Chicago Vacation Packages

Things to do in Chicago

Chicago is an ideal destination for families and outdoor enthusiasts alike, offering a variety of attractions such as shopping districts, arena entertainment, and theatres. Visitors can enjoy thrilling experiences like the iconic Ferris wheel and explore affordable vacation packages tailored to discover the city’s highlights. Whether you're looking for golf vacations or cheap getaway options, Chicago provides a captivating mix of activities to ensure an unforgettable trip.

Shopping

Experience vibrant shopping at Woodfield Mall, where entertainment and family fun abound. For a unique experience, visit LEGOLAND® Discovery Center, perfect for families. Gurnee Mills offers diverse shopping options in a lively atmosphere. Each location promises great finds and memorable souvenirs during your Chicago visit.

Recreation

At Wrigley Field, immerse yourself in the electrifying sports atmosphere while catching a game. The Chicago Theatre offers a blend of culture and romance with captivating performances. For a lively night out, visit the Aragon Ballroom, where you can enjoy vibrant music and entertainment in a historic venue.

Adventure

Experience the thrill of water slides and wave pools at Great Wolf Lodge Water Park, perfect for family fun. For arcade excitement, visit Galloping Ghost, where adventure vibes await. Don’t miss the stunning views from the Centennial Wheel, an iconic amusement ride that soars above the city.

Nightlife

Experience Chicago's vibrant nightlife at Dave & Buster's for a mix of drinks and entertainment, perfect for a fun night out. For live music and a romantic atmosphere, visit Kingston Mines and Blues on Halstead, both offering captivating city vibes and unforgettable experiences.

Find the best attractions in Chicago

Chicago offers a vibrant mix of family-friendly activities, outdoor adventures, and urban exploration. Visit downtown Chicago to discover top attractions like urban parks, stunning beaches, and renowned universities. Whether you’re seeking cultural experiences or fun for the whole family, there’s something for every traveller in and around this dynamic city.

• Navy Pier: Experience the vibrant atmosphere of Navy Pier, a bustling hub on Lake Michigan. Enjoy stunning waterfront views, diverse dining options, and entertainment, including the iconic Ferris wheel. This lively destination is perfect for leisurely strolls and family-friendly activities.
• Michigan Avenue: Known as the Magnificent Mile, Michigan Avenue offers a dynamic urban experience with high-end shopping, gourmet dining, and impressive architecture. This bustling street is a must-visit for those who appreciate city life and want to explore Chicago's vibrant culture.
• Millennium Park: A true urban oasis, Millennium Park features beautiful gardens, public art installations, and the famous Cloud Gate sculpture. This family-friendly park is ideal for outdoor activities, relaxation, and enjoying cultural events 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	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 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.