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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
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Downtown Chicago hotels with free airport shuttle

Indoor pool

1. Fairfield Inn and Suites by Marriott Chicago Midway Airport

Fairfield Inn and Suites by Marriott Chicago Midway Airport
3.0 star property
Bedford Park
8.4 out of 10, Very good, (1,005 reviews)
"Nice choices for breakfast and very friendly staff!"
United States
Gabriela
The price is P7,071
P8,307 total
includes taxes & fees
Sep 27 - Sep 28
Fairfield Inn and Suites by Marriott Chicago Midway Airport
Lobby

2. Sleep Inn Midway Airport Bedford Park

Sleep Inn Midway Airport Bedford Park
2.5 star property
Bedford Park
8.0 out of 10, Very good, (2,122 reviews)
"Every thing is good from the cleanliness of the room, very helpful staff , Perfect breakfast on the morning lot to choose from the food and hooray to the airport shuttle driver very helpful staff."
United States
Eleanor
The price is P6,869
P8,070 total
includes taxes & fees
Oct 14 - Oct 15
Sleep Inn Midway Airport Bedford Park
Lobby

3. Hampton Inn by Hilton Chicago-Midway Airport

Hampton Inn by Hilton Chicago-Midway Airport
2.5 star property
Bedford Park
8.6 out of 10, Excellent, (1,239 reviews)
"We had an enjoyable stay"
United States
Lysa
The price is P10,144
P11,917 total
includes taxes & fees
Oct 23 - Oct 24
Hampton Inn by Hilton Chicago-Midway Airport
Exterior

4. DoubleTree by Hilton Chicago O'Hare Airport - Rosemont

DoubleTree by Hilton Chicago O'Hare Airport - Rosemont
4.0 star property
Rosemont
8.8 out of 10, Excellent, (1,023 reviews)
"Great stay. Very convenient location and a shuttle to/from the airport."
United States
Kaylee
The price is P8,287
P9,445 total
includes taxes & fees
Oct 17 - Oct 18
DoubleTree by Hilton Chicago O'Hare Airport - Rosemont
Exterior

5. Hilton Garden Inn Chicago/Midway Airport

Hilton Garden Inn Chicago/Midway Airport
3.0 star property
Bedford Park
8.4 out of 10, Very good, (1,003 reviews)
"Everything was clean, staff was very helpful and very welcoming"
United States
Edith
The price is P10,285
P12,083 total
includes taxes & fees
Oct 13 - Oct 14
Hilton Garden Inn Chicago/Midway Airport
Property amenity

6. 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, (1,004 reviews)
"Everything was great, I would certainly stay there again."
United States
Theresa
The price is P10,118
P11,887 total
includes taxes & fees
Oct 2 - Oct 3
Courtyard by Marriott Chicago Midway Airport
Lobby

7. DoubleTree by Hilton Chicago Midway Airport

DoubleTree by Hilton Chicago Midway Airport
4.0 star property
Bedford Park
9.2 out of 10, Wonderful, (1,001 reviews)
"2nd year staying staff was very helpful clean stay surrounded by everything we need as a family!!!"
United States
Jessica
The price is P12,312
P14,465 total
includes taxes & fees
Sep 26 - Sep 27
DoubleTree by Hilton Chicago Midway Airport
Lunch and dinner served

8. Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport
3.0 star property
Schiller Park
7.8 out of 10, Good, (3,179 reviews)
"All around, great stay!"
United States
James
The price is P6,267
P7,206 total
includes taxes & fees
Oct 4 - Oct 5
Comfort Suites Chicago O'Hare Airport
Lobby

9. Quality Inn O'Hare Airport

Quality Inn O'Hare Airport
2.5 star property
Schiller Park
7.6 out of 10, Good, (2,362 reviews)
"Good budget accommodations."
Canada
John
The price is P4,915
P5,651 total
includes taxes & fees
Oct 4 - Oct 5
Quality Inn O'Hare Airport
Terrace/patio

10. Hyatt Centric Chicago O'Hare

Hyatt Centric Chicago O'Hare
4.0 star property
Rosemont
9.0 out of 10, Wonderful, (1,088 reviews)
"Great location! Lovely hotel, will visit again."
Canada
Pavannoor
The price is P8,097
P9,229 total
includes taxes & fees
Oct 4 - Oct 5
Hyatt Centric 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

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

8/10 Good
"Easy check-in and out. Staff was nice and helpful. The building was built before a/c was common, but the little window unit worked just fine. I loved the easy walking distance to Grant Park and Michigan Ave. Rooms are clean and neat."
Jon 1-night trip
Posted 2 hours ago
Travelodge by Wyndham Downtown Chicago

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 1397 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, Michigan Avenue, 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 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.