Chicago Holidays

Things to do in Chicago

Chicago is an excellent destination for family getaways, outdoor adventures, and city-themed holidays. Visitors can enjoy a variety of activities, including vibrant shopping areas, thrilling arena entertainment, and captivating theatre performances. Key highlights include engaging city tours, attending a Cubs game, indulging in outdoor fun, and experiencing live music that showcases the city's rich culture and entertainment options.

Shopping

Woodfield Mall offers a vibrant shopping experience with a mix of business and family entertainment. For a fun twist, visit LEGOLAND® Discovery Center, perfect for children. Additionally, Chicago Place Mall provides a delightful city atmosphere, ideal for family outings and shopping for unique gifts.

Recreation

At Wrigley Field, immerse yourself in the exhilarating atmosphere of live sports, perfect for energising your spirit. The Aragon Ballroom offers vibrant musical performances, creating a lively and entertaining experience, while the Riviera Theatre enchants with its romantic and cultural vibes, ideal for a memorable evening out.

Adventure

Experience the excitement at Kiddie Kingdom, an arcadeAdventureZone filled with fun for the whole family. Dive into the thrilling attractions at Great Wolf Lodge Water Park, where adventure and entertainment await. For a serene escape, explore Salt Creek Trail, a picturesque hikingTrail surrounded by nature's beauty.

Nightlife

In Chicago, experience vibrant nightlife at venues like Dave & Buster's, where you can enjoy drinks and entertainment. Kingston Mines and Blues on Halstead offer lively atmospheres with romance and city vibes, perfect for dancing and live music in a dynamic urban setting.

Find the best attractions in Chicago

Chicago offers a delightful experience for families and outdoor enthusiasts, featuring urban parks, modern colleges, and event venues. This vibrant city caters to those seeking cultural immersion and family-friendly activities. Be sure to explore downtown Chicago, where you can discover a myriad of attractions and events that capture the essence of city life. Enjoy your visit to this dynamic metropolis.

• Michigan Avenue: Experience the vibrant heart of Chicago along Michigan Avenue, known for its stunning architecture, luxury shopping, and bustling atmosphere. This iconic street is the perfect place to immerse yourself in the city's energy and artistry.
• Navy Pier: Enjoy the scenic beauty and urban charm of Navy Pier, where you can stroll along the waterfront, indulge in local cuisine, and participate in various entertainment options. With its friendly vibe, it's an ideal spot for families and friends alike.
• Millennium Park: Discover the lush greenery and artistic installations of Millennium Park, a family-friendly urban oasis. Relax outdoors amidst the stunning city skyline while enjoying various cultural events and public art displays.

Best time to go to Chicago

The best time to visit Chicago can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Chicago falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Chicago falls in January, 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.