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Why Love Travel
Home » Driving from New York to Los Angeles on Route 66: The Ultimate Road Trip
Road, Rail & Sail

Driving from New York to Los Angeles on Route 66: The Ultimate Road Trip

why loveBy why loveNovember 2, 2025Updated:December 7, 2025No Comments4 Mins Read4 Views
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Table of Contents

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  • Table of Contents
  • Why Drive from New York to Los Angeles on Route 66?
  • Step One: Getting from New York to Chicago
  • Route 66 Road Trip Highlights
  • How Long Does It Take to Drive Route 66 from New York to LA?
  • Tips for Driving Route 66 from New York to Los Angeles

Table of Contents

    • Why Drive from New York to Los Angeles on Route 66?
    • Step One: Getting from New York to Chicago
    • Route 66 Road Trip Highlights
    • How Long Does It Take to Drive Route 66 from New York to LA?
    • Tips for Driving Route 66 from New York to Los Angeles

white sign with number 66Why Drive from New York to Los Angeles on Route 66?

If you’re planning a cross-country road trip, nothing compares to driving from New York to Los Angeles via Route 66, the legendary “Mother Road.” Ultimately, this historic route spans more than 2,400 miles from Chicago to Santa Monica. Consequently, Route 66 remains filled with classic Americana, quirky roadside attractions, and breathtaking landscapes. Furthermore, starting in New York, you can easily connect to Route 66 in Chicago and thus experience one of the most iconic drives in the world.

Step One: Getting from New York to Chicago

Since Route 66 officially begins in Chicago, the first part of your journey takes you from New York City to the Windy City. This drive covers about 790 miles, typically requiring 12 hours. As you travel, you can stop in Cleveland to see the Rock and Roll Hall of Fame or alternatively explore the vibrant art scene in Toledo, Ohio. Once you reach Chicago, fuel up with deep-dish pizza, snap a photo at the Route 66 starting point on Adams Street, and then prepare for the adventure ahead.

a tall pole with signs on it

Route 66 Road Trip Highlights

Illinois: Small-Town Charm

Your Route 66 drive initially begins with classic small towns, retro diners, and murals. Therefore, be sure to visit Pontiac’s Route 66 Hall of Fame and Museum, and additionally, take a stroll through its vibrant historic district.

Missouri: Gateway to the West

First, check out the famous Gateway Arch in St. Louis, and afterward, head to Meramec Caverns, which is a natural wonder and alleged Jesse James hideout.

Oklahoma: Classic Americana

Oklahoma is undoubtedly one of the best-preserved stretches of Route 66. Therefore, don’t miss the Blue Whale of Catoosa, or instead, grab a quirky soda at Pops in Arcadia.

Texas: Quirky Roadside Stops

The Texas Panhandle offers the legendary Cadillac Ranch, where you can spray-paint vintage cars, as well as hearty Texas barbecue in Amarillo.

New Mexico: Southwestern Culture

Next, drive through Santa Fe and Albuquerque to discover Native American and Spanish influences, neon-lit motels, and desert scenery.

Arizona: Natural Wonders on Route 66

Highlights include Petrified Forest National Park, Meteor Crater, and the town of Winslow, immortalized in the Eagles’ hit “Take It Easy.” Moreover, add a side trip to the Grand Canyon for a bucket-list moment.

California: The Final Stretch to LA

The road takes you past desert landscapes and quirky Route 66 landmarks like the Bagdad Café. Finally, you’ll arrive at the Santa Monica Pier, the symbolic end of Route 66, with sweeping views of the Pacific Ocean.

How Long Does It Take to Drive Route 66 from New York to LA?

Although the direct New York to LA drive takes about 40-45 hours, you should plan at least 2-3 weeks to fully enjoy Route 66. In other words, this extended timeframe allows ample time for sightseeing, food stops, and exploring hidden gems along the way.

Tips for Driving Route 66 from New York to Los Angeles

  • Best time to go: Spring and fall usually offer mild weather and fewer crowds.
  • Budget: Inevitably, expect to spend on gas, accommodations (motels or Airbnb), and roadside attractions.
  • Packing: Bring a camera, road trip snacks, and most importantly, a sense of adventure.
  • Navigation: Route 66 is not always clearly marked; consequently, download maps or GPS apps made for Route 66 travelers.
america driving route 66 scenery usa

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