Last Chance: These Over-Ear Workout Headphones Are Over 50% Off for October Prime

Bose leads the brands worth shopping during Prime Big Deal Days, with standout pairs marked down before the sale wraps up

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October 7, 2026

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Amazon’s October Prime Day (a.k.a. “Prime Big Deal Days“) is officially in its final stretch. Prime Big Deal Days ends tonight, Oct. 7, which means there are only a few hours left to take advantage of some of the best headphone deals we’ve spotted during the two-day sale.

That includes steep markdowns on over-ear headphones from Bose, Sony, Beats, and more, with select pairs currently more than 50% off. And these aren’t just headphones we found buried on a deals page. We’ve personally tested many of the models on our list, including during actual workouts, to see how they hold up on the treadmill, rowing machine, and weight floor.

Not a Prime member? You can sign up for a 30-day free trial to unlock Prime Big Deal Days savings. And if you’d rather not shop at Amazon, several competing retailers are running their own deals, too.

Working out in over-ear headphones can be a divisive choice, but the right pair makes a difference. We prioritized headphones that feel secure without being overly heavy, offer easy-to-use controls, and deliver the kind of sound and noise cancellation that can help drown out a crowded gym.

Some of our tested favorites are discounted for October Prime Day, while other highly rated pairs have landed extraordinary deals worth considering while prices are this low. Several are also under $300, making today an especially good time to upgrade.

The catch: These Prime Big Deal Days prices are only guaranteed through tonight. Shop the best over-ear workout headphone deals still live before the sale ends.

Best Over-Ear Workout Headphone Deals on Amazon 2026

From Bose to Beats, these are the best over-ear headphones for working out, including tested favorites and deals cheap enough to justify grabbing a backup pair.

steepest discount

EAORUL Active Noise Cancelling Headphones

This $23 pair is built for bargain hunters, packing active noise cancellation, fast charging, and up to 100 hours of playback into an over-ear design.

Best Prime Day Deal

Bose QuietComfort Bluetooth Headphones

The QuietComforts are our Bose pick for the gym, thanks to their lightweight build, tactile buttons, strong ANC, and replaceable ear pads.

Best Quality

Sony WH-1000XM6 Noise Cancelling Wireless Headphones

Sony’s WH-1000XM6 can tune out a noisy gym with excellent ANC, but their high price means you’ll want to get plenty of use from them outside your workouts, too.

best value

CMF Headphones 

Style aside, there’s a lot to like here for workouts, including a lightweight build, replaceable ear cushions, physical controls, and an IPX2 rating.

most bass

Skullcandy Crusher 540 Active

Skullcandy actually designed the Crusher for workouts, with breathable cushions, sweat resistance, and a bass slider you can crank when your playlist needs extra motivation.

most secure fit

Beats Studio Pro 

The Studio Pro hug your head more securely than some over-ear rivals, making them a strong Beats pick for lifting, cardio, and other gym sessions.

About the Author

Camila Quimper is a Commerce Writer at Penske Media, covering and testing products across fashion, beauty, fitness, and tech for Rolling Stone, Billboard, The Hollywood Reporter, and WWD. She previously worked at E! News and Hearst Magazines, where she tested products alongside the Good Housekeeping Institute team. She earned her bachelor’s degree in fashion journalism from University of the Arts London.