Title: Book the Best Hotels with CHILDCARE in South Side in 2025 | Expedia.ca

  

[South Side Travel Guide](https://expedia.ca/South-Side.dx553248635074842823)[Hotels in South Side](https://expedia.ca/South-Side-Hotels.d553248635074842823.Travel-Guide-Hotels)[Vacation Rentals in South Side](https://expedia.ca/South-Side-Vacation-Rentals.d553248635074842823.Travel-Guide-VacationRentals)[Flights to South Side](https://expedia.ca/Cheap-Flights-To-South-Side.d553248635074842823.Travel-Guide-Flights)[Things to do in South Side](https://expedia.ca/Things-To-Do-In-South-Side.d553248635074842823.Travel-Guide-Activities)[South Side Car Rentals](https://expedia.ca/Car-Rentals-In-South-Side.d553248635074842823.Car-Rental-Guide)[South Side Vacation Packages](https://expedia.ca/South-Side.d553248635074842823.Destination-Travel-Guides)

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# Find Hotels with Childcare in South Side, IL

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## Check availability on South Side Hotels with Childcare

Tonight

[Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=553248635074842823&startDate=2025-10-16&endDate=2025-10-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 17 - Oct 18](https://www.expedia.ca/Hotel-Search?regionId=553248635074842823&startDate=2025-10-17&endDate=2025-10-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635074842823&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635074842823&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top South Side Hotels with Childcare

We don't have any properties that match your exact search

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## Recommended hotels in South Side

![Room, 1 King Bed, Non Smoking (Jetted Tub) | Jetted tub](https://images.trvl-media.com/lodging/122000000/121180000/121175100/121175039/c14b39fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/122000000/121180000/121175100/121175039/5240808a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/122000000/121180000/121175100/121175039/9cd16b30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121180000/121175100/121175039/dc3d916c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Saratoga Motel By Capital O Near Midway Airport Chicago IL

Ashburn

6.0/10

(2)

"Good "

CA $121

CA $142 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Chicago-Hotels-Saratoga-Motel-By-Capital-O-Chicago-Midway-IL-US-12.h121175039.Hotel-Information)

![View from room](https://images.trvl-media.com/lodging/14000000/13330000/13320300/13320264/90849841.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/14000000/13330000/13320300/13320264/28814a27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed | Living room](https://images.trvl-media.com/lodging/14000000/13330000/13320300/13320264/8ed533e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/14000000/13330000/13320300/13320264/0fb0f5ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Jaslin Hotel

Chinatown

8.8/10

Excellent

(1181)

"Amazing location, super nice staff! "

CA $201

CA $236 total

includes taxes & fees

Oct 22 - Oct 23

[](https://www.expedia.ca/Chicago-Hotels-Jaslin-Hotel.h13320264.Hotel-Information)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/210000/201300/201281/65c30d17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/210000/201300/201281/3dbc8b3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/210000/201300/201281/e8f8e393.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/210000/201300/201281/98e3ca35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Bedford Park

9.0/10

Wonderful

(1149)

"nice spacious clean rooms - several restraunts / fast food / stores nearby"

CA $156

CA $183 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Chicago-Hotels-Holiday-Inn-Express-Hotel-Suites-Chicago-Midway-Airport.h201281.Hotel-Information)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115880000/115871700/115871645/55e03c95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/116000000/115880000/115871700/115871645/626e0b20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115880000/115871700/115871645/da1f1a0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/115880000/115871700/115871645/5a8bb237.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Motel 6 - Chicago, IL

Washington Heights

6.6/10

(136)

"Everything was very nice even staff"

CA $95

CA $111 total

includes taxes & fees

Oct 17 - Oct 18

[](https://www.expedia.ca/Chicago-Hotels-Motel-6-Chicago.h115871645.Hotel-Information)

![Classic Apartment | Private kitchen](https://images.trvl-media.com/lodging/120000000/119980000/119973600/119973593/65b6e2ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Apartment | Bathroom](https://images.trvl-media.com/lodging/120000000/119980000/119973600/119973593/15271305.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Apartment | Living area](https://images.trvl-media.com/lodging/120000000/119980000/119973600/119973593/2b79b031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Apartment](https://images.trvl-media.com/lodging/120000000/119980000/119973600/119973593/w2571h1446x1y1-ccdca671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish Apartment near Chicago Downtown

Bridgeport

CA $273

CA $478 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Chicago-Hotels-Stylish-Apartment-Near-Chicago-Downtown.h119973593.Hotel-Information)

![View from property](https://images.trvl-media.com/lodging/7000000/6060000/6059100/6059069/722a9f0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily buffet breakfast (USD 11 per person)](https://images.trvl-media.com/lodging/7000000/6060000/6059100/6059069/4c3ef871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/7000000/6060000/6059100/6059069/5ab28ea6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/7000000/6060000/6059100/6059069/30dbed81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyatt Place Chicago-South/University Medical Center

Hyde Park

8.8/10

Excellent

(1015)

"Great stay"

CA $226

CA $265 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Chicago-Hotels-Hyatt-Place-Chicago-SouthUniversity-Medical-Center.h6059069.Hotel-Information)

![View from property](https://images.trvl-media.com/lodging/1000000/900000/892200/892168/99523df7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Buffet breakfast on weekends (USD 26.00 per person)](https://images.trvl-media.com/lodging/1000000/900000/892200/892168/04630218.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/900000/892200/892168/7e84f30b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/1000000/900000/892200/892168/a475d71a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chicago Marriott Midway

Bedford Park

8.4/10

Very good

(900)

"Staff is wonderful, and the facilities are up-to-date and very clean."

CA $192

CA $226 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Chicago-Hotels-Chicago-Marriott-Midway.h892168.Hotel-Information)

![Microwave, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792603/2c5edc73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792603/0a34dfde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792603/ac888596.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792603/873e46ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Studio in Hyde Park-Walk to Lake & University

Hyde Park

9.0/10

Wonderful

(7)

"This place was nice and clean and close to what I needed to do. I appreciated that it was affordable. "

CA $111

CA $249 total

includes taxes & fees

Oct 21 - Oct 22

[](https://www.expedia.ca/Chicago-Hotels-Cozy-Studio-In-Hyde-Park-Walk-To-Lake-University.h116792603.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792600/116792556/48f8f2b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer](https://images.trvl-media.com/lodging/117000000/116800000/116792600/116792556/2a25922f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/117000000/116800000/116792600/116792556/c5e0d032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116792600/116792556/930e8e2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Explore Hyde Park: 2BR Apt on Blackstone Ave

Hyde Park

10/10

Exceptional

(1)

"Host was responsive to my questions. Apartment is located in a great area of Hyde Park. "

CA $126

CA $302 total

includes taxes & fees

Oct 21 - Oct 22

[](https://www.expedia.ca/Chicago-Hotels-Explore-Hyde-Park-2BR-Apt-On-Blackstone-Ave.h116792556.Hotel-Information)

![View from room](https://images.trvl-media.com/lodging/23000000/22360000/22355300/22355297/f98af4f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 2 Queen Beds](https://images.trvl-media.com/lodging/23000000/22360000/22355300/22355297/b456698d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/23000000/22360000/22355300/22355297/8f681739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/23000000/22360000/22355300/22355297/ffbe5574.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sophy Hyde Park

Hyde Park

9.6/10

Exceptional

(1003)

"Loved my stay!"

CA $301

CA $391 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Chicago-Hotels-Sophy-Hyde-Park.h22355297.Hotel-Information)

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](https://expedia.ca/Hotel-Search?startDate=2025-10-30&endDate=2025-10-31&regionId=553248635074842823&adults=2&property_amenities_group_explore=babysitting_or_childcare&sort=RECOMMENDED&openPlayBack=true)

## Top South Side Hotel Reviews

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-   [Hotels with an Indoor Pool in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-Hotels-With-Indoor-Pool.0-n117842-0-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels)
-   [Hotels with Kitchenettes in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-Hotels-With-Kitchenettes.0-n117842-0-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels)
-   [Hyatt Hotels in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-Hyatt-Hotels.0-n117842-0--bHyattHotels.Travel-Guide-Filter-Hotels)
-   [La Quinta Inn & Suites Hotels in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-La-Quinta-Inn-Suites.0-n117842-0--bLaQuintaInnSuites.Travel-Guide-Filter-Hotels)
-   [Luxury Hotels in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-Luxury-Hotel.0-n117842-0-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Oceanfront Hotels in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-Oceanfront-Hotels.0-n117842-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
-   [Pet-Friendly Hotels in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-Pet-Friendly-Hotel.0-n117842-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Spa Hotels in Hyde Park](https://www.expedia.ca/Hyde-Park-Chicago-Hotels-Spa-Hotel.0-n117842-0-tSpaHotel.Travel-Guide-Filter-Hotels)
-   [Hyde Park Hotels](https://www.expedia.ca/Hyde-Park-Chicago-Hotels.0-n117842-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Hyde Park Hair Salon](https://www.expedia.ca/Hyde-Park-Hair-Salon-Hotels.0-l553248621533116334-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Ida B Wells House](https://www.expedia.ca/Ida-B-Wells-House-Hotels.0-l553248621533116338-0.Travel-Guide-Filter-Hotels)
-   [Vacation Homes in Indiana Station](https://www.expedia.ca/Indiana-Station-Private-Vacation-Homes.d6211032-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Cheap Hotels in Kenwood](https://www.expedia.ca/Kenwood-Chicago-Hotels-Cheap-Hotels.0-n6132343-0-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Luxury Hotels in Kenwood](https://www.expedia.ca/Kenwood-Chicago-Hotels-Luxury-Hotel.0-n6132343-0-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Spa Hotels in Kenwood](https://www.expedia.ca/Kenwood-Chicago-Hotels-Spa-Hotel.0-n6132343-0-tSpaHotel.Travel-Guide-Filter-Hotels)
-   [Kenwood Hotels](https://www.expedia.ca/Kenwood-Chicago-Hotels.0-n6132343-0.Travel-Guide-Filter-Hotels)
-   [Hotels & Resorts for Couples in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Couples-Resorts-Hotels.0-n800025-0-tCouplesResortsHotels.Travel-Guide-Filter-Hotels)
-   [Romantic Hotels in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Romantic-Hotel.0-n800025-0-tRomanticHotel.Travel-Guide-Filter-Hotels)
-   [Waterpark Hotels in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Waterpark-Hotels.0-n800025-0-tWaterparkHotels.Travel-Guide-Filter-Hotels)
-   [Winery Hotels in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Winery-Hotel.0-n800025-0-tWineryHotel.Travel-Guide-Filter-Hotels)
-   [Hotels near Midway Plaisance](https://www.expedia.ca/Midway-Plaisance-Hotels.0-l6069199-0.Travel-Guide-Filter-Hotels)
-   [Boutique Hotels in Oakland](https://www.expedia.ca/Oakland-Chicago-Hotels-Boutique-Hotel.0-n6132392-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
-   [Luxury Hotels in Oakland](https://www.expedia.ca/Oakland-Chicago-Hotels-Luxury-Hotel.0-n6132392-0-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Spa Hotels in Oakland](https://www.expedia.ca/Oakland-Chicago-Hotels-Spa-Hotel.0-n6132392-0-tSpaHotel.Travel-Guide-Filter-Hotels)
-   [Oakland Hotels](https://www.expedia.ca/Oakland-Chicago-Hotels.0-n6132392-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Oriental Institute Museum](https://www.expedia.ca/Oriental-Institute-Museum-Hotels.0-l6069227-0.Travel-Guide-Filter-Hotels)
-   [Hotels with Early Check-in in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Hotel-With-Early-Check-In.0-n800024-0-thotelwithearlycheckin.Travel-Guide-Filter-Hotels)
-   [Hotels near University of Chicago](https://www.expedia.ca/University-Of-Chicago-Hotels.0-l6064081-0.Travel-Guide-Filter-Hotels)
-   [Hotels near University of Chicago Medicine](https://www.expedia.ca/University-Of-Chicago-Medicine-Hotels.0-l553248635389801569-0.Travel-Guide-Filter-Hotels)
-   [All Inclusive Resorts and in Washington Park](https://www.expedia.ca/Washington-Park-Chicago-Hotels-All-Inclusive-Hotel.0-n171466-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels)
-   [Boutique Hotels in Washington Park](https://www.expedia.ca/Washington-Park-Chicago-Hotels-Boutique-Hotel.0-n171466-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
-   [Cheap Hotels in Washington Park](https://www.expedia.ca/Washington-Park-Chicago-Hotels-Cheap-Hotels.0-n171466-0-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Luxury Hotels in Washington Park](https://www.expedia.ca/Washington-Park-Chicago-Hotels-Luxury-Hotel.0-n171466-0-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Washington Park Hotels](https://www.expedia.ca/Washington-Park-Chicago-Hotels.0-n171466-0.Travel-Guide-Filter-Hotels)
-   [Washington Park Court Hotels](https://www.expedia.ca/Washington-Park-Court-Chicago-Hotels.0-n6132200-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Washington Park](https://www.expedia.ca/Washington-Park-Hotels.0-l507383-0.Travel-Guide-Filter-Hotels)
-   [Cheap Hotels in Woodlawn](https://www.expedia.ca/Woodlawn-Chicago-Hotels-Cheap-Hotels.0-n6132422-0-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Hotels with an Indoor Pool in Woodlawn](https://www.expedia.ca/Woodlawn-Chicago-Hotels-Hotels-With-Indoor-Pool.0-n6132422-0-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels)
-   [Luxury Hotels in Woodlawn](https://www.expedia.ca/Woodlawn-Chicago-Hotels-Luxury-Hotel.0-n6132422-0-tLuxuryHotel.Travel-Guide-Filter-Hotels)

-   [Flights to Chicago](https://www.expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)
-   [Flights from Toronto (YYZ) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yyz/ord/toronto-to-chicago)

-   [Visit Fuller Park](https://www.expedia.ca/Chicago-Fuller-Park.dx6132374)
-   [Visit Indian Village](https://www.expedia.ca/Chicago-Indian-Village.dx553248635976382922)
-   [Chicago Museum of Science and Industry](https://www.expedia.ca/Chicago-Museum-Of-Science-And-Industry-Hyde-Park.d6064043.Vacation-Attraction)
-   [Obama's House](https://www.expedia.ca/Obamas-House-Kenwood.d553248621533116333.Vacation-Attraction)
-   [Robie House](https://www.expedia.ca/Robie-House-Hyde-Park.d6064059.Vacation-Attraction)

-   [Car rentals near Hyde Park](https://www.expedia.ca/Car-Rentals-In-Hyde-Park.d117842.Car-Rental-Guide)
-   [Hertz Rental Cars in Hyde Park](https://www.expedia.ca/Hertz-Car-Rentals-In-Hyde-Park.d117842-c40.Car-Rental-Guide-Suppliers)

-   [Book Hotels with Childcare in South Side on Expedia.com](https://www.expedia.com/South-Side-Hotels-Hotels-With-Childcare.0-0-d553248635074842823-tHotelswithChildcare.Travel-Guide-Filter-Hotels)