A river with a yellow boat, surrounded by tall buildings and a bridge.

Search Hotels with Airport Transfers in Chicago

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Chicago Hotels with Airport Transfers

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Chicago hotels with free airport shuttle

A modern hotel lobby with a reception desk, seating area, and large windows offering city views.

1. The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,000 reviews)
"Very well located and the service at this hotel was truly 5 stars The high tea was exceptional as well"
United States
Ana
The price is £464
includes taxes & fees
22 Nov - 23 Nov
The Langham, Chicago
A high-rise hotel with multiple floors, large windows, and a prominent Tiffany & Co. store on the ground level.

2. The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,002 reviews)
"Always an incredible hotel! Definitely one of the best in the USA"
United States
Vincent Haley
The price is £555
includes taxes & fees
15 Nov - 16 Nov
The Peninsula Chicago
A restaurant interior with tables and chairs, a bar area, and a counter where waitstaff are serving.

3. L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (5,137 reviews)
"Amazing hotel will stay again"
United States
Matthew
The price is £116
includes taxes & fees
22 Nov - 23 Nov
L7 Chicago by LOTTE
A cityscape with a river, a bridge, and a dining area with tables and chairs.

4. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (2,067 reviews)
"Great experience and accommodations"
United States
robert
The price is £410
includes taxes & fees
8 Nov - 9 Nov
Trump International Hotel & Tower Chicago
A modern hotel lobby with a spiral staircase, seating areas, and large windows offering city views.

5. Residence Inn Chicago Downtown Magnificent Mile

Residence Inn Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (664 reviews)
"The entire stay was excellent, will definitely visit again."
United States
JERI
The price is £120
includes taxes & fees
22 Nov - 23 Nov
Residence Inn Chicago Downtown Magnificent Mile
A rooftop terrace with a city skyline view, featuring a mix of modern and classic architecture, and several potted plants.

6. The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,000 reviews)
"The hotel lobby and rooftop are nice but the rooms are okay. We had 3 rooms and the shower pressure was terrible in all. The king room felt small so we switched to 2 queens which was much better. The service was so good though and it’s attached to a mall. It was good overall but probably won’t stay here again."
United States
Sabina
The price is £271
includes taxes & fees
26 Nov - 27 Nov
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
A modern building with a colorful facade and a red circular seating area.

7. citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,350 reviews)
"Great hotel"
United States
Kristopher Joel
The price is £103
includes taxes & fees
23 Nov - 24 Nov
citizenM Chicago Downtown
A spacious bar area with high ceilings and large windows, offering views of a cityscape.

8. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,492 reviews)
"Wonderful will stay again"
United States
Kristee
The price is £164
includes taxes & fees
22 Nov - 23 Nov
Hyatt Regency Chicago
A spacious lobby with a long bar area, red curtains, and a patterned carpet.

9. Canopy by Hilton Chicago Central Loop

Canopy by Hilton Chicago Central Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,450 reviews)
"Great stay and great location!"
United States
Hannah
The price is £135
includes taxes & fees
22 Nov - 23 Nov
Canopy by Hilton Chicago Central Loop
A spacious lobby with a plush teal sofa, a round coffee table, and a large chandelier.

10. The LaSalle Chicago, Autograph Collection by Marriott

The LaSalle Chicago, Autograph Collection by Marriott
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (405 reviews)
"Very convenient, Moderna and friendly / helpful staff."
United States
Jason
The price is £193
includes taxes & fees
26 Nov - 27 Nov
The LaSalle Chicago, Autograph Collection by Marriott
A corridor with ornate black metal railings and a patterned carpet.

11. Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,186 reviews)
"Great stay"
United States
RaeQuan
The price is £152
includes taxes & fees
15 Nov - 16 Nov
Staypineapple, An Iconic Hotel, The Loop
A hotel lobby with a bar area, a chandelier, and a reception desk.

12. Residence Inn Chicago Downtown/Loop

Residence Inn Chicago Downtown/Loop
3.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,002 reviews)
"Breakfast was great A lot to chose from"
United States
William
The price is £113
includes taxes & fees
22 Nov - 23 Nov
Residence Inn Chicago Downtown/Loop
A modern lounge area with seating, a coffee table, and a view of the city at night.

13. Moxy Chicago Downtown

Moxy Chicago Downtown
3.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Love the hotel, love the area, will repeat !"
United States
Justin
The price is £108
includes taxes & fees
23 Nov - 24 Nov
Moxy Chicago Downtown
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

14. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,878 reviews)
"It was a very nice stay! We enjoyed the hotel The views were amazing"
United States
James
The price is £150
includes taxes & fees
23 Nov - 24 Nov
LondonHouse Chicago, Curio Collection by Hilton
A dining area with a table set for four, large windows offering a cityscape view at dusk.

15. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,670 reviews)
"Location of hotel and room view of river was outstanding!"
United States
Scott
The price is £143
includes taxes & fees
23 Nov - 24 Nov
The Royal Sonesta Chicago Downtown
Exterior

16. Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,417 reviews)
"Outstanding hotel highly recommend staying here!!!!"
United States
Daniel
The price is £143
includes taxes & fees
23 Nov - 24 Nov
Arlo Chicago
A hotel with a modern glass facade, signage for SpringHill Suites, and a well-lit entrance.

17. Springhill Suites by Marriott Chicago Downtown/ River North

Springhill Suites by Marriott Chicago Downtown/ River North
3.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,220 reviews)
"everything was great, excellent location"
United States
Robert
The price is £116
includes taxes & fees
22 Nov - 23 Nov
Springhill Suites by Marriott Chicago Downtown/ River North
An outdoor patio area with multiple tables and chairs, umbrellas, and potted plants.

18. Loews Chicago Hotel

Loews Chicago Hotel
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,519 reviews)
"Excellent location and super friendly staff!"
United States
Rhiannon
The price is £212
includes taxes & fees
24 Nov - 25 Nov
Loews Chicago Hotel
A modern restaurant interior with a green wall, hanging lights, and a long dining area.

19. Hotel 505 River North

Hotel 505 River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,991 reviews)
"Great stay!"
United States
Miya
The price is £123
includes taxes & fees
22 Nov - 23 Nov
Hotel 505 River North
Theatre show

20. Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,435 reviews)
"Great location and friendly staff"
United States
William
The price is £124
includes taxes & fees
22 Nov - 23 Nov
Silversmith Hotel Chicago Downtown
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 Chicago Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

8/10 Good
"My tv would not connect all 3 days. At my checkout the front desk guy said they have special instructions to turn on the TV. Nobody ever mentioned it to me ."
Sam 3-night trip
Posted less than an hour ago
The Chicago Hotel Collection - Magnificent Mile
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

8/10 Good
"Quick stay for overnight connection at ORD. Hotel was very convenient as you can walk from terminal to the hotel with clear signage. It was expensive but worth it to get few hours of sleep."
Wissam 1-night trip
Posted 2 days ago
Hilton Chicago O'Hare Airport

Frequently asked questions

Looking for Chicago accommodation with a free airport shuttle?
Finding the right hotel with a free airport shuttle for your next trip to Chicago is simple, as our site has plenty of accommodation options. Your free transfer will take you to and from nearby airports such as Chicago Midway Airport (MDW), which is located 8.6 mi (13.9 km) away. After you've made your way to your hotel and settled in, then get out to enjoy the theatre scene and monuments.
What are the favourite hotels with a free airport shuttle in Chicago?
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG is a popular hotel, featuring a free airport shuttle and 3 restaurants . A couple of other hotels offering a complimentary airport shuttle service to consider are Holiday Inn Chicago O'Hare – Rosemont by IHG and Marriott Chicago O'Hare.
How many hotels offer a free airport shuttle in Chicago?
Among Expedia's 5431 accommodation options in Chicago, there are 55 hotels offering a free airport shuttle.
What are the top places to visit in 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 Chicago. Soldier Field, Navy Pier and Wrigley Field are some of the places you won't want to miss. Other noteworthy attractions include Michigan Avenue, United Center and Six Flags Great America.
What is a free airport shuttle?
Depending on where you stay in 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 Chicago. A complimentary airport shuttle may run 24/7 or it could be restricted to certain times a day. It's important to check the hotel's policy on Expedia before you book.

Explore a world of travel with Expedia