Chicago Holidays

Things to do in Chicago

Shopping

In Chicago, visit Woodfield Mall for a vibrant shopping experience with a mix of entertainment and family-friendly options. Don't miss Cabela's for outdoor gear and Wolff's Flea Market for unique souvenirs and local goods, all reflecting the city's lively atmosphere.

Recreation

Experience the vibrant energy at Wrigley Field, where the thrill of sports ignites the atmosphere. Enjoy live music at House of Blues Chicago, a perfect spot for entertainment lovers. For a touch of romance and culture, Vic Theatre offers an enchanting theatre experience that’s ideal for families and friends alike.

Adventure

At Galloping Ghost, immerse yourself in a massive arcade with retro games, perfect for all ages. Orbit Skate Center invites you to glide on skates in a vibrant atmosphere, while Chasers Laser Tag offers thrilling battles in a dynamic arena. Each venue guarantees family-friendly fun in Chicago.

Nightlife

In Chicago, immerse yourself in vibrant nightlife at Dave & Buster's for a lively pub experience, or dance the night away at Blues on Halstead and Kingston Mines, both renowned nightclubs that offer a mix of romance and city vibes, perfect for an unforgettable evening out.

Find the best attractions in Chicago

Chicago offers a fantastic blend of family-friendly outdoor activities and urban experiences, making it ideal for a diverse vacation. Explore urban parks, modern universities, and event venues while immersing yourself in the city's rich culture. Be sure to check out attractions like the Chicago skyline, discover local gems, and consider the Chicago CityPASS for convenient access to top sites.

• McCormick Place: As one of the largest convention centres in the USA, McCormick Place offers a dynamic atmosphere for business events and expos. Experience the cutting-edge facilities and diverse events that attract visitors from around the globe, making it a hub of innovation and networking.
• Navy Pier: This iconic jetty features stunning views of Lake Michigan and the Chicago skyline. Enjoy a vibrant mix of attractions, including restaurants, shops, and the famous Ferris wheel. It's a perfect spot for relaxation and socialising with friendly locals.
• Millennium Park: A beautifully designed urban park, Millennium Park is ideal for families seeking outdoor fun. Home to the famous Cloud Gate sculpture and lush gardens, it’s a cultural hub where art and nature meet in the heart of the city.

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

• Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
• Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Chicago.
• 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.