Chicago Holidays from NZ$2,691

Things to do in Chicago

Chicago offers a fantastic mix of family-friendly activities and outdoor adventures, perfect for a city-themed holiday. Explore the vibrant shopping areas, enjoy diverse entertainment options, and immerse yourself in the city's rich arts scene with its many galleries. Be sure to check out upcoming events to make the most of your visit to this dynamic city.

Shopping

In Chicago, visit Woodfield Mall for a vibrant shopping experience with a mix of entertainment and family-friendly options. For something unique, check out LEGOLAND® Discovery Center. Chicago Place Mall also offers a variety of shops in a bustling city atmosphere, perfect for finding gifts and souvenirs.

Recreation

At Wrigley Field, immerse yourself in the vibrant sports atmosphere while enjoying a game. Experience live music at Aragon Ballroom, where the lively entertainment vibes will lift your spirits. For relaxation, visit Northerly Island Natural Area, a serene spot perfect for unwinding amidst nature's beauty.

Adventure

At Great Wolf Lodge Water Park, enjoy thrilling water slides and wave pools perfect for family fun. For a scenic hike, explore the Salt Creek Trail, where the natural beauty offers a refreshing escape. Rainbow Falls Waterpark promises more aquatic adventures, ensuring excitement for all ages.

Nightlife

In Chicago, the Chicago Theatre enchants with its cultural performances and romantic atmosphere. For a thrilling experience, head to Galloping Ghost, where adventure and fun await. If you're after a lively night out, Dave & Buster's blends entertainment with a vibrant pub vibe, perfect for an unforgettable evening.

Find the best attractions in Chicago

Chicago offers an exciting blend of family-friendly activities and urban adventures, making it perfect for a holiday. Explore the city's vibrant culture through its urban parks, stunning skyline, and iconic landmarks. Don't miss the Skydeck Chicago for breathtaking views and a stroll along the Chicago River. With a mix of outdoor spaces and educational attractions, there's something for everyone in this dynamic city.

• Navy Pier: Experience the vibrant atmosphere at Navy Pier, a bustling jetty teeming with attractions, eateries, and stunning views of Lake Michigan. It's a perfect spot for leisurely strolls, enjoying local art, and soaking in the city’s urban charm.
• Michigan Avenue: Known as the Magnificent Mile, Michigan Avenue offers a lively city vibe with its upscale shopping, iconic architecture, and diverse dining options. This bustling street is ideal for both window shopping and indulging in some retail therapy.
• McCormick Place: As one of the largest convention centres in North America, McCormick Place is a hub for business and events. It showcases impressive exhibitions and conferences, making it a key player in Chicago's business landscape.

Best time to go to Chicago

The best time to visit Chicago is dependant 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

Booking tips and Expedia advantages for Chicago

Chicago provides numerous opportunities to save money while enjoying your visit. You can explore free attractions like Navy Pier, Michigan Avenue, and Millennium Park. For transport, utilise the trains and buses, or consider walking to soak in the city’s sights. The best time to visit is from December to February, when accommodation prices drop, particularly on Wednesdays, while Saturdays are more expensive. Use Expedia’s search tool to find great deals on hotels and consider package deals that combine flights and activities for additional savings.

• The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Chicago are December to February, where the prices are slightly lower. This is in comparison to June and September to October, where prices are slightly higher.
• The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Chicago is Wednesday. The most expensive day to stay in Chicago is Saturday.
• Find cheap hotels on Expedia: Utilise Expedia’s search tool to tailor your options based on your budget, desired location, and preferred type of accommodation. To discover the most affordable prices and offers, simply arrange the price filter from lowest to highest.
• Consider bundling your trip: You can save some dollars by combining your hotel booking in Chicago with your flights and activities through an Expedia package deal.