Chicago, oh Chicago, how beautiful you are! A visit to Chicago, Illinois, one of the largest cities in the US, can be quite fun and interesting for every traveler. Once there, get ready to discover a plethora of attractions in Chicago such as art and historical museums, theaters, luscious green parks, imposing skyscrapers, art events, and exhibitions, along with buzzing nightlife. There are also plenty of theme parks and amusement parks in Chicago, as well as international brands for shopping, and delicious eateries, ranging from street stalls to high-end restaurants with gourmet recipes! It’s pretty amazing how Chicago fits everything and everyone. Read on and have a look at our carefully curated list of hotels with airport shuttle in Chicago, Illinois.
We handpicked these listings carefully, considering (wherever possible) recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to airport shuttle services. The image galleries get refreshed with the latest updates regularly. They were last updated on March 06, 2025.
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1. The Drake Hotel (from USD 170)
Limited dining options with closures post-pandemic, but a nice bar atmosphere and pleasant dining experiences.
Fair pricing in a historic property with some discrepancies in breakfast charges.
Ideal location on Chicago's Magnificent Mile with easy access to shopping and attractions.
Spacious rooms, bar, and convenient location near the beach and Michigan Avenue.
The Drake Hotel is ideally located just a few minutes from the beach, offering you easy access to swimming and sunbathing while on vacation. Each accommodation includes a flat-screen TV and a private bathroom. Private transportation services are also available and include airport shuttles and cars for hire.
Furthermore, the hotel boasts four on-site restaurants where you can have delectable meals, a coffee house for your daily dose of caffeine, and a bar where you can hang out and grab some drinks.
The Drake Hotel
1.96 km (1.3 mi) from Millennium Park
2. Sophy Hyde Park (from USD 272)
Set in an amazing neighborhood, Sophy Hyde Park offers accommodation that is equipped with air-conditioning and heating systems, as well as a seating area and a private bathroom. The hotel also offers an airport shuttle for guests, and confirmation beforehand is recommended.
There is also a fitness center on-site, so you won’t have to skip your workout routines even on vacation. A restaurant is also available to serve you delectable American cuisines and a bar where you can gather and hang out over some drinks.
Sophy Hyde Park
9.62 km (6.0 mi) from Millennium Park
3. The Peninsula Chicago (from USD 645)
Looking for Chicago hotels with airport shuttle services? The Peninsula Chicago hotel is conveniently set in downtown Chicago. You’ll definitely fall in love with the half-Olympic swimming pool and the vast number of relaxing spa amenities such as massage treatments and yoga classes.
Pets are welcome to join on request, breakfast in room is provided, and the reception speaks more than 15 languages! Amenities for children, daily maid service, facilities for disabled guests, soundproof rooms, and an airport shuttle with additional charge, are also provided.
The Peninsula Chicago
1.51 km (1.0 mi) from Millennium Park
4. Hilton Chicago Oak Lawn (from USD 150)
Next in the list is the beautiful and classy Hilton Chicago Oak Lawn. The airport shuttle is free of charge for the guests and the hotel is located 6.4 km (3.9 miles) from the Chicago Midway International Airport. The rooms are spacious, and fitted with ironing facilities, coffee maker, desk, comfy seating area, safety boxes, and hair dryer. There is a year-round indoor swimming pool, an on-site, cozy coffee shop, and the restaurant offers meals for kids and special diet menus upon request. Room service, newspaper, gift shop, vending machines, and laundry services are also available for additional fees. Pets are not allowed.
Hilton Chicago/Oak Lawn
20.31 km (12.7 mi) from Millennium Park
5. Hampton Inn Chicago Midway Airport (from USD 128)
Adequate and complimentary breakfast, friendly staff at the breakfast area
Reasonably priced with affordable rates and no hidden fees for parking
Close to Midway airport, central location with easy access to shops and restaurants
Convenient shuttle service to the airport, clean and comfortable rooms, complimentary breakfast
Close to the Midway International Airport and the lively center of Chicago, this hotel offers free airport shuttle service for its guests. Each room is equipped with cable TV, wireless internet connection, and ironing facilities for your clothes. Start your day with the complimentary continental breakfast, sip a thirst-quenching drink at their on-site bar, or get active in the fitness center. ATM, business facilities, newspapers, non-smoking and soundproof rooms, as well as heating and room service, are also provided.
Hampton Inn Chicago-Midway Airport This is a Proud Certified property where you can be extra sure of a welcoming stay.
15.65 km (9.8 mi) from Millennium Park
6. Sleep Inn Midway Airport Bedford Park (from USD 107)
Close to various key locations and touristic attractions in the town, this Chicago hotel with airport shuttle services is ideal for those seeking a cozy, homey, comfortable stay. The airport shuttle service is free of charge, the front desk is available 24 hours, and they speak both English and Spanish. Air-conditioned non-smoking rooms, fitness center, airport drop-off and pick-up services, and free WiFi are among the offered amenities. Delicious breakfast is served on a daily basis and business services are provided as well.
Sleep Inn Midway Airport
15.85 km (9.9 mi) from Millennium Park
7. Clarion Hotel Chicago Midway (from USD 152)
Restaurant offers good food but no complimentary breakfast as expected.
Reasonable pricing for the Chicago area, but parking is an additional cost.
Conveniently located near the airport with easy access to shops and restaurants.
Clean and modern facilities, but some rooms lack microwaves and informative documents.
This hotel in Chicago offers a 24-hour shuttle service to Chicago Midway International Airport both free and with an extra charge. Rooms are equipped with desk, coffee maker, and a cable TV. Fitness and parking facilities, free internet connection, non-smoking rooms, air-conditioning, and a bar are available. Pets are not allowed. Kids are welcome but they must utilize the existing bedding.
Holiday Inn Chicago Midway Airport S, an IHG hotel
Address: 7353 South Cicero Avenue
16.91 km (10.6 mi) from Millennium Park
8. Hilton Garden Inn Chicago Midway Airport (from USD 164)
Great breakfast, although it comes at an additional cost. Plenty of dining options nearby.
Reasonable pricing for clean, comfortable rooms near the airport.
Conveniently located near the airport with easy access to restaurants and stores.
Free airport shuttle, fitness center, and on-site dining options.
Close to Midway Airport, and only a few minutes away from a train station, this Chicago hotel connects its guest with many key locations in downtown Chicago. Decorated with classic style and warm reddish accents, it offers modern amenities for those staying. Free WiFi and free shuttle service for both the airport and the train station are available 24 hours. Take a dip at the swimming pool, visit the gym, or enjoy a movie in your room’s flat-screen TV. Dry-cleaning, terrace, room service, day-round front desk, and business center, are also available.
Hilton Garden Inn Chicago/Midway Airport This is a Proud Certified property where you can be extra sure of a welcoming stay.
15.65 km (9.8 mi) from Millennium Park
9. Sofitel Chicago Magnificent Water Tower (from USD 216)
This luxurious hotel in Chicago will satisfy all your needs and desires. Beautifully decorated, every room has elegant style and luxurious bedding, along with large bathrooms for your comfort and convenience. You’ll also find wireless internet connection and a mini bar for the midnight cravings. There is an electric vehicle charging station, pets are welcome with additional charges, and you can find bridal suites, family rooms, and non-smoking rooms. An array of accessibility features is also provided, such as higher level toilet with grab rails as well as low bathroom sinks. Airport shuttle is available for extra charge.
Sofitel Chicago Magnificent Mile This is a Proud Certified property where you can be extra sure of a welcoming stay.
1.83 km (1.2 mi) from Millennium Park
10. Waldorf Astoria Chicago (from USD 557)
Waldorf Astoria Chicago hotel is located in the Gold Coast neighborhood and is only five minutes’ walk from world-class shopping spots in The Magnificent Mile, while the Museum of Contemporary Art Chicago is just 10 minutes away. The luxurious rooms are fitted with a flat-screen TV, microwave, and refrigerator. They are adorned with rich fabrics and carefully selected furniture that serve both style and convenience. There is a gourmet French restaurant on-site, as well as a high-quality spa center for your relaxation. Airport shuttle is available with an extra charge, and pets are allowed without additional fees. Cleaning services, family and business facilities, and pet amenities are also provided.
Waldorf Astoria Chicago This is a Proud Certified property where you can be extra sure of a welcoming stay.
1.96 km (1.3 mi) from Millennium Park
11. The Blackstone, Autograph Collection (from USD 198)
Amazing breakfast buffet, good restaurants nearby, but limited dining options at the hotel.
High pricing, especially during events. Valet parking is expensive.
Convenient location near Grant Park, Soldier Field, and Michigan Avenue attractions.
Classy lobby, spacious rooms, high-quality restaurant, historical property.
The Blackstone, Autograph Collection is four-star luxurious, modern, and artistic hotel in Chicago. Only 10 minutes’ walk from the famous Millennium Park, this hotel provides its guests with a 50-inch (127-cm) LED TV, desk, streaming services, refrigerator, and marble bathrooms fitted toiletries that are free of charge, bathrobe, and slippers. Airport shuttle with additional charge, paid WiFi, air-conditioning, maid service, and ATM are also provided. You can also take advantage of 24-hour gym access and activities such as hiking and cycling. A tapas restaurant is also available on-site. Pets are welcome.
The Blackstone, Autograph Collection
1.03 km (0.7 mi) from Millennium Park
12. Fairmont Chicago Millennium Park (from USD 229)
Very close to Millennium Park and Navy Pier, Fairmont Chicago has airport shuttle services and offers comfortable accommodation and high-end services. Every room is fitted with modern, top-notch amenities, including brewed Starbucks coffee from the coffee maker, and a 42-inch (106-cm) flat-screen TV. The marbled bathrooms are large and fitted with a rain shower and a separate bathtub for quick refreshing showers and long and relaxing baths.
WiFi and airport shuttle service are available, both for an additional fee. A big array of spa services, bike tours, happy hours, bicycle rental, and cleaning and business services are among its offerings. Here you can find allergy-free and non-smoking rooms, as well as facilities for disabled guests.
Fairmont Chicago Millennium Park This is a Proud Certified property where you can be extra sure of a welcoming stay.
438 meters (0.3 ft) from Millennium Park
See you in Chicago
Chicago is really beautiful and full of life for travelers of all ages to enjoy! It’s the ideal getaway for both endless fun and relaxation. Our list of Chicago hotels with airport shuttle helps combine both style and comfort for your accommodations to ensure that you have a safe, fun and comfortable stay during your vacation. Take your pick, and we’ll meet you in Chicago!
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