Take in the breathtaking beauty of Chicago from the sky.
Chicago Aerial Tour
Sit back, relax, and enjoy the view—this is a scenic tour, not a flying lesson.
Unlike our Downtown Adventure, which is designed for those curious about learning to fly, the Chicago Aerial Tour is purely a sightseeing experience. There’s no instruction, no cockpit controls—just an unforgettable ride over the Windy City.
🛫 Departure and Route
Your journey begins at Chicago Executive Airport (PWK), flying south over the scenic North Shore suburbs of Glenview, Deerfield, Northbrook, Winnetka, and Evanston. Upon reaching the shoreline of Lake Michigan, you’ll head south along the coast, flying eye-level with the Sears Tower (Willis Tower) and the John Hancock Center for a dramatic view of Chicago’s world-famous skyline.
🏙️ Iconic Sights
Expect stunning aerial views of:
- Downtown Chicago
- Navy Pier
- Wrigley Field
- The North Shore suburbs
…and more.
The return route takes you back via Skokie, Lincolnwood, and surrounding areas before arriving back at PWK.
🌟 An Unforgettable Experience
Whether you’re celebrating a special occasion or simply want a unique way to experience the city, the Chicago Aerial Tour offers an extraordinary scenic escape that’s both relaxing and exhilarating.
🎁 Makes a fantastic gift for birthdays, anniversaries, graduations—or just because.
🍂 ❄️ 🌸 ☀️ Perfect year-round, each season brings its own beauty—from vibrant fall foliage and snow-covered skylines to spring blooms and summer sunsets.
🛩️ Flight Time
- Approximately 1 hour of flight time
- Includes check-in, preflight briefing, and photo opportunities.
✅ Operated Under FAA Scenic Flight Authorization
This tour is conducted by a fully FAA-approved Commercial Air Tour Operator under 14 CFR §91.147, meeting all required safety standards, including certified commercial pilots, preflight briefings, and FAA-mandated drug and alcohol testing. Your experience is not just unforgettable—it’s held to the highest level of professionalism and compliance.
❓ Frequently Asked Questions — Chicago Aerial Tour
How long is the flight?
The flight itself is approximately 1 hour, not including time for check-in, briefing, and photo opportunities.
How many people can fly at one time?
Up to two passengers per aircraft. All passengers must safely fit within the aircraft’s certified weight and seating configuration.
Can you accommodate groups?
Yes! We have six airplanes designated for these tours, allowing us to fly up to 12 people at once. Each aircraft carries two passengers, and we can coordinate simultaneous departures for group experiences.
Perfect for families, birthdays, company outings, or visiting guests. Contact us to schedule and customize your group adventure.
Can children fly?
Yes—children are welcome, as long as they are large enough to safely use a standard aircraft seatbelt without the need for a car seat or booster.
For safety reasons, we cannot accommodate children who require a car seat. If you’re unsure whether your child qualifies, please contact us—we’re happy to assist!
Is this a private flight or will we be paired with others?
It’s a private flight experience—you and your guest will have the plane and pilot exclusively.
Can I take photos or video during the flight?
Definitely! You’re encouraged to bring your phone or camera. Just be sure to keep devices secured during takeoff and landing.
What can we expect to see during the flight?
Every season offers a distinctive view of Chicago and its surrounding areas. Depending on when you fly, you may see:
- The Chicago skyline lit up at night
- Brilliant fall colors sweeping across the North Shore
- A snow-covered winter landscape
- Holiday lights in Lincoln Park and nearby neighborhoods
- The beautiful grounds of the Chicago Botanic Garden
- Stunning private estates and lakefront homes from the air
No matter the time of year, the flight offers breathtaking scenery and unforgettable moments.
Will motion sickness be an issue?
Most passengers fly comfortably, especially in calm weather. If you’re prone to motion sickness, you may want to take precautions like medication or anti-nausea wristbands beforehand.
What if bad weather cancels the flight?
Safety is our top priority. If weather conditions aren’t suitable for the tour, we’ll do our best to contact you at least 2 hours in advance to reschedule your flight at no extra charge.
Because weather can change quickly and unexpectedly, some cancellations may occur closer to departure time. We appreciate your understanding and flexibility.
If you’re unable to reschedule, we’ll gladly issue a full refund—no penalties, no hassle.
When are flights available, and what kind of weather can I expect?
Flights are offered 7 days a week, from 7:00 AM to 10:00 PM—perfect for morning, afternoon, or evening flights.
While we can’t guarantee sunsets or sunny skies, we do ensure all flights are conducted in safe, comfortable, and enjoyable conditions.
Can I reschedule or make changes to my booking?
Yes, you’re welcome to reschedule your flight—but please note the following policy:
- Changes made within 48 hours of your scheduled flight are subject to a 50% charge, unless the pilot determines that weather conditions are not suitable.
- A $10 change fee may apply for administrative time on changes made outside the 48-hour window.
To make changes, please contact us as early as possible so we can best accommodate your preferred time.
When should we arrive for our flight?
Please plan to arrive at least 15 minutes before your scheduled departure time.
Late arrivals may result in shortened flight time to avoid impacting the schedule for other guests.
Is this flight FAA-approved?
Yes. This tour is operated by a fully FAA-authorized Commercial Air Tour Operator under 14 CFR §91.147, meeting all required safety standards.
All flights are conducted by pilots who are not only certified commercial pilots, but also FAA-authorized flight instructors—ensuring expert handling, clear communication, and top-tier professionalism.
Can I tip the pilot?
Yes—tips are always appreciated! While never expected, gratuities are a great way to show your appreciation if you enjoyed your flight. Our pilots work hard to make your experience safe, smooth, and memorable.
What should I wear?
Dress comfortably for the season. The aircraft is heated in the winter and ventilated in the summer, but layers are a good idea for added comfort.
What should I bring?
Bring your camera, phone, and a sense of adventure! We’ll take care of everything else.