Chicago Plane Tours

Explore the skyline like never before with Chicago plane tours

Experience the Windy City from a breathtaking new perspective, gazing down upon the shimmering Chicago skyline, iconic landmarks like Navy Pier and Wrigley Field, and the architectural marvels that define this vibrant city. Our aerial tours offer an exclusive vantage point, allowing you to witness the sprawling urban landscape and Lake Michigan's majestic shores from the sky. Whether you're an architecture enthusiast, a photography aficionado, or simply seeking a unique adventure gift for a special occasion, Chicago plane tours promises an experience that's as unforgettable as the city itself.

Why choose a plane tour in Chicago?

Why settle for the ordinary when you can explore Chicago's extraordinary from the skies? Our plane tours offer a thrilling and efficient way to experience the city's famous landmarks and stunning scenery. From the comfort of our aircraft, you'll enjoy a private tour that grants you panoramic views of the Chicago skyline, Navy Pier, Wrigley Field, and more, all within the span of a single flight. Safety and satisfaction are our top priorities, with highly skilled pilots navigating from both Chicago Executive and Midway airports to ensure a smooth and memorable journey. Whether you're a local or a visitor, a plane tour offers a fresh and exhilarating perspective on Chicago's beauty.

Explore our plane tour offerings

From the skyline to the shores

Dive into a world of aerial wonder with our diverse array of Chicago plane tours. Choose from a wide range of experiences, including comprehensive city tours that capture the essence of the Chicago skyline, and specialized flights that offer close-up views of landmarks like Navy Pier and Wrigley Field. For those seeking something truly special, our sunset tours and customized itineraries can turn any occasion into an unforgettable celebration.

Booking your adventure

Ready to take to the skies? Booking your Chicago plane tour is simple and straightforward. Select the tour that best suits your interests and prepare for an adventure like no other. We offer practical tips for first-time flyers and detailed information on what to expect, ensuring your experience is as enjoyable as it is awe-inspiring.

For a deeper dive into the city's wonders from ground level, our Chicago city tours offer immersive explorations into its rich history and culture.

Making memories above Chicago

Don't miss the chance to book your Chicago plane tour today and secure your seat in the sky. Whether you're celebrating a special occasion or simply seeking new adventures, our tours provide a unique opportunity to create lasting memories and see Chicago from an unparalleled perspective.

For more ways to explore and celebrate the city, check out our selection of Chicago gifts. And if you're looking to broaden your horizons with more aerial adventures, our plane rides near me page has you covered with options across various locations.

Embark on a journey that elevates your Chicago experience - book your tour today for the best experience of the city from above!