We’ll start with the good news: the world is full of shoes.
If you want options, you’ve got ’em. High Tops, Mary Janes, Loafers, Moccasins, Sandals, Slippers, Sneakers, Chelsea Boots, Desert Boots, Cleats, Cowboy Boots, Wedges… We could go on.
The issue is: where to wear each pair, and when? A business lunch and a business dinner call for completely different looks. And what about a date? Once you feel like you’ve got that covered, what about date two?
Here’s where Cole Haan comes in, offering a variety of styles from sneakers to Oxfords that look just as smart at the bar as they do in the boardroom.
Not sure which pair to wear? Why not wear a few at once, seamlessly mixing casual and comfortable treads with formal bodies without ever sacrificing style?
Better yet: this weekend, Cole Haan is offering up to 40% off men’s shoes, with options for every occasion, with options for “Dads, Grads, and Golfers,” as Cole Haan so elegantly puts it, until June 19.
Below, we’ve rounded up a list of our favorite options from Cole Haan’s impressive Men’s Sale. Try out a pair (or two), and earn free shipping, plus an additional 15% off orders of $150+ with code FIFTEEN at checkout.

Feel comfortable anywhere in these handsome perforated leather GrandPrø Rally laser cut sneakers, available for a handsome $30 off during Cole Haan’s men’s sale.

Want to straddle the line between formal and casual? Try these men’s ØriginalGrand wingtip Oxfords, perfect for the office or drinks after work, and available for over $30 off right now from Cole Haan.

Save nearly $50 on these ZERØGRAND wingtip Oxfords, complete with gorgeous leatherwork and ZERØGRAND sole technology for ultimate comfort.

Plan on hitting the links this summer? Don’t go without these ZERØGRAND Overtake golf shoes. Pick yours up for $30 off today.

Not in love with the ZERØGRAND golf shoes? Lucky for you, there are other options. Like this men’s GrandPrø crew golf shoe, available for a cool $30 off today from Cole Haan.

Want to pick up a pair of shoes that will have all your friends asking where you got them? Try these ØriginalGrand golf shoes in a handsome shade of blue leather, available today for $40 off.

Ready to flex on ’em? Keep up with what the kids are wearing in these hip men’s Generation ZERØGRAND II SQL sneakers, available for a trendy $40 off while supplies last.

There’s a reason why this pair of Cole Haan shoes has “classic” in their name. It doesn’t get much more classy than these Men’s American Classics Longwing Oxfords. Pick up your pair for $40 off today.

Or you could always jazz up your Oxfords. This is Cole Haan, of course. Get funky with it with these 2.ZERØGRAND Oxfords, available for over $100 off this week from Cole Haan.

We’ll be honest. We’re not positive on what occasion you’d wear these 5.ZERØGRAND wingtip Oxfords. But we firmly believe that the shoes choose the man. If you’re drawn to these sneakers, pick them up for almost $100 off today from Cole Haan.

Headed to a boat party? Graduation? Corporate event? Try showing up in these GrandPrø Topspin penny loafers, available for an impressive $60 off from Cole Haan.

Looking to turn a few heads as you walk into the office? Try walking in with these ØriginalGrand Remastered Longwing Oxfords on your feet. Plus, you can save $80 on them today.

We’re about a week out from the official start of summer, but we’ve already started acting like it. You can too, when you pick up these men’s Goldwyn 2.0 CrissCross Sandals for $60 off today from Cole Haan.

For a shoe that’s as comfortable to wear around the house as it is to run errands, there’s the Wyatt bit driver from Cole Haan, available for a whopping $80 off while supplies last.

Simple, sleek, and elegant, these men’s Modern Classics slide sandals are a must-have staple for any summer wardrobe. Save $40 on your pair today.

When you’re buying a pair of boat shoes, you might as well get a pair with “Regatta” right in the name. That’s a boating term, as far as we know. Plus, they’re over $30 off today from Cole Haan.

Traverse the city streets in style in these mens’ Generation ZERØGRAND high top sneakers, available for nearly $50 off today from Cole Haan.

Save on sandals this summer from Cole Haan. This lowkey, everyday pair of men’s ZERØGRAND thong sandals are $30 off today and perfect for the beach or an early-morning walk to the grocery store.

Try a Cole Haan twist on a classic-looking pair of golf shoes when you pick up these ØriginalGrand saddle shoes for $40 off.

You’re a serious golfer. You should own a serious pair of golf shoes, like these ØriginalGrand tour golf shoes, available for $40 off today from Cole Haan.
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