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Search Hotels with Airport Transfers in Downtown Chicago

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Check availability on Downtown Chicago Hotels with Airport Transfers

Our top choices for Downtown Chicago hotels with free airport shuttle

A swimming pool with a lifeguard station, chairs, and a clock on the wall.

1. Fairfield Inn and Suites by Marriott Chicago Midway Airport

Fairfield Inn and Suites by Marriott Chicago Midway Airport
3.0 star property
Bedford Park
8.4 out of 10, Very good, (1,005 reviews)
"Nice choices for breakfast and very friendly staff!"
United States
Gabriela
The price is ₹11,564
₹13,585 total
includes taxes & fees
28 Sept - 29 Sept
Fairfield Inn and Suites by Marriott Chicago Midway Airport
A spacious lobby with a wooden floor, a staircase with a green accent, and a reception area with a sign reading "Welcome".

2. Sleep Inn Midway Airport Bedford Park

Sleep Inn Midway Airport Bedford Park
2.5 star property
Bedford Park
8.0 out of 10, Very good, (2,122 reviews)
"Every thing is good from the cleanliness of the room, very helpful staff , Perfect breakfast on the morning lot to choose from the food and hooray to the airport shuttle driver very helpful staff."
United States
Eleanor
The price is ₹10,441
₹12,266 total
includes taxes & fees
27 Sept - 28 Sept
Sleep Inn Midway Airport Bedford Park
A spacious room with a fireplace, a seating area with a sofa, a dining table with chairs, and a vending machine labeled "TREATS".

3. Hampton Inn by Hilton Chicago-Midway Airport

Hampton Inn by Hilton Chicago-Midway Airport
2.5 star property
Bedford Park
8.6 out of 10, Excellent, (1,239 reviews)
"Great stay and location. I was pleased and would stay again."
United States
Felecia
The price is ₹15,476
₹18,182 total
includes taxes & fees
23 Oct - 24 Oct
Hampton Inn by Hilton Chicago-Midway Airport
A hotel with a modern design, featuring a prominent DoubleTree by Hilton sign, a well-lit entrance, and a parking garage in the background.

4. DoubleTree by Hilton Chicago O'Hare Airport - Rosemont

DoubleTree by Hilton Chicago O'Hare Airport - Rosemont
4.0 star property
Rosemont
8.8 out of 10, Excellent, (1,023 reviews)
"Great stay. Very convenient location and a shuttle to/from the airport."
United States
Kaylee
The price is ₹12,658
₹14,427 total
includes taxes & fees
16 Oct - 17 Oct
DoubleTree by Hilton Chicago O'Hare Airport - Rosemont
A hotel with a covered entrance, multiple floors, and a well-lit facade.

5. Hilton Garden Inn Chicago/Midway Airport

Hilton Garden Inn Chicago/Midway Airport
3.0 star property
Bedford Park
8.4 out of 10, Very good, (1,003 reviews)
"Everything was clean, staff was very helpful and very welcoming"
United States
Edith
The price is ₹15,710
₹18,456 total
includes taxes & fees
13 Oct - 14 Oct
Hilton Garden Inn Chicago/Midway Airport
A courtyard with a fire pit, outdoor seating, and a building with a balcony.

6. Courtyard by Marriott Chicago Midway Airport

Courtyard by Marriott Chicago Midway Airport
3.0 star property
Bedford Park
8.2 out of 10, Very good, (1,004 reviews)
"Everything was great, I would certainly stay there again."
United States
Theresa
The price is ₹15,454
₹18,156 total
includes taxes & fees
2 Oct - 3 Oct
Courtyard by Marriott Chicago Midway Airport
A modern hotel lobby with a seating area, a bar, and a kitchen.

7. DoubleTree by Hilton Chicago Midway Airport

DoubleTree by Hilton Chicago Midway Airport
4.0 star property
Bedford Park
9.2 out of 10, Wonderful, (1,001 reviews)
"2nd year staying staff was very helpful clean stay surrounded by everything we need as a family!!!"
United States
Jessica
The price is ₹18,806
₹22,094 total
includes taxes & fees
26 Sept - 27 Sept
DoubleTree by Hilton Chicago Midway Airport
A restaurant interior with a retro 1943 theme, featuring hanging pendant lights, a checkered floor, and a large illuminated 'CHICAGO' sign.

8. Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport
3.0 star property
Schiller Park
7.8 out of 10, Good, (3,179 reviews)
"All around, great stay!"
United States
James
The price is ₹9,572
₹11,006 total
includes taxes & fees
4 Oct - 5 Oct
Comfort Suites Chicago O'Hare Airport
A lobby with a staircase, two armchairs, a table, and a potted plant.

9. Quality Inn O'Hare Airport

Quality Inn O'Hare Airport
2.5 star property
Schiller Park
7.6 out of 10, Good, (2,362 reviews)
"Good budget accommodations."
Canada
John
The price is ₹7,507
₹8,632 total
includes taxes & fees
4 Oct - 5 Oct
Quality Inn O'Hare Airport
An outdoor patio area with wicker furniture, potted plants, and a covered seating area with a view of the street.

10. Hyatt Centric Chicago O'Hare

Hyatt Centric Chicago O'Hare
4.0 star property
Rosemont
9.0 out of 10, Wonderful, (1,088 reviews)
"Great location! Lovely hotel, will visit again."
Canada
Pavannoor
The price is ₹11,881
₹13,542 total
includes taxes & fees
18 Oct - 19 Oct
Hyatt Centric Chicago O'Hare
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.
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Top Downtown Chicago Hotel Reviews

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"We had a great time staying at the hyatt. It's in a great location and the room was super clean. The restaurants at the hotel were also really nice and my wife like the gyms scenic view. The only one point of improvement was that sometimes the fridge made a loud ticking sound which could be kind of annoying."
Geoffrey 4-night trip
Posted less than an hour ago
Hyatt Regency Chicago

Frequently asked questions

Searching for Downtown Chicago accommodation with a free airport shuttle?
Choosing a hotel offering a complimentary airport shuttle in Downtown Chicago is just a few clicks away, and with the number of deals on Expedia, you won't be disappointed. 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 1397 Expedia hotels and other accommodation options.
What should I see while I'm in Downtown Chicago?
After the shuttle drops you off at your accommodation and you've settled 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 round trip to and from the airport, at certain hours of the day, or it could be just a one-way shuttle to the airport.
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 advance reservations for custom departures and pick-ups. Check the hotel's policy on Expedia before booking your stay.

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