The best watches for men in 2021 under $20, $100, $250 and $500

Want more fashion, shopper-approved buys and the hottest trends? Sign up for Yahoo Lifestyle Canada’s newsletter!

collage of gold, silver, and leather men's watches under $20, $100, $250 and $500 on green background
The best men's watches under $20, $100, $250 and $500 in 2021 (Photos via Nordstrom Rack, Amazon, Saks Fifth Avenue, Farfetch, and Nordstrom)

Yahoo Lifestyle Canada is committed to finding you the best products at the best prices. We may receive a share from purchases made via links on this page. Pricing and availability are subject to change.

Ready or not, fall 2021 is here (well, technically, it starts on Sept. 22, if we're being exact) which means, it's time to welcome in a brand new season of style. 

Whether the thought of new fall boots gets you going or you're more of a T-shirt man, fall is undisputedly the best time of the year for fashion. In particular, this season's crop of watches is something to behold. From aviation-inspired Hugo Boss timepieces to retro Casios, these men's affordable watches are worth your attention.

To check out 20 of the best men's watches you can buy right now for under $20, $100, $250 and $500, shop our editor's picks below.

Best men's watches under $20

Casio Classic Black Resin Strap Digital Watch

Casio Classic Black Resin Strap Digital Watch with numbers on screen
Casio Classic Black Resin Strap Digital Watch (Photo via Amazon)

With more than 20,000 reviews backing it up, this Casio men's watch is a runaway hit among Amazon users. Shoppers say the watch is "super cool" and a great "classic retro watch."

$18 at Amazon

Round Pointer Quartz Watch

men's brown leather watch with white face and rose gold details laying flat
Round Pointer Quartz Watch in Rose Gold (Photo via Shein)

Available in six styles, including black-on-black, navy and rose gold, Shein shoppers say this $5 men's watch is "cool and fashionable."

$5 at Shein

Stainless Steel & Silicone Watch

black men's wristwatch with silicone band and black face
Stainless Steel & Silicone Watch (Photo via Walmart)

Priced at only $12, shoppers can choose between a white and black watch face for this stainless steel wristwatch. 

$12 at Walmart

Casio Analog Black Resin Strap Watch

black men's casio watch with resign strap band and white face
Casio Analog Black Resin Strap Watch (Photo via Amazon)

With more than 18,000 reviews backing it, Amazon shoppers have given the Casio watch an average rating of 4.4 stars and say it's a "great watch for the price."

$19 $25 at Amazon

Triple Dial Round Pointer Date Quartz Watch

brown leather watch with gold, silver, and black watch face on glitter background
Triple Dial Round Pointer Date Quartz Watch (Photo via Shien)

A wardrobe essential: This men's quartz watch features a triple dial round face and silver and gold details.

$20 at Shein

Best men's watches under $100

Fossil Flynn Chronograph Brown Leather Watch

Fossil Flynn Chronograph Brown Leather Watch (Photo via Fossil)
Fossil Flynn Chronograph Brown Leather Watch (Photo via Fossil)

Until supplies last, save over $120 on this top-rated Flynn Chronograph Brown Leather Watch from Fossil. With an average user rating of 4.7 stars, Fossil shoppers say the watch is "worth every penny" and "absolutely perfect."

$84 $209 at Fossil

Timberland Date & Day Function Leather Strap Watch

timberland watch with tan straps and black watch face with red details
Timberland Date & Day Function Leather Strap Watch (Photo via Nordstrom Rack)

Save 54 per cent and upgrade your fall wardrobe with this masculine Timberland watch. The discounted watch features a tan leather band and a black stainless steel dial. 

$59 $129 at Nordstrom Rack

Timex Weekender Chronograph Slip-Thru Strap Watch

brown leather timex watch with silver and dark green watch face
Timex Weekender Chronograph Slip-Thru Strap Watch in Dark Brown/Green (Photo via Amazon)

$67 at Amazon

OxAndBirch Wooden Watch

brown wooden watch laying on its side on wooden background
OxAndBirch Wooden Watch (Photo via Etsy)

A unique gift for yourself or a loved one, this handmade wooden watch can be engraved for an added personal touch.

$70 at Etsy

Caravella by Bulova Men's Dress Bracelet Watch 39mm

silver stainless steel men's watch with dark navy blue watch face
Caravella by Bulova Men's Dress Bracelet Watch 39mm (Photo via Nordstrom Rack)

This modern-looking watch features a stainless steel case with a deep blue dial and chrome-coloured hands and markers.

$60 $150 at Nordstrom Rack

Click here to sign up for Yahoo Canada's lifestyle newsletter.
Click here to sign up for Yahoo Canada's lifestyle newsletter.

Best men's watches under $250

Fossil Neutra Chronograph Amber Leather Watch

men's Fossil Neutra Chronograph Amber Leather Watch with brown leather strap and black face
Fossil Neutra Chronograph Amber Leather Watch (Photo via Fossil)

This elegant timepiece will be a forever favourite in your watch collection. With an average rating of 4.6 stars, Fossil shoppers say the watch is "worth every penny" and "masculine in the best of ways."

$209 at Fossil

Timex Chicago Chrono 45mm Watch

black timex watch with black face and black and tan band
Timex Chicago Chrono 45mm Watch (Photo via Farfetch)

Head back to the office in style and take home this elegant Timex watch for less than $200. Its brushed stainless steel features a black dial and three chronograph counters.

$163 at Farfetch

MVMT Rise Bristol Stainless Steel Watch

silver men's watch with navy blue watch face
MVMT Rise Bristol Stainless Steel Watch (Photo via Saks Fifth Avenue)

This sleek stainless steel watch features a blue dial for an elegant twist on your classic silver watch.

$184 at Saks Fifth Avenue

Fitbit Versa 2 40mm Smartwatch

black Fitbit Versa 2 40mm Smartwatch with numbers on screen
Fitbit Versa 2 40mm Smartwatch (Photo via Best Buy Canada)

Track steps, heart rate, sleeping patterns, and more with this user-loved Fitbit smartwatch. With more than 1,500 five-star reviews, Best Buy Canada shoppers say the watch is the "best of both worlds" and "easy to use."

$210 at Best Buy Canada

BOSS Legacy Round Leather Strap 44mm Watch 

light brown leather watch strap with silver details and navy blue watch face
BOSS Legacy Round Leather Strap 44mm Watch (Photo via Nordstrom Rack)

Save over 50 per cent on this casual two-hand Boss Hugo Boss watch. The men's watch features modern touches like a finely textured bezel and a topstitched strap.

$120 $245 at Nordstrom Rack

Best men's watches under $500

Timex Navi XL Automatic 41mm

two-toned gold and silver Timex Navi XL Automatic 41mm watch with black face
Timex Navi XL Automatic 41mm (Photo via Farfetch)

Crafted from 100 per cent stainless steel, this Timex watch features a rich military influence, thanks to the digital display and retro-inspired case. 

$432 at Farfetch

BOSS Pilot Edition Chronograph Leather Strap 44mm Watch

BOSS Pilot Edition Chronograph Leather Strap Watch (Photo via Nordstrom)
BOSS Pilot Edition Chronograph Leather Strap Watch (Photo via Nordstrom)

Forever cool: this aviation-inspired timepiece features a rotating tachymeter, luminous hands, and a 44mm case.

$395 at Nordstrom

Apple Watch SE 40mm 

black apple watch with numbers on face on white background
Apple Watch SE 40mm (Photo via Best Buy Canada)

Keep your health in check and track your workout metrics more precisely than ever with this innovative Apple watch. 

$370 at Best Buy Canada

Tommy Hilfiger Leather Strap Multifunction 44mm Watch

black Tommy Hilfiger Leather Strap Multifunction 44mm Watch with black face and gold details
Tommy Hilfiger Leather Strap Multifunction 44mm Watch (Photo via Farfetch)

This handsome Tommy Hilfiger watch features a multifunction dial, a calfskin leather strap, and a two-year warranty. 

$388 at Farfetch

Tissot PRC200 Chronograph Bracelet 42mm Watch

Tissot PRC200 Chronograph Bracelet Watch 42mm (Photo via Nordstrom)
Tissot PRC200 Chronograph Bracelet Watch 42mm (Photo via Nordstrom)

For a limited time, Nordstrom shoppers can take home this elegant Tissot PRC200 Chronograph Bracelet Watch for $390, a whopping 40 per cent off its usual price of $650.

$390 $650 at Nordstrom

Let us know what you think by commenting below and tweeting @YahooStyleCA! Follow us on Twitter and Instagram and sign up for our newsletter.

Our goal is to create a safe and engaging place for users to connect over interests and passions. In order to improve our community experience, we are temporarily suspending article commenting