Route 66: Chicago to Santa Monica

Eight states, one Mother Road, and a giant blue whale in Oklahoma.

The classic: about 2,400 miles of Route 66 from the "Begin" sign in Chicago to the end of the trail on the Santa Monica Pier. Check in at the big landmarks, play the passenger games across the long stretches, and photograph every state line.

Plan on 10 to 14 days. Parts of the old road are gravel or gone; follow the historic Route 66 signs and a current map.

Play safe: the driver never uses the app while driving. Passengers play, or pull over somewhere safe and legal. Check road, weather and opening hours before you go.

Quest details

• Where: Chicago, Illinois to Santa Monica, California
• Time: About 10080 minutes
• Difficulty: Challenging
• Steps: 10

Play it free on your phone. Go in daylight, stay on public ground and follow local rules.