The best earbuds for walking are the ones that let the world through. Which makes walking its own kind of headphone problem, because the entire industry is optimized for shutting it out.
Most "best earbuds for commuting" articles assume you're on a train. Maximum noise cancellation. The audio bubble. That ranking is wrong for the walk to work. On a sidewalk, the audio bubble is what gets you hit by a cyclist or honked at by the truck pulling out of the alley. The good earbuds for walking solve a different problem: how do you listen to music or take a call while still hearing the world?
Three approaches work. A sealed earbud with a transparency mode that sounds like nothing is in your ears at all. An open-fit earbud that doesn't seal the canal in the first place. A clip-on that doesn't go in your ear at all. Five picks below from $149 to $299, one in each category and two that are too good to leave out.