Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124
Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124
Experience Chicago from above with a 15-minute helicopter tour offering stunning skyline views, iconic landmarks, and personalized service for up to three passengers.
Taking to the skies over Chicago offers an unmistakably spectacular perspective on this vibrant city. The Chicago Helicopter 25-Mile Tour by Fly Heli promises a close-up look at famous landmarks like the Willis Tower, Navy Pier, and Wrigley Field—all from the comfort of a private helicopter ride lasting about 15 minutes. While short, this experience packs a punch, combining breathtaking views with a sense of adventure that’s hard to match.
What we love about this tour is its intimate setting—it’s just your group, creating a personalized and flexible experience. The ability to see Chicago’s skyline from a vantage point only a helicopter can provide makes it a memorable highlight. One thing to keep in mind is that the flight duration is brief, so it’s more about the quality of the views than quantity. Perfect for those looking for a quick, thrilling glimpse of the city, especially if you’re short on time but still want that wow factor.
If you’re considering this experience, it’s best suited for travelers who love adventure, panoramic views, and unique photo opportunities. Whether celebrating a special occasion or simply wanting a different way to explore Chicago, this helicopter tour offers a blend of excitement and sightseeing in one compact package.
Looking for more options in Chicago? Here are some other experiences worth considering.
Your adventure begins at Vertiport Chicago FBO, located at 1339 S Wood St. This site is conveniently near public transportation options, making access straightforward. The parking lot is described as secluded from street traffic, which adds a layer of privacy and ease of arrival. The check-in process is streamlined, with confirmation received immediately upon booking, and the tour is a private activity, meaning no strangers will be sharing the experience.
For $650 per group (up to 3 passengers), you receive a helicopter ride lasting approximately 13 to 15 minutes. The experience is designed to be intimate—just your group in the helicopter—giving you the chance to snap photos and enjoy the sights without the distraction of strangers.
The tour covers a 25-mile stretch of Chicago’s most recognizable sights, including:
Beyond these, you’ll likely catch glimpses of other notable areas, bustling streets, and waterfront views, providing a rundown of downtown Chicago’s most famous sights.
The reviews highlight the spectacular views and the professionalism of the tour operators. One reviewer mentioned that the pilot, Nolan, was skilled and engaging, making the ride not only safe but also informative. Many reviewers describe the flight as comfortable and well-organized, with some noting that the weather plays a crucial role—sunny days are definitely preferred for optimal views.
A recurring theme in the reviews is the knowledge and friendliness of the guides. Travelers appreciated pilots like Nolan, who shared insights during the flight, helping guests identify landmarks and pointing out interesting details. One reviewer, who surprised their partner for a birthday, called it a “spectacular” and “once-in-a-lifetime” experience.
However, not all reviews are glowing. One reviewer expressed concerns about disorganization and safety, noting a significant delay and feeling uncertain about procedures. This highlights the importance of good weather and proper scheduling, which the company seems to prioritize—cancellations due to weather are fully refundable.
While 15 minutes might seem brief, many travelers find this enough to experience the city from a new perspective. It’s an ideal option if you’re limited on time but still want a thrilling and visually stunning activity. The tour’s price reflects this—$650 for three people may seem steep initially, but when you consider the exclusivity, safety, and the unforgettable views, it offers good value for those seeking a unique, memorable experience.
This helicopter ride is best suited for travelers seeking an extraordinary view of Chicago—those who love photography, sightseeing, or celebrating milestones in an unforgettable way. It’s perfect for couples, small groups, or families wanting a private, personalized experience. If you’re after a quick adrenaline rush combined with city sightseeing, this tour hits the mark.
That said, it’s important to keep expectations realistic regarding flight duration. For those wanting a more comprehensive aerial experience, a longer or different tour might be better. But for a powerful glimpse into the city’s skyline, this short flight delivers.
The Chicago Helicopter 25-Mile Tour offers a concentrated dose of spectacular views, personalized service, and an adrenaline kick all in just about 15 minutes. The opportunity to see the city from above, especially with knowledgeable pilots and a private setting, makes it a standout activity for special occasions or simply adding a dash of adventure to your trip.
While weather and scheduling are considerations, the overall feedback suggests a high likelihood of a safe, professional, and awe-inspiring experience. The price reflects the exclusivity and quality, making it a worthwhile splurge for those wanting a memorable, sky-high perspective of the Windy City.
How long is the helicopter tour?
The flight lasts approximately 13 to 15 minutes, giving you a quick but impactful view of Chicago’s skyline and landmarks.
Where does the tour start and end?
The tour begins and ends at Vertiport Chicago FBO, located at 1339 S Wood St. The experience is private and exclusive for your group.
Can I cancel if the weather is bad?
Yes, cancellations due to poor weather are fully refundable or can be rescheduled. Good weather is essential for the best experience.
How far in advance should I book?
Most travelers book about 11 days ahead, but it’s wise to reserve sooner during peak times to secure your preferred date.
Is this experience suitable for everyone?
Most travelers can participate, and service animals are allowed. If you have specific health concerns, check with the provider before booking.
What landmarks will I see?
Expect views of Willis Tower, Navy Pier, Wrigley Field, and other downtown Chicago sights—exact sights depend on weather and flight path.
Is it a shared or private tour?
This is a private tour, so only your group will be in the helicopter, offering a more personalized experience.
How much does it cost?
The price is $650 per group, accommodating up to three passengers, which offers good value for an exclusive, memorable sightseeing flight.
Whether you’re a first-time visitor or a Chicago local, this helicopter tour offers a fresh perspective on the city’s most famous sights. It’s a memorable way to add a touch of adventure to your trip and create stunning photo memories from above.