Find Hotels with Airport Shuttle in Chicago from S$99

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Check availability on Chicago Hotels with Airport Shuttle

Our top choices for Chicago hotels with free airport shuttle

Exterior
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, (2767)
"Room was clean and beds were comfortable. "
United States
Daniel
The price is S$99
includes taxes & fees
23 Dec - 24 Dec
Comfort Suites Chicago O'Hare Airport
Daily full breakfast (USD 27.76 per person)
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4.0 star property
Rosemont
8.8 out of 10, Excellent, (2190)
"Very nice place to stay "
United States
Ramon
The price is S$175
includes taxes & fees
13 Dec - 14 Dec
Hyatt Regency O'Hare Chicago
Ballroom
Hyatt Place Chicago/O'Hare Airport

Hyatt Place Chicago/O'Hare Airport

3.0 star property
Rosemont
8.4 out of 10, Very good, (3265)
"Good breakfast, clean rooms and great price!"
United States
Allison
The price is S$172
includes taxes & fees
14 Dec - 15 Dec
Hyatt Place Chicago/O'Hare Airport
Exterior
Hampton Inn Chicago-O'Hare International Airport

Hampton Inn Chicago-O'Hare International Airport

2.5 star property
Schiller Park
9.2 out of 10, Wonderful, (2125)
"Great and clean - shuttle service to the airport was really nice"
Canada
Amanda
The price is S$139
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn Chicago-O'Hare International Airport
Indoor pool
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

3.5 star property
Rosemont
8.6 out of 10, Excellent, (2652)
"I enjoyed my stay, friendly staff, close to shopping and variety of dining choices, nice parking "
United States
Jacqueline
The price is S$152
includes taxes & fees
19 Dec - 20 Dec
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
Reception hall
Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel

4.5 star property
Rosemont
9.4 out of 10, Exceptional, (1905)
"Great room and a Capital Grille right next door "
United States
Beth
The price is S$205
includes taxes & fees
19 Dec - 20 Dec
Loews Chicago O'Hare Hotel
Terrace/patio
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4.0 star property
O'Hare
8.2 out of 10, Very good, (2177)
"The family room we stayed has a wide airport view, which I’m so impressed with."
Canada
Naw Kanyaw
The price is S$298
includes taxes & fees
2 Jan - 3 Jan, 2026
Hilton Chicago O'Hare Airport
Terrace/patio
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, (2652)
"great place to stay"
Canada
Justine
The price is S$161
includes taxes & fees
8 Jan - 9 Jan, 2026
Holiday Inn Chicago O'Hare – Rosemont by IHG
Lobby
Spark by Hilton Des Plaines Chicago O'Hare

Spark by Hilton Des Plaines Chicago O'Hare

3.0 star property
Des Plaines
8.6 out of 10, Excellent, (44)
"Clean room, nice front desk employee "
United States
Maria
The price is S$112
includes taxes & fees
20 Dec - 21 Dec
Spark by Hilton Des Plaines Chicago O'Hare
Exterior
Marriott Chicago O'Hare

Marriott Chicago O'Hare

3.5 star property
O'Hare
8.6 out of 10, Excellent, (1199)
"Great place "
United States
VIRGIL
The price is S$190
includes taxes & fees
2 Jan - 3 Jan, 2026
Marriott 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 Chicago Hotel Reviews

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"My 2nd time coming to Chicago from miami love it in Chicago my favorite hotel "
Carl 3-night trip
Posted 1 day ago
Hyatt Regency Chicago
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

10/10 Excellent
"Always great service."
Violet 2-night trip
Posted 1 day ago
Palmer House a Hilton Hotel

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Frequently asked questions

Looking for Chicago accommodation with a free airport shuttle?
Finding the right hotel with a free airport shuttle for your next trip to Chicago is simple, 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.
What are the favourite hotels with a free airport shuttle in Chicago?
Holiday Inn Chicago O'Hare – Rosemont by IHG is a popular hotel, featuring a free airport shuttle and free WiFi . A couple of other hotels offering a complimentary airport shuttle service to consider are Marriott Chicago O'Hare and Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG.
How many hotels offer a free airport shuttle in Chicago?
Among Expedia's 5567 accommodation options in Chicago, there are 56 hotels offering a free airport shuttle.
What are the top places to visit in 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 Chicago. Michigan Avenue, Wrigley Field and Naval Base Great Lakes are some of the places you won't want to miss. Other noteworthy attractions include Soldier Field, Navy Pier and United Center.
What is a free airport shuttle?
Depending on where you stay in 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 Chicago. A complimentary airport shuttle may run 24/7 or it could be restricted to certain times a day. It's important to check the hotel's policy on Expedia before you book.