Menu

Visiting Chicago: Your travel guide for kid-friendly destinations

Tips for taking on the Windy City from a mama who calls it home.

Visiting Chicago: Your travel guide for kid-friendly destinations
Leyla Tran for Motherly

When a baby is born, for many families, the vacations stop. And while it can be intimidating to get out and just go with a little one in tow, with the right preparation, family vacations can be a rewarding, memorable experience for everyone.

All it takes to make your next adventure a success is a little planning―and a great, grab-and-go carrier like a BABYBJÖRN Baby Carrier One Air. Simply pop your little one into the breathable mesh carrier, secure the straps, and you're ready to take on your destination like a pro―all while providing a fresh perspective for your baby or toddler (it's suitable for children up to age three!).

Next, pick your destination. Thanks to easy-to-access beaches, a host of incredible museums, and a variety of outdoor and indoor activities, Chicago is a popular vacation hot spot for families year-round.

Not sure where to start? Leyla Tran, Chicago native and blogger behind Second City Mom, filled us in on her favorite kid-friendly spots around the Windy City.


DO

Leyla Tran, with her husband and twins at Chicago's Garfield Park Conservatory in front of one of her favorite features.

Chicago Children's Museum
Sure, you'll have to battle a throng of tourists to get through Navy Pier most times of year, but it's worth it to reach this gem. From a dinosaur dig to arts and crafts areas, there's something to satisfy every interest at the Children's Museum. Plus, you can face baby out in the BABYBJÖRN Baby Carrier One Air so there will be plenty to hold their attention while they ride along! Check the museum's calendar to find out what special events and exhibits are open during your visit.

Garfield Park Conservatory
If you're visiting during the colder months, the Garfield Park Conservatory is the city's largest botanical conservatory. It's a great place to explore, play, and learn indoors during the Midwestern winter months. To get around hassle-free, check the stroller and take in the sights hands-free with the Baby Carrier One Air. You can carry bigger babies on your back starting at 12 months old. "My favorite thing at the conservatory may not be all the plants but the mosaic fountain in the Horticulture Hall, which was gifted to the city of Chicago from sister city, Casablanca," Tran says.

The Sod Room
Speaking of indoor activities, The Sod Room is another great indoor playspace located in the South Loop neighborhood where the design, toys, and activities are all put together with the Earth in mind. "The play space teaches kids to be creative to reuse things and the importance of being eco-friendly," Tran says. "There are so many different events for parents, caregivers, and kids to enjoy throughout the week such as baby yoga and music concert."

Galt Baby

While you probably won't get to do as much shopping on the Miracle Mile as you might without littles in tow, you should try to squeeze in a visit to Galt Baby for any must-haves. From travel gear (like the Carrier One!) to replacement sippy cups should yours get lost (the horror!), Galt Baby has you covered on the go.

SEE

Leyla Tran with her family in front of the iconic Cloudgate at Millennium Park.

Millennium Park

A trip to Chicago isn't really complete until you've taken a family selfie at the Bean. And while you're there, take advantage of the cultural events, exhibitions, and landscape design (hello, wide open spaces for toddlers to run!). Many events are free, so be sure to visit the park's website to find out what's on the calendar. "Although it is a tourist destination, we love it as locals because there is so much to do here from summer concerts to fun kids events," Tran says. "From the iconic Cloudgate (AKA, the Bean) to Crown Fountain to the Lurie Garden, there's something for everyone in our family. Our six-year-old son loves Crown Fountain, with the changing faces on the LED screens waiting for the water to spray out."

Harold Washington Library

The Harold Washington Library is a book worm's dream, no matter your age. Explore the Children's Library, which is broken up into "neighborhoods" based on age with an interactive puppet stage, STEAM-based activities, a digital media center, and more. Parents will love the indoor Winter Garden (with free wifi!) and taking in the local art throughout the library. Let your little one fall asleep in the Baby Carrier One Air while you enjoy the interior architecture—quietly.

Seasonal festivals

From holiday markets to beerfests to parades, there are seasonal activities to take advantage of year-round in Chicago―and many are free! Check the city's calendar during your trip to find out what's available. With so many wearing options on the Baby Carrier One, little ones from newborn to 3 years can stay close while you stroll, sip, or shop. Partner it with the Cover for Baby Carrier and baby will stay warm in all seasons.

EAT

Little Beans Cafe

All the best family vacations start off with a little caffeination. We love Little Beans Cafe because it doubles as an indoor playground for kids, meaning parents get to enjoy a good cup of coffee while kids get to play and learn. "We've had so many fun playdates here with our first child that we're looking forward to more playdates with the twins," Tran says. "It's a great place for new moms to meet during the week."

Giordano's
If you go to Chicago and don't eat deep dish pizza, did you ever really go? Don't take the chance. Book a table at Giordano's and indulge in a slice of Chicago's finest slice. Besides, how often is the local delicacy something you don't have to beg your kids to eat?


Making the time for travel is one of the greatest gifts you can give your family―and yourself. And thanks to BabyBjörn, now everyone can come along for the ride.

This article is sponsored by BabyBjörn. Thank you for supporting the brands that support Motherly and mamas.

12 outdoor toys your kids will want to play with beyond summer

They transition seamlessly for indoor play.

Without camps and back-to-school plans still TBD, the cries of "I'm bored!" seem to be ringing louder than ever this summer. And if you're anything like me, by August, I'm fresh out of boxes to check on my "Fun Concierge" hit list. It's also the point of diminishing returns on investing in summer-only toys.

With that in mind, we've rounded up some of our favorite wooden toys that are not only built to last but will easily make the transition from outdoor to indoor play.

From sunny backyard afternoons to rainy mornings stuck inside, these toys are sure to keep little ones engaged and entertained.

Meadow ring toss game

Plan Toys meadow ring toss game

Besides offering a fantastic opportunity to hone focus, coordination, determination and taking turns, lawn games are just plain fun. Set them up close together for the littles and spread them out when Mom and Dad get in on the action. With their low profile and rope rings, they're great for indoors as well.

$30

Balance board

Plan Toys balance board

Balance boards are a fabulous way to get the wiggles out. This one comes with a rope attachment, making it suitable for even the youngest wigglers. From practicing their balance and building core strength to working on skills that translate to skateboarding and snowboarding, it's a year-round physical activity that's easy to bring inside and use between Zoom classes, too!

$75

Sand play set

Plan Toys sand set

Whether you're hitting the beach or the backyard sandbox, this adorable wooden sand set is ready for action. Each scoop has an embossed pattern that's perfect for sand stamping. They're also totally suitable for water play in the wild or the bathtub.

$30

Water play set

Plan Toys water play set

Filled with sand or water, this tabletop sized activity set keeps little ones busy, quiet and happy. (A mama's ideal trifecta 😉). It's big enough to satisfy their play needs but not so big it's going to flood your floors if you bring the fun inside on a rainy day.

$100

Mini golf set

Plan Toys mini golf set

Fore! This mini golf set is lawn and living room ready. Set up a backyard competition or incorporate into homeschooling brain breaks that shift focus and build concentration.

$40

Vintage scooter balance bike

Janod retro scooter balance bike

Pedals are so 2010. Balance bikes are the way to go for learning to ride a bike while skipping the training wheels stage altogether. This impossibly cool retro scooter-style is built to cruise the neighborhood or open indoor space as they're learning.

$121

Wooden rocking pegasus

plan toys wooden rocking pegasus

Your little will be ready to take flight on this fun pegasus. It gently rocks back and forth, but doesn't skimp on safety—its winged saddle, footrests and backrest ensure kids won't fall off whether they're rocking inside or outside.

$100

Croquet set

Plan Toys croquet set

The cutest croquet set we've ever seen! With adorable animal face wooden balls and a canvas bag for easy clean up, it's also crafted to stick around awhile. Round after round, it's great for teaching kiddos math and problem-solving skills as well.

$45

Wooden digital camera

fathers factory wooden digital camera

Kids get the chance to assemble the camera on their own then can adventure anywhere to capture the best moments. With two detachable magnetic lenses, four built-in filters and video recorder, your little photographer can tap into their creativity from summertime to the holidays.

$189

Wooden bulldozer toy

plan toys wooden bulldozer toy

Whether they're digging up sand in the backyad or picking up toys inside, kids can get as creative as they want picking up and moving things around. Even better? Its wooden structure means it's not an eye sore to look at wherever your digger drops it.

$100

Pull-along hippo

janod toys pull along hippo toy

There's just something so fun about a classic pull-along toy and we love that they seamlessly transition between indoor and outdoor play. Crafted from solid cherry and beechwood, it's tough enough to endure outdoor spaces your toddler takes it on.

$33

Baby forest fox ride-on

janod toys baby fox ride on

Toddlers will love zooming around on this fox ride-on, and it's a great transition toy into traditional balance bikes. If you take it for a driveway adventure, simply use a damp cloth to wipe down the wheels before bringing back inside.

$88

We independently select and share the products we love—and may receive a commission if you choose to buy. You've got this.

Shop

Sorry, you can’t meet our baby yet

Thank you for understanding. ❤️

In just over three weeks, we will become parents. From then on, our hearts will live outside of our bodies. We will finally understand what everyone tells you about bringing a child into the world.

Lately, the range of emotions and hormones has left me feeling nothing short of my new favorite mom word, "hormotional." I'm sure that's normal though, and something most people start to feel as everything suddenly becomes real.

Our bags are mostly packed, diaper bag ready, and birth plan in place. Now it's essentially a waiting game. We're finishing up our online childbirth classes which I must say are quite informational and sometimes entertaining. But in between the waiting and the classes, we've had to think about how we're going to handle life after baby's birth.

I don't mean thinking and planning about the lack of sleep, feeding schedule, or just the overall changes a new baby is going to bring. I'm talking about how we're going to handle excited family members and friends who've waited just as long as we have to meet our child. That sentence sounds so bizarre, right? How we're going to handle family and friends? That sentence shouldn't even have to exist.

Keep reading Show less
Life

20 baby names to set your child up for success

What do Jacqueline, Morgan, Madison and Parker all have in common?

They say picking a baby name is an art, not a science. But when it comes to figuring out which baby names have been linked to successful futures, there has actually been some scientific work on the subject.

Keep reading Show less
News