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Chicago Adventure 4 Days Itinerary
Last updated: 2024 Jun 26Iconic Chicago Landmarks
Morning
Start your day with a visit to Millennium Park, one of Chicago's most iconic green spaces. Here, you can marvel at the famous Cloud Gate sculpture, also known as 'The Bean,' and enjoy the serene Lurie Garden. Afterward, head over to The Magnificent Mile for some high-end shopping and sightseeing along this bustling street.
Afternoon
In the afternoon, take a guided tour of the renowned Art Institute of Chicago. Opt for the Chicago: Art Institute of Chicago Guided Tour to gain deeper insights into the museum's extensive collection of artworks from around the world. Following this cultural immersion, stroll through Grant Park, often referred to as 'Chicago's front yard,' where you can relax and take in views of Buckingham Fountain.
Evening
Conclude your day with an evening visit to Skydeck Chicago at Willis Tower (Sears Tower). The Skydeck offers breathtaking panoramic views of the city skyline from one of its tallest buildings. For dinner, head to Girl & The Goat, a highly-rated restaurant known for its innovative dishes and vibrant atmosphere.
Bedtime
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4.69Millennium Park
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4.69Millennium Park
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4.65The Magnificent Mile
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4.65The Magnificent Mile
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Exploring Museums and Waterfronts
Morning
Begin your second day with a trip to the fascinating Field Museum. Spend your morning exploring its vast exhibits on natural history and ancient civilizations. Don't miss out on seeing Sue, the largest and most complete T. rex ever discovered.
Afternoon
After lunch at The Gage, a popular gastropub near Millennium Park, embark on an afternoon adventure with the Chicago: Lakefront and Museum Campus Segway Tour. This tour will take you along Chicago's scenic lakefront paths while providing informative commentary about notable landmarks like Soldier Field and Shedd Aquarium.
Evening
As evening approaches, make your way to Navy Pier for some fun-filled activities. Take part in the thrilling Chicago: 90-Minute River and Lakefront Cruise at Night which offers stunning nighttime views of Chicago's illuminated skyline from both river and lake perspectives. For dinner, dine at RPM Seafood, known for its fresh seafood dishes.
Bedtime
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4.56Field Museum
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4.56Field Museum
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4.93Chicago: Lakefront and Museum Campus Segway Tour
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4.93Chicago: Lakefront and Museum Campus Segway Tour
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Architectural Wonders & Cultural Experiences
Morning
Kick off your third day by visiting one of Chicago’s architectural marvels - the historic Rookery Building. Afterward, explore more architectural gems with a visit to Marina City followed by a leisurely walk along the picturesque Chicago Riverwalk. Enjoy coffee at Café Integral located nearby.
Afternoon
For lunch, savor deep-dish pizza at its birthplace -Pizzeria Uno-. Post-lunch activities include joining an exciting architectural tour such asChicago River: 1.5-Hour Guided Architecture Riverboat Tour[501237] which delves into stories behind some iconic buildings lining up along riverside.
Evening
End Day 3 experiencing live music vibes atHouse Of Blues[6906] after having dinner reservations made beforehand atGibsons Bar & Steakhouse where succulent steaks await! Immerse yourself fully into vibrant nightlife scene before calling it night.
Bedtime
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4.73Rookery Building
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4.73Rookery Building
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4.72Chicago Riverwalk
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4.72Chicago Riverwalk
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Hidden Gems and Cultural Treasures
Morning
Start your day with a visit to the Chicago Cultural Center, a stunning building known for its beautiful architecture and free art exhibits. The highlight here is the world's largest Tiffany stained-glass dome. Afterward, take a stroll through the historic Chicago Loop, where you can admire some of the city's oldest skyscrapers and public art installations.
Afternoon
For lunch, head to The Purple Pig, renowned for its Mediterranean-inspired small plates. Post-lunch, embark on an intriguing tour with the Chicago: Underground Pedway & Downtown Secrets Walking Tour. This tour will take you through Chicago's lesser-known underground walkways and reveal fascinating stories about the city's history and architecture.
Evening
In the evening, visit the iconic Chicago Theatre for a guided tour that offers a behind-the-scenes look at this historic venue. For dinner, dine at The Signature Room at the 95th, located atop the John Hancock Center, offering breathtaking views of Chicago's skyline along with exquisite cuisine.
Bedtime
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4.71Chicago Cultural Center
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4.71Chicago Cultural Center
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4.83Chicago Loop
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4.83Chicago Loop
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