Sleeping on a red-eye flight is certainly possible, but it often requires a mix of preparation and the right gear to be successful. A "red-eye" typically departs late at night and arrives early the next morning, meaning you are fighting your body's natural circadian rhythm while sitting in a cramped upright position. To maximize your chances, experts in 2026 suggest booking a window seat to provide a solid surface for your head and to ensure you aren't woken up by neighbors needing the restroom. Utilizing high-quality noise-canceling headphones and a blackout eye mask is crucial for blocking out cabin activity and light. Many travelers also swear by ergonomic neck pillows, like the TRTL Pillow, which provides scientifically-proven neck support to prevent the "head bob" that often wakes sleepers. While the hum of the engines acts as white noise, avoiding caffeine and heavy meals before boarding will help your nervous system settle into a restful state, even at 35,000 feet.