Chicago vacation rentals

Why visit Chicago, IL (MDW-Midway Intl.)

1. Diverse neighbourhoods: Explore unique areas like Little Italy, known for its friendly atmosphere and rich culture.
2. Cultural attractions: Enjoy vibrant art scenes and historic architecture that showcase Chicago's artistic heritage.
3. Urban parks: Relax in scenic parks that offer green spaces amidst the bustling city life.
4. Delicious cuisine: Indulge in Chicago’s famous culinary offerings, from deep-dish pizza to gourmet dining.
5. Comfortable accommodations: Choose from a variety of vacation rentals for a homely stay while exploring the city.

Popular types of accommodation around Chicago, IL (MDW-Midway Intl.)

Planning a getaway to Chicago, IL (MDW-Midway Intl.)? Discover the best vacation rentals that suit your needs! From stylish apartments and cozy houses to modern condos, Chicago offers a variety of accommodations for every traveller. Enjoy the comfort and convenience of home while exploring the vibrant city. Check out our selection of the best vacation rentals in Chicago and make your trip unforgettable!

• Apartments: The top choice for visitors in Chicago, IL (MDW-Midway Intl.) are apartments, offering convenience and comfort for your stay.
• Houses: A popular option for families and groups, houses provide a home-like atmosphere.
• Condos: Ideal for those seeking modern amenities, condos are a frequently booked choice in the city.
• Cabins: For a unique experience, some travelers opt for cozy cabins, although less common in urban settings.
• Cottages: Charming cottages offer a quaint retreat, perfect for a peaceful getaway.**

Top attractions around Chicago, IL (MDW-Midway Intl.)

Chicago, IL (MDW-Midway Intl.) offers a vibrant mix of attractions, including urban parks, historic colleges, and charming houses that cater to culture enthusiasts, families, and city explorers alike. While you're there, don't miss out on shopping in the Windy City and exploring vacation rentals for a comfortable stay. Experience all the unique points of interest that make Chicago a fantastic destination for your travels.

1. McCormick Place: As the largest convention centre in North America, McCormick Place hosts various events and conferences. Its impressive architecture and business-centric atmosphere make it an ideal spot for networking and innovation.
2. University of Chicago: Renowned for its rich history and stunning Gothic architecture, this prestigious institution offers a vibrant cultural scene, including museums and gardens that showcase its academic excellence.
3. Chicago Museum of Science and Industry: This interactive science museum captivates visitors of all ages with engaging exhibits, perfect for family outings while exploring the wonders of technology and innovation.

Things to do recommended for couples

Experience romance in Chicago by enjoying a concert at the House of Blues, just 14.5km from the airport. Savor a delightful meal at the Historic Michael Jordan Restaurant, also 14.5km away, or unwind with live music at Lincoln Hall, located 17.7km from MDW. Perfect for couples!

Things to do recommended for families

During your family vacation in Chicago, explore Soldier Field for a thrilling sports experience, unwind at the Northerly Island Natural Area for some relaxation, and enjoy adventure and fun at Galloping Ghost arcade. There's something for everyone to make lasting memories!

Things to do recommended for groups

Groups visiting Chicago can enjoy a captivating show at the Chicago Theatre, indulge in retail therapy at the Chicago Ridge Shopping Mall, and explore the fascinating exhibits at the Hawthorne Works Museum, all within a short distance from Midway International Airport.

What do I need to keep in mind when booking a vacation around Chicago, IL (MDW-Midway Intl.)

If you're planning a trip with a group, family, or pets, or if you're considering an extended stay, it's important to prioritize your preferences when searching. Here are some helpful Vrbo booking tips to assist you.

• Traveling to Chicago, IL (MDW-Midway Intl.) with a group: Think about how many bedrooms you require, as well as amenities like a full kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
• Traveling to Chicago, IL (MDW-Midway Intl.) with young kids: Travelling with young children can present some challenges. It's important to prioritize their comfort and safety, along with suitable amenities, like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
• Taking your pets with you to Chicago, IL (MDW-Midway Intl.): For many families, a holiday isn’t truly fulfilled without their furry companion joining in. If this resonates with you, explore Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
• Planning for a long term stay visiting Chicago, IL (MDW-Midway Intl.): If you’re in search of vacation rentals offering special rates for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don’t forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay around Chicago, IL (MDW-Midway Intl.)

Your vacation in Chicago, IL (MDW-Midway Intl.) promises an exciting blend of urban vibes and rich culture. Explore diverse neighborhoods like Little Italy, where family-friendly atmospheres and friendly locals abound. From vibrant art scenes to scenic parks, Chicago's dynamic city life offers something for everyone. Whether you're indulging in delicious cuisine or admiring impressive architecture, this city is sure to leave you with unforgettable memories.

• Garfield Ridge: Located a mere 805m from Chicago Midway International Airport, Garfield Ridge is a welcoming neighborhood known for its family-friendly atmosphere and outdoor experiences. Visitors can enjoy a variety of activities, including access to an arena entertainment facility and a local shopping area. The neighborhood boasts several local landmarks, such as an impressive sports facility stadium and beautiful urban parks, making it an ideal spot for sports enthusiasts and families wanting to enjoy the outdoors.
• West Elsdon: Situated 1.6km from Chicago Midway International Airport, West Elsdon is a vibrant neighborhood that offers a unique blend of family-friendly activities and city experiences. With easy access to an arena entertainment facility, educational venues, and theatres, visitors are never short of things to do. The area is also home to exciting local attractions, including a sports facility stadium and an urban park, perfect for leisurely strolls or family picnics.
• West Lawn: Just 1.6km from Chicago Midway International Airport, West Lawn is another fantastic neighborhood that caters to families and sports lovers alike. The area features an array of accessible activities, including an arena entertainment facility and local shopping options. Key attractions include a stadium and a sports facility stadium, along with a modern event conference venue. West Lawn is perfect for those looking to immerse themselves in local culture while enjoying the outdoors.

Best time to go to Chicago, IL (MDW-Midway Intl.)

If you're planning a trip to Chicago, IL (MDW-Midway Intl.), it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and June to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	25.7°F (-3.5°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
February	27.0°F (-2.8°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
March	37.0°F (2.8°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
April	46.0°F (7.8°C)	Light Rain	Mostly Sunny	Slightly High	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	Slightly High
August	73.0°F (22.8°C)	Light Rain	Mostly Sunny	Average	Slightly High
September	67.1°F (19.5°C)	Light Rain	Mostly Sunny	Average	Average
October	54.9°F (12.7°C)	Light Rain	Mostly Sunny	Slightly Low	Average
November	42.3°F (5.7°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	33.1°F (0.6°C)	Light Rain	Mostly Cloudy	Slightly Low	Average

Booking with Vrbo is simple

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate significantly. Additionally, opting for a longer stay can often result in substantial savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to search by price, location, and type of vacation rental. We’re here to help you make the most of your travel experience!

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a dedicated area for you to design new trips, manage your plans, and keep track of your bookings. The properties you’ve saved or reserved are conveniently categorized into Potential, Upcoming, or Current Trips. To explore the Trip Boards further, please visit: https://www.vrbo.com/en-ca/trips.