Northwest Side

Travel Guide

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

Where to stay in Northwest Side

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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
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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
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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
Fully refundableReserve now, pay when you stay
The price is €189 per night from 14 Sept to 15 Sept
€189
14 Sept - 15 Sept
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 ...
7.8/10 Good! (8,938 reviews)
"Friendly staff, clean rooms, huge hotel. Good location"

Reviewed on 16 Aug 2025

Congress Plaza Hotel
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr, Chicago, IL
The price is €151 per night from 1 Sept to 2 Sept
€151
1 Sept - 2 Sept
includes taxes & fees
Stay at this 4.5-star luxury hotel in Chicago. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,189 reviews)
"Nice location near the pier"

Reviewed on 17 Aug 2025

The Wade
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
The price is €161 per night from 3 Sept to 4 Sept
€161
3 Sept - 4 Sept
includes taxes & fees
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
8.4/10 Very Good! (4,709 reviews)
"Nice property. It’s within walking distance to a lot of bars, restaurants and Bally’s casino. It’s right next door to a grocery store which was super convenient. There were a couple of women who worked at the front desk that were unpleasant, and they only have 1 washer/dryer on site, which is hard ..."

Reviewed on 16 Aug 2025

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.
Sleeps 18+, 8BR Kids Room, Game Room, Gym & Theater

Sleeps 18+, 8BR Kids Room, Game Room, Gym & Theater

Chicago
Book a stay at this family-friendly vacation home in Chicago. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions Wrigley Field and ...
"When I booked this property it was the intention to have a joyful time with my family for an extended family event. We were unable to access the property the day of causing me to spend an extra 600 for us to stay at another hotel after spending 2 hours on the phone with customer service. To top it ..."

Reviewed on 29 Jul 2025

Sleeps 18+, 8BR Kids Room, Game Room, Gym & Theater
Huge Projector and Designated Workspace - Near Wrigley!

Huge Projector and Designated Workspace - Near Wrigley!

Chicago
Stay at this condo in Chicago. Enjoy free WiFi, laundry facilities, and cable/satellite TV service. Popular attractions Wrigley Field and United Center are located ...
Huge Projector and Designated Workspace - Near Wrigley!
2BR w/ Workspace + Coffee Bar • Near Transit

2BR w/ Workspace + Coffee Bar • Near Transit

Chicago
Stay at this vacation home in Chicago. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions United Center and Wrigley Field are located ...
2BR w/ Workspace + Coffee Bar • Near Transit
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.

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