
Vionic $129.95 $99.99
My favorite tweak to a man’s wardrobe is adding olive green shoes, and stores are finally providing me with a large enough selection to write a blog about it.
How To Wear Olive Green Shoes
Olive green shoes are amazing because of their uniqueness and fantastic versatility. They are perfection with any color jeans (except green), make a chino pop, and can even be worn with a charcoal suit if the shoe is dressy enough.
The only issue is that the belt selection has to catch up with the shoe selection. There are so few olive green belts it’s ridiculous — and you know I want you to wear a matching belt with your nicer olive green shoes. Here is what you can do for now: either skip a belt completely as most of these olive green shoes do not need one, or try out one of the few olive green belts I was able to find:
- Penny Luck Belt
- Ted Baker London Kammden Leather Belt
- Reiss Dante Suede Belt
- Tod’s Belt in Canvas and Leather
- Calvin Klein Men’s Pebble Grain Reversible Jean Belt
What Not To Wear With Olive Green Shoes
You don’t want to wear olive green shoes with any green pant, and you basically want to avoid a monochromatic look with olive green as it can feel too militant or costumey. You also do not want to wear olive green shoes with pastels or optic white. Pair olive green with an off-white or cream instead.
Birkenstock Arizona Slide Sandal

Birkenstock $49.95
You can wear these olive green Birkenstock Arizona Slide Sandals with shorts or casual pants, including jeans if need be. They’re available at Nordstrom, DSW, Zappos, and REI.
Sizing: 8-13.5D, True to size
Material: Synthetic upper, lining and sole
Chaco Z1 Classic Sandal

Chaco $
These casual sandals by Chaco are all about the shorts.
Sizing: 7-14M
Material: Rubber sole, polyester jacquard webbing upper wraps
Under Armour Men’s UA Micro G® Strikefast Tactical Shoes

Under Armour $100 $75
Sizing: 8-14M
Material: Synthetic upper with abrasion-resistant PU
Nike Air Max 90

Nike $130
These sneakers are available at Nike, Finish Line and Dick’s Sporting Goods.
Sizing: 6-15M
Material: Rubber Waffle outsole, exposed Air cushioning
Vionic Tide Flip Flop

Vionic $74.95
These flip flops are available at Nordstrom, Zappos, DSW, Vionic and QVC.
Sizing: 7-14M, Whole sizes only, for 1/2 sizes, order the next size down
Material: Textile and leather upper, textile lining, rubber sole
Vionic Trent Sneaker

Vionic $149.95 $104.96
These sneakers are available at Nordstrom, DSW, Vionic, Amazon and Famous Footwear.
Sizing: 7-13M, True to size
Material: Leather and textile upper, textile lining, rubber sole
Vionic Lucas Sneaker

Vionic $129.95 $99.99
These sneakers are available at Nordstrom, Zappos, Amazon, DSW and Vionic.
Sizing: 7-13M, True to size
Material: Leather upper, synthetic lining and sole
Toms Carlo Sneaker

Toms $54.95
These sneakers are available at Nordstrom, Zappos, Toms and Amazon.
Sizing: 7-14M, True to size
Material: Textile upper and lining, textile and rubber sole
The North Face Larimer Lace II Trail Shoe

The North Face $125
These shoes are available at Nordstrom, Zappos, The North Face and Amazon.
Sizing: 8-13M, True to size
Material: Leather and textile upper and lining, rubber sole
Common Projects Original Achilles Sneaker

Common Projects $482
These sneakers are available at Nordstrom, Farfetch and Theory.
Sizing: 6-14M, True to size
Material: Leather upper and lining, rubber sole
On Cloud X Training Shoe

On $139.99
These sneakers are available at Nordstrom, Shopbop, Revolve, Zappos, Bloomingdale’s and Amazon.
Sizing: 7-14M, Runs small, if purchasing this style for the first time, order 1/2 size up
Material: Textile and synthetic upper, textile lining, rubber and synthetic sole
Oliver Cabell Low 1 Birch

Oliver Cabell $275 $192.50
Sizing: 5-15M
Material: Calfskin leather, rubber
Veja Dekkan Sneaker

Veja $210
This sneaker is available at Nordstrom and Backcountry.
Sizing: 40-46, If between sizes, order one size down
Material: Recycled-polyester upper and lining, rubber and rice-waste sole
Olive Green Shoes From Years Past
I originally wrote this post years ago and update it regularly due to its popularity. I’ve left these photos below for nostalgic purposes. Whenever I update older posts, I love to hold on to a collection of images as a bit of a time capsule so we can watch how our style evolves.
Sperry Striper II CVO Sneaker

Sperry $29.70
Pair Sperry’s olive Striper II CVO Sneakers with shorts or casual pants and jeans.
Good Man Brand Edge Sneaker

Good Man Brand $198 $118.80-$198
Sperry Striper Storm CVO Sneaker

Sperry $74.95 $52.50
The Sperry Striper Storm CVO Sneaker works best with no-show socks (or no socks) and shorts. This olive green sneaker is available at Nordstrom and Sperry.
Clarks Hero Air Sneaker

Clarks $140
Clarks Hero Air Sneaker looks best with casual jeans and shorts. It’s available at Nordstrom and Clarks.
Camper Walden Chukka Gore-Tex Waterproof Boot

Camper $240 $168-$216
These olive green chukka boots by Camper look sharp with basically any pant. They’re available at Nordstrom, Neiman Marcus, and Camper.
Camper Runner High Top Sneaker

Camper $170 $119-$136
Pair these babies with jeans. These olive high tops by Camper are available at Nordstrom and Camper.
Greats Wooster Slip-On Sneaker

Greats $160 $59.60-$64
Pair Greats Wooster Slip-On Sneakers with shorts. Just please never wear socks with slip ons, unless they are invisible. These men’s olive sneakers are available at Nordstrom, Zappos, and Greats.
Clarks Citistride Tassel Loafer

Clarks $120
Pair Clarks Citistride Tassel Loafer with cropped dress pants and do not wear visible socks. They’re available at Nordstrom and Zappos.
Bootleg by John Varvatos Linen Laceless Sneaker

John Varvatos $148
These Bootleg by John Varvatos Linen Laceless Sneakers are great with shorts or rugged jeans. They are available at Amazon and Zappos.
Blackstone NM01 7 Eyelet Sneaker

Blackstone $188
I love this Blackstone NM01 7 Eyelet Sneaker with a clean jean look. It can also go with shorts and no-show white socks.
Greats Royale Ripstop Sneaker

Greats $159
Pair this Greats Royale Ripstop Sneaker with medium to dark blue jeans, dark brown or rich tan pants, and darker shorts.
Gant Bari Sneaker

Gant $97.95 $44.97
These Gant Bari Sneakers are my favorite with shorts. They are relaxed, comfortable, and most clients feel comfortable wearing them without socks.
Blackstone QM82 Chukka Boot

Blackstone $218
Pair this Blackstone QM82 Chukka Boot with medium blue jeans or a five pocket pant. I especially love it with khaki or beige jeans.
Allen Edmonds Mercer Penny Loafer

Allen Edmonds $395
Wear this Allen Edmonds Mercer Penny Loafer sans socks and pair with cuffed jeans or a beige chino.
Timberland Davis Square Mid Top Chukka Sneaker

Timberland $80
These Timberland Davis Square Mid Top Chukka Sneakers really play with different greens and textures, which can open up more pairing options for you. They are available at Amazon, Zappos, and Dillard’s.