Thursday, September 28: Exploring the Magnificent Mile
Start your Chicago adventure by exploring the iconic Magnificent Mile. In the morning, take a stroll along this bustling street known for its high-end shops, restaurants, and beautiful architecture. Visit the Chicago Water Tower and the Loyola University Museum of Art, which houses an impressive collection of religious art. In the afternoon, head to Navy Pier, a popular family entertainment destination. Enjoy rides, explore the Chicago Children's Museum, and take a scenic boat tour on Lake Michigan. In the evening, treat your family to a delicious deep-dish pizza at Giordano's.
Magnificent Mile: Free, 2-3 hours
Chicago Water Tower: Free, 1 hour
Loyola University Museum of Art: $10 per adult, $6 per child, 1-2 hours
Navy Pier: Free admission, attractions vary in cost, 3-4 hours
Giordano's: $-$$, 1-2 hours
Restaurants
For a tasty breakfast, head to The Bongo Room. Offering unique and creative dishes like the signature chocolate tower French toast, this restaurant is sure to satisfy your morning cravings. Average cost for a meal is about $15 per person.
For a satisfying lunch, visit The Purple Pig. This Mediterranean-inspired restaurant offers a variety of small plates and charcuterie, perfect for sharing with the family. Average cost for a meal is about $25 per person.
For a delicious dinner, try Girl & The Goat. This trendy restaurant offers a menu of innovative American cuisine, with dishes like roasted beets and braised beef tongue. Average cost for a meal is about $40 per person.
Friday, September 29: Museum Day
Spend the day immersing yourselves in Chicago's rich cultural scene. Start the morning at the Field Museum, where you can marvel at dinosaur fossils and explore ancient civilizations. Afterward, head to the nearby Shedd Aquarium, home to a diverse range of aquatic species. In the afternoon, visit the Museum of Science and Industry, where interactive exhibits will captivate both kids and adults. Wrap up the day with a relaxing stroll through Grant Park and enjoy the beautiful Buckingham Fountain.
Field Museum: $26 per adult, $19 per child, 3-4 hours
Shedd Aquarium: $39.95 per adult, $29.95 per child, 2-3 hours
Museum of Science and Industry: $21.95 per adult, $12.95 per child, 3-4 hours
Grant Park: Free, 1-2 hours
Buckingham Fountain: Free, 30 minutes
Restaurants
For a delicious breakfast, visit Yolk, located just a short distance from the Field Museum. This family-friendly restaurant offers a wide variety of breakfast and brunch options, such as fluffy pancakes and hearty omelettes. The average cost for a meal is about $15 per person.
When it's time for lunch, stop by Lou Malnati's Pizzeria. Known for their famous deep-dish pizza, this Chicago institution is a favorite among locals and tourists alike. Enjoy a slice of their signature pizza or try one of their tasty salads. The average cost for a meal is about $20 per person.
For a memorable dinner experience, head to The Gage, located near Grant Park. This gastropub offers a diverse menu featuring dishes such as fish and chips, burgers, and seafood. With its lively atmosphere and extensive drink selection, The Gage is the perfect place to end your day. The average cost for a meal is about $35 per person.
Saturday, September 30: Navy Pier and Millennium Park
Return to Navy Pier to explore its many attractions further. Start your morning with a thrilling ride on the Centennial Wheel for panoramic views of the city. Afterwards, visit the Chicago Children's Museum and let your kids unleash their creativity. In the afternoon, head to Millennium Park, a green oasis in the heart of the city. Marvel at the famous Cloud Gate sculpture, affectionately known as "The Bean," and enjoy a picnic in the park. Don't miss the Crown Fountain, where interactive video displays entertain visitors of all ages.
Centennial Wheel: $18 per person, 1 hour
Chicago Children's Museum: $14.95 per person, 2-3 hours
Millennium Park: Free, 2-3 hours
Restaurants
Yolk – A popular breakfast spot known for its creative menu and delicious brunch specialties. Average cost for a meal is about $15 per person.
Giordano's – Indulge in a classic Chicago deep-dish pizza at this renowned restaurant. Average cost for a meal is about $20 per person.
Frontera Grill – Experience authentic Mexican flavors crafted by celebrity chef Rick Bayless. Average cost for a meal is about $30 per person.
Sunday, October 1: Adventures at Lincoln Park Zoo
Spend your final day in Chicago at the Lincoln Park Zoo, one of the oldest zoos in the country. Explore the zoo's various exhibits, including the Regenstein Center for African Apes and the Kovler Lion House. Enjoy a picnic in the beautiful Lincoln Park surroundings before bidding farewell to Chicago. If time permits, take a walk along the nearby Lakefront Trail for stunning views of Lake Michigan.
Lincoln Park Zoo: Free admission, 2-3 hours
Lakefront Trail: Free, 1-2 hours
Restaurants
The Publican is a popular breakfast spot known for its farm-to-table menu. Average cost for a meal is about $25 per person.
For lunch, head to Sweetgreen for fresh and flavorful salads made with locally sourced ingredients. Average cost for a meal is about $15 per person.
For dinner, try RPM Italian for a delicious Italian dining experience with a modern twist. 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 in Glencoe. This 385-acre garden offers a peaceful retreat with stunning landscapes, colorful flower displays, and walking trails. Another local favorite is the Peggy Notebaert Nature Museum, located in Lincoln Park. Explore the hands-on exhibits, butterfly haven, and learn about the region's natural history. Both of these attractions provide educational and enjoyable experiences for the whole family.
Before finalizing your plans, make sure to check Kayak for the best hotel and flight prices for your travel dates.