A cityscape with tall buildings, including a prominent skyscraper with a spire.

Search Hotels with Airport Transfers in South Loop

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Check availability on South Loop Hotels with Airport Transfers

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

Our top choices for South Loop 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
River North, 3.7 km from South Loop
9.4 out of 10, Exceptional, (995 reviews)
"Great stay"
United States
Ricardo
Kasa Magnificent Mile Chicago
A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

2. Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
South Loop
8.0 out of 10, Very good, (10,106 reviews)
"It was a wonderful stay!"
United States
Ashya
The price is ₹10,989
₹13,064 total
includes taxes & fees
22 Nov - 23 Nov
Congress Plaza Hotel
A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

3. River Hotel

River Hotel
4.0 star property
The Loop, 2.9 km from South Loop
8.8 out of 10, Excellent, (5,583 reviews)
"The hotel was in a great location."
United States
Shelby
The price is ₹10,884
₹12,941 total
includes taxes & fees
6 Dec - 7 Dec
River Hotel
The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

4. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 3.5 km from South Loop
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 ₹13,387
₹18,613 total
includes taxes & fees
23 Nov - 24 Nov
Hotel Riu Plaza Chicago
A rooftop terrace with outdoor seating, a view of the city skyline, and a building with a brick facade.

5. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
4.9 km from South Loop
8.0 out of 10, Very good, (2,665 reviews)
"Clean room and great location for our trip"
United States
Kevin
The price is ₹10,956
₹13,026 total
includes taxes & fees
15 Nov - 16 Nov
The Chicago Hotel Collection Ambassador Gold Coast
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.

6. L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Theatre District, 2.8 km from South Loop
9.6 out of 10, Exceptional, (5,184 reviews)
"Amazing hotel will stay again"
United States
Matthew
The price is ₹13,311
₹15,826 total
includes taxes & fees
6 Dec - 7 Dec
L7 Chicago by LOTTE
A spacious bar area with high ceilings and large windows, offering views of a cityscape.

7. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 2.9 km from South Loop
9.4 out of 10, Exceptional, (3,498 reviews)
"Wonderful will stay again"
United States
Kristee
The price is ₹14,689
₹20,840 total
includes taxes & fees
22 Nov - 23 Nov
Hyatt Regency Chicago
A multi-story building with a prominent entrance featuring a large archway and a sign.

8. Hilton Chicago

Hilton Chicago
4.0 star property
South Loop
8.6 out of 10, Excellent, (3,526 reviews)
"Enjoyed my stay will book again!"
United States
Jordan
The price is ₹10,217
₹14,925 total
includes taxes & fees
27 Nov - 28 Nov
Hilton Chicago
Lobby

9. The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
4.0 star property
Theatre District, 2.6 km from South Loop
9.0 out of 10, Wonderful, (2,985 reviews)
"Great hotel"
United States
Kiera
The price is ₹11,168
₹16,307 total
includes taxes & fees
23 Nov - 24 Nov
The Allegro Royal Sonesta Hotel Chicago Loop
A cityscape at dusk with high-rise buildings, including a Hilton hotel.

10. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Streeterville, 4.2 km from South Loop
9.0 out of 10, Wonderful, (5,054 reviews)
"Great place to stay"
United States
Melissa
The price is ₹9,574
₹11,382 total
includes taxes & fees
7 Dec - 8 Dec
Hilton Chicago/Magnificent Mile Suites
A dining area with a table set for four, large windows offering a cityscape view at dusk.

11. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
The Loop, 2.9 km from South Loop
9.4 out of 10, Exceptional, (3,671 reviews)
"Excellent hotel"
Canada
Frédéric
The price is ₹12,210
₹17,545 total
includes taxes & fees
7 Dec - 8 Dec
The Royal Sonesta Chicago Downtown
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

12. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
The Loop, 2.9 km from South Loop
9.4 out of 10, Exceptional, (3,891 reviews)
"Excellent location"
Switzerland
Kevin
The price is ₹13,596
₹18,979 total
includes taxes & fees
23 Nov - 24 Nov
LondonHouse Chicago, Curio Collection by Hilton
A room with two chairs and a small table, a large window with a city view at night.

13. Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 3.6 km from South Loop
9.0 out of 10, Wonderful, (3,985 reviews)
"Nice rooms and great location"
United States
Gabriela
The price is ₹13,631
₹16,206 total
includes taxes & fees
22 Nov - 23 Nov
Eurostars Magnificent Mile
A modern building with a colorful facade and a red circular seating area.

14. citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Theatre District, 2.8 km from South Loop
9.4 out of 10, Exceptional, (4,361 reviews)
"Great hotel"
United States
Kristopher Joel
The price is ₹10,979
₹13,053 total
includes taxes & fees
23 Nov - 24 Nov
citizenM Chicago Downtown
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

15. Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Theatre District, 2 km from South Loop
8.8 out of 10, Excellent, (3,653 reviews)
"À really nice location."
United States
Adolfo
The price is ₹10,866
₹12,919 total
includes taxes & fees
6 Dec - 7 Dec
Club Quarters Hotel, Central Loop, Chicago
A rooftop lounge with outdoor seating, a fire feature, and transparent dome structures.

16. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Streeterville, 3.8 km from South Loop
8.0 out of 10, Very good, (2,540 reviews)
"Great location, friendly staff, highly recommended."
United States
Silvia
The price is ₹9,879
₹11,745 total
includes taxes & fees
23 Nov - 24 Nov
The Chicago Hotel Collection - Magnificent Mile
A multi-story hotel with a prominent sign reading "Crowne Plaza."

17. Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG
3.5 star property
2.8 km from South Loop
9.0 out of 10, Wonderful, (2,789 reviews)
"Nice hotel and location was perfect."
United States
Chriselda
The price is ₹12,777
₹15,192 total
includes taxes & fees
23 Nov - 24 Nov
Crowne Plaza Chicago West Loop by IHG
A dining table set for six with a cityscape view through large windows.

18. Swissotel - Chicago

Swissotel - Chicago
4.5 star property
2.9 km from South Loop
9.0 out of 10, Wonderful, (3,568 reviews)
"Good location and nice hotel"
United States
Oleg
The price is ₹12,257
₹17,906 total
includes taxes & fees
26 Nov - 27 Nov
Swissotel - Chicago
Exterior

19. Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 2.6 km from South Loop
9.4 out of 10, Exceptional, (2,428 reviews)
"Outstanding hotel highly recommend staying here!!!!"
United States
Daniel
The price is ₹12,185
₹17,459 total
includes taxes & fees
6 Dec - 7 Dec
Arlo Chicago
A cityscape with a river, a bridge, and a dining area with tables and chairs.

20. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
River North, 3 km from South Loop
9.6 out of 10, Exceptional, (2,077 reviews)
"Amazing property and hospitality!"
United States
Matthew
The price is ₹43,576
₹51,808 total
includes taxes & fees
15 Nov - 16 Nov
Trump International Hotel & Tower Chicago
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 South Loop Hotel Reviews

Frequently asked questions

Looking for South Loop accommodation with a free airport shuttle?
Booking a hotel with a free airport shuttle for your stay in South Loop 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 7.8 mi (12.5 km) away. After you've made your way to your hotel and feel refreshed, then take some time to enjoy the lakeside setting and shops in South Loop.
How many hotels with a free airport shuttle are there in South Loop?
Although there aren't many hotels with a free airport shuttle in South Loop, you'll find 299 Expedia hotels and other accommodation options.
What are the top places to visit in South Loop?
After the shuttle drops you off at your accommodation and you've settled in, take in the many things to see and do in South Loop. Soldier Field and Lake Michigan are some of the places you won't want to miss. Other things to see include Film Row Cinema, Field Museum of Natural History and Wintrust Arena.
What is a free airport shuttle?
Depending on where you stay in South Loop, a free airport shuttle could include 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 where you choose to stay in South Loop. A courtesy shuttle to and from the airport 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.

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