Make this trip your own
Create your own free, personalized itinerary in seconds — then sign up to save and edit it.
Create my version
Viewed by 75 travelers

Family Friendly 5-Day Itinerary in Chicago

Wednesday, August 9: Explore Navy Pier

Start your trip by visiting Navy Pier, a popular family-friendly destination. In the morning, take a leisurely walk along the pier, enjoying the breathtaking views of Lake Michigan. Visit the Chicago Children's Museum, where kids can engage in interactive exhibits. In the afternoon, take a ride on the Ferris wheel and enjoy the stunning city skyline. In the evening, catch a live performance at the Chicago Shakespeare Theater or enjoy a fireworks show.

  • Navy Pier: Cost varies depending on activities; Estimated time spent: 4-5 hours
  • Chicago Children's Museum: Cost - $14.95 per person; Estimated time spent: 2-3 hours
  • Chicago Shakespeare Theater: Cost varies depending on the show; Estimated time spent: Varies
Thursday, August 10: Explore Millennium Park

Start your day by visiting Millennium Park, a picturesque urban park in downtown Chicago. In the morning, take a stroll through the Lurie Garden, admiring its beautiful flowers and plants. Visit Cloud Gate, also known as "The Bean," a unique stainless-steel sculpture that reflects the city's skyline. In the afternoon, enjoy a picnic in the park or rent a bike to explore the surrounding area. In the evening, catch a free outdoor concert or movie at the Jay Pritzker Pavilion.

  • Lurie Garden: Free admission; Estimated time spent: 1-2 hours
  • Cloud Gate: Free admission; Estimated time spent: 1 hour
  • Jay Pritzker Pavilion: Free admission; Estimated time spent: Varies
Restaurants
  • Ideal for a hearty breakfast, Wildberry Pancakes and Cafe offers a delicious variety of pancakes, omelettes, and classic breakfast favorites. Average cost for a meal is about $15 per person.
  • For lunch, head to Giordano's, famous for their deep-dish pizzas. Enjoy a slice of Chicago's iconic dish, stuffed with savory toppings and a thick layer of cheese. Average cost for a meal is about $20 per person.
  • For dinner, RPM Italian is a must-visit. Indulge in authentic Italian cuisine, including homemade pasta, wood-fired pizzas, and flavorful meat dishes. Average cost for a meal is about $40 per person.
Friday, August 11: Visit Shedd Aquarium and Field Museum

Start your day by exploring the Shedd Aquarium, one of the largest indoor aquariums in the world. In the morning, marvel at the diverse marine life and attend the animal shows. Afterward, head to the Field Museum, a natural history museum that houses a vast collection of artifacts. In the afternoon, immerse yourself in the museum's exhibits, including the famous T. rex skeleton. In the evening, take a walk along the nearby Lakefront Trail and enjoy the scenic views of Lake Michigan.

  • Shedd Aquarium: Cost - $39.95 per adult, $29.95 per child; Estimated time spent: 3-4 hours
  • Field Museum: Cost - $26 per adult, $19 per child; Estimated time spent: 3-4 hours
  • Lakefront Trail: Free admission; Estimated time spent: 1-2 hours
Saturday, August 12: Explore Lincoln Park Zoo and Lincoln Park Conservatory

Start your day by visiting the Lincoln Park Zoo, a free zoo with a wide variety of animals. In the morning, enjoy the exhibits and interactive demonstrations. Afterward, head to the Lincoln Park Conservatory, a beautiful greenhouse filled with exotic plants and flowers. In the afternoon, explore the surrounding Lincoln Park area, known for its charming cafes and boutiques. In the evening, have a relaxing picnic in Lincoln Park and catch a free concert at the Green City Market.

  • Lincoln Park Zoo: Free admission; Estimated time spent: 2-3 hours
  • Lincoln Park Conservatory: Free admission; Estimated time spent: 1-2 hours
  • Green City Market: Free admission; Estimated time spent: Varies
Restaurants
  • Breakfast: Ann Sather Cafe
  • A popular breakfast spot known for its delicious Swedish dishes, Ann Sather Cafe offers a cozy atmosphere and friendly service. Average cost for a meal is about $12 per person.

  • Lunch: The J. Parker
  • Located on the 13th floor of the Hotel Lincoln, The J. Parker offers stunning views of the city skyline. Enjoy their diverse menu of salads, sandwiches, and small plates. Average cost for a meal is about $15 per person.

  • Dinner: Sapori Trattoria
  • Sapori Trattoria is a charming Italian restaurant serving authentic dishes made from the freshest ingredients. Their cozy ambiance and friendly staff make for a delightful dining experience. Average cost for a meal is about $25 per person.

Sunday, August 13: Discover Science at the Museum of Science and Industry

Start your day by visiting the Museum of Science and Industry, a fascinating educational institution for the whole family. In the morning, explore the interactive exhibits, including the Coal Mine and the U-505 Submarine. In the afternoon, catch a science demonstration or watch a movie in the Giant Dome Theater. Don't miss the chance to visit the Smart Home exhibit, showcasing sustainable technologies. In the evening, relax at Jackson Park Beach and enjoy the scenic views of Lake Michigan.

  • Museum of Science and Industry: Cost - $21.95 per adult, $12.95 per child; Estimated time spent: 4-5 hours
  • Jackson Park Beach: Free admission; Estimated time spent: 1-2 hours
Restaurants
  • Breakfast: Yolk - This popular breakfast spot offers a variety of delicious options including fluffy omelettes and banana pancakes. The average cost for a meal is about $15 per person.
  • Lunch: Giordano's - Enjoy a famous stuffed deep-dish pizza at Giordano's. With its gooey cheese and flavorful crust, it's a Chicago favorite. The average cost for a meal is about $20 per person.
  • Dinner: The Publican - Savor a farm-to-table dining experience at The Publican. Their menu features a selection of rustic dishes with a focus on local ingredients and a wide range of craft beers. The average cost for a meal is about $40 per person.

Hidden Gems and Local Favorites

For off the beaten path attractions, consider visiting the Chicago Botanic Garden. It offers beautiful gardens, walking trails, and even a miniature railroad. Another local favorite is the Lincoln Square neighborhood, known for its German heritage and charming shops. Take a stroll along the streets, enjoy authentic German cuisine, and explore the unique boutiques. Finally, the Garfield Park Conservatory, located on the West Side, is a hidden gem with stunning plant displays and a peaceful atmosphere.

Check hotel and flight prices on Kayak.com
0
Like this trip? Make your own version.
A free, personalized itinerary in seconds — sign up to save and edit it.
Create my version