Find Chicago Hotels with Free Airport Shuttle from S$121

    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

Holiday Inn Chicago O'Hare – Rosemont by IHG
Terrace/patio

Holiday Inn Chicago O'Hare – Rosemont by IHG

3.0 star property
8.8 out of 10, Excellent, (2165)
"Great stay near the airport for an early flight. "
The price is S$153
includes taxes & fees
10 Aug - 11 Aug
Holiday Inn Chicago O'Hare – Rosemont by IHG
Hilton Chicago O'Hare Airport
Terrace/patio

Hilton Chicago O'Hare Airport

4.0 star property
8.2 out of 10, Very good, (2069)
"Good place to stay for travelers. "
The price is S$269
includes taxes & fees
8 Aug - 9 Aug
Hilton Chicago O'Hare Airport
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, (2545)
"Clean rooms, quiet area, safe and restaurant nearby in short walking distance."
The price is S$140
includes taxes & fees
20 Jul - 21 Jul
Comfort Suites Chicago O'Hare Airport
Quality Inn O'Hare Airport
Lobby

Quality Inn O'Hare Airport

2.5 star property
7.4 out of 10, Good, (1387)
"Wonderful staff, nice rooms, convenient shuttle to the airport, nice bar/restaurant in the property."
The price is S$110
includes taxes & fees
12 Aug - 13 Aug
Quality Inn O'Hare Airport
La Quinta by Wyndham Chicago O'Hare Airport
Free daily buffet breakfast

La Quinta by Wyndham Chicago O'Hare Airport

3.0 star property
8.4 out of 10, Very good, (1650)
"Very new hotel with a Great breakfast"
The price is S$140
includes taxes & fees
11 Aug - 12 Aug
La Quinta by Wyndham Chicago O'Hare Airport
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, (1306)
"It was a nice stay for the price. The room was spacious and the bed comfortable."
The price is S$121
includes taxes & fees
13 Jul - 14 Jul
Super 8 by Wyndham Chicago O'Hare Airport
Courtyard by Marriott Chicago Wood Dale
Lobby

Courtyard by Marriott Chicago Wood Dale

3.0 star property
8.6 out of 10, Excellent, (1002)
"Very clean, great customer service. "
The price is S$140
includes taxes & fees
20 Jul - 21 Jul
Courtyard by Marriott Chicago Wood Dale
Holiday Inn Express Chicago NW - Arlington Heights by IHG
1 bedroom, premium bedding, down duvets, pillow-top beds

Holiday Inn Express Chicago NW - Arlington Heights by IHG

2.5 star property
8.8 out of 10, Excellent, (956)
"It was reasonably priced & close to family we were visiting."
The price is S$136
includes taxes & fees
14 Jul - 15 Jul
Holiday Inn Express Chicago NW - Arlington Heights by IHG
Hyatt Place Chicago/O'Hare Airport
Ballroom

Hyatt Place Chicago/O'Hare Airport

3.0 star property
8.4 out of 10, Very good, (2982)
"Great place to stay before flying out. Walked across street to Outback for dinner."
The price is S$182
includes taxes & fees
13 Jul - 14 Jul
Hyatt Place Chicago/O'Hare Airport
Renaissance Chicago O'Hare Suites Hotel
2 restaurants, breakfast, lunch, dinner served; American cuisine

Renaissance Chicago O'Hare Suites Hotel

4.0 star property
8.4 out of 10, Very good, (1004)
"Great for a one night stay! The hot tub / pool area was really nice to use."
The price is S$194
includes taxes & fees
20 Jul - 21 Jul
Renaissance Chicago O'Hare Suites Hotel
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 local art scene and monuments.
How many hotels with a free airport shuttle are there in Chicago?
Among Expedia's 5287 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, Navy Pier, and Wrigley Field are some of the places you won't want to miss. Other noteworthy attractions include Naval Base Great Lakes, Art Institute of Chicago, and Soldier Field.
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.