Chicago Midway Airport Hotels

Up to 21 days of free parking when you book one hotel night.

1. Park at the Hotel

Your car stays secure when you're gone.

2. Sleep Soundly

Wake up rested and ready to go.

3. Fly Stress Free

The airport is a free shuttle ride away.

Hotels Near Midway Airport With Parking

4.5/5 Excellent (92 reviews)

0.35 Miles from Airport

Free Parking of up to 14 days

$1636/avg daily rate SELECT
The Holiday Inn Chicago Midway Airport hotel is 0.35 miles from the Midway International Airport (MDW). Some local attractions within 10 miles of the hotel are Chicago McCormick Place, Bedford Park Industrial Center, the Magnificent Mile, Kraft-Nabisco, Brookfield Zoo, and the Shedd Aquarium. FREE Amenities Include:Breakfast, High-Speed Internet, Shuttle Service, Indoor Pool, Local Calls, Newspaper, Fitness Center, Business Center. Shuttle service is to and from the local Airport.... read more

4/5 Good (46 reviews)

10 Miles from Airport

Free Parking of up to 7 days

$1414/avg daily rate SELECT
The hotel shuttle bus departs from the hotel at the top of every hour 6 am to 10 pm daily. The Holiday Inn Chicago SW Countryside is situated just minutes from Midway Airport. The hotel features one of the Chicago's largest indoor pools, 2 Jacuzzis, dry sauna, and kiddie pool. Guests can take advantage of the hotel's complimentary Wi-Fi Internet access and complimentary business center. With three different dining options, meals are as great tasting as they are delicious. William Tell... read more

3.5/5 Good (34 reviews)

10.5 Miles from Airport

Free Parking of up to 14 days

Featured Hotel Partner
$1771/avg daily rate SELECT
Rates are (MDW) Midway Airport. Add $10.00 for package to (ORD) O'hare Airport. Enjoy your stay at Oaks Hotel and Conference Center. Located near many alternatives for dining, shopping and entertainment, this hotel provides access to all the great gems the city has to offer. Rates listed cover maximum of 4 people per room and no rollaway beds are permitted in rooms already containing two beds. Each guest may bring two bags maximum. Guests with more than 2 bags will be billed $10.00 per... read more

4.5/5 Excellent (28 reviews)

8 Miles from Airport

Free Parking of up to 10 days

Featured Hotel Partner
$5300/avg daily rate SELECT
DoubleTree by Hilton Hotel Chicago - Alsip offers the best in accommodations, with its newly decorated and spacious guest rooms, including both doubles and king rooms, and every possible amenity. Guests will not only be pleased with the outstanding indoor pool, but with the well equipped fitness room, and they will certainly enjoy the catering services, the award-winning Allgauer's Restaurant, and the Spotlight Lounge. This is a hotel that is professional, and courteous, and guests will enjoy... read more

3/5 Average (83 reviews)

14 Miles from Airport

Free Parking of up to 21 days

Featured Hotel Partner
$1643/avg daily rate SELECT
Off of Interstate 55, this Willowbrook, Illinois hotel features an on-site restaurant and rooms with free Wi-Fi and cable TV. A free scheduled shuttle is available to Midway International Airport, 15 miles away. A sitting area and spacious work desk are provided in all rooms at the Willowbrook Inn. Each room includes a coffee maker and radio. Guests can dine on-site for all meals at Willby’s Restaurant & Lounge, featuring traditional American cuisine and a full bar. A seasonal... read more

4/5 Good (28 reviews)

1.8 Miles from Airport

Free Parking of up to 14 days

Featured Hotel Partner
$4333/avg daily rate SELECT
The Carlton Inn Midway has 72 separate guest rooms provides free in-room coffee/tee makers and hair dryers. Delicious continental food is being served at the lobby for the breakfast free of cost. An free airport shuttle service is available for 24 hours. All the rooms and even public areas have the free access to high speed internet connection both wireless as well as wired. Refrigerator and microwave facility is also provided. Apart from the desks, direct dial phones with the option of... read more
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Welcome to the Holiday Inn Express Hotel & Suites-Chicago Midway Airport. Conveniently located just 2 blocks south of Chicago Midway Airport and only 8 miles from downtown Chicago, the hotel offers free 24 hr. airport shuttle to and from Midway Airport, free wireless high-speed Internet access, and our new free Smart Start breakfast. The Holiday Inn Express Hotel & Suites-Chicago Midway Airport is the perfect base to explore attractions such as Grant Park, the Art Institute of Chicago, Shedd... read more
Welcome to the Holiday Inn Countryside LaGrange hotel. Our facility offers 296 comfortable and newly renovated nonsmoking guest rooms and suites as well as banquet and meeting room facilities, situated in a classic setting just minutes from downtown Chicago, Chicago O'Hare International Airport and Chicago's Midway Airport. There is a complimentary shuttle, based on availability from 6:30 AM-10:30 PM for Midway arrivals and departures. Shuttle service must be booked in advance directly... read more
Welcome to the Holiday Inn Matteson Hotel & Conference Center.Matteson, a southeast suburb of Chicago, is in the heart of everything at the four-way intersection of I-57 and Rte. 30, we offer a convenient location with easy access to I-80, I-294 and I90/94.Comfortable with Entertainment Venues.With 203 oversized and quiet rooms, including luxurious whirlpool suites, the Holiday Inn provides you with a home away from home.Restaurant/Bar and Nightclub.Our Fallingwater Restaurant offers home... read more
Stay at this Contemporary Tinley Park Hotel near ChicagoYou're invited to the Holiday Inn Convention Center in Tinley Park, Illinois. Our hotel's location, near I-80, I-57, I-55, I-355 and I-294, is just a short drive from Chicago and a variety of attractions.Business travelers can take advantage of our quality amenities and convenient location in Tinley Park, Illinois. Our hotel's visitors enjoy easy access to companies including Allied Tube, Applied Systems, Bimba, Formax, Francorp and... read more
The Holiday Inn Express Chicago-South Lansing Hotel Offers Best of Both Worlds Located on the Corporate Corridor, our new Chicago South Lansing Hotel is near some of the nation s top producing companies including BP Aamoco, Ford and Arcelor Mittal Steel and is also in close proximity to Chicago s main highways, including I-80, I-94 and I-294. Situated in suburban Chicago, our South Lansing hotel provides an ideal location for travelers of all kinds near several city attractions like the urban... read more
Welcome to the newly renovated and beautifully decorated Holiday Inn Hotel & Suites Bolingbrook! Let us be your home away from home! Ideally located right off I-55, our hotel is 17 miles from Midway Airport and 30 miles from O Hare Airport. We are also easily accessible from all major expressways such as I-355, I-88, and I-294. We are central to all sorts of activities: fine dining, shopping plazas and malls, championship golf courses, water parks, casinos, and theaters. Decorated in warm,... read more
Whether you re coming to Portage for business or just for fun your room at the Holiday Inn Express is your personal retreat. You ll have room to work, relax, and make the most of your day. Amenities such as high-speed Internet, work center, plush towels and luxurious bedding mean every night is a great night and every day starts right with our continental hot breakfast. You can take a dip in our pool, and get fit in our 24 hour fitness room. And when it is time to dine you can enjoy a dining... read more
The Holiday Inn Hotel and Joliet Convention Center is located in the heart of Joliet IL and caters to the corporate business as well as the cultured leisure travelers. This AAA Diamond hotel is only minutes to nearby shopping, Chicagoland Speedway and Route 66 racetrack, Tweeter Center, 40 minutes from Midway Airport and 45 minutes from O Hare International Airport. Our upscale d?cor and spacious rooms are designed with comfort in mind. Amenities, outdoor pool, and health club to further... read more
Enjoy our newly and fully renovated hotel! Now Featuring Hot Breakfast daily!! From the moment you walk into the Holiday Inn Express in Merrillville, you will notice the warm, cozy, smoke free and friendly atmosphere you come to expect. We are located just off of Interstate 65 at exit 253, just on the west side of 65. In our immediate vicinity we feature the Star Plaza Theatre offering us a wide variety of entertainment. We are convenient for guests traveling into Chicago for the day and for... read more
HH3>Hotel in Merrillville, IN Offers a Wide Variety of Amenities Located just a few minutes from the shores of Lake Michigan, Merrillville, IN is a beautiful city with plenty to do and see. Whether you are relocating or on an extended business stay, the Candlewood Suites Merrillville Hotel is the place to consider home. Business travelers will find several corporate offices within a short distance of our extended stay hotel in Merrillville. US Steel and Purdue Research Park are both within 15... read more
HH3>Welcome to the Holiday Inn Express Hotel & Suites in Bourbonnais, IL. Located in the Kankakee River Valley area, close to Kankakee, Bradley, Peotone, and Momence, IL . The Holiday Inn Express Hotel & Suites is located just minutes from Olivet Nazarene University / Strickler Planetarium, Exploration Station/Perry Farm, Peddinghaus, CSL Behring, Hidden Cove Indoor Sports Complex, Bennett Curtis House, Bunge Foods, Cigna Health Care, River Road Sports Complex, Home of the Frank Lloyd Wright... read more
HH3>Welcome to the Holiday Inn Express Hotel in Valparaiso, Indiana Conveniently located a half-mile from Valparaiso University and one mile from Porter Memorial Hospital, the Holiday Inn Express Hotel and Suites in Valparaiso provides easy access to a number of local businesses and exciting attractions. Ideally situated just minutes from downtown Valparaiso, this hotel is in close proximity to some of the city's finest shops and cafes. Travelers of all ages can enjoy an afternoon sunbathing... read more
Welcome to the Holiday Inn Express Hotel Ottawa. We feature 69 spacious guest rooms with King Beds or Double Queen beds. King Executive rooms and King Whirlpool rooms are equipped with a refrigerator & microwave. Accessible rooms and adjoining rooms are also available. Guest Rooms feature: Electronic key door locks, Work desk with chair & lamp, FREE wireless high speed internet, 25 TV's, Free Cable TV, HBO, ESPN and Pay-Per-View Movies. The Holiday Inn Express also features an indoor swimming... read more

Chicago-Midway Airport Hotels with Parking

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(82%) 312 ratings, 312 reviews. From $99.00 - $259.99 per Package offer a selection of Midway Airport hotels, which provide the traveler with a perfect pre-flight park, sleep and fly package. We've built partnerships with popular hotels near Midway Airport to offer those flying out of MDW hotel accommodation near the airport as well as free airport parking and a shuttle service to and from Chicago Midway. The Park Sleep Fly comparison service can help you find the right Midway Airport hotel for you with detailed hotel information, photographs and real customer reviews. Our online reservation service is easy to use and your reservation guarantees your room and parking.