With sales season still going strong, there are plenty of ongoing Cyber Monday headphone deals that give up to 50% off some of the very best headphones and wireless earbuds. Popular models from Apple, Beats, Bose, Sony and Sennheiser (plus plenty of others), have all seen big price drops in some of the best headphone deals I’ve found this year. 

Right now, the biggest discounts I’ve found are on the Beats Studio Pro headphones, which are $169 at Amazon. That’s a whopping $180 off! The Bose QuietComfort 45 also continue to be heavily discounted and are just $199 at Best Buy. That’s $130 off the original price, and the lowest price I’ve seen on these awesome noise-canceling headphones. They’re ideal for work commutes and travel, and make a great gift for a loved one.

All the deals below have been updated with the latest prices. Most are amazing sales on some of the best noise-canceling headphones that deliver a big brand experience for less. Remember to follow our continuing Cyber Monday deals coverage for more outstanding sales to shop across all Tom’s Guide’s tech and lifestyle categories before they run out. 

10 best Cyber Monday headphone deals — Quick links 

Best Cyber Monday headphone deals

Best Cyber Monday wireless earbud deals

Best Cyber Monday headphone deals — what to look for in 2023

Although you can find the best headphone deals at any time of the year, Cyber Monday deals tend to break all price records and 2023 is looking like no exception. It’s not only about price though, and many factors come into play when shopping for the best headphones, but your decision should always come down to intended use. That being said, its a good idea to take the following categories into consideration before settling on any pair of headphones.

1. Design: Are you looking for in-ear, on-ear or over-ear headphones? Wired or wireless? Luxury or sporty? Since these are headphones that will be used for multiple occasions, you want something that suits your lifestyle. Some models are more versatile than others and I always have my AirPods Pro 2 with me for routine office commutes as well trip to the gym. Whatever type you choose, make sure the headphones are well built, easy to carry, and comfy to wear for about 1 to 2 hours daily.

2. Sound quality: Different models offer different sound, and since you’re buying a pair to enjoy music individually, it’s important to find headphones that match your sound preference, be it heavy bass or distinctively clear to where you can hear the littlest nuances in recordings. Some of the best audiophile headphones provide a premium audio experience at a price that’s more affordable than you’d expect. Some models offer personalized sound via companion app, which allows the user to create their own profiles and tweak EQ levels to their hearing.

3. Battery life: Sennheiser’s Momentum Wireless 4 headphones set a high bar by offer 60-hour battery life, and most wireless over-ear headphones typically manage around half that. Wireless earbuds can last about 5 to 10 hours and offer extended playtime with their bundled charging cases — always make sure one is included.

4. Accessories: It’s disappointing spending money on a new pair of headphones only to find that you need to buy the accessories separately. For wired models, the manufacturer must include the aux cable, and any headphones that come with a carrying case, charging cable, user guide, and extra ear cups or tips are solid purchases.

5. Pricing considerations: Obviously, if you’re here then price is a big consideration when looking for the best headphones. Although there are always exceptions, big-name brands will typically command a bit extra, but generally speaking, the less you spend on a pair of headphones the greater the chance that sound and features will be compromised. Of course, there are some great deals to be had but going for a budget option isn’t always the best choice, as any money you save on your purchase won’t do you much good if you’re sacrificing on features or sound quality. 

As the saying goes: timing is everything. And with sales season 2023 getting off to an early start, make sure you follow this page to keep track of the latest headphone bargains.