Title: South Side Kid friendly Holidays 2025/2026 | Expedia.co.uk ![](https://images.trvl-media.com/place/5719117/eadab43c-a88e-4198-bdcd-703715c2ebbd.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # South Side Kid friendly Holidays ## Book a Kid friendly Hotel + Flight or Car together to unlock savings Photo by by Midway Intl Airport - ## Plan, book, travel with confidence - ### Better together Save up to £335 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Packages with flights are ATOL protected ## FAQs: family holidays in South Side #### How can I find the best family-friendly holidays in South Side? At Expedia, it’s super-easy to find family-friendly holidays in South Side in our vast inventory. Use our handy filters to find hotels and resorts with the best reviews, most amenities and lowest price tags. You can also hunt out great flights and smashing deals on car hire, so you can book the whole shebang in one place. #### Are there any cheap South Side family holidays? Avoid forking out for multiple hotel rooms by booking a villa or apartment with a kitchen and give your brood plenty of space and all the meals they love at a fraction of the cost. Find the most affordable family holidays by filtering your search by price. Generally, South Side family getaways start at . Prices and availability are subject to change and additional terms may apply. #### Can I book an all-inclusive South Side family holiday package? All-inclusive holidays can keep the costs down when you’re travelling as a family. Think unlimited mocktails for the little'uns and double doses of gin for the bigguns. Use our all-inclusive filter to see what’s available in South Side and book the whole package in just a few clicks. #### How can I book the best family activity holiday in South Side? Family holidays are all about spending quality time together, laughing, playing and bonding as you try new things. Pack your trip full of family activities they’ll love and make memories that’ll last a lifetime. #### Can I find luxury family holidays in South Side? To treat the kids to a luxury holiday they’ll never forget, take a look at the most indulgent hotels and resorts in South Side by using our 5-star filter. To really travel in style, use the first-class filter to find the best flights, too. #### How can I search for South Side family holiday deals? Start by entering your dates, then use the family-friendly filter to narrow down your search to show the best available South Side family holiday deals. If your travel dates are flexible, play around to see if you can find cheaper options or more availability at different times. #### Can I book a South Side family vacation package with free cancellation and/or flexible dates? Plans change, so booking a family holiday with free cancellation is a great way to ensure you don’t lose out if they do. Use the fully refundable and reserve now pay later filters to find flexibility. Make sure you always check terms and conditions, too. #### Why should I book my South Side family trip with Expedia? Forget family fights and start thinking about family flights. Our huge selection of easy to browse family-friendly holidays means you can find and book your dream family trip to South Side in no time. ## Top Kid friendly South Side Hotels ![Hyatt Regency McCormick Place Chicago ](https://images.trvl-media.com/lodging/1000000/90000/84800/84736/64dd2430_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hyatt Regency McCormick Place Chicago 2233 S Martin Luther King Dr Chicago IL - 11 min drive from University of Chicago Stay at this 4-star business-friendly hotel in Chicago. Enjoy free Wi-Fi, 3 restaurants and 2 bars/lounges. Our guests praise the helpful staff and the clean ... 9/10 Wonderful! (1,017 reviews) Staff was very friendly Reviewed on 12 Nov 2025 [](https://expedia.co.uk/Chicago-Hotels-Hyatt-Regency-McCormick-Place.h84736.Hotel-Information) ![Best Western Grant Park Hotel](https://images.trvl-media.com/lodging/1000000/30000/23100/23023/a243f0c9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Best Western Grant Park Hotel 1100 S Michigan Ave Chicago IL - 14 min drive from University of Chicago Stay at this hotel in Chicago. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms ... 8/10 Very Good! (2,617 reviews) I had an awesome stay! They allowed me to check-in early for free, because I had to rush for a conference, and were super quick in responding, when I needed something. Also, there is a Paris Baguette right next to it and they give you a 10% discount for staying at the hotel. Overall, perfect place ... Reviewed on 12 Nov 2025 [](https://expedia.co.uk/Chicago-Hotels-Best-Western-Grant-Park-Hotel.h23023.Hotel-Information) ![Jaslin Hotel](https://images.trvl-media.com/lodging/14000000/13330000/13320300/13320264/90849841_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Jaslin Hotel 261 West Cermak Rd, Chicago, IL - 11 min drive from University of Chicago Stay at this 3-star hotel in Chicago. Enjoy free Wi-Fi, a 24-hour fitness centre and a 24-hour front desk. Our guests praise the helpful staff and the clean ... 8.8/10 Excellent! (1,170 reviews) They let us check in early, which was helpful! Reviewed on 12 Nov 2025 [](https://expedia.co.uk/Chicago-Hotels-Jaslin-Hotel.h13320264.Hotel-Information) [See all 463 properties in South Side](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=553248635074842823) 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. ## More holidays you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Holidays [](https://expedia.co.uk/lp/theme-holidays/all-inclusive-holidays?rfrr=editorial.All_Inclusive%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Holidays [](https://expedia.co.uk/lp/theme-holidays/beach-holidays?rfrr=editorial.Beach_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/kid-friendly-holidays?rfrr=editorial.Family_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Holidays [](https://expedia.co.uk/lp/theme-holidays/golf-holidays?rfrr=editorial.Golf_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Holidays [](https://expedia.co.uk/lp/theme-holidays/luxury-holidays?rfrr=editorial.Luxury_Holidays.click) ![gay friendly holiday packages](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ+ Holidays [](https://expedia.co.uk/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ+_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Holidays [](https://expedia.co.uk/lp/theme-holidays/romantic-holidays?rfrr=editorial.Romantic_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Holidays [](https://expedia.co.uk/lp/theme-holidays/ski-holidays?rfrr=editorial.Ski_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/22/hero-image-pet-friendly_copy.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Pet Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/pet-friendly-holidays?rfrr=editorial.Pet_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.co.uk/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ### Top Kid friendly Holiday Destinations > - [Family Friendly Holidays in Barcelona](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/179992/Barcelona) > - [Family Friendly Holidays in France](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/59/France) > - [Family Friendly Holidays in Greece](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/67/Greece) > - [Family Friendly Holidays in Ibiza](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/1559/Ibiza-Town) > - [Family Friendly Holidays in Ireland](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/84/Ireland) > - [Family Friendly Holidays in Italy](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/86/Italy) > - [Family Friendly Holidays in Majorca](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/602317/Majorca-Island) > - [Family Friendly Holidays in Malta](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/111/Malta) > - [Family Friendly Holidays in Menorca](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/2201/Menorca) > - [Family Friendly Holidays in Morocco](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/122/Morocco) > - [Family Friendly Holidays in New Zealand](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/133/New-Zealand) > - [Family Friendly Holidays in Portugal](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/147/Portugal) > - [Family Friendly Holidays in Scotland](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/11219/Scotland) > - [Family Friendly Holidays in South Africa](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/165/South-Africa) > - [Family Friendly Holidays in Spain](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/166/Spain) > - [Family Friendly Holidays in the Canary Islands](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/180087/Canary-Islands) > - [Family Friendly Holidays in the United Kingdom](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/190/United-Kingdom) > - [Family Friendly Holidays in Turkey](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/183/Turkey) ## More Holiday Ideas [Flights to South Side](https://expedia.co.uk/Cheap-Flights-To-South-Side.d553248635074842823.Travel-Guide-Flights)[South Side Hotels](https://expedia.co.uk/South-Side-Hotels.d553248635074842823.Travel-Guide-Hotels)[South Side Holiday Rentals](https://expedia.co.uk/South-Side-Holiday-Rentals.d553248635074842823.Travel-Guide-HolidayRentals)[South Side Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-South-Side.d553248635074842823.Car-Hire-Guide)[South Side Holidays](https://expedia.co.uk/South-Side.d553248635074842823.Holidays-City-Breaks)[Things to do in South Side](https://expedia.co.uk/Things-To-Do-In-South-Side.d553248635074842823.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)