Chicago City to Shoreline Tour
Fly Heli’s City to Shoreline Tour takes you from downtown Chicago along the scenic lakefront, with stunning views of Navy Pier, Lincoln Park, and the city skyline. A perfect blend of urban and coastal beauty.
30 Miles of Flight
Routes may change due to weather, events, or airspace restrictions. You'll still get stunning views—just from a different angle.
29 Points of Interest
Starting At
$300/Seat
Excluding Taxes, Fees, & Seasonal Surge Pricing
Chicago Skyline Snap Tour
Experience Chicago from above on Fly Heli’s Skyline Snap Tour—enjoy stunning views of Soldier Field, Museum Campus, and the city skyline. Perfect for photos and unforgettable moments.
10 Miles of Flight
Routes may change due to weather, events, or airspace restrictions. You'll still get stunning views—just from a different angle.
8 Points of Interest
Starting At
$110/Seat
Excluding Taxes, Fees, & Seasonal Surge Pricing
Chicago Loop Tour
Fly Heli’s Loop Tour offers an unforgettable flight over downtown Chicago, showcasing iconic sights like Millennium Park, Navy Pier, and the Chicago River. A must-do for city lovers and skyline seekers.
16 Miles of Flight
Routes may change due to weather, events, or airspace restrictions. You'll still get stunning views—just from a different angle.
24 Points of Interest
Starting At
$180/Seat
Excluding Taxes, Fees, & Seasonal Surge Pricing
Navy Pier Fireworks Flight
Fly Heli’s Fireworks Tour offers a stunning aerial view of Chicago’s skyline and Navy Pier’s fireworks. A unique and unforgettable way to experience the city at night.
Aprox. 25 Minutes
Navy Pier Firework Display
Starting At
Excluding Taxes, Fees, & Seasonal Surge Pricing
$375/Seat
VIP Celebration Package
Fly Heli’s VIP Celebration Package includes a 16-mile luxury tour over Chicago, champagne, forever roses, and a photo op with “B DAY,” “LOVE,” or “MARRY ME” letters and a helicopter backdrop—perfect for unforgettable celebrations.
16 Miles of Flight
Exculsive Features
Routes may change due to weather, events, or airspace restrictions. You'll still get stunning views—just from a different angle.
24 Points of Interest
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Complimentary Champagne
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VIP Seating Area
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15 Minute Photo Op.
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(Photographer Not Included)
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Forever Roses
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Red Carpet
Starting At
$1400/Total
Excluding Taxes, Fees, & Seasonal Surge Pricing
Labor Day Weekend Exclusive Tour
Celebrate Labor Day Weekend in Style! Soar above the city and take in breathtaking views of Soldier Field, Museum Campus, and Chicago’s iconic skyline. Capture stunning photos and make memories that will last long after the holiday weekend ends.
10 Miles of Flight
August 29th - September 1st
Starting At
$130/Seat
Excluding Taxes, Fees, & Seasonal Surge Pricing
How It Works
Choose Your City
Select Your Tour
Book With Confidence
Take to the Skies
Pick from iconic destinations like Chicago, The Florida Keys, Atlanta, and more-each one offering a unique view from above.
Browse flight options by lenght, time of day, or package-whether you're chasing sunsets or special moments.
Secure your spot online in minutes. Our flights are FAA-compliant, fully insured, and led by experinced pilots.
Arrive, buckle in, and get ready to soar-camera in hand and excitment in the air.
How It Works
Choose Your City
Select Your Tour
Book With Confidence
Take to the Skies
Pick from iconic destinations like Chicago, The Florida Keys, Atlanta, and more-each one offering a unique view from above.
Browse flight options by length, time of day, or package-whether you're chasing sunsets or special moments.
Secure your spot online in minutes. Our flights are FAA-compliant, fully insured, and led by experinced pilots.
Arrive, buckle in, and get ready to soar-camera in hand and excitment in the air.
LOCATION INFO:
Fly Heli Downtown Chicago
All Flights Depart From: The Vertiport Chicago
1339 South Wood Street, Chicago, Illinois 60608
Free Parking Available
At Vertiport Parking Lot on the intersection of 14th and Wood Street
(312) 465-5596
Chicago from Above
Our home base in Downtown Chicago is the iconic Vertiport Chicago — a unique heliport just minutes from the Loop that puts the city’s skyline at your fingertips. Once an underutilized corner of the city’s infrastructure, this location is now the launch point for unforgettable aerial experiences.
At Fly Heli, we saw more than just a landing pad — we saw an opportunity to reimagine what urban air tourism could be. By investing in this space and making it accessible to locals and visitors alike, we’ve helped transform it into a vibrant hub of adventure and discovery.
Our presence in the heart of Chicago reflects our mission: to bring new energy, perspective, and possibility to this world-class city — one flight at a time.
Minimum Passengers:
2 Per Tour
Maximum Passengers:
3 (R44 Flights) 6 (Astar Flights)
Weight Limit Per Passenger:
295 lbs. / 130kg.
Max Weight Limit Per Group:
2-3 Passengers - 590 lbs. / 267kg.
4-6 Passengers - 1100 Ibs. / 500 kg.
Age Limit:
None
*295 lbs is the Maximum Per Passenger. This applies to single riders. Purchasing a second ticket does not exempt you from the 295 lbs. weight limit.
The booking Credit Card and a Photo ID are Required at the Time of Ride. If the Tour was purchased as a gift, the purchaser must complete a card authorization before the flight.
Skyline Snap Tour
Capture the Moment!
This 10-mile ride is the perfect quick escape with unbeatable views. Departing from Vertiport Chicago, you’ll soar over Chinatown, Soldier Field, and the stunning Museum Campus — all while taking in the iconic Chicago skyline from above. Ideal for first-time flyers or those short on time, this tour delivers a high-impact experience in just minutes, with photo-worthy sights around every turn.
Loop TourDowntown from the Sky
Fly straight over the heart of the Windy City on our 16-mile Loop Tour. This extended flight takes you above Chicago’s most famous landmarks, including Millennium Park, the Chicago River, and Navy Pier. With sweeping skyline views and a route designed to show off Chicago’s architectural beauty, this tour is a fan favorite for locals and visitors alike.
City to Shoreline Tour
Skyline to Shoreline — and Everything In Between
Covering 30 spectacular miles, the City to Shoreline Tour is Fly Heli’s most immersive sightseeing experience. You’ll cruise from Downtown Chicago to the Museum Campus, follow the scenic shoreline of Lake Michigan, and loop back for stunning aerial views of Navy Pier and the city skyline. It’s the ultimate way to experience the energy, history, and beauty of Chicago from the sky.
VIP Celebration Package
Celebrate in Style
Make your moment unforgettable with our 16-mile VIP Celebration Package — perfect for anniversaries, date nights, and once-in-a-lifetime proposals. Fly over the glittering skyline at sunset or night (no extra charge), enjoy a champagne toast (21+), and take photos with our Love, Bday, or Marry Me letters on the helipad. It’s a luxury experience designed to create lasting memories.We Take Safety Seriously
At Fly Heli, safety isn’t just a priority — it’s the foundation of everything we do. Our pilots complete rigorous FAA-regulated commercial training, including extensive emergency procedures and ongoing internal evaluations. From the moment you arrive to the moment you land, every detail of your experience is designed with safety in mind.
We hold our maintenance standards to the same high level. Every helicopter in our fleet is electronically logged and inspected at strict intervals in accordance with FAA and manufacturer guidelines. Our dedicated maintenance teams, located on-site across our key locations, ensure each aircraft receives expert attention and care.
With a flawless safety record and zero incidents to date, Fly Heli is committed to keeping it that way — delivering not just breathtaking views, but total peace of mind.Book Online for the Best Experience
Ready to plan your adventure or catch a flight today? You’re in the right place. Scroll up to view our tour options and customize your experience — select your departure date, preferred flight time, and any optional add-ons to make your ride even more memorable. Booking online is the easiest way to lock in your spot and avoid wait times, especially during peak hours.
Walk-Ins Are Welcome
We’re happy to accommodate walk-in guests whenever possible! However, popular times — like sunset and evening flights — often fill up fast. To guarantee availability, we recommend booking ahead online. If you do choose to walk in, just bring a matching photo ID and credit card to check in.
Please note: Solo riders are not permitted at our Chicago location. Bring a friend and get ready to share an unforgettable aerial experience with Fly Heli.
