I’m No Expert, but These Timex Watches Seem Pinch-Me Cheap Right Now

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Last Updated 7/10/2025 at 11:30 a.m. ET: Watch culture intimidates me—it can be inscrutable, lingo-heavy, and inhospitable to newcomers. So I’ve never really thought of myself as a “watch guy”. For the most part, I’m content to let my more knowledgeable colleagues geek out over the latest Federer-approved Rolex, or explain the nifty features that make Tudor’s new chronograph such a triumph. In my mind, complications sound exactly that—complicated. So why am I here, alerting you to the fact of an absolutely bonkers deal on Timex watches going down across the internet? For one, a longstanding obsession with the American brand’s no-frills tickers, including the Weekender, the first watch I ever bought. For another, an uncanny knack for sussing out watches that look, in industry parlance, extremely sick.

As it turns out, even self-professed watch snobs indulge in a cheeky little Timex on occasion, as a treat. Which makes perfect sense: you don’t have to be a deep-pocketed “watch guy”—or a prodigious math whiz—to appreciate the calculus behind handsome design + killer price = unbeatable value. And thanks to Amazon Prime Day (or really, Amazon Prime Week), Timex watches are at record-low prices across the board, whether you’re after a dress watch for the long wedding circuit or a field watch for short weekend hikes. As the Prime Week hullabaloo barrels into its first-ever third day, the Timex deals are keeping pace with their typical low-key panache.

So consider this all the excuse you need to flirt with a foray into watch culture, if not through any interest in highfalutin complications than through a genuine, honest-to-goodness appreciation for dead-simple savings. Because Amazon can be complicated to navigate for even the most grizzled APD veterans, I scoured the web to find every Timex worth your dollars right now—for you, yes, but mostly for me.

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The Rugged Field Watch

Timex Expedition Scout 40mm Watch

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The High-Flying Chronograph Watch

Timex Waterbury Classic Chrono Watch

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The Retro-Style Analog Watch

Timex Weekender Analog Dial Watch

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5 Our Favorite Prime Day Timex Deals

Timex Weekender 38mm Unisex Analog Watch

The Weekender is a personal favorite, and it deserves a little more credit. Don’t let its name fool you: it’s simple, clean, handsome, and far better suited for everyday wear. Its no wonder that it remains one of Timex’s best-sellers, and that we keep recommending it to newbie watch buffs looking to build out their rotations. This version boasts military-inspired details like 24-hour markings and a leather NATO strap, perfect for adding a jolt of rugged charm to to your weekend tee and jeans—and your weekday Oxford and khakis.

Timex

Weekender 38mm Unisex Analog Watch

Despite its name, the Weekender is the platonic ideal of an everyday watch with its pared-back design and rugged inspirations. This one, with its French Vanilla face and walnut-brown leather NATO strap, is one of its most handsome renditions.

Timex Ironman Triathlon Endure 30 Shock 42mm Watch

If you’re one of those brave souls committed to running a marathon—or bewilderingly, a triathlon—you’ll need a good training regimen and a rock-solid coach. We can’t help with the latter, but the next best thing might be this adventure-ready Timex. It’s literally engineered for Ironman competitions thanks to a built-in stopwatch and lap-timing features, along with shock-proofing, waterproofing, and a light-on-your-wrist feel that won’t weigh you down. The only thing it can’t do? Yell at you to push harder.

Timex

Ironman Triathlon Endure 30 Shock 42mm Watch

If you’re one of the brave few folks who committed to completing a marathon or a triathlon, this sweat-proof, water-proof, shock-proof Timex is the watch that’ll train you all the way to the finish line. It won’t yell out you for motivation, but it does have built-in timers and lap features to track your progress—so yeah, it’s basically a training coach on your wrist.

Timex Marlin Hand-Wound Watch

Here’s a sneaky tidbit of intel for you: according to Amazon’s janky pricing algorithm, the GQ-favorite Marlin isn’t on sale. But it is—just cross-reference the price on Timex’s own website, which is a good $30 more than the one currently listed on the ‘Zon. (We’d call it our little secret, but we blew the whistle on this particular bargain yesterday afternoon.) Either way, it’s hard to imagine finding a quintessential icon of ’60s-era design at a better price.

Timex

Marlin Hand-Wound 34mm Brown Leather Strap Watch

Timex Waterbury Watch

Like any other accessory in your jewelry box, it makes sense to match your watch to the occasion, whether that’s a black-tie gala or a day at the beach. Luckily, Timex’s Waterbury will look right at home just about anywhere, thanks to the rugged steel case and big numerals of a sports watch, coupled with the refined, clean lines of a dress watch.

Timex Expedition Scout 40mm Watch

Inspired by vintage army watches, the Expedition Scout, a perennial Timex best-seller, features a durable webbed strap, vintage white dial, 24-hour display, and subtle glow-in-the-dark hands. Pair it with a lightweight field shirt, cargo shorts, and hiking boots to lean into its outdoorsy bona fides, or undercut its casual vibe the Pitti Uomo way: with an unstructured jacket, worn-out jeans, and beat-to-hell suede loafers.

Timex

Expedition Scout 40mm Watch

Timex TW2R41400 Weekender 38mm Snoopy Watch

So you missed out on the Omega x Swatch Snoopy watch. Until you find one on the secondhand market, this’ll tide you over. It’s fun, cute, and gloriously unserious, the kind of watch that makes most snooty collectors roll their eyes—and then rethink their entire wrist rotation. Life is short, our favorite lunatic Beagle would remind us. Might as well have some fun while we’re here.

Timex

TW2R41400 Weekender 38mm Snoopy Watch

Timex Waterbury Classic Chrono Watch

The Waterbury nails the dress watch checklist and then some: clean dial, leather strap, the right amount of vintage flair. At 40mm, it’s an easy fit on most wrists—and a no-brainer if you’re chasing sharp looks minus the splurge. Dust this guy off before wedding season or a high-stakes client meeting and you’ll make the right impression—without overshadowing the happy couple or corporate big-wigs.

Timex

Waterbury Classic Chrono Watch

Timex Marlin Chronograph Watch

Timex’s Marlin line includes some of its most handsome models, and this chronograph—complete with silver accents, a perforated leather strap, and a soft emerald face—is no exception. Its chronograph tachymeter complications hark back to the golden era of sports cars, but the whole package costs a lot less than a vintage Italian coupe.

Timex

Marlin Chronograph Watch

Timex Weekender Analog Dial Watch

Timex’s aptly-named Weekender watch is a triumph of rugged minimalism, the type of ticker that looks just as home poking out from beneath a fraying denim jacket as it does accenting a textured linen suit. Handsome nylon strap, retro French-vanilla face, clean lines throughout? Now that, friends, is one hell of a way to spend your weekend.

Timex

Weekender Analog Dial Watch

6 More Timex Deals Directly From the Source

Prime Day Timex Deals FAQ