Find Chicago Hotels with Free Airport Shuttle from S$80

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on Chicago Hotels with free airport shuttle

Top Hotels with free airport shuttle in Chicago

Super 8 by Wyndham Chicago O'Hare Airport
Lobby

Super 8 by Wyndham Chicago O'Hare Airport

3.5 star property
7.8 out of 10, Good, (1253)
"Property was well maintained, Breakfast was good."
The price is S$111
includes taxes & fees
23 Jun - 24 Jun
Super 8 by Wyndham Chicago O'Hare Airport
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Lobby

Country Inn & Suites by Radisson, Chicago O'Hare South, IL

3.0 star property
7.0 out of 10, Good, (1003)
"Great room."
The price is S$152
includes taxes & fees
16 Jun - 17 Jun
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Hampton Inn Chicago-O'Hare International Airport
Exterior

Hampton Inn Chicago-O'Hare International Airport

2.5 star property
9.2 out of 10, Wonderful, (1920)
"Breakfast was delicious and we love the airport shuttle. "
The price is S$181
includes taxes & fees
22 Jun - 23 Jun
Hampton Inn Chicago-O'Hare International Airport
Holiday Inn Chicago O'Hare Area by IHG
Exterior

Holiday Inn Chicago O'Hare Area by IHG

3.0 star property
7.8 out of 10, Good, (1004)
"This hotel was clean, amazing breakfast, service and staff were friendly as can be and helpful! Stayed for three days and loved it! "
The price is S$152
includes taxes & fees
2 Jul - 3 Jul
Holiday Inn Chicago O'Hare Area by IHG
Loews Chicago O'Hare Hotel
Reception hall

Loews Chicago O'Hare Hotel

4.5 star property
9.4 out of 10, Exceptional, (1845)
"We enjoyed our stay"
The price is S$305
includes taxes & fees
27 Jun - 28 Jun
Loews Chicago O'Hare Hotel
Carlton Inn Midway
Lobby

Carlton Inn Midway

2.0 star property
6.6 out of 10, (1003)
"Very good service. Rooms were better than we expected for that price."
The price is S$164
includes taxes & fees
6 Jul - 7 Jul
Carlton Inn Midway
Comfort Suites Chicago O'Hare Airport
Desk, blackout curtains, iron/ironing board, free cots/infant beds

Comfort Suites Chicago O'Hare Airport

3.0 star property
8.2 out of 10, Very good, (2508)
"It was a great stay"
The price is S$140
includes taxes & fees
22 Jun - 23 Jun
Comfort Suites Chicago O'Hare Airport
Wyndham Chicago O'Hare
Exterior

Wyndham Chicago O'Hare

3.0 star property
8.4 out of 10, Very good, (1002)
"Proximity to the airport"
The price is S$151
includes taxes & fees
22 Jun - 23 Jun
Wyndham Chicago O'Hare
Motel 6 Elk Grove Village, IL - O'Hare
Minibar, desk, laptop workspace, blackout curtains

Motel 6 Elk Grove Village, IL - O'Hare

2.0 star property
8.0 out of 10, Very good, (1494)
"The room was nice and very clean and I liked the location I had never been there before "
The price is S$80
includes taxes & fees
22 Jun - 23 Jun
Motel 6 Elk Grove Village, IL - O'Hare
Hampton Inn & Suites Rosemont Chicago O'Hare
Exterior

Hampton Inn & Suites Rosemont Chicago O'Hare

2.5 star property
9.4 out of 10, Exceptional, (1004)
"Great stay!"
The price is S$210
includes taxes & fees
29 Jun - 30 Jun
Hampton Inn & Suites Rosemont 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.

Frequently asked questions

Looking for Chicago accommodations with a free airport shuttle?
Choosing the right hotel with a free airport transportation for your next trip to Chicago is straightforward, as our site has plenty of accommodation options. Your free transfer will take you to and from nearby airports such as Chicago Midway Airport (MDW), which is located 8.6 mi (13.9 km) away. After you’ve made your way to your hotel and settled in, then get out to enjoy the entertainment and monuments.
How many hotels with a free airport shuttle are there in Chicago?
Among Expedia’s 5265 accommodation options in Chicago, you’ll find 58 hotels offering a free airport shuttle.
What is there to see in Chicago?
After the airport shuttle drives you to your hotel and you settle in, take in the many things to see and do in Chicago. Michigan Avenue, Soldier Field, and Navy Pier are some of the places you won’t want to miss. Other noteworthy attractions include Wrigley Field, Naval Base Great Lakes, and Six Flags Great America.
What is a free airport shuttle?
Depending on where you stay in Chicago, a free airport shuttle might be a two-way trip to and from the airport, at certain hours of the day, or it could be just a one-way trip to the airport.
How often will the shuttle run?
It depends on the hotel you choose to stay in 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.