27 Best Cyber Monday Headphone Deals (2023): Sony, Apple, and More

We test hundreds of headphones across the category spectrum—over ears, workout buds, super cheap, and super expensive. Everyone should have one solid pair of headphones they can rely on. With these Cyber Monday deals, it’s a good time to grab some.

We test products year-round and handpicked these deals. The discount amounts we show are based on actual street prices at retailers in the past few months. Products that are sold out or no longer discounted as of publishing will be crossed out. We’ll update this guide periodically.

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Top Deals

Best Earbud Deals

Before you buy, be sure to check out our Best Workout Headphones and Best Wireless Earbuds guides for more.

These AirPods Pro (9/10, WIRED Recommends) are only a few months old and get slightly improved sound, new Adaptive Audio features, and a Conversation Awareness mode that turns audio down and lowers background sound, so you can hear someone talking to you. It also has USB-C instead of Lightning embedded into the case.

Google’s Pixel Buds Pro (9/10, WIRED Recommends) offer everything we liked about the original version with some notable upgrades, including ramped-up bass, smarter features, and solid noise canceling. They’re not as useful for iPhone owners, but Android users will find a nifty and comfortable design and optimized extras at a nice price.

The Beats Fit Pro (9/10, WIRED Recommends) are some of the Best Wireless Headphones for Workouts. The fit is comfortable, the sound quality is top-notch, and the noise canceling and microphones perform well to boot. They were $20 cheaper earlier in the week, but this deal is still alright.

Soundcore’s Space A40 (8/10, WIRED Recommends) are fantastic performers, including some of the best noise canceling we’ve heard in their class. This sale makes them a must-have if you’re in the market for new earbuds but don’t want to spend much.

Google’s Pixel Buds A-Series (8/10, WIRED Recommends) are our favorite earbuds for the money, thanks to a neat package that fits well, sounds good, and costs less than plenty of competitors. They don’t have noise canceling, which we’re starting to see pretty regularly in this price class, but this sale pushes them close to half the original cost for a killer bargain.

Bose’s QuietComfort Ultra improves on the brand’s top earbuds with a minor boost in noise canceling and new spatial audio skills, designed to expand the sound for everything you play. These buds were just released late this year, and this is the first solid discount we’ve seen.

Sony’s WF-1000XM5 (7/10, WIRED Review) source multiple generations of great sound, top features, and excellent noise canceling, all wrapped into their most compact presentation yet. They’re not cheap, so this discount is key if you’re looking to be an earlier adopter of Sony’s latest flagship buds.

Jabra’s Elite 4 Active are one of the best-kept secrets in earbuds, offering accessible sound, sporty durability, and a solid slab of noise canceling. They can regularly be found at $70 but sometimes jump up to $100, so this is a good deal given all they offer.

Samsung’s Galaxy Buds2 Pro (9/10, WIRED Recommends) are some of our favorite wireless earbuds. They work best with Samsung phones, but they pair easily with any Android phone and have solid noise canceling, up to 7.5 hours of battery life, and a wireless charging case to keep them topped off.

JBL’s Endurance Peak 3 are that rare pair of earbuds you can feel comfortable wearing at the gym, on the trail, or even in the hot tub, thanks to their hearty water resistance and sport-ready fit. They’re light on extras like noise canceling, but at this price, they’re a great investment as your go-to workout companions.

JBL makes a ton of well-priced earbuds, and the Live Pro 2 are a good option at regular price and even better with this deal. Highlights include clear sound, a comfy design, and solid noise canceling all well below $100.

The Logitech G Fits are a gaming version of Ultimate Ears’ Fits, providing a uniquely customizable earpiece that molds to your ears for supreme comfort and stability. They’re specifically optimized for gaming with Logitech’s “Lightspeed” connection for PC, PS4, PS5, Nintendo Switch, and Android devices over USB-A or USB-C to create a lag-free experience. They’ve also got a traditional Bluetooth connection for versatility across multiple devices.

The Beats Powerbeats Pro (8/10, WIRED Recommends) are a few years old, but secure fits don’t age. The over-ear hooks are a godsend for people like WIRED staff writer Eric Ravenscraft who struggle to keep regular earbuds in. They’re also great for heavy workouts where typical earbuds might shake out of your ears. They’re IPX4 water resistant and can last up to 9 hours on a charge (plus an extra 18 by charging from the case).

Beats Studio Buds Plus are excellent mid-level buds that work with both Apple and Android devices. They’re sweat-resistant, and come with a carrying case that can add up to 36 hours of battery life on top of the 7 hours the buds can get on their own (with active noise cancelling turned off).

The Technics EAH-AZ80 (9/10, WIRED Recommends) are some of our favorite top-shelf earbuds. They produce excellent audio, have great active noise cancellation, and they can pair with up to three devices at the same time. They’re normally pretty pricey as earbuds go, but this is one of the rare sales that bring it down to a more accessible price.

Over-Ear Headphones

We have more buying advice in our Best Wireless Headphones, Best Noise-Canceling Headphones, and Best Wired Headphones guides.

As Sony’s priciest wireless headphones, the WH-1000XM5 (9/10, WIRED Recommends) had a lot to live up to following the remarkably popular WH-1000XM4. Luckily, they deliver the goods, with upgraded noise canceling, a posh new design, and a more refined sound signature that add up to a great package—especially on sale.

The Apple AirPods Max (8/10, WIRED Recommends) have stood the test of time and, correspondingly, held onto their relatively high price point. This discount isn’t much, but it’s still the lowest price we’ve seen for these headphones. They have exceptional build quality, pair and work seamlessly with iOS devices, and last up to 20 hours on a single charge.

The HyperX Cloud Alpha are one of the few products that get a 10/10 rating from WIRED and they’re $30 cheaper than they were during Prime Day when we raved about the price. You’ll get over 300 hours of battery life for gaming.

JBL makes a wide array of headphones at varying prices, with lots of sales throughout the year on the mid- to lower-tier models. The Tune 760NC are among the brand’s more budget-conscious noise cancelers that still offer solid performance, and they’re especially enticing at this price.

Bose’s aptly named QuietComfort Ultra (9/10, WIRED Recommends) arrived in October with only one notable problem—they’re pricey. Luckily, they’ve already gotten a discount, which makes it easier to land their class-leading noise canceling, great sound, and luxuriously comfy design that’s loaded with modern features.

Bose’s QuietComfort 45 headphones have always been a solid option in a competitive class, offering a no-nonsense design highlighted by clear sound and very good noise canceling. This massive price drop changes their designation from also-ran to must-have, especially for anyone spooked by the decadent prices of other top-shelf noise cancelers.

Soundcore’s Life Q30 aren’t overly expensive without a sale, and they deliver great noise cancellation, adjustable sound quality, and solid battery life. With this deal, they’re bordering on impulse-buy territory.

We thought the Beats Studio Pro headphones (7/10, WIRED Review) were good, not great, but that was before they dropped to less than half their normal price. These headphones have excellent noise canceling, solid sound quality, and a USB-C plug for high-resolution audio. They pair easily with Apple and Android devices and even have head tracking for spatial audio.

Sony’s WH-1000XM4 headphones (9/10, WIRED Recommends) have been a stalwart pair of wireless headphones for years now, and there’s no secret to their success. Offering excellent noise canceling, warm and detailed sound, and a ton of modern features in a comfy design, they’re among the best travel headphones you can buy.

The only issues we had with Sennheiser’s HD 660S2 (7/10, WIRED Review) bass-enriched audiophile beauties were their high price and stiff clamping force. At this price, we can live with a tighter fit, especially since the payoff is glorious, clear, and richly detailed sound.

Bass lovers take note, as this is about as low as it goes for Sony’s popular, noise-canceling bass bombers. Apart from their hefty sound signature, these headphones have some great features, including available EQ if the low end gets out of hand.

The Momentum 4 marks a departure from Sennheiser’s previous design for its top noise-canceling headphones. It’s a lot more stylish now, especially in this metallic blue version. It has solid noise canceling tech and sounds incredible.