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Home>Blog>Casual Dress Outfits for Work, Weekends & Everything in Between
Casual Dress Outfits for Work, Weekends & Everything in BetweenStyle|8 August 2025

Casual Dress Outfits for Work, Weekends & Everything in Between

If your week looks a little like work from Monday to Friday, social hangs on Saturday, and something in between on Sunday - your wardroe needs to keep up. The good news? With the right mix of staples, men's clothing can be seriously easy to style for every kind of day.

We're talking sharp shirts for the office, comfy layers for casual plans, and all the in-between pieces that make getting dressed in the morning a no brainer. Here's how to build outfits that work wherever the day takes you.

Monday to Friday Office Outfits

Whether your workplace leans business casual or fully coporate, having a few go-to pieces makes weekday dressing feel effortless.

Start with a quality shirt - clean, comfortable and easy to style. The Albany Cotton Linen Casual Shirt nails that balance of sharp and breathable. Made with a soft cotton-linen blend, it keeps you cool and comfortable across long days and back-to-back meetings. Button it up with mens dress pants or layer it over a tee for casual Friday's.

For cooler days, layer up with the Montgomery Cable Quarter Zip Knit. It brings a bit of texture and polish, while the zip neck adds versatility. It's the kind of knit that keeps you warm in the office without overheating on the commute.

On the bottom, the Colton Cuffed Stretch Chino is a solid pick. Tapered for a modern fit and made with stretch for all day comfort, these chinos pair perfectly with shirts, tees, or a quarter zip knit.

Finish the men's office look with the Bevan Dress Shoe - classic, polished and ready to take you from the 9-to-5 grind to after work drinks. 


Albany Cotton Linen Casual Shirt
Albany Cotton Linen Casual Shirt
Montgomery Cable Quarter Zup Knit
Montgomery Cable Quarter Zup Knit
Colton Cuffed Stretch Chino
Colton Cuffed Stretch Chino
Bevan Shoe
Bevan Shoe

Weekend Outfits Made Easy: Relaxed But On Point

Weekends are for kicking back - but that doesn't mean style goes out the window. The trick is building casual looks that are still pulled together. 

Start with the Essential Relaxed Crew Tee - your everyday base layer. It's soft, easy to wear, and made to pair with everything. Throw on the Palma Cotton Quarter Zip Knit for a bit of warmth and texture. This weekend outfit is a great in between layer - light enough to wear indoors, but still cozy for early starts and late finishes.

Bottom half? You've got options! The Toronto Stretch Slim Jean is idea for weekend wear with its clean cut and stretch fabric. For a more relaxed fit, swap in the Avalon Stretch Straight Jean. Both styles are made to move with you and work just as well with men's Polo Shirts as they do with classic Tees.

Heading outdoors or facing unpredictable weather? Add one of our men's winter jackets or men's coats to top it off. A neutral toned outer layer is easy to throw on over anything and still look put together.

Essential Relaxed Crew Neck Tee
Essential Relaxed Crew Neck Tee
Sage Green Keaton Cotton Knit
Sage Green Keaton Cotton Knit
Toronto Stretch Slim Jean
Toronto Stretch Slim Jean
Avalon Stretch Straight Jean
Avalon Stretch Straight Jean

In Between Plans: Smart-Casual Outfit Essentials

There's always those plans that fall somewhere between work and chill - coffee catch-ups, casual dinners, date nights, or running errands when you still want to look sharp.

This is where our men's smart casual outfit staples come in clutch.

Lightweight shartd are a great starting point. A cotton shirt like the Chapman Slim Oxford Casual Long Sleeve Shirt gives you breathability with a buttoned up finish. For chillier days, swap in the Ridge Quarter Zip Fleece Sweat - a modern update on a classic sweatshirt that gives your outfit that clean, structured edge.

Layering is key, especially when the weather can't make up it's mind. A good mix of mens coats and knitwear will give you the flexibility to adapt your outfit on the go.

Pair it all back with chinos or jeans, and you've got an outfit that's ready for whatever's next on your calendar.

Chapman Slim Oxford Casual Long Sleeve Shirt
Chapman Slim Oxford Casual Long Sleeve Shirt
Ridge Quarter Zip Fleece Sweat
Ridge Quarter Zip Fleece Sweat

Style That Keeps Up With You

 

From morning meetings to weekend brunch, your wardrobe should move with you. At Connor, we make men's clothing that's seriously easy to wear, mix and match, and make your own - without blowing the budget.

So whether your layering with the Montgomery Cable Quarter Zip Neck Knit, dressing up with men's dress pants, or keeping it casual with the Toronto Stretch Slim Stretch Jean, you'll find pieces that fit your lifestyle - and your week - from work to weekend and everything in between

 

Try it on IRL: Visit us in-store

Sure, shopping online with Connor is a breeze – but nothing beats seeing it for yourself. Feel the fabric, check the fit, and get the full look sorted when you visit us in-store. You’ll find our full range of men’s knitwear at Connor Hurstville, Fountain Gate, Pacific Fair, and across Connor stores throughout Australia and New Zealand.

Our team’s here to make it easy. Whether you're after the perfect fit, looking to pair knits with Denim or Chinos, or checking out the latest in jackets, overshirts, and suiting, we’ve got you sorted.
Need a suit that fits just right? Ask about our in-store tailoring services – available at selected locations to help you look sharp for any occasion.

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