Prineville
Prineville
Key West
Key West
Flight Driving

Prineville to Key West

Updated: 28 May 2026

The journey from Prineville to Key West is a massive cross-country trip of over 4,800 kilometers. Flying from Redmond (RDM) to Key West International Airport (EYW) is the most efficient method, typically requiring one or two connections. Driving is a multi-day trip that takes you across the entire width of the country via I-84, I-80, and I-75. You will experience the vast landscapes of the American West and the tropical charm of the Florida Keys. This route is perfect for those who want to see the changing geography of the United States.

Total Distance: 4,800 km driving distance; 4,100 km straight-line air distance.
Fastest Way
Flight from RDM to EYW with one connection takes about 12 hours.
Cheapest Way
Driving is generally more economical for groups.
Compare Prineville to Key West Routes
Flight
Connecting
Driving
Direct
Duration 12 hours 48 hours
Avg Price $600 - $1200 $800 - $1200 in fuel
Operator Delta / American Airlines Personal Vehicle
Route RDM to ATL/MIA to EYW US-26 to I-84 E to I-80 E to I-75 S to US-1 S
Tip Miami (MIA) is a very convenient hub for connecting to Key West. The Overseas Highway (US-1) is a scenic drive into Key West.
Travel Tips
  • Airport Choice
    Always use RDM for your departure to save time.
  • Time Zones
    Remember the three-hour time difference when planning your arrival.
  • Packing
    Pack for tropical weather, especially in the winter.
  • Booking
    Book your flights at least a month in advance for better pricing.
  • Navigation
    Use a GPS app with real-time traffic updates for the drive.
Safety Tips
  • Weather
    Be prepared for sudden weather changes in the South.
  • Fatigue
    Take regular breaks if driving; safety is the priority.
  • Vehicle Prep
    Ensure your car is in top condition for a long-distance trip.
  • Emergency Kit
    Keep a well-stocked emergency kit in your vehicle.
People Also Ask
  • Is there a direct flight?
    No, there are no direct flights from RDM to EYW.
  • How long is the drive?
    It takes about 48 hours of driving time.
  • What is the best way to travel?
    Flying is the most practical for most travelers.
  • Are there trains?
    You would need to reach a major hub like Portland to access Amtrak.
  • What is the weather like?
    Key West has a tropical savanna climate with warm winters.
Quick Info
  • From Prineville, Oregon, United States
  • To Key West, Florida, United States
  • Modes
Best Time to Travel

Winter and Spring for mild weather in both Oregon and Florida.

Things to Do in Key West
1
Duval Street
Experience the vibrant nightlife and shops of the famous street.
2
Ernest Hemingway Home
Visit the historic home of the famous author.
3
Mallory Square
Watch the iconic sunset celebration.
4
Dry Tortugas National Park
Take a ferry to this remote and beautiful national park.
Tags
Prineville to Key West travel to Florida RDM to EYW flights driving Oregon to Key West cross-country travel Central Oregon to Florida Key West travel tips long distance travel