Northwest Side Holidays

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Where to stay in Northwest Side

Find the best Northwest Side areas and neighborhoods for the activities you enjoy most. Learn more about Northwest Side
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Irving Park

3 out of top 10 points of interest in this area

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.

Find hotels in Irving Park

Top hotels in Northwest Side

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 4.218.081 ₫ per night from 21 Mar to 22 Mar
4.218.081 ₫
4.951.605 ₫ total
21 Mar - 22 Mar
includes taxes & fees
8/10 Very Good! (9,914 reviews)
Very pleased with our room; very clean, obviously "moderned" up a little for an old hotel. Main lobby beaytufu

Reviewed on 4 Mar 2026

Congress Plaza Hotel
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 3.206.211 ₫ per night from 15 Mar to 16 Mar
3.206.211 ₫
4.501.608 ₫ total
15 Mar - 16 Mar
includes taxes & fees
9.4/10 Exceptional! (3,455 reviews)
Overall the experience was amazing

Reviewed on 5 Mar 2026

Hotel Riu Plaza Chicago
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 3.276.017 ₫ per night from 8 Mar to 9 Mar
3.276.017 ₫
3.845.716 ₫ total
8 Mar - 9 Mar
includes taxes & fees
8.6/10 Excellent! (5,714 reviews)
The pool was down literally out of order our entire stay except for the check out dat abs check out is before 11am. We were super bummed and kids were disappointed. 😢

Reviewed on 4 Mar 2026

Embassy Suites by Hilton Chicago Downtown River North
See all 5,159 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 featuring a city, a sporting event and city views

Wrigley Field

4.5/5(40 reviews)

Catch an event at Wrigley Field during your trip to Chicago. Stroll along the lakeside or experience the acclaimed art galleries in this vibrant area.

Wrigley Field
McCormick Place showing a high rise building and a city

McCormick Place

4.5/5(36 reviews)

During your trip, find out what's happening in McCormick Place, a top convention centre in Chicago. Discover the acclaimed art galleries and notable monuments in this vibrant area.

McCormick Place
Millennium Park which includes autumn colours, modern architecture and street scenes

Millennium Park

4.5/5(147 reviews)

After visiting Millennium Park, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront or experience the fascinating museums in this vibrant area.

Millennium Park

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