Chicago → Washington DC
Fly Private from Chicago to Washington DC
Connect the Midwest to the nation’s capital with ease on a private jet charter from Chicago to Washington D.C. Whether you’re traveling for government, business, or leisure, Triumph Jets ensures every detail of your flight is tailored to your needs.
Depart from private terminals at Chicago Midway or Palwaukee Executive and land directly at Washington Dulles (IAD) or Reagan National (DCA). Our service is designed for executives, professionals, and families who value time, discretion, and comfort.
With Triumph Jets, you’ll bypass the hassle of commercial airports and arrive in Washington refreshed, prepared, and on your schedule.
Estimated Pricing by Aircraft Class
Private charter pricing for this route varies by aircraft size and availability. Contact us for current quotes and availability.
Visiting Washington DC, District of Columbia, USA

Charter This Route
Get a personalized quote for your private flight from Chicago to Washington DC. Our team will find the perfect aircraft for your needs and budget.
Frequently Asked Questions
- Light Jet: $14,000
- Mid-Sized Jet: $17,500
- Super Mid Sized Jet: $20,500
- Heavy Jet: $27,500
- Ultra Long Range Jet: $38,000
- Arlington, VA
- Alexandria, VA
- Bethesda, MD
- Silver Spring, MD
- McLean, VA
- Le Diplomate
- The Dabney
- minibar by José Andrés
- Old Ebbitt Grill
- Pineapple and Pearls
- The National Mall & Smithsonian museums
- U.S. Capitol & Library of Congress
- Georgetown Waterfront
- Arlington National Cemetery
- Lincoln Memorial