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Windy City Wonders: A 4-Day Family Adventure in Chicago!

Discover the Windy City's wonders, embrace the family fun in Chicago.

19 July 2023

Experience the vibrant city of Chicago on a family friendly trip filled with unforgettable memories. Explore the iconic Millennium Park, where kids can splash in the Crown Fountain or marvel at the reflective Bean sculpture. Indulge in delicious deep-dish pizza, visit the Shedd Aquarium or catch a baseball game at Wrigley Field for an action-packed getaway in the Windy City.

Travel plan

• Check into The Ritz-Carlton, a luxurious hotel where your family will be treated like VIPs from the moment you step through the door.
• Visit Millennium Park, where you can snap photos of the iconic Cloud Gate sculpture, aka "The Bean," and let the kids run wild in the Crown Fountain.
• Head to Navy Pier, filled with thrilling rides, delicious food stalls, and even a Ferris wheel that offers incredible views of Chicago's skyline.
• Take a stroll down the Magnificent Mile, where you'll find shops galore for a little retail therapy.
• End the day with a taste of classic Chicago deep-dish pizza at Giordano's Pizzeria, where cheesy wonders await.

• Start your day with a hearty breakfast at Yolk, a local favorite known for its creative twists on classic morning meals.
• Explore the charming Lincoln Park Zoo, where you can spot exotic animals and enjoy the beauty of nature, all for free!
• Head to Portillo's for lunch, a Chicago institution serving up mouthwatering hot dogs and Italian beef sandwiches.
• Dive into the city's cultural scene at the Art Institute of Chicago, home to masterpieces from Monet, Picasso, and many more.
• Indulge in a deep-fried delight for dinner at The Purple Pig, a lively spot boasting a menu of Mediterranean-inspired small plates.

• Start your day with a delicious breakfast at Lou Mitchell's, a diner that's been fueling Chicagoans since 1923 with fluffy pancakes and hearty omelets.
• Take a walk along the Chicago Riverwalk, where you can admire the city's stunning architecture and enjoy boat tours.
• Immerse yourself in history at the Chicago History Museum, where interactive exhibits will transport you back in time.
• Catch a baseball game at Wrigley Field, home to the beloved Chicago Cubs don't forget to grab a hot dog and cheer with the crowd!
• Complete your day with dinner at Girl & The Goat, an award-winning restaurant serving up inventive, globally-inspired dishes.

• Start your day with a delightful breakfast at Wildberry Pancakes and Cafe, known for their fluffy stacks of pancakes and creative breakfast options.
• Explore the Shedd Aquarium, where you can marvel at breathtaking marine life, including dolphins, penguins, and sharks.
• Experience the thrill of the Chicago River architecture tour, cruising along the glittering waterway while learning about the city's stunning buildings.
• Enjoy a lunch of delectable Mexican street food at Antique Taco, known for their imaginative taco combinations and vibrant flavors.
• Before saying goodbye to the Windy City, catch an entertaining show at The Second City, where comedy legends like Tina Fey and Steve Carell got their start.