Search Hotels with Airport Transfers in Downtown Chicago

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Top Downtown Chicago Hotels with Airport Transfers

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 3.338.874 ₫
3.805.648 ₫ total
includes taxes & fees
11 Dec - 12 Dec
Hyatt Regency O'Hare Chicago

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 2.478.122 ₫
2.824.564 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn Chicago-O'Hare International Airport

Hyatt Place Chicago/O'Hare Airport

3.0 star property
Rosemont
8.4 out of 10, Very good, (3264)
"Nice hotel for the price. Close to the airport and to other dining and shopping locations. "
United States
Joshua
The price is 3.060.744 ₫
3.488.637 ₫ total
includes taxes & fees
10 Dec - 11 Dec
Hyatt Place Chicago/O'Hare Airport

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 2.820.841 ₫
3.261.330 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Holiday Inn Chicago O'Hare – Rosemont by IHG

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 5.166.621 ₫
6.065.095 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Hilton Chicago O'Hare Airport

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 3.664.457 ₫
4.176.690 ₫ total
includes taxes & fees
13 Dec - 14 Dec
Loews Chicago O'Hare Hotel

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 3.114.788 ₫
3.550.235 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Aloft Chicago O'Hare

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 2.140.148 ₫
2.512.319 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Renaissance Chicago O'Hare Suites Hotel

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 2.715.389 ₫
3.095.001 ₫ total
includes taxes & fees
19 Dec - 20 Dec
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

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 3.298.011 ₫
3.871.536 ₫ 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.

Top Downtown Chicago Hotel Reviews

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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.