A baseball field surrounded by a cityscape with tall buildings and a body of water in the background.

Hotels in South Deering, Chicago

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Oct 2 - Oct 4
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Oct 9 - Oct 11

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Our top choices for South Deering hotels

A large, historic building with a central courtyard surrounded by trees.

1. Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 19.5 km from South Deering
8.6 out of 10, Excellent, (3,325 reviews)
"Great stay!"
United States
Alan
The price is CA $236
CA $322 total
includes taxes & fees
Oct 30 - Oct 31
Hilton Chicago
A restaurant interior with brick walls, hanging spherical light fixtures, and a visible kitchen area.

2. Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 20.9 km from South Deering
9.4 out of 10, Exceptional, (2,384 reviews)
"Arlo is such a chic hotel!"
United States
Ashley Nacole
The price is CA $232
CA $320 total
includes taxes & fees
Nov 1 - Nov 2
Arlo Chicago
A modern hotel lobby with large windows, leather sofas, and a view of the cityscape.

3. Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
The Loop, 19.7 km from South Deering
7.8 out of 10, Good, (2,872 reviews)
"Great stay"
United States
Sandra
The price is CA $161
CA $192 total
includes taxes & fees
Nov 1 - Nov 2
Travelodge by Wyndham Downtown Chicago
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

4. Central Loop Hotel

Central Loop Hotel
4.0 star property
Theatre District, 20.4 km from South Deering
8.6 out of 10, Excellent, (2,305 reviews)
"Great stay overall"
United States
Nathan
The price is CA $156
CA $186 total
includes taxes & fees
Nov 1 - Nov 2
Central Loop Hotel
A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

5. Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 19.8 km from South Deering
8.0 out of 10, Very good, (10,308 reviews)
"Room were clean and comfortable and staff was helpful."
United States
Guadalupe
The price is CA $182
CA $216 total
includes taxes & fees
Nov 1 - Nov 2
Congress Plaza Hotel
A snack bar with various packaged snacks and beverages.

6. Cambria Hotel Chicago Loop - Theatre District

Cambria Hotel Chicago Loop - Theatre District
4.0 star property
Theatre District, 20.9 km from South Deering
8.8 out of 10, Excellent, (1,705 reviews)
"Great location and great staff!"
Canada
Sai Sudarshan
The price is CA $204
CA $242 total
includes taxes & fees
Nov 1 - Nov 2
Cambria Hotel Chicago Loop - Theatre District
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

7. The Wade

The Wade
4.5 star property
Streeterville, 21.7 km from South Deering
8.6 out of 10, Excellent, (2,107 reviews)
"Had a wonderful stay here"
United States
Erin
The price is CA $181
CA $215 total
includes taxes & fees
Nov 1 - Nov 2
The Wade
A bar area with a checkered floor, leather seating, and a bar counter with a visible liquor selection.

8. ACME Hotel Chicago, Outset Collection by Hilton

ACME Hotel Chicago, Outset Collection by Hilton
3.5 star property
River North, 21.7 km from South Deering
9.0 out of 10, Wonderful, (2,012 reviews)
"Great location, perfect for a weekend getaway."
United States
Gabriela
The price is CA $162
CA $193 total
includes taxes & fees
Nov 1 - Nov 2
ACME Hotel Chicago, Outset Collection by Hilton
An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

9. Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
The Loop, 19.2 km from South Deering
8.8 out of 10, Excellent, (2,169 reviews)
"Great place to stay at"
United States
Aran
The price is CA $259
CA $308 total
includes taxes & fees
Oct 25 - Oct 26
Hilton Garden Inn Chicago Downtown South Loop
A modern building with a colorful facade and a red circular seating area.

10. citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Theatre District, 21.1 km from South Deering
9.4 out of 10, Exceptional, (4,372 reviews)
"Great location and friendly staff"
United States
Kimberly
The price is CA $242
CA $288 total
includes taxes & fees
Nov 1 - Nov 2
citizenM Chicago Downtown
A spacious hotel lobby with a central fountain, elegant chandeliers, and a high ceiling with skylights.

11. The Drake

The Drake
4.0 star property
Streeterville, 22.5 km from South Deering
9.0 out of 10, Wonderful, (1,622 reviews)
"Clean room, amazing staff, wonderful location."
Canada
Richard
The price is CA $244
CA $290 total
includes taxes & fees
Nov 1 - Nov 2
The Drake
A hotel bathroom with a large mirror, a sink, and a vanity.

12. Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Theatre District, 21 km from South Deering
9.0 out of 10, Wonderful, (1,493 reviews)
"Perfect location, great hotel and staff!!"
United States
Tasha Holmes
The price is CA $275
CA $367 total
includes taxes & fees
Nov 1 - Nov 2
Sports Illustrated Resorts Chicago
The exterior of the Hampton Inn hotel with a prominent neon sign, a star logo, and a classic architectural design.

13. Hampton Inn Chicago Downtown/N Loop/Michigan Ave

Hampton Inn Chicago Downtown/N Loop/Michigan Ave
3.0 star property
Theatre District, 21.1 km from South Deering
8.4 out of 10, Very good, (1,169 reviews)
"Staff friendly, hotel clean"
United States
Jeanvia
The price is CA $178
CA $243 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

14. Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Theatre District, 20.4 km from South Deering
8.8 out of 10, Excellent, (3,682 reviews)
"Great location"
United States
Julian
The price is CA $143
CA $170 total
includes taxes & fees
Nov 1 - Nov 2
Club Quarters Hotel, Central Loop, Chicago
A corridor with ornate black metal railings and a patterned carpet.

15. Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Theatre District, 20.7 km from South Deering
9.4 out of 10, Exceptional, (1,184 reviews)
"Very comfortable beds and friendly, helpful staff."
United States
Myra
The price is CA $238
CA $325 total
includes taxes & fees
Nov 1 - Nov 2
Staypineapple, An Iconic Hotel, The Loop
Lobby

16. The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
4.0 star property
Theatre District, 21 km from South Deering
9.0 out of 10, Wonderful, (2,924 reviews)
"Excellent location"
United States
Reginald
The price is CA $182
CA $262 total
includes taxes & fees
Nov 1 - Nov 2
The Allegro Royal Sonesta Hotel Chicago Loop
A grand lobby with a central bar, high ceilings, and classical architecture.

17. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
4.0 star property
Theatre District, 20.5 km from South Deering
8.6 out of 10, Excellent, (1,001 reviews)
"The hotel was absolutely stunning! Loved the convenience of it being right down town!"
United States
Amanda
The price is CA $282
CA $336 total
includes taxes & fees
Oct 23 - Oct 24
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

18. River Hotel

River Hotel
4.0 star property
The Loop, 21.2 km from South Deering
8.8 out of 10, Excellent, (5,456 reviews)
"Great place to travel!"
United States
Jared
The price is CA $238
CA $283 total
includes taxes & fees
Nov 1 - Nov 2
River Hotel
A hotel entrance with a glass door, a sign above the door, and two potted plants on either side.

19. Hampton Inn Majestic Chicago Theatre District

Hampton Inn Majestic Chicago Theatre District
3.0 star property
Theatre District, 20.5 km from South Deering
9.2 out of 10, Wonderful, (1,001 reviews)
"we liked our stay here"
United States
Michael
The price is CA $267
CA $318 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn Majestic Chicago Theatre District
A modern hotel lobby with a reception desk, marble flooring, and elegant chandeliers.

20. Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 20.5 km from South Deering
9.2 out of 10, Wonderful, (2,403 reviews)
"Had a great trip, great location, helpful staff."
United States
Haesung
The price is CA $206
CA $288 total
includes taxes & fees
Nov 1 - Nov 2
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.
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Where to stay in South Deering

Find the best South Deering areas and neighborhoods for the activities you enjoy most.
A cityscape with tall skyscrapers and a historic tower.

Downtown Chicago

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
A busy urban street at dusk with tall buildings, a historic tower, and pedestrians.
Photo by © City of Chicago
Open Photo by © City of Chicago

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.
A river with yellow boats, a bridge, and tall buildings.

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.
A large, historic building with a central tower and multiple windows, located near a body of water.

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.
A river with a city skyline in the background, surrounded by green trees and grass.

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

Top South Deering Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Hotel was very clean, grateful housekeeping came in everyday and provided clean towels. Room view was very nice and as advertised."
Erica 4-night trip
Posted 10 hours ago
The Royal Sonesta Chicago Downtown

Frequently asked questions

When is the best time to go to South Deering?
The best time to go to South Deering is during the late spring (May to early June) and early autumn (September to October) when the weather is most pleasant.

During these periods, you'll experience mild temperatures and lower humidity, which is ideal for exploring the area's outdoor attractions. The trees are in bloom in spring or display beautiful colours in autumn, making for scenic walks and outdoor activities without the intense heat of summer or the cold of winter.

For those who enjoy outdoor activities like visiting local parks or exploring the nearby Calumet River, these seasons offer the most comfortable conditions. The pleasant weather allows for leisurely strolls and picnics, making it great for couples or families looking to enjoy nature without extreme temperatures.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right South Deering hotel for you.
How much is the nightly rate at a South Deering hotel?
Hotel prices in South Deering often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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