Adrenaline CH18505IC

Scenic Plane Chicago Private Tour - 1 Hour

An unforgettable sightseeing experience in the Windy City!

  • PrivateChicagoAerialTour.webp
  • Scenic Plane Chicago Private Tour - 1 Hour
  • Scenic Plane Chicago Private Tour - 1 Hour
  • Scenic Plane Chicago Private Tour - 1 Hour
  • Scenic Plane Chicago Private Tour - 1 Hour

Discover Chicago from the sky on a breathtaking private plane tour. This 1-hour experience (including take-off & landing) gives you sweeping views of the skyline, Lake Michigan, and iconic landmarks.

Item: CH18505IC
Chicago Executive Airport (Chicago)
Available Dates
Our Price: $ 179.50 2026-04-01
(per person - minimum 2)
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  • Description

    Private Chicago Plane Tour

    There’s no better way to truly see the Windy City than from above on a private Chicago aerial tour that will leave you breathless—in the best way. This one-hour scenic experience takes you soaring over the North Shore and along the shimmering blue edge of Lake Michigan, where the Chicago skyline stretches before you like a postcard come to life.

    Departing from Chicago Executive Airport in Wheeling, you’ll glide over charming neighborhoods like Glenview, Winnetka, and Evanston before tracing the shoreline toward the heart of the city. From your window seat in the sky, iconic landmarks come into view—Navy Pier, Wrigley Field, the John Hancock Center, and the mighty Willis Tower standing proudly above it all.

    It’s not a lesson, not a training flight—just a pure sightseeing escape where the only job is to sit back, relax, and soak it all in. Each season reveals a different side of the city: fiery autumn foliage, snow-dusted rooftops, spring’s fresh greens, or summer’s glowing sunsets over Lake Michigan.

    Perfect for couples, friends, families, or even solo adventurers, this private Chicago aerial tour offers the kind of unforgettable perspective you can’t get from the ground. Whether you’re celebrating a birthday, anniversary, or simply craving a new view of the Windy City, this is a flight you’ll be talking about long after landing. We highly recommend booking later in the day, between 4:00 PM and 10:00 PM, for the most beautiful lighting and views over Chicago. This scenic tour is a wonderful experience especially during changing seasons, holiday lights, and peak fall colors.

    Book your Private Chicago Plane Tour today!

    • Rated 4.6/5 based on 11 customer reviews
  • Experience Details

    Fitness and Experience

    • Infants or children requiring car seats cannot be accommodated.
    • Not suitable for individuals with conditions aggravated by small-aircraft flight or Participants must be able to safely enter and exit a small aircraft.
    • Individuals with disabilities: Accessibility is limited; small aircraft may not be suitable for those with mobility challenges.
    • Combined passenger weight cannot exceed 500 pounds

    What to Bring/Wear

    • Valid photo ID for check-in
    • Light layers for flexibility in changing cabin temperatures
    • Closed-toe shoes for ease of movement in and out of the aircraft
    • Jacket or sweater during cooler months in the Windy City
    • Camera or smartphone for capturing the Chicago skyline
    • Sunglasses or prescription eyewear

    What is Supplied

    • Approximately 1 hour of flight time, plus check-in, preflight briefing, and photo opportunities.
    • We highly recommend booking later in the day, between 4:00 PM and 10:00 PM, for the most beautiful lighting and views over Chicago.
    • Scenic tours are a wonderful experience during sunrise, daytime, sunset, nighttime, holiday lights, changing seasons, and peak fall colors.

    More Information

    • Flights are offered 7 days a week, from 7:00 am to 10:00 pm.
    • Languages: Flights conducted in English.
    • Pets: Not permitted.
    • Restrooms/ lockers/ changing rooms: Restrooms are available at the airport prior to departure; no restrooms onboard.
    • Weather dependency: Flights are weather dependent. Cancellations may occur due to unsafe flying conditions. We will call you two hours in advance if we are unable to fly due to weather. If canceled, flights can be rescheduled or refunded.
    • Gratuities for pilots are appreciated but never expected.
    • Scenic tours are a wonderful experience during sunrise, daytime, sunset, nighttime, holiday lights, changing seasons, and peak fall colors.

    Specific rules to follow:

    • All safety instructions from the pilot must be followed.
    • Seatbelts must remain fastened while in flight.
    • No alcohol or disruptive behavior permitted.

  • Cancellation Policy
    • You must cancel or reschedule with the Experience Provider at least 48 hours before your booking time to qualify for a credit, refund, or a change to a new date/time.
    • If you do not provide 48 hours’ notice to the Experience Provider, the booking is non-refundable and cannot be rescheduled.
    • The Experience Provider’s contact details will be available at the top of your Booking Confirmation once your Adrenaline booking is confirmed.
  • FAQ
    • What is the Chicago Aerial Tour – 1 Hour?
      The Chicago Aerial Tour – 1 Hour is a breathtaking sightseeing flight over Chicago, giving you stunning views of the city skyline, Lake Michigan, and famous landmarks from above. This experience lasts approximately 1 hour, including take-off and landing.
    • Where does the tour take off from?
      The tour departs from Chicago Executive Airport in Wheeling, offering convenient access from the city and surrounding areas.
    • What will I see during the flight?
      You'll soar over iconic sights like Willis Tower, Navy Pier, Millennium Park, Soldier Field, Buckingham Fountain, and the scenic Lake Michigan shoreline. You may also spot surrounding suburbs.
    • How long is the tour?
      Approximately 1 hour of flight time, plus check-in, preflight briefing, and photo opportunities.
    • How many people can join the tour?
      The aircraft can accommodate up to 2 passengers plus the pilot, subject to weight restrictions and availability.
    • What is included in the experience?
      • Approximately 1 hour of flight time, plus check-in, preflight briefing, and photo opportunities.
      • Incredible photo opportunities from above
      • Safety briefing before departure
    • What should I bring?
      Bring a valid government-issued photo ID, your booking confirmation, and a camera or smartphone for photos. Sunglasses are also recommended to reduce glare.
    • Is this experience suitable for children?
      Infants or children requiring car seats or booster seats cannot be accommodated. All participants must be large enough to safely use a standard aircraft seatbelt. Weight restrictions still apply, and all guests must be accompanied by an adult.
    • Are there any weight restrictions?
      Yes, weight restrictions apply for safety reasons. The combined passenger weight cannot exceed 500 pounds. Please confirm exact limits when booking.
    • When is the best time to book this tour?
      We highly recommend booking later in the day, between 4:00 PM and 10:00 PM, for the most beautiful lighting and views over Chicago.
    • How do I book?
      Bookings can be made online above by progressing to the booking from. It’s recommended to reserve early for your preferred date and time as weekends are very popular. 
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Location

Chicago Executive Airport (Chicago)

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