South Side Kid friendly Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to AU$2,500 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Discover the most popular places to visit in South Side
What to do in South Side
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's 90-min Chicago River Architecture Tour
Top Kid friendly South Side Hotels
Hyatt Place Chicago-South/University Medical Center
Hyatt Place Chicago-South/University Medical Center
"Great choice if you're driving, for it provides plenty of parking space (I'm exactly sure if the parking is free, but very likely it is). I also found it's location in walking distance to stores including a Wholefoods and eating places. Also bus and trains to downtown and Univ of Chicago campus. But if you need to get to your place quickly, you should use Uber. The hotel free shuttle is no longer working."
Holiday Inn Chicago – Midway Airport S by IHG
Holiday Inn Chicago – Midway Airport S by IHG
Best Western Inn & Suites - Midway Airport
Best Western Inn & Suites - Midway Airport
"I booked a room last minute through Expedia and showed up 40 minutes later and the place looked permanently clised and on the window they had a piece of paper that said "sorry we are closed for today." I called the number to end up having some woman in Mississippi answered. She said she doesn't work with that company and not sure why hwr number is on there"
How can I find great South Side family holiday packages?
How can I book a family-friendly South Side holiday with Expedia?
At Expedia, we’ve mastered the recipe for ideal South Side family getaways. Use our handy filters to find an array of options that’ll thrill the whole crew. Set budget filters to match your spending limits, and sort by accommodation size to prioritise “family-friendly” choices at the top of your search results.
How can I find cheap South Side family holiday packages?
Ignite young imaginations without breaking the bank on your family holiday in South Side. Apply our price filter to uncover fantastic budget-friendly family holiday packages. Plus, you might snag discounts by bundling your hotel and flight. Some packages even come with a car rental at your destination.
How do I select the perfect family holiday package for South Side?
In your search, apply filters for family South Side trip packages and sort by accommodation size to bring family-friendly options to the forefront. These criteria will unveil incredible deals, from South Side family beach getaways to luxurious family holiday packages in South Side.
How can I find excellent family holiday deals in South Side?
Plan your South Side family holiday effortlessly with our user-friendly search tools. Select luxurious waterfront hotel suites boasting ocean views. Choose thrilling family ATV adventures, or massive pools with slides to keep the kids entertained.
How can I discover last-minute South Side family holiday deals?
It’s easy, and there are loads of last-minute family holiday deals for South Side. Just enter your travel dates on Expedia and unlock great options, whether it’s a month or a day away. Use the “family-friendly” filter for quick access to family-focused accommodations.
How can I find South Side pet-friendly family holiday packages?
At Expedia, we’ve got the secret ingredients for the perfect pet-friendly family South Side holiday. Our handy filters help you search a huge range of options and book a holiday that keeps your family and pets happy.
Are there family spa South Side holiday packages?
Enjoying a family holiday in South Side doesn’t mean you have to skip spa day. Simply use our filters to see what family spa holiday options are available in South Side.
Can I find great weekend family holiday packages in South Side?
Absolutely. Embark on a fun 2026 weekend getaway to South Side with ease. Type in your location, price, and date preferences in your Expedia search, and let us reveal the hidden gems for you.
Why book family South Side holiday with Expedia?
With Expedia, your best South Side family holiday is just a click away. Easily discover fantastic deals and plan a trip that will thrill your kids. Our handy filters unlock a world of options, ensuring an exciting adventure for you and your family.