Search Hotels with Airport Transfers in Downtown Chicago

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Downtown Chicago Hotels with Airport Transfers

Tonight
7 Dec - 8 Dec
Tomorrow
8 Dec - 9 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Top Downtown Chicago Hotels with Airport Transfers

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, (2179)
"Very nice place to stay "
United States
Ramon
The price is ₹11,398
₹12,991 total
includes taxes & fees
11 Dec - 12 Dec
Hyatt Regency O'Hare Chicago
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, (2127)
"Great stay! Convenient shuttle, choices at breakfast, and friendly staff"
United States
Fiona
The price is ₹8,459
₹9,642 total
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn Chicago-O'Hare International Airport
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, (3263)
"Nice hotel for the price. Close to the airport and to other dining and shopping locations. "
United States
Joshua
The price is ₹10,448
₹11,909 total
includes taxes & fees
10 Dec - 11 Dec
Hyatt Place 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, (2650)
"great place to stay"
Canada
Justine
The price is ₹9,629
₹11,133 total
includes taxes & fees
5 Jan - 6 Jan 2026
Holiday Inn Chicago O'Hare – Rosemont by IHG
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, (2175)
"The family room we stayed has a wide airport view, which I’m so impressed with."
Canada
Naw Kanyaw
The price is ₹17,637
₹20,704 total
includes taxes & fees
2 Jan - 3 Jan 2026
Hilton Chicago O'Hare Airport
Reception hall
Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel

4.5 star property
Rosemont
9.4 out of 10, Exceptional, (1901)
"Great room and a Capital Grille right next door "
United States
Beth
The price is ₹12,509
₹14,258 total
includes taxes & fees
13 Dec - 14 Dec
Loews Chicago O'Hare Hotel
Lobby lounge
Aloft Chicago O'Hare

Aloft Chicago O'Hare

3.0 star property
Rosemont
9.0 out of 10, Wonderful, (1109)
"Excellent staff and location"
United States
Melvine
The price is ₹10,633
₹12,119 total
includes taxes & fees
4 Jan - 5 Jan 2026
Aloft Chicago O'Hare
2 restaurants, breakfast, lunch, dinner served; American cuisine
Renaissance Chicago O'Hare Suites Hotel

Renaissance Chicago O'Hare Suites Hotel

4.0 star property
O'Hare
8.4 out of 10, Very good, (1002)
"Great stay"
United States
Laura
The price is ₹7,306
₹8,576 total
includes taxes & fees
21 Dec - 22 Dec
Renaissance Chicago O'Hare Suites Hotel
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, (2654)
"I enjoyed my stay, friendly staff, close to shopping and variety of dining choices, nice parking "
United States
Jacqueline
The price is ₹9,269
₹10,565 total
includes taxes & fees
19 Dec - 20 Dec
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
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 ₹11,258
₹13,216 total
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.
View all properties

Top Downtown Chicago Hotel Reviews

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Everything was amazing, from the staff to the room, amenities simply perfect.!! "
TERESA 3-night trip
Posted 17 hours ago
Hyatt Regency Chicago
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

10/10 Excellent
"This place was amazing! Staff were very helpful and friendly! Easy check in and check out. Room was clean as well! Will definitely be back! "
Rosa Maria 2-night trip
Posted 3 days ago
Palmer House a Hilton Hotel

Explore a world of travel with Expedia

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 1457 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. Michigan Avenue, Navy Pier 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.