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
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is NZ$234 per night from 5 Apr to 6 Apr
NZ$234
5 Apr - 6 Apr
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! (10,007 reviews)
No hot water and while there was a note slid under my door at sometime, still that isn't a good reason to be glib about the fact that there was no hot water. I get that things happen, but it was disappointing.

Reviewed on 29 Mar 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 NZ$280 per night from 5 Apr to 6 Apr
NZ$280
5 Apr - 6 Apr
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! (4,010 reviews)
No air conditioning available until April. We went during spring break and it was warmer. The room was very hot and there was not a good way to cool it. The staff was not friendly.

Reviewed on 29 Mar 2026

Hilton Chicago/Magnificent Mile Suites
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 NZ$291 per night from 12 Apr to 13 Apr
NZ$291
12 Apr - 13 Apr
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! (5,793 reviews)
Great spot in the shopping district. Good breakfast and nice to have the snacks and drinks for the happy hour time.

Reviewed on 28 Mar 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.
Charming 3-bedroom house in amazing Chicago

Charming 3-bedroom house in amazing Chicago

Chicago IL
Stay at this holiday home in Chicago. Enjoy laundry facilities, an in-room coffee maker and air conditioning. Popular attractions Allstate Arena and Harlem Irving ...
Charming 3-bedroom house in amazing Chicago
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! (119 reviews)
We had a great stay! The location is very nice and quiet while being close to many restaurants. Would stay again.

Reviewed on 20 Mar 2026

Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!
 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 ...
8/10 Very Good! (4 reviews)
Our stay was wonderful. Everything was clean, and the host was friendly! We had a great time!

Reviewed on 8 Sept 2025

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

Activities

Cities near Northwest Side

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