Every year, as summer draws to a close, we’re bombarded with a tirade of trend predictions for the season ahead. Buy this, wear that. It’s like trying to navigate a sartorial minefield. Well this year, we’re making your job a little easier and calling it: if you only buy one jacket this season, make it a checked blazer. Seen popping up everywhere from chain stores to designer labels, one thing remains clear: if it’s double-breasted—buy it! If you're ready to retire the summer slip dress, here are five checked blazers we're loving and how to style them this winter.

Tibi Cooper Oversized Cutout Prince of Wales Blazer, $1,266.43; SJYP Lace-trimmed Shell Midi Dress, $543.32; Yves Saint Laurent Medium Collége Bag, $3065; Cornelia Webb Set of two Gold-plated Freshwater Pearl and Crystal Necklaces, $255.15; Reliquia Crinkle Hoops, $129
Want to give your summer wardrobe a little more longevity? Pop a blazer on over a slip dress or linen number to add a new edge to your old favourites. A black slip dress was made for layering. Add some block heels and you’re good to go.

Paper London Leni Coat Cropped Check, $578.27; Aje Shrimpton Mini in Black, $390; Alexander Wang Kirby Leather Ankle Boots, $856.18; Yves Saint Laurent Rouge Pur Couture in No. 73, $57
A fun checked print blazer works just as well in the office as it does at the bar. To take your look from desk to drinks, switch out your pencil skirt for a black leather mini, and add a pop of red lipstick to your kisser and make that blazer work overtime.

Anine Bing Madeline Blazer in Blue, $349; Anine Bing Vintage Bing Tee, $127.5; Anine Bing Stevie Boots in Blue, $399; Charles & Keith Chain Detail Clutch, $69.9
We’re no strangers to a band tee and jeans combo. Come winter, we’ll be switching out sneakers for kitten heeled boots and throwing a blazer on over top to get those instant off-duty-model vibes. Bonus points for stepping out in a metallic bootie.

Tibi Cooper Oversized Prince of Wales Blazer, $1,266.43; Sportsgirl Mom Jean in Indigo, $89.95; Staud Vitti Leather Bucket Bag, $703.34; By Far Danielle Suede Slingback Pumps, $453.61
It’s not all 50 shades of grey, checks work just as well in nude tones too. Tuck a tee into your fave mum jeans, and accessorise with tonal shades of tan and beige. This look screams Sunday brunch with the girls.

Decjuba Carrie Check Boyfriend Blazer, $129.95; T by Alexander Wang Striped Cropped Tee, $142.85; Fendi Printed Silk-twill Scarf, $230; Ray-Ban Highstreet, $185
It’s no secret that we’re all for clashing prints, and this season is no exception. Don’t let a checked-print blazer limit you to a more neutral outfit. Layer it on over a striped tee and add a printed scarf around your neck or in your hair to add an extra clash.
Slider image: Tommy Ton
Other images: Pinterest
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