Route 66 Centennial Air Tour Launch
DATE: JULY 2026 LOCATION: CHICAGO EXECUTIVE AIRPORT – PWK *
Experience the spirit of Route 66 on our Centennial Air Tour. Fly over iconic landmarks, visit historic airports, and join special events that celebrate the legendary Mother Road’s rich heritage and vibrant culture.
As we lay out the route we will take there will be updates on the events associated with the tour at the selected cities. There will be many exciting memories to be made at places like the Tulsa Air Museum, Stafford Air Museum and several other historical and educational stops along the way. There will be also a major stop at the Charles Lindbergh Winslow Airport in Winslow Arizona. This will be one of the big highlights of the tour. Each stop will be connected by those who also choose to drive the route and meet up and showcase the cars that also made this very special.
Journey Overview
Discover the detailed itinerary and exciting highlights to fully experience the 2026 Route 66 Centennial Air Tour.
1
Step One: Departure and Takeoff
Embark on an extraordinary adventure from the historic Chicago Executive Airport, where the iconic Route 66 awaits to whisk you through a tapestry of renowned landmarks.
2
Step Two: Scenic Route Highlights
Embark on a scenic flight over iconic Route 66 landmarks and make a stop at historic airports. Participate in special events that commemorate the centennial legacy of this legendary highway.
3
Step Three: Grand Finale
Conclude the tour in Santa Monica with a commemorative celebration, reflecting on the journey’s rich history and shared memories.
Complete Itinerary and Highlights
Explore the planned route, key stops, and memorable events marking the Route 66 Centennial Air Tour.
July 2026
Starting Point
Commence the festivities at the historic and renowned Chicago Executive Airport, situated in the iconic starting point of Route 66. This celebration will follow our nation’s 250th anniversary and the inauguration of the newest NASCAR track on the 2026 schedule at Chicagoland Speedway..
12+
Historic Stops
Embark on a captivating journey along Route 66, traversing renowned airports, cities, and landmarks from Illinois to California. Each destination boasts a rich tapestry of aviation and automotive cultural heritage, offering a unique glimpse into the nation’s history. Join us in preserving this legacy and becoming a part of the enduring narrative that shaped our nation.
6
Special Events
Participate in commemorative gatherings, airshows, car shows, and community festivities that commemorate the centennial journey.
Begin Your Route 66 Adventure Now
Join us to uncover the full Route 66 Centennial Air Tour itinerary, connect with historic airports, and celebrate this iconic journey in 2026. Discover how to participate and make the most of this unforgettable experience.
* All dates and locations are subject to change due to weather conditions, logistical considerations, and planning. Please be aware that this is a significant event featuring historical and contemporary aircraft, necessitating meticulous preparation. Safety and event presentation are our primary priorities, and changes may occur. This event will commemorate our nation’s history while creating lasting memories.