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Hotels with Airport Shuttle in Downtown Chicago, Chicago

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Check availability on Downtown Chicago Hotels with Airport Shuttle

This weekend
Aug 7 - Aug 9
Next weekend
Aug 14 - Aug 16

Our top choices for Downtown Chicago hotels with free airport shuttle

Cocktail bar

1. Hyatt Place Chicago Midway Airport

Hyatt Place Chicago Midway Airport
3.0 star property
Bedford Park
9.0 out of 10, Wonderful, (1,283 reviews)
"The room was clean, the staff is great and the breakfast was really good!"
United States
Nidia
The price is P9,791
P11,503 total
includes taxes & fees
Aug 31 - Sep 1
Hyatt Place Chicago Midway Airport
Lobby

2. Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
4.0 star property
Rosemont
8.8 out of 10, Excellent, (2,964 reviews)
"Nice place to stay."
United States
Georgia
The price is P10,278
P11,715 total
includes taxes & fees
Aug 30 - Aug 31
Hyatt Regency O'Hare Chicago
Exterior

3. Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
2.5 star property
Bedford Park
9.0 out of 10, Wonderful, (1,345 reviews)
"Amazing stay"
United States
Darryl
The price is P9,852
P11,575 total
includes taxes & fees
Aug 23 - Aug 24
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Free daily buffet breakfast

4. 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, (2,370 reviews)
"Nice hotel good breakfast"
United States
DeShawn
The price is P7,845
P9,020 total
includes taxes & fees
Aug 24 - Aug 25
Hampton Inn Chicago-O'Hare International Airport
Exterior

5. Hampton Inn & Suites Rosemont Chicago O'Hare

Hampton Inn & Suites Rosemont Chicago O'Hare
3.5 star property
Rosemont
9.4 out of 10, Exceptional, (1,115 reviews)
"Friendly staff clean room and very good continental breakfast to be included for the night."
United States
Andrea
The price is P8,343
P9,509 total
includes taxes & fees
Aug 23 - Aug 24
Hampton Inn & Suites Rosemont Chicago O'Hare
Bar (on property)

6. Embassy Suites by Hilton Chicago O'Hare Rosemont

Embassy Suites by Hilton Chicago O'Hare Rosemont
4.0 star property
Rosemont
8.8 out of 10, Excellent, (1,618 reviews)
"Overall great experience at this hotel!!"
United States
Randol
The price is P9,276
P10,572 total
includes taxes & fees
Aug 16 - Aug 17
Embassy Suites by Hilton Chicago O'Hare Rosemont
Property amenity

7. Courtyard by Marriott Chicago Midway Airport

Courtyard by Marriott Chicago Midway Airport
3.0 star property
Bedford Park
8.2 out of 10, Very Good, (1,010 reviews)
"Fast and easy check in."
United States
Kong
The price is P9,244
P10,860 total
includes taxes & fees
Aug 16 - Aug 17
Courtyard by Marriott Chicago Midway Airport
Reception hall

8. Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel
4.5 star property
Rosemont
9.4 out of 10, Exceptional, (2,155 reviews)
"Loved it there!"
United States
Chelsea
The price is P12,711
P14,487 total
includes taxes & fees
Aug 8 - Aug 9
Loews Chicago O'Hare Hotel
Exterior

9. Hyatt Place Chicago/O'Hare Airport

Hyatt Place Chicago/O'Hare Airport
3.0 star property
Rosemont
8.4 out of 10, Very Good, (3,496 reviews)
"Hyatt Place is one of my favorite hotels wherever I travel. This location is especially convenient."
United States
Claribel
The price is P8,758
P9,982 total
includes taxes & fees
Sep 1 - Sep 2
Hyatt Place Chicago/O'Hare Airport
Exterior

10. Holiday Inn Express & Suites Bensenville - O'Hare by IHG

Holiday Inn Express & Suites Bensenville - O'Hare by IHG
3.0 star property
Bensenville
8.8 out of 10, Excellent, (1,009 reviews)
"Clean room, breakfast included was good even though we missed it and best pet was free shuttle to the airport."
United States
Kiara
The price is P7,845
P8,942 total
includes taxes & fees
Aug 9 - Aug 10
Holiday Inn Express & Suites Bensenville - O'Hare by IHG
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

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"No complaints. Would stay here again."
Jessica 2-night trip
Posted 3 hours ago
Fairmont Chicago at Millennium Park
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Really nice place to stay! Everything is near by and within walking distance!"
andy 5-night trip
Posted 5 hours ago
The Chicago Hotel Collection - Magnificent Mile

Frequently asked questions

Searching for Downtown Chicago accommodations with a free airport shuttle?
Finding the right hotel with a free airport transportation for your stay in Downtown Chicago has never been so easy, as our site is brimming with accommodation options. 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 1407 Expedia hotels and other accommodation options.
What are the top places to visit in Downtown Chicago?
After the airport shuttle drives you to your hotel and you settle in, take in the many things to see and do in Downtown Chicago. Navy Pier, Lake Michigan, and Michigan Avenue 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 two-way trip to and from the airport or it could be just a one-way trip to your hotel.
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 advanced reservations for custom departures and pick-ups. It's important to check the hotel's policy on Expedia before you book.