Private Lakefront Skyline Flight

Chicago Loop, Chicago



Take off from Chicago Executive Airport on a private 45-minute flight along the Lake Michigan shoreline to the downtown skyline, Navy Pier and the North Shore. Only your group is on board.

Highlights

  • Fly along Lake Michigan to the Chicago skyline in a private plane
  • See Navy Pier, Willis Tower and the Loop from the air
  • Book the whole aircraft for your group of up to 3 or 5
  • Talk with your pilot through headsets and get a window seat each
  • Take photos and video from the air and with the aircraft after landing

Description

See Chicago from the air on a private sightseeing flight in a six-seat Cessna (5 passenger seats). You meet your pilot at Chicago Executive Airport in Wheeling, get a short safety briefing and walk to the aircraft.

Once airborne, the pilot flies a route over the North Shore mansions, the Lake Michigan shoreline, Lincoln Park, Navy Pier, the Loop skyline with Willis Tower, and Grant Park, adjusted on the day for weather and air-traffic control. The whole aircraft is booked for your group only, up to 5 passengers, and everyone gets a window seat. Headsets let you talk to the pilot and ask about what you see below.

Bring your phone or camera: the windows give great angles for photos and video. After landing there is time for photos with the aircraft.

Flights are operated by a licensed local air operator. Flying depends on the weather: if the flight is cancelled for weather or safety reasons, you choose a new date or get a full refund.

Includes

  • Private sightseeing flight in a six-seat Cessna (5 passenger seats) with a licensed pilot
  • Whole aircraft for your group (up to 5 passengers)
  • Safety briefing
  • Headsets for all passengers

Excludes

  • Transfer to and from the airfield
  • Food and drinks
  • Gratuities

Important Information

  • The price is for the whole aircraft (up to 5 passengers), not per person Maximum combined passenger weight is 450 kg; please send the weight of each passenger after booking Arrive at the airfield 20 minutes before the flight time with an ID for every passenger The route is final only on the day and depends on weather and air-traffic control If the weather does not allow flying, you choose a new date or get a full refund

Easy cancellation

Cancel up to 24 hours in advance for a full refund

Frequently Asked Questions

The flight uses a six-seat Cessna equipped with five passenger seats.
The flight departs from Chicago Executive Airport located in Wheeling.
You can book the entire aircraft for groups of up to 3 or 5 passengers, depending on the option.
Yes, passengers communicate with the pilot through headsets during the flight.
Yes, guests can take photos and videos from the air and with the aircraft after landing.
You will see Navy Pier, Willis Tower, and the Loop along the Lake Michigan shoreline.
Yes, the pilot provides a short safety briefing prior to boarding the aircraft.
Check the official website of the flight provider for the most up-to-date hours and booking availability.
Yes, each passenger is guaranteed a window seat for unobstructed views of the Chicago skyline.
Flight duration varies, so check the website or contact the provider for specific timing details.

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