
Northwest Side Holidays
Book a Hotel + Flight or Car together to unlock savings
Where to stay in Northwest Side

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 Addison Station (Blue Line) to get around the city.
Top hotels in Northwest Side

Congress Plaza Hotel
Nice rooms. Everything is close by. Friendly and helpful staff
Reviewed on 12 Jan 2026

Hilton Chicago
THe staff was very efficient and professional and the breakfast was great.
Reviewed on 13 Jan 2026

Hilton Chicago/Magnificent Mile Suites
It was a minus 6 outside temperature did not really run the ac
Reviewed on 12 Jan 2026
Popular places to visit

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

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

Millennium Park
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.
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