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- You can skip the queue to the Willis Tower Skydeck with a priority pass to catch sunrise views, stroll through Millennium Park early for the best Cloud Gate photos, breeze into the Art Institute of Chicago for its hidden galleries, unwind at Navy Pier on an insider’s sunset cruise, and enjoy VIP access to meet animals at Lincoln Park Zoo without waiting.
- You’ll taste classic Deep-Dish Pizza at Lou Malnati’s Pizzeria (Chicago-style comfort food, family-friendly atmosphere), bite into the iconic Chicago-Style Hot Dog at Portillo’s (fast-casual American cuisine, retro diner vibes), and snack on famous Garrett Popcorn Shops Popcorn (gourmet popcorn, sweet and savory flavors) in a bustling urban setting.
- You’ll schedule Late Spring (May–June) to secure a ticket for the Chicago Blues Festival and book a Lake Michigan cruise at sunrise (avoid crowds); pick Summer (June–August) to lock in a Millennium Park architecture tour and claim VIP spots at the Chicago Air & Water Show; and aim for Fall (September–October) to join a private architecture tour and secure entry to the Chicago Marathon spectator experience.
- You’ll savor handcrafted elixirs at The Violet Hour in Wicker Park (craft cocktails, intimate lounge setting), party at Three Dots and a Dash in River North (tiki bar, exotic drinks, lively Polynesian vibe), and unwind with skyline views at The Signature Lounge on the 95th floor of the John Hancock Center (rooftop lounge, panoramic illumination, upscale ambiance).
Chicago vacation, Illinois travel, things to do in Chicago, Willis Tower
Chicago, Illinois
Chicago is a vibrant metropolis renowned for its stunning architecture, world-class museums, and iconic landmarks. Take in the breathtaking views from Willis Tower, explore the magnificent Millennium Park, and savor the city's renowned deep-dish pizza. Chicago offers a dynamic experience for groups with diverse interests.
Chicago is a vibrant metropolis renowned for its stunning architecture, world-class museums, and iconic landmarks. Take in the breathtaking views from Willis Tower, explore the magnificent Millennium Park, and savor the city's renowned deep-dish pizza. Chicago offers a dynamic experience for groups with diverse interests.
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