
Chicago Private Jet Charter
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Chicago is celebrated for things such as its deep dish pizza, diverse range of architecture from its towering skyscrapers to its famous bridges, and the beautiful 28-mile adjunct shoreline and beaches along the Great Lake Michigan.
Set out to the Second City today with our own personalized private charter services and enjoy your time indulging in the eccentric city with The Flight King. With Chicago being a popular destination for traveling in the US, we will ensure that you will experience luxury first hand, being able to travel in style and not have to worry about constantly checking over your flight as a concierge will do the work for you by monitoring your flight consistently, saving you the time and effort otherwise.

CONCIERGE-STYLED SERVICE
You are our top priority. From the moment you request a quote to the moment you complete your trip, a personal travel expert will be there to cater to all your flight-related needs.
SAFE, SECURE & RELIABLE
Safety is our number-one priority. Each airplane is hand-picked for your trip and is verified to meet the highest of Argus and Wyvern industry safety standards.
TRUSTED BY THOUSANDS
The Flight King takes pride in being a U.S. based company with local experts. We will never send your calls to a third party and are available to speak with our clients 24/7.
Charter jet rentals on premium aircrafts worldwide. Determine which aircraft is right for your trip.
Whether you're traveling with family or for a corporate business event, The Flight King is able to provide an exceptional charter experience and locate an aircraft suitable for your needs.

BENEFITS OF BOOKING CHARTER WITH FLIGHT KING
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Personal charter specialist available 24/7
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A wide range of aircrafts from light to heavy jets
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Customizable schedules and destinations
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All fees and taxes are always included in your quote
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No membership or hidden fees

Private Flights from Chicago to New York City: One of the busiest routes, connecting two major business hubs. In New York, travelers can indulge in fine dining, luxury shopping on Fifth Avenue, and iconic cultural experiences from Broadway to world-renowned museums.
Chartered Flights from Chicago to Miami: This route is favored for leisure travelers seeking Miami's warm beaches, vibrant nightlife, and Art Deco architecture in South Beach. Enjoy upscale dining and boutique shopping in the city’s high-end districts.
Private Flights from Chicago to Aspen: A popular choice during ski season, this route offers easy access to Aspen's luxury resorts, world-class skiing, and stunning mountain views, ideal for a winter escape.
Private Plane from Chicago to Los Angeles: The perfect route for those seeking Los Angeles’ mix of Hollywood glamour, sandy beaches, and shopping in Beverly Hills, plus a wealth of fine dining options.
Private Flights from Chicago to Las Vegas: Head from Chicago to the heart of Las Vegas for luxury casinos, private gaming suites, and premier entertainment, making it a top choice for leisure and business travelers alike.
Chicago O’Hare International Airport (KORD): Located approximately 17 miles northwest of the Loop business district, this vast airport serves non-stop flights to 249 locations in North America, South America, the Caribbean, Europe, Africa, Asia, the Middle East, Oceania, and the North Atlantic region as of Summer 2024.
Chicago Midway International Airport (KMDW): Located more on the south-western side of Chicago, approximately 22 miles away from ORD, this airport is one of the busiest in the nation, serving over 22 million passengers in 2023 alone. This airport remains a reliable destination in Chicago for private flights to and from the famed city.
Chicago Executive Airport (KPWK): Located 18 miles northwest of Chicago in Cook County, IL, this public airport logs over 77,000 take-offs and landings annually. The airport can handle executive jets in the 20-seat range, such as the Grumman Gulfstream and the Bombardier Challenger. An addition came in 2007, when Chicago Executive's management designed a public viewing area with lighted parking, a picnic table, and bleacher seating to make your stay at the airport more passenger friendly.
All three airports will charter to any needs you may have whether you are flying business jet or private charter, your experience flying through these airports will ensure that your experience is maximized to the fullest extent.
Renowned as a dynamic hub of art and culture, this city boasts an array of captivating attractions that cater to travelers from around the globe. From architectural wonders along the Chicago River to the artistic marvels at Millennium Park, there’s a unique experience awaiting every visitor’s itinerary. The city’s vibrant cultural offerings extend from world-renowned museums to breathtaking skyline views, perfect for those arriving by private flight or exclusive jet. Our curated selection of top sights, including the unmatched collections at The Art Institute and panoramic perspectives from the Willis Tower Skydeck, ensures an immersive journey into the very essence of the Windy City.

An award-winning centerpiece of Chicago’s vibrant cultural scene, Millennium Park offers an impressive variety of attractions and activities. Visitors can explore the famous Cloud Gate, affectionately known as “The Bean,” enjoy live performances at the architecturally stunning Jay Pritzker Pavilion, and view inspiring works of art at the Boeing Galleries. Maggie Daley Park, adjacent to Millennium Park, offers activities like rock climbing and a seasonal ice-skating ribbon, making it a perfect destination for those seeking both art and adventure in the heart of the city.
Chicago’s Magnificent Mile is an iconic destination for world-class shopping, dining, and luxury accommodations. This bustling district on Michigan Avenue features flagship stores from premier retailers, unique boutiques, and fine dining restaurants. In addition to shopping, visitors can explore landmark buildings, enjoy the area’s upscale hotels, and visit attractions such as the historic Water Tower and the renowned Museum of Contemporary Art.
Located in Grant Park, the Art Institute of Chicago is a world-renowned museum home to an extensive collection of masterpieces, from ancient artifacts to contemporary works. Highlights include works by artists such as Monet, Seurat, and Grant Wood, as well as the museum’s impressive collection of Impressionist and Post-Impressionist art.
For a breathtaking view of Chicago’s skyline and Lake Michigan, the 360 Chicago Observation Deck on the 94th floor of the John Hancock Center is a must-see. Known for its TILT attraction, which tilts visitors outward for a thrilling view of the city below, 360 Chicago offers an unforgettable way to experience the city from above. Guests can also enjoy locally inspired cocktails in the observation deck bar, making it an exceptional spot to appreciate the city’s architecture and vibrant landscape.

Book a private flight or private charter services with The Flight King. Do you need a last minute booking or same day reservation for an utmost trip to Chicago? The Flight King has you covered! We not only offer on-demand jet rental for your next trip, but also a personalized itinerary to your destination. Don’t worry about any last minute planning because we prepared you with premium hotels, signature restaurants, and must-go attractions on site! We offer executive travel, corporate travel, private jet rentals and flights, and VIP jet charters all at your convenience! Now, if you want specialized private jet pricing or to charter a private jet, get started today and request a quote! The Flight King will truly make you feel like a king with all your travel plans set!