Downtown Chicago Hotels with FREE Airport Shuttle

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Check availability on Downtown Chicago Hotels with free airport shuttle

Our top choices for Downtown Chicago hotels with free airport shuttle

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
4.0 star property
Rosemont
8.8 out of 10, Excellent, (2,489 reviews)
"Great hotel!"
United States
Michael
The price is S$209
includes taxes & fees
22 Apr - 23 Apr
Hyatt Regency O'Hare Chicago

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport
4.0 star property
O'Hare
8.4 out of 10, Very good, (2,278 reviews)
"great stay"
United States
Jennifer
The price is S$371
includes taxes & fees
9 May - 10 May
Hilton Chicago O'Hare Airport

Hyatt Place Chicago/O'Hare Airport

Hyatt Place Chicago/O'Hare Airport
3.0 star property
Rosemont
8.4 out of 10, Very good, (3,350 reviews)
"Great location and hotel is clean"
United States
Isaiah
The price is S$194
includes taxes & fees
22 Apr - 23 Apr
Hyatt Place Chicago/O'Hare Airport

Four Points by Sheraton Chicago O'Hare Airport

Four Points by Sheraton Chicago O'Hare Airport
3.0 star property
Schiller Park
7.6 out of 10, Good, (1,992 reviews)
"Perfect location. Convenient shuttle service and amenities. "
United States
Angelica
The price is S$123
includes taxes & fees
19 Apr - 20 Apr
Four Points by Sheraton Chicago O'Hare Airport

The Rose Chicago, Tapestry Collection by Hilton

The Rose Chicago, Tapestry Collection by Hilton
4.0 star property
Rosemont
9.4 out of 10, Exceptional, (1,000 reviews)
"Excellent room and restaurant was good"
United States
Carmen
The price is S$248
includes taxes & fees
9 May - 10 May
The Rose Chicago, Tapestry Collection by Hilton

DoubleTree by Hilton Chicago O'Hare Airport - Rosemont

DoubleTree by Hilton Chicago O'Hare Airport - Rosemont
4.0 star property
Rosemont
8.6 out of 10, Excellent, (1,001 reviews)
"Excellent place to stay."
United States
Claudia
The price is S$224
includes taxes & fees
9 May - 10 May
DoubleTree by Hilton Chicago O'Hare Airport - Rosemont

Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG
3.0 star property
Rosemont
9.0 out of 10, Wonderful, (2,913 reviews)
"This was an excellent hotel!"
United States
Maureen
The price is S$182
includes taxes & fees
20 Apr - 21 Apr
Holiday Inn Chicago O'Hare – Rosemont by IHG

Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel
4.5 star property
Rosemont
9.4 out of 10, Exceptional, (2,020 reviews)
"The Loews is always an amazing hotel "
United States
Mark
The price is S$303
includes taxes & fees
9 May - 10 May
Loews Chicago O'Hare Hotel

Embassy Suites by Hilton Chicago O'Hare Rosemont

Embassy Suites by Hilton Chicago O'Hare Rosemont
4.0 star property
Rosemont
8.8 out of 10, Excellent, (1,325 reviews)
"The staff was friendly and the rooms are big and comfortable "
United States
Salvador
The price is S$265
includes taxes & fees
23 Apr - 24 Apr
Embassy Suites by Hilton Chicago O'Hare Rosemont

Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport
3.0 star property
Schiller Park
8.0 out of 10, Very good, (2,949 reviews)
"Hotel is outdated but clean and great price "
United States
jacinta
The price is S$114
includes taxes & fees
23 Apr - 24 Apr
Comfort Suites Chicago O'Hare Airport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find out more about Downtown Chicago

Discover top Downtown Chicago attractions

Downtown Chicago is a vibrant hub that offers an array of attractions and experiences for discerning travellers. Begin your adventure at Millennium Park, where the iconic Cloud Gate sculpture, fondly known as ‘The Bean’, invites both playfulness and stunning photo opportunities against the backdrop of the city skyline. Just a short walk away, the Art Institute of Chicago boasts an impressive collection that includes masterpieces from Monet to Warhol, making it a haven for art enthusiasts. Families will love the Field Museum, home to Sue, the most complete T. rex skeleton ever discovered, along with interactive exhibits that captivate visitors of all ages. For a taste of Chicago’s famous deep-dish pizza, head to Giordano’s, where a slice of their cheesy creation is a must-try. As the sun sets, take a stroll along the Riverwalk, where you can unwind with a refreshing drink while soaking in the breathtaking views of the city lit up at night. Staying in Downtown Chicago places you at the heart of it all, with hotels that cater to your every need. For instance, the luxurious JW Marriott Chicago offers spacious rooms with stunning views and a refined spa, perfect for unwinding after a day of exploration. Alternatively, the Kimpton Gray Hotel combines historic charm with modern amenities, featuring a rooftop bar that serves craft cocktails alongside panoramic views of the skyline. With attentive service and convenient access to public transport and attractions, you can easily craft your itinerary without the stress of travel logistics. Embrace the excitement of Chicago, where every moment promises to delight and inspire.

Find the best hotels with free airport shuttle in Downtown Chicago

For travelers heading to Downtown Chicago, convenient airport transportation options enhance the overall experience. Here are two exceptional hotels that offer excellent free airport transportation facilities, ensuring a seamless arrival and departure.

Waldorf Astoria Chicago

  • Why it's great for a free airport shuttle: The Waldorf Astoria Chicago stands out as a luxurious haven for travelers, an impressive review rating of 9.4. With free area shuttles to the airport, guests enjoy effortless travel arrangements. The hotel also offers a grocery shopping service, ensuring that your stay is as comfortable and convenient as possible, with all your needs taken care of.
  • Other amenities: This opulent hotel features an array of desirable amenities, including a full-service spa, indoor pool, and 24-hour room service, guaranteeing relaxation and indulgence. Guests can unwind in beautifully designed rooms with Egyptian cotton sheets and deep soaking bathtubs. Additional features include valet parking, a fitness centre, and concierge services, all within an art deco-inspired setting that defines luxury in the heart of the city.
  • Neighborhood: Downtown Chicago
  • Nearby attractions: Michigan Avenue - 0.6 km, State Street - 0 km

Top Downtown Chicago Hotel Reviews

Frequently asked questions

Searching for Downtown Chicago accommodations with a free airport shuttle?
Finding the right hotel with a free airport transportation for your stay in Downtown Chicago has never been so easy, as our site is brimming with accommodation options. Your free transfer will take you to and from nearby airports such as Chicago Midway Airport (MDW), which is located 8.9 mi (14.3 km) away. After you've made your way to your hotel and feel refreshed, then take some time to enjoy the riverfront and monuments in Downtown Chicago.
How many hotels with a free airport shuttle are available in Downtown Chicago?
Even though there aren't many hotels with a free airport shuttle in Downtown Chicago, you'll find 1423 Expedia hotels and other accommodation options.
What are the top places to visit in Downtown Chicago?
After the airport shuttle drives you to your hotel and you settle in, take in the many things to see and do in Downtown Chicago. Navy Pier, Michigan Avenue, and Lake Michigan are some of the places you won't want to miss. Other things to see include Goodman Theater, James M. Nederlander Theatre, and Chicago Theatre.
What is a free airport shuttle?
Depending on where you stay in Downtown Chicago, a free airport shuttle might be a two-way trip to and from the airport or it could be just a one-way trip to your hotel.
How often will the shuttle run?
It depends on the hotel you choose to stay in Downtown Chicago. Some hotels have shuttles that run at regular intervals day and night; others require advanced reservations for custom departures and pick-ups. It's important to check the hotel's policy on Expedia before you book.

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