Accommodations in South Chicago, IL: Compare 10+ Sites & Save

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298 Best Accommodations in South Chicago (Starting from $70)

Gorgeous 4BDR in Chicago,15mins from DWTN
Gorgeous 4BDR in Chicago,15mins from DWTN
Apartment
Chicago, IL, USA
1.8k from South Chicago center

Security/Safety, Parking, Air Conditioner, Guest Services, Pet Friendly, Internet, Child Friendly

3 Bedrooms7 Guests
7.4

Good

24 reviews

$222
Average price / night
Check Availability
Modern Bungalow near the beach! 20 minutes to downtown!
Modern Bungalow near the beach! 20 minutes to downtown!
House
Chicago, IL, 60617, United States
0.6k from South Chicago center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

4 Bedrooms9 Guests
9.6

Exceptional

4 reviews

$390
Average price / night
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Walk to the Lake! Grill, Fireplace, Sleeps 12
Walk to the Lake! Grill, Fireplace, Sleeps 12
House
Chicago, IL, USA
1.8k from South Chicago center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay, Family

5 Bedrooms12 Guests
New to Booking
$329
Average price / night
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2 Mi to Rainbow Beach Park: South Side Charmer!
2 Mi to Rainbow Beach Park: South Side Charmer!
Apartment
Chicago, IL, 60617, United States
0.6k from South Chicago center

AC, Dryer, Free Parking, Heater, Kitchen, No Smoking, Outdoor Space, Patio, TV

2 Bedrooms4 Guests
New to Booking
$111
Average price / night
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Lakefront Rooftop Parking
Lakefront Rooftop Parking
Villa
IL, USA
2.5k from South Chicago center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay

3 Bedrooms16 Guests
8.2

Very Good

6 reviews

$484
Average price / night
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Cozy 2- bedroom – great kitchen – in a Lakefront Neighborhood
Cozy 2- bedroom – great kitchen – in a Lakefront Neighborhood
Apartment
Chicago, IL, 60617, United States
0.9k from South Chicago center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms4 Guests
New to Booking
$70
Average price / night
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The Chic Urban Oasis Near the Lake!
The Chic Urban Oasis Near the Lake!
Apartment
Chicago, IL, USA
2.7k from South Chicago center

Apartments, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering

3 Bedrooms8 Guests
7.7

Good

17 reviews

$194
Average price / night
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Spacious 4-bedroom house in cool Chicago with AC, WiFi
Spacious 4-bedroom house in cool Chicago with AC, WiFi
House
Chicago, IL, 60617, United States
1.0k from South Chicago center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

4 Bedrooms6 Guests
New to Booking
$167
Average price / night
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Beautiful Big 3 bedroom Quiet Apt near downtown
Beautiful Big 3 bedroom Quiet Apt near downtown
Apartment
Chicago, IL, USA
2.8k from South Chicago center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering

5 Bedrooms8 Guests
8.7

Fabulous

20 reviews

$259
Average price / night
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420 at Cheltenham 4BR
420 at Cheltenham 4BR
Apartment
Chicago, IL, 60649, United States
1.3k from South Chicago center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

4 Bedrooms8 Guests
New to Booking
$395
Average price / night
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2 Mi to Calumet Park and Beach Windy City Escape!
2 Mi to Calumet Park and Beach Windy City Escape!
House
Chicago, IL, USA
3.0k from South Chicago center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms8 Guests
New to Booking
$354
Average price / night
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Charming 4-bedroom house with AC and WiFi in fabulous Chicago
Charming 4-bedroom house with AC and WiFi in fabulous Chicago
House
Chicago, IL, 60617, United States
1.3k from South Chicago center

AC, Dryer, Heater, Internet, Laundry, No Smoking

4 Bedrooms6 Guests
New to Booking
$178
Average price / night
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New Luxurious 5BD-2BA Home-FREE WINE-2CAR Parking
New Luxurious 5BD-2BA Home-FREE WINE-2CAR Parking
Apartment
Chicago, IL, USA
3.1k from South Chicago center

Apartments, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering

5 Bedrooms10 Guests
8.7

Fabulous

3 reviews

$464
Average price / night
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Near Lake and Museum • Modern • Game Area
Near Lake and Museum • Modern • Game Area
House
Chicago, IL, 60649, United States
1.8k from South Chicago center

AC, Barbecue, Crib, Dryer, Heater, Internet, Kitchen, Microwave, No Smoking

5 Bedrooms12 Guests
New to Booking
$604
Average price / night
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Merrill
Merrill
House
South Chicago, Chicago, Illinois, USA
3.1k from South Chicago center

Internet, Balcony/Terrace, Kitchen, Air Conditioner, Parking

10.0

Exceptional

1 reviews

$75
Average price / night
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Commuter-Friendly Bungalow in Chicago's South Side
Commuter-Friendly Bungalow in Chicago's South Side
House
Chicago, IL, 60617, United States
1.9k from South Chicago center

3 Bedrooms5 Guests
New to Booking
$162
Average price / night
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Beautiful 4 bedroom 2 bathroom apartment near everything
Beautiful 4 bedroom 2 bathroom apartment near everything
Apartment
Chicago, IL, USA
3.2k from South Chicago center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering

4 Bedrooms12 Guests
10.0

Exceptional

2 reviews

$250
Average price / night
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 LakeHouse with rooftop and views of lake.
LakeHouse with rooftop and views of lake.
House
Chicago, IL, 60649, United States
2.2k from South Chicago center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms12 Guests
9.6

Exceptional

27 reviews

$472
Average price / night
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2 Mi to South Shore Beach Urban Retreat with Yard
2 Mi to South Shore Beach Urban Retreat with Yard
House
Chicago, IL, USA
4.0k from South Chicago center

Parking, Accessibility, Internet, Guest Services, Fireplace/Heating, Security/Safety, Child Friendly

3 Bedrooms6 Guests
New to Booking
$200
Average price / night
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South Shore Home Near Lake for long-term stays, corporate travelers, and nurses
South Shore Home Near Lake for long-term stays, corporate travelers, and nurses
House
Chicago, IL, 60649, United States
2.2k from South Chicago center

AC, Dryer, Fireplace, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area

4 Bedrooms9 Guests
New to Booking
$163
Average price / night
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Chicago Apt 3 Mi to Lake Michigan!
Chicago Apt 3 Mi to Lake Michigan!
Apartment
Chicago, IL, USA
4.7k from South Chicago center

Apartments, Accommodations, Parking, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$79
Average price / night
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\nCharming 2-bedroom space with AC, WiFi in amazing Chicago
\nCharming 2-bedroom space with AC, WiFi in amazing Chicago
House
Chicago, IL, 60649, United States
2.3k from South Chicago center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
New to Booking
$171
Average price / night
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Luxe Loft vibe with King Suite - 4BR 3Ba
Luxe Loft vibe with King Suite - 4BR 3Ba
Apartment
Chicago, IL, USA
4.9k from South Chicago center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay

4 Bedrooms8 Guests
New to Booking
$405
Average price / night
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A Home Away From Home!
A Home Away From Home!
House
Chicago, IL, 60617, United States
2.5k from South Chicago center

AC, Dryer, Fireplace, Free Parking, Heater, Internet, Laundry, Microwave, No Smoking

4 Bedrooms8 Guests
9.8

Exceptional

17 reviews

$336
Average price / night
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ConerStone House
ConerStone House
House
Chicago, IL, 60617, United States
2.6k from South Chicago center

4 Bedrooms8 Guests
New to Booking
$359
Average price / night
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Come experience The Lake Shore!
Come experience The Lake Shore!
Apartment
Chicago, IL, 60649, United States
2.7k from South Chicago center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms5 Guests
10.0

Exceptional

7 reviews

$239
Average price / night
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3BR Retreat Perfect for Professionals and Families in South Shore/ Chicago
3BR Retreat Perfect for Professionals and Families in South Shore/ Chicago
Apartment
Chicago, IL, 60649, United States
2.7k from South Chicago center

AC, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms7 Guests
8.0

Good

1 reviews

$260
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Accommodations in South Chicago.

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South Chicago Accommodations on the Map

Frequently Asked Questions

You can explore 298 verified accommodations in South Chicago, including hotels, vacation rentals, resorts, and boutique stays. This variety makes it easier to choose the option that best fits your travel style and budget.

Accommodation prices in South Chicago vary based on property type, location, and travel dates. Rates typically start from around $70 per night, with higher prices for premium properties and peak travel periods.

Hotels are ideal for convenience and short stays, while vacation rentals offer more space and privacy. Resorts are suitable for all-inclusive experiences, and boutique properties provide a more unique and personalized stay in South Chicago.

Yes, South Chicago offers many family-friendly options, including large vacation rentals and hotels with suites or connecting rooms. Currently, 40 listings in South Chicago are well-suited for families and group travel.

Booking 30 to 60 days in advance is generally recommended for the best availability and pricing. For peak travel seasons or major events in South Chicago, booking several months ahead can help secure your preferred property.

Accommodations in South Chicago commonly include amenities such as Fireplace/Heating, Internet, and Guest Services. Availability may vary depending on the type of property you choose.

Yes, some accommodations in South Chicago focus on sustainable practices such as energy efficiency and reduced environmental impact. You can filter listings to find options that align with your preferences in South Chicago.