Chicago Holidays

Things to do in Chicago

Shopping

Discover Woodfield Mall, a vibrant shopping centre with a mix of entertainment and family-friendly vibes. Visit LEGOLAND® Discovery Center for unique gifts and souvenirs, and explore the French Market for a delightful range of local products amidst a lively city atmosphere.

Recreation

At Soldier Field, immerse yourself in the vibrant sports atmosphere while enjoying a range of fitness events. Northbrook Sports Complex offers a serene environment perfect for relaxation and wellness activities. Camp Pine Woods invites you to unwind amidst nature, providing an idyllic setting for rejuvenation and mindfulness.

Adventure

Experience the thrill at Orbit Skate Center, where you can skate and enjoy arcade games in a vibrant atmosphere. Sky High Sports Niles offers exhilarating trampolining and adventure zones for all ages. Brunswick Zone invites you to enjoy bowling and more family-friendly arcade fun, ensuring an action-packed day.

Nightlife

In Chicago, immerse yourself in vibrant nightlife at Dave & Buster's for a lively drinking experience. For a more intimate vibe, Kingston Mines and Blues on Halstead offer fantastic live music and a romantic atmosphere, perfect for enjoying the city's energetic spirit.

Find the best attractions in Chicago

Chicago is an ideal destination for family, outdoor, and city-themed holidays, offering a rich blend of cultural experiences. Visitors can explore urban parks, modern universities, and event venues that cater to diverse interests. Highlights include the vibrant downtown area, perfect for those seeking a family-friendly atmosphere while enjoying the city's unique urban charm and cultural offerings.

• Grant Park: Often referred to as Chicago's front yard, Grant Park is a vibrant urban park that offers a delightful escape with its lush gardens, walking paths, and cultural events. Enjoy family-friendly activities and stunning views of the city skyline while relaxing in this green oasis.
• Six Flags Great America: Experience thrill-seeking adventures at Six Flags Great America, an exhilarating theme park filled with roller coasters and entertaining shows. Perfect for families, it promises a day full of excitement and unforgettable memories amidst a lively atmosphere.
• Willis Tower: Ascend to the iconic Willis Tower, one of the tallest skyscrapers in the United States. The Skydeck offers breathtaking panoramic views of Chicago, allowing you to appreciate the city's architectural beauty from a remarkable height.

Best time to go to Chicago

The best time to visit Chicago is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	25.7°F (-3.5°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low
February	27.0°F (-2.8°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low
March	37.0°F (2.8°C)	Light Rain	Mostly Cloudy	Average	Average
April	46.0°F (7.8°C)	Light Rain	Mostly Sunny	Slightly Low	Average
May	57.0°F (13.9°C)	Light Rain	Mostly Sunny	Average	Average
June	67.3°F (19.6°C)	Light Rain	Mostly Sunny	Average	Slightly High
July	73.4°F (23.0°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	73.0°F (22.8°C)	Light Rain	Mostly Sunny	Slightly High	Average
September	67.1°F (19.5°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
October	54.9°F (12.7°C)	Light Rain	Mostly Sunny	Average	Slightly High
November	42.3°F (5.7°C)	Light Rain	Mostly Sunny	Average	Average
December	33.1°F (0.6°C)	Light Rain	Mostly Cloudy	Average	Slightly Low

Tips to save on your trip to Chicago

• Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Chicago.
• Consider traveling to Chicago during the low season (December to February) for more affordable options.
• Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
• Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.