The Chicago skyline is one of the most recognizable in the US, and the downtown area is the beating heart of the city. Made up of seven neighborhoods, Chicago’s downtown consists of The Loop, West Loop, South Loop, River North, Gold Coast, Streeterville, and Lakeshore East. You’ll find skyscrapers, business headquarters, and major shopping spots, but that’s not all. Places like Grant Park in The Loop host yearly summer festivals and Oak Street Beach in North Lake Shore Drive is a popular summer spot for soaking up the sun. The museums along Magnificent Mile are popular attractions in the cold winter, along with the myriad of restaurants to try nearby. Parking can be a hassle anywhere in the city, especially downtown. So if you’re visiting, check out these best hotels with free parking in Downtown Chicago, Illinois.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on May 27, 2025.
1. Chicago South Loop Hotel (from USD 89)
Located in the South Loop neighborhood, Chicago South Loop Hotel is a short drive from McCormick Place Convention Center, making it an ideal option if you’re attending a convention there.
The hotel offers free parking for guests arriving with a vehicle and every guest suite here comes equipped with free WiFi access, a TV, a work desk, an iPod docking station, and a spacious bathroom with a spa bath. The on-site salon and spa offer facial treatments and hairstyling, among others. The on-site fitness center means you’ll never miss a workout.
Chicago South Loop Hotel
Address: 11 West 26th Street
1.45 km (0.9 mi) from Ping Tom Memorial Park
Nearby hotels in Downtown Chicago, Illinois with free parking
2. Carlton Inn Midway (from USD 154)
Located a few minutes from the airport and about 25 minutes to downtown, Carlton Inn Midway is a wonderful hotel offering free parking to guests arriving with a vehicle. 24-hour front desk service is available, as well as property-wide WiFi access.
All guest rooms come equipped with a TV, a desk, a private bathroom, and toiletries. Breakfast service is also offered in the morning, with a la carte or buffet options. Room service is available to guests. There’s also a fitness center on the premises.
Carlton Inn Midway
Address: 4944 SOUTH ARCHER, Archer Heights, Chicago (IL), United States, 60632
9.4 km (5.9 mi) from Ping Tom Memorial Park
3. Super 8 by Wyndham Chicago IL (from USD 84)
Whether you’re in town to catch a game at Wrigley Field or spend time at the beach, Super 8 by Wyndham Chicago IL is there for you. Enjoy the simple accommodations that Super 8 is known for, such as comfortable guest rooms with a mini-fridge and a microwave. Guests will also enjoy amenities such as free parking, a daily breakfast, and free WiFi.
The hotel is about 14.5 km (9 mi) to the city center and proximate to nearby public transport links.
Super 8 by Wyndham Chicago IL
Address: 7300 North Sheridan Road
17.61 km (11.0 mi) from Ping Tom Memorial Park
Free parking in Chicago
Parking can be a hassle in any major city. Thankfully, if you’re visiting Chicago, these hotels in and near the downtown area have you covered for free parking. With this perk, you can easily enjoy all the things the city has to offer.
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