around the city.

Irving Park
Default Image

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
Default Image

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
The price is HK$1,937 per night from 18 Oct to 19 Oct
HK$1,937
HK$2,273 total
18 Oct - 19 Oct
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (9,398 reviews)
"Was conveniently located"

Reviewed on 13 Oct 2025

Congress Plaza Hotel
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
The price is HK$523 per night from 10 Nov to 11 Nov
HK$523
HK$751 total
10 Nov - 11 Nov
includes taxes & fees
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. ...
7.8/10 Good! (2,461 reviews)
"Wonderful hotel. First time staying at a place like this. Ended up having the quad room to myself for both nights I was there. Will definitely try to book there again if traveling solo."

Reviewed on 13 Oct 2025

Freehand Chicago
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$869 per night from 16 Nov to 17 Nov
HK$869
HK$1,021 total
16 Nov - 17 Nov
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
8.8/10 Excellent! (3,088 reviews)
"Clean rooms, great service."

Reviewed on 13 Oct 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,922 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.
Central Haven Escape: Stylish 3BR With Free Parking

Central Haven Escape: Stylish 3BR With Free Parking

Chicago
Stay at this apartment in Chicago. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Wrigley Field and United Center are located ...
6.6/10 (6 reviews)
Such Fun!
"Property was large and comfortable with typical Chicago apartment layout. Neighborhood was EXCELLENT!!! Walkable to bars restaurants, coffee, library, cute neighborhoods. Convenient drive to everywhere. We Really Really enjoyed our stay."

Reviewed on 9 Aug 2025

Central Haven Escape: Stylish 3BR With Free Parking
Prime City Stay in a 1BR Apt

Prime City Stay in a 1BR Apt

Chicago
Stay at this apartment in Chicago. Enjoy laundry facilities, an in-room coffeemaker, and air conditioning. Popular attractions Wrigley Field and United Center ...
9.2/10 Wonderful! (9 reviews)
"Host was very attentive and answered all of our questions. It was very cozy and exactly as pictured."

Reviewed on 27 Sept 2025

Prime City Stay in a 1BR Apt
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
Book a stay at this family-friendly apartment in Chicago. Enjoy free breakfast, free WiFi, and a garden. Popular attractions Portage Park and Copernicus Center ...
10/10 Exceptional! (107 reviews)
"Clean, Comfy, and convenient!!! Located in a family friendly, and safe neighborhood!!!Host knows what shes doing!!!10 stars!!!!"

Reviewed on 9 Oct 2025

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

Popular places to visit

Wrigley Field showing a city, central business district and a sporting event

Wrigley Field

4.5/5(40 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Magnificent Mile - River North featuring night scenes, a city and signage

Michigan Avenue

4.5/5(14 reviews)

You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Navy Pier

Navy Pier

4/5(125 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier
McCormick Place

McCormick Place

4.5/5(36 reviews)

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Millennium Park showing a city, autumn colours and modern architecture

Millennium Park

4.5/5(147 reviews)

A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.

Millennium Park
Soldier Field featuring modern architecture, a city and a high-rise building

Soldier Field

4/5(44 reviews)

Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.

Soldier Field

Things to do

River tour boat in Chicago

Architecture River Tour

HK$379
per adult
96% of travellers recommend
Architecture River Tour
Skydeck Chicago Admission Ticket

Skydeck - Willis Tower Admission

HK$342
per adult
100% of travellers recommend
Skydeck - Willis Tower Admission
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

HK$191
per adult
84% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

HK$350
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
Skyline Queen showcasing the Chicago Skyline!

Chicago Sightseeing River and Lake Cruise

HK$350
per adult
100% of travellers recommend
Chicago Sightseeing River and Lake Cruise
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

HK$350
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Northwest Side
Chicago featuring a skyscraper and a city as well as a family

Chicago