Explore 40 family-friendly activities in Chicago — filtered by age, scheduled around nap time, and ready to drop into your personalized itinerary.
Buy tickets online to skip box office lines. Stroller-friendly throughout; free stroller check available. Dolphin and be...
Massive museum — pick 2-3 highlights like Sue the T. rex and the Egypt exhibit. Stroller-accessible with elevators throu...
Located on Navy Pier — combine with the pier for a full day. Stroller parking available at entrance. Best for ages 2-10;...
Book sky show tickets in advance — they sell out on busy weekends. Family-friendly shows like 'Welcome to the Universe' ...
Free to enter the pier; individual rides and attractions are ticketed. The Centennial Wheel offers great family views. S...
One of the last free major zoos in the US. Stroller-friendly paved paths throughout. Farm-in-the-Zoo section thrills tod...
Free admission. Cloud Gate (The Bean) is a must for photos. Crown Fountain splash pad is open in summer — bring a change...
One of the largest science museums in the Western Hemisphere. U-505 Submarine tour is a highlight for older kids — book ...
Free and stroller-friendly path along the Chicago River. Kids love watching boats and the bridges. Multiple food and dri...
Book in advance — tours sell out in summer. Kids 3-12 are half price; under 3 free. Strollers must be folded and stowed....
Enclosed gondolas make this stroller and family friendly. Great views of Chicago skyline. Purchase tickets at Navy Pier ...
Butterfly Haven is magical for toddlers and young kids. Free Illinois resident days on Thursdays. Stroller-friendly with...
Free admission always. Stunning Tiffany glass dome is awe-inspiring even for kids. Stroller-accessible with elevator. Fr...
Free and expansive green space. Buckingham Fountain runs May-October with light shows at night. Stroller-friendly, flat ...
Chicago's largest park — free and stroller-friendly throughout. Combine with Lincoln Park Zoo and North Avenue Beach. Ex...
World-class children's play garden — free and amazing. Separate areas for big kids and toddlers (under 5). Stroller-frie...
Chicago's most popular beach. Stroller-friendly access from Lincoln Park. Volleyball courts, food concessions, and playg...
Kids under 14 are always free. Use the free family activity guide at the welcome desk. Stroller-friendly with elevator a...
Minimum age 7 for paddling; younger children can ride as passengers with adults. Book online in advance. Life jackets pr...
Kids under 12 are free. Hands-on history exhibits engage older children. Stroller-accessible throughout. Located at the ...
Exciting speedboat tours of the Chicago lakefront. Kids 3+ recommended; under 2 sit on lap. Book in advance for summer w...
Parking fee charged; garden entry is free. Stroller-friendly paved paths throughout all 27 gardens. Regenstein Learning ...
One of the nation's top zoos. Stroller rentals available at main gate. Seven Seas dolphin show and Tropic World indoor e...
Check current family-friendly and nature film listings. Great rainy-day option. Children 2 and under free on laps. Seats...
Family-friendly architecture boat tour. Kids under 3 free. Comfortable open-air boats with covered sections. Buy tickets...
Classic flying swings ride. Height requirement of 42 inches to ride alone; kids 36-41 inches can ride with adult. Locate...
Chicago's iconic deep dish pizza — reserve ahead; deep dish takes 45 minutes to bake. Family-friendly atmosphere with ki...
A Chicago institution — must-try for Chicago-style hot dogs and Italian beef. Kid-friendly menu with hot dogs, burgers, ...
Beautiful park in Chinatown with a river fieldhouse and splash pad. Stroller-friendly paths. Easy CTA Red Line access. C...
Free iconic Chicago landmark. Kids love seeing their reflections in the bean's curved surface. Stroller-friendly, fully ...
Free outdoor concerts at Millennium Park's Pritzker Pavilion. Bring a blanket and picnic. Wide open lawn — great for kid...
Free historic landmark from 1869 that survived the Great Chicago Fire. The small gallery inside is quick and easy with y...
The Ledge glass boxes extend 4 feet out over the city — thrilling for older kids. Buy tickets online to skip long lines....
Shorter lines than Willis Tower but equally stunning 94th-floor views. TILT experience tilts visitors over the Magnifice...
World-class theater programming for kids ages 3-12. The Station theatre space is intimate and engaging. Book tickets wee...
Historic ballpark — a Chicago must. Kids love the dugout and press box. Book tours in advance online. On game days, buy ...
Day games work better with young kids — they fall asleep at night games. Bring sunscreen for day games. Diaper changing ...
Charming 18-hole mini golf with Chicago-themed obstacles. Stroller must be parked during play. Best for ages 4+. Located...
Large neighborhood playground with a splash pad in summer. Free and family-friendly in a local Chicago neighborhood. Str...
Free museum inside Navy Pier featuring 150+ stained glass windows. Stroller-friendly corridor. Quick and beautiful — gre...
Top family activities include Shedd Aquarium, The Field Museum, Chicago Children's Museum, Adler Planetarium, Navy Pier. Toddler Trip curates age-appropriate activities and builds nap-aware itineraries for your family.
Yes! Many activities in Chicago are suitable for toddlers. Toddler Trip filters activities by your children's ages and schedules around nap time so everyone enjoys the trip.
Use Toddler Trip's free planner: enter your family profile, pick from AI-curated activities, and get a nap-aware day-by-day itinerary with a personalized packing list — all in about 5 minutes.