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Prime Day is right around the corner, and I've found the best headphone deals - many of which are recent, flagship releases from Apple, Sony, Bose, and more.
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Amazon's major Prime Day sale is earlier than usual this year, kicking off on June 23 and ending on June 26. This year, several of the latest flagship model headphones released in mid-to-late 2025 are on sale, making Prime Day a solid opportunity to get them at a discount.
Also: I found 15 Amazon deals on editor-approved tech already live for Prime Day
I've tested every pair of headphones on this list, and recommend all of them for different reasons. Since their initial release, I've kept tabs on their retail prices to gauge how substantial a seasonal deal is. The Bowers & Wilkins Px7 S3 launched at $429 in April 2025 and has since increased to $479, likely due to global economic factors. The Sony WH-1000XM6 launched at $449 in May 2025 and has increased to $460, likely for the same reasons.