Downtown Chicago Holidays from £667

Things to do in and around Downtown Chicago

Downtown Chicago is perfect for family outings and city-themed holidays, offering a vibrant mix of activities. Visitors can enjoy shopping in bustling districts, experience thrilling events at arena entertainment facilities, and catch a show in one of the many theatres. A noteworthy highlight is exploring the Holiday Inn, a convenient base to discover all that this exciting area has to offer.

Shopping

Experience the vibrant shopping scene in Downtown Chicago at the Shops at North Bridge, offering a mix of entertainment and family-friendly vibes. Alternatively, visit the Chicago Place Mall for a variety of shops. Don't miss the Maxwell Street Market, where you can find unique treasures and local goods.

Recreation

Experience the thrill of sporting events at Soldier Field, just 3.2km from Downtown Chicago, where the energy is palpable. Enjoy cultural performances at the historic Chicago Theatre, perfect for family outings. Immerse yourself in live music and vibrant atmosphere at the House of Blues Chicago for an unforgettable night.

Adventure

Experience the thrill at Amazing Chicago's Funhouse Maze, where family-friendly fun meets adventure. Take a ride on the Centennial Wheel for stunning city views. For outdoor enthusiasts, the Salt Creek Trail offers invigorating hiking amidst beautiful scenery, located 19.3km from Downtown Chicago.

Nightlife

Experience the vibrant nightlife of Downtown Chicago at Dave & Buster's, where fun and romance blend seamlessly. For a lively atmosphere, head to Kingston Mines or Blues on Halstead, both offering captivating city vibes and entertainment just a short distance away.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Downtown Chicago

Downtown Chicago offers a delightful blend of family-friendly activities and urban exploration, featuring iconic skyscrapers, picturesque parks, and historic buildings. Visitors can immerse themselves in the local culture while exploring top attractions, including renowned museums and the scenic Chicago River. Whether you're seeking a vibrant city experience or leisurely outdoor pursuits, Downtown Chicago presents a variety of exciting options for every traveller.

• Navy Pier: Experience the vibrant atmosphere of Navy Pier, a bustling jetty that offers stunning views of Lake Michigan. Enjoy a variety of attractions, from amusement rides to restaurants, all while soaking in the friendly, urban vibe that makes this location a favourite among locals and tourists alike.
• Michigan Avenue: Stroll down Michigan Avenue, a renowned street famous for its shopping and dining options. The lively city vibes create an exciting backdrop as you explore iconic architecture, visit upscale boutiques, and enjoy the vibrant energy of downtown Chicago.
• Millennium Park: Discover Millennium Park, an urban oasis that combines art, nature, and community. With its family-friendly atmosphere, outdoor concerts, and stunning public art installations like the Cloud Gate, this park is perfect for a leisurely day out in the city.

Best time to go to Downtown Chicago

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

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	25.7°F (-3.5°C)	Light Rain	Mostly	Slightly Low	Slightly Low
February	27.0°F (-2.8°C)	Light Rain	Mostly	Slightly Low	Slightly Low
March	37.0°F (2.8°C)	Light Rain	Mostly	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	Slightly High	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	Average	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	Average	Slightly Low

Tips to save on your trip to Downtown 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 Downtown 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.