Chicago Holidays

Things to do in Chicago

Chicago is an excellent destination for families and outdoor enthusiasts, offering a vibrant city atmosphere. Visitors can explore downtown Chicago, enjoy the iconic Ferris wheel, and partake in ice skating. The city is also known for its shopping areas and theatre scene, providing ample entertainment options. For a well-rounded experience, consider a guided tour to maximise your day itinerary and discover all that this dynamic city has to offer.

Shopping

Discover Chicago’s vibrant shopping scene at LEGOLAND® Discovery Center, perfect for gifts and souvenirs. Woodfield Mall offers an extensive range of shops amidst a lively atmosphere, while Chicago Place Mall combines family-friendly vibes with urban flair, making it an excellent destination for all your shopping needs.

Recreation

The United Center offers an energising atmosphere where you can catch a thrilling sports event, perfect for those seeking excitement. For a more cultural experience, the Rosemont Theatre presents captivating performances that entertain the whole family, while Lincoln Hall provides an intimate setting for live music, enriching your stay in Chicago.

Adventure

At Galloping Ghost, immerse yourself in a nostalgic arcade adventure with countless classic games that the whole family will enjoy. Rainbow Falls Waterpark offers exhilarating water slides and wave pools, perfect for a thrilling day of splashes. Odyssey Fun World combines arcade fun with adrenaline-fuelled attractions for family-friendly excitement.

Nightlife

In Chicago, immerse yourself in vibrant nightlife at Dave & Buster's, where romance and entertainment flourish. Experience the lively atmosphere at Kingston Mines and Blues on Halstead, both nightclubs exuding city vibes and excitement. The city offers a diverse mix of venues for an unforgettable night out.

Find the best attractions in Chicago

Chicago offers a delightful blend of family-friendly activities, outdoor adventures, and urban exploration. Visitors can enjoy various attractions, including the renowned museums, the Skydeck Chicago, and scenic views along the Chicago River. This vibrant city is perfect for those seeking cultural experiences, with its modern universities and event venues amplifying its appeal. Whether you're travelling solo or with family, Chicago's diverse offerings promise an unforgettable holiday.

• Navy Pier: Experience the vibrant atmosphere of Navy Pier, a bustling hub filled with stunning views of Lake Michigan. Enjoy a leisurely stroll along the pier, indulge in various dining options, and discover lively entertainment, including rides and cultural events, all within a friendly and urban setting.
• Millennium Park: A delightful urban oasis, Millennium Park offers a perfect blend of art and nature. Families can enjoy outdoor activities, explore iconic installations like the Cloud Gate, and participate in seasonal events, all while soaking up the lively city vibes.
• Chicago Riverwalk: Embrace the charm of the Chicago Riverwalk, a picturesque promenade ideal for families. This outdoor space features scenic views, dining options, and opportunities for boat tours, allowing you to experience the city's beauty from a unique perspective.

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 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.