TOP Hotels with Airport Transfers in Downtown Chicago, IL for 2026

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Our top choices for Downtown Chicago hotels with free airport shuttle

A Hampton Inn hotel with a modern facade, large windows, and a welcoming entrance.

1. Hampton Inn Chicago-O'Hare International Airport

Schiller Park

Danielle

₹11,318 total

includes taxes & fees

29 Nov - 30 Nov

A modern interior with a staircase, green upholstered seating, and artwork on the walls.

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

Bedford Park

Christopher

₹13,652 total

includes taxes & fees

6 Dec - 7 Dec

A hotel lobby with a patterned carpet, a blue sofa, a reception desk, and a sign for the restaurant.

3. Comfort Suites Chicago O'Hare Airport

Schiller Park

Michael

₹9,158 total

includes taxes & fees

26 Nov - 27 Nov

A multi-story hotel with a prominent "Hyatt Place" sign, a well-lit entrance, and a landscaped front yard.

4. Hyatt Place Chicago/O'Hare Airport

Rosemont

Breonna

₹14,467 total

includes taxes & fees

24 Nov - 25 Nov

A modern reception area with a check-in counter, seating, and a decorative wall.

5. Hilton Chicago O'Hare Airport

O'Hare

Cassandra L

₹22,571 total

includes taxes & fees

27 Nov - 28 Nov

A hotel with a stone facade, multiple windows, and a well-lit entrance.

6. Hampton Inn & Suites Rosemont Chicago O'Hare

Rosemont

Brigid

₹13,181 total

includes taxes & fees

23 Nov - 24 Nov

An indoor swimming pool with clear water, surrounded by lounge chairs and a potted plant.

7. Embassy Suites by Hilton Chicago O'Hare Rosemont

Rosemont

Adam

₹13,663 total

includes taxes & fees

25 Nov - 26 Nov

A modern interior with a central spiral sculpture, multiple levels, and seating areas.

8. Hyatt Regency O'Hare Chicago

Rosemont

Garth

₹14,580 total

includes taxes & fees

26 Nov - 27 Nov

9. Loews Chicago O'Hare Hotel

Rosemont

Arnulfo

₹15,642 total

includes taxes & fees

27 Nov - 28 Nov

An indoor swimming pool with clear water, tiled floor, and lounge chairs.

10. SpringHill Suites Chicago O'Hare by Marriott

Norwood Park

Carlos

₹13,119 total

includes taxes & fees

23 Nov - 24 Nov

View all properties

Compare popular hotels in Downtown Chicago

Property	Property class	Guest rating
Hampton Inn Chicago-O'Hare International Airport	2.5 star property	9.4 Exceptional 2,410 reviews	View
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG	2.5 star property	9.0 Wonderful 1,384 reviews	View
Comfort Suites Chicago O'Hare Airport	3.0 star property	7.8 Good 3,246 reviews	View
Hyatt Place Chicago/O'Hare Airport	3.0 star property	8.4 Very good 3,502 reviews	View
Hilton Chicago O'Hare Airport	4.0 star property	8.6 Excellent 2,591 reviews	View

Top Downtown Chicago Hotel Reviews

Hampton Inn Chicago-O'Hare International Airport

Schiller Park

10/10 Excellent

Carole

Hampton Inn & Suites Rosemont Chicago O'Hare

Rosemont

10/10 Excellent

Emma

A swimming pool with a lifeguard station, chairs, and a clock on the wall.

Fairfield Inn and Suites by Marriott Chicago Midway Airport

Bedford Park

10/10 Excellent

Vladyslav

A spacious room with a fireplace, a seating area with a sofa, a dining table with chairs, and a vending machine labeled "TREATS".

Hampton Inn by Hilton Chicago-Midway Airport

Bedford Park

10/10 Excellent

I stayed here for 6 nights with the hubby and 2 kids. We had very comfortable beds and a wonderfully clean room, which are always top priorities. It was great to have a TV with cable channels and access to Netflix and Disney+ using my own accounts, perfect for unwinding after a day out. The staff was, for the most part, quite welcoming, making for a pleasant atmosphere. Breakfast was decent, providing a good start to the day, and I appreciated the 24/7 coffee and tea availability, though the...

Nicole

A modern lobby with a sofa set, a coffee table, and a large abstract wall art piece.

Hyatt Place Chicago Midway Airport

Bedford Park

8/10 Good

Gurjeev

A modern hotel with a flat roof, multiple floors, and a well-lit facade.

Aloft by Marriott Chicago O'Hare

Rosemont

10/10 Excellent

LAURA

A spacious lobby with a central seating area, a fireplace, and a large wall-mounted TV.

Hilton Garden Inn Chicago OHare Airport

Des Plaines

10/10 Excellent

Richard

A spacious lobby with a wooden floor, a staircase with a green accent, and a reception area with a sign reading "Welcome".

Sleep Inn Midway Airport Bedford Park

Bedford Park

10/10 Excellent

Sanne

Hyatt Regency O'Hare Chicago

Rosemont

10/10 Excellent

Dat

Comfort Suites Chicago O'Hare Airport

Schiller Park

10/10 Excellent

Karl

Embassy Suites by Hilton Chicago O'Hare Rosemont

Rosemont

10/10 Excellent

Adam

A hotel with a covered entrance, multiple floors, and a well-lit facade.

Hilton Garden Inn Chicago/Midway Airport

Bedford Park

10/10 Excellent

Aisyah

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 1372 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. 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 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.

Search Hotels with Airport Transfers in Downtown Chicago

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Check prices for these dates

Our top choices for Downtown Chicago hotels with free airport shuttle

1. Hampton Inn Chicago-O'Hare International Airport

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

3. Comfort Suites Chicago O'Hare Airport

4. Hyatt Place Chicago/O'Hare Airport

5. Hilton Chicago O'Hare Airport

6. Hampton Inn & Suites Rosemont Chicago O'Hare

7. Embassy Suites by Hilton Chicago O'Hare Rosemont

8. Hyatt Regency O'Hare Chicago

9. Loews Chicago O'Hare Hotel

10. SpringHill Suites Chicago O'Hare by Marriott

Compare popular hotels in Downtown Chicago

Top Downtown Chicago Hotel Reviews

Hampton Inn Chicago-O'Hare International Airport

10/10 Excellent

Frequently Asked Questions

Searching for Downtown Chicago accommodation with a free airport shuttle?

How many hotels with a free airport shuttle are available in Downtown Chicago?

What should I see while I'm in Downtown Chicago?

What is a free airport shuttle?

How often will the shuttle run?

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