A busy city street with tall buildings, a bus, and cars.

Hotels with Airport Shuttle in Downtown Chicago, Chicago

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Check availability on Downtown Chicago Hotels with Airport Shuttle

This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Our top choices for Downtown Chicago hotels with free airport shuttle

A balcony with a table and chairs, a bottle of wine, and a glass of wine.

1. Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (995 reviews)
"Great stay"
United States
Ricardo
Kasa Magnificent Mile Chicago
The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

2. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (5,647 reviews)
"All the stay was perfect, location is near to all the best places"
Mexico
JESUS VERA
The price is P8,383
P11,778 total
includes taxes & fees
Nov 23 - Nov 24
Hotel Riu Plaza Chicago
A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

3. Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,106 reviews)
"It was a wonderful stay!"
United States
Ashya
The price is P7,315
P8,696 total
includes taxes & fees
Nov 22 - Nov 23
Congress Plaza Hotel
A rooftop terrace with outdoor seating, a view of the city skyline, and a building with a brick facade.

4. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,665 reviews)
"Clean room and great location for our trip"
United States
Kevin
The price is P7,306
P8,686 total
includes taxes & fees
Nov 11 - Nov 12
The Chicago Hotel Collection Ambassador Gold Coast
A river with buildings on both sides, a bridge, and a pedestrian walkway.

5. River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,583 reviews)
"The hotel was in a great location."
United States
Shelby
The price is P7,245
P8,614 total
includes taxes & fees
Dec 7 - Dec 8
River Hotel
A cityscape at dusk with high-rise buildings, including a Hilton hotel.

6. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (5,054 reviews)
"Great place to stay"
United States
Melissa
The price is P6,427
P7,641 total
includes taxes & fees
Dec 7 - Dec 8
Hilton Chicago/Magnificent Mile Suites
A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

7. L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (5,184 reviews)
"Amazing hotel will stay again"
United States
Matthew
The price is P9,212
P10,952 total
includes taxes & fees
Nov 22 - Nov 23
L7 Chicago by LOTTE
A rooftop lounge with outdoor seating, a fire feature, and transparent dome structures.

8. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,540 reviews)
"Great location, friendly staff, highly recommended."
United States
Silvia
The price is P6,576
P7,818 total
includes taxes & fees
Nov 9 - Nov 10
The Chicago Hotel Collection - Magnificent Mile
A room with two chairs and a small table, a large window with a city view at night.

9. Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,985 reviews)
"Nice rooms and great location"
United States
Gabriela
The price is P9,150
P10,879 total
includes taxes & fees
Nov 22 - Nov 23
Eurostars Magnificent Mile
A grand hotel lobby with a central staircase, ornate columns, and a decorative ceiling.

10. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,526 reviews)
"Enjoyed my stay will book again!"
United States
Jordan
The price is P6,859
P10,019 total
includes taxes & fees
Nov 27 - Nov 28
Hilton Chicago
Lobby

11. The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,985 reviews)
"Great hotel"
United States
Kiera
The price is P7,497
P10,930 total
includes taxes & fees
Dec 6 - Dec 7
The Allegro Royal Sonesta Hotel Chicago Loop
A cityscape with modern high-rise buildings, a river, and a boat.

12. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,498 reviews)
"Wonderful will stay again"
United States
Kristee
The price is P9,861
P13,990 total
includes taxes & fees
Nov 22 - Nov 23
Hyatt Regency Chicago
A multi-level atrium with a central spiral staircase, multiple seating areas, and a pool.

13. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5,974 reviews)
"Great location! Walkable to several nice spots and easy to get to parking."
United States
Stacy
The price is P7,831
P9,310 total
includes taxes & fees
Dec 7 - Dec 8
Embassy Suites by Hilton Chicago Downtown River North
A cityscape with tall buildings, a river, and a bridge.

14. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,671 reviews)
"Excellent hotel"
Canada
Frédéric
The price is P8,127
P11,679 total
includes taxes & fees
Dec 7 - Dec 8
The Royal Sonesta Chicago Downtown
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

15. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,891 reviews)
"Excellent location"
Switzerland
Kevin
The price is P9,127
P12,741 total
includes taxes & fees
Nov 23 - Nov 24
LondonHouse Chicago, Curio Collection by Hilton
The Intercontinental hotel facade with a large American flag and a floral display.

16. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,423 reviews)
"Excellent location, lots of shops and restaurants nearby and walking distance to many sights."
Canada
Faye
The price is P11,627
P16,047 total
includes taxes & fees
Dec 6 - Dec 7
InterContinental Chicago Magnificent Mile by IHG
A warmly lit library with bookshelves, a central reading area with sofas and a table, and a chandelier.

17. Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (3,374 reviews)
"Location was convenient, staff was very helpful. I had a great experience, would stay here again."
United States
Rosemary
The price is P5,465
P7,621 total
includes taxes & fees
Dec 6 - Dec 7
Freehand Chicago
A modern building with a colorful facade and a red circular seating area.

18. citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,361 reviews)
"Great hotel"
United States
Kristopher Joel
The price is P7,308
P8,689 total
includes taxes & fees
Nov 23 - Nov 24
citizenM Chicago Downtown
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

19. Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,653 reviews)
"À really nice location."
United States
Adolfo
The price is P7,233
P8,600 total
includes taxes & fees
Dec 6 - Dec 7
Club Quarters Hotel, Central Loop, Chicago
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

20. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,577 reviews)
"Great location and beautiful hotel!"
United States
Jodi
The price is P6,105
P7,258 total
includes taxes & fees
Dec 7 - Dec 8
DoubleTree by Hilton Chicago - Magnificent Mile
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.
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Top Downtown Chicago Hotel Reviews

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 1372 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.