Hotels in Chester Highlands, Illinois

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Chester Highlands overview

Chester Highlands is a budget-friendly place distinct for its sports and known for its college atmosphere and shops. You're sure to enjoy all of the coffee and bar options. Take a campus tour or explore the surrounding area of University of Chicago and University of Illinois Chicago. Popular attractions like McCormick Place and Willis Tower are sure to leave an impression. A family- and business-friendly area, Chester Highlands also has something for everyone.

Where to stay in Chester Highlands

Whether traveling for business or pleasure, Chester Highlands can comfortably accommodate all visitors. There are 424 hotels in the Chester Highlands area and you can shop as many as 134 deals for rooms on, some with discounts of up to 65%.
  • • 89 2-star hotels with an average price of $48 per night
  • • 177 3-star hotels with an average price of $76 per night
  • • 120 4-star hotels with an average price of $104 per night
  • • 28 5-star hotels with an average price of $129 per night

How to get to Chester Highlands

Fly in to Chicago, IL (MDW-Midway Intl.), 5.6 mi (9 km) from downtown Chester Highlands. Chicago, IL (ORD-O'Hare Intl.) is the next closest major airport, 20.8 mi (33.4 km) away.

What to see around Chester Highlands

Fun activities include attractions such as:
  • • US Cellular Field
  • • Toyota Park
  • • Soldier Field
  • • UIC Pavilion
  • • United Center
Known for its family-friendly sights such as:
  • • Childrens Museum of Oak Lawn
  • • John G. Shedd Aquarium
  • • Adler Planetarium and Astronomy Museum
  • • Skydeck Ledge
  • • Harpo Studios
Below are some favorite shopping areas to find that perfect souvenir:
  • • Chicago Ridge Shopping Mall
  • • Maxwell Street Market
  • • Chicago Place Mall
  • • Water Tower Place
  • • 900 North Michigan Shops
Take in the collegiate vibe with a visit to:
  • • University of Chicago
  • • Illinois Institute of Technology
  • • Morton College
  • • Trinity Christian College
  • • University of Illinois Chicago
Some top places to visit in the area include:
  • • McCormick Place
  • • Willis Tower
  • • Art Institute of Chicago
  • • Millennium Park
  • • John Hancock Center

When to visit Chester Highlands

Wondering what time of year to travel, or what clothes to pack? Here are seasonal norms to help you with your planning:

Seasonal temperature averages
  • • January-March: 53°F day, 18°F night
  • • April-June: 84°F day, 36°F night
  • • July-September: 85°F day, 51°F night
  • • October-December: 69°F day, 19°F night
Seasonal rainfall averages
  • • January-March: 6.7 inches
  • • April-June: 11.8 inches
  • • July-September: 11.3 inches
  • • October-December: 9.2 inches