5 TRANSITIONAL JACKETS YOU CAN WEAR NOW AND INTO FALL

Over 40 fashion blogger wearing denim blazer with denim shorts and a white bodysuit as one of the best transitional jackets.

This time of year it’s kinda tricky when it comes to what you want to wear versus what is practical to wear.  If you live somewhere warm, or hot rather, like Dallas where temps reach 100+ degrees for at least a month but you want to start wearing some fall pieces now without melting then this post is for you!

This time of year it’s all about transitional dressing which basically means wearing pieces you can wear now as well as into fall.  I like to call them wear now, wear later pieces.  The 5 that I’m featuring today are all jackets and yes they can be worn now since most places in the south overuse the AC which means I’m always grabbing a jacket on my way out the door even in the summertime.  Keep scrolling for 5 amazing wear now, wear later jackets guaranteed to ease you into fall beautifully!

SHOP THE LOOK:

Dallas woman over 40 wearing Agolde shorts with a white strapless top and a denim blazer as one of the best transitional jackets.

DENIM BLAZER (XS) // STRAPLESS TOP(XS) // SHORTS (24) // SIMILAR HANDBAG // HEELS

1

MADEWELL DENIM BLAZER:

First on my list of the best transitional jackets for summer to fall is this denim blazer from Madewell. I’m a denim addict so when I saw this blazer it was instant love at first sight. I love the double-breasted design and it can easily be dressed up or down, depending on your needs. If you’re looking for a double denim piece, this is a chic & affordable option. I’m wearing an XS and find it fits true to size.

SHOP NOW

AGOLDE DEE SHORTS:

I paired the blazer above with one of my all-time favorite pairs of shorts from Agolde. I love the Dee shorts so much that I own them in multiple washes, but this light wash paired with the darker hue of the blazer is the perfect balance for the end of the summer season. The wider legs and high waist make the fit of these shorts an absolute dream and I wear a size 24 for reference.

SHOP NOW

Over 40 fashion influencer wears a denim midi skirt with a white top and cropped blazer as one of the best transitional jackets.

SHOP LOOK 2:

Over 40 Dallas fashion stylist wearing white cropped blazer with denim midi skirt and gold accessories.

CROPPED BLAZER (XS) // STRAPLESS TOP(XS) // DENIM MIDI SKIRT (24) // SIMILAR HANDBAG // HEELS

2

ALC CROPPED BLAZER:

This cropped blazer from A.L.C. is one of my favorites because it’s SO comfortable! It’s made with a bit of stretch to the cotton so it flexes with your body but it will still keep you cool in the end-of-summer heat. The luxe gold hardware really elevates this jacket to the next level as well! I’m wearing a size 2 in this fall must-have.

SHOP NOW

Dallas fashion icon wears a denim midi skirt with a white top and cropped olive blazer as one of the best transitional jackets.

BOMBER JACKET (XS) // TANK (XS) // DENIM MIDI SKIRT (24) // SIMILAR HANDBAG // SIMILAR PLATFORMS

SHOP LOOK 3:

3

CROPPED BOMBER JACKET:

This next cropped bomber jacket is from Express so you know you’ll be getting designer quality for a fraction of the price! This jacket is under $100 and comes in one of the hottest colors for fall: olive green. The fit is fantastic and the cropped length goes perfectly with my midi skirt. I’m wearing an XS in this fall staple and find it fits true to size.

SHOP NOW

Fashion Influencer over 40 from Dallas wears a brown skirt with a distressed denim jacker with gold accessories as one of the best transitional jackets.

SHOP LOOK 4:

Over 40 fashion blogger wearing a distressed denim jacket with a brown skirt and white top as a transitional look from summer to fall,

DENIM JACKET (XS)FOR LESS // STRAPLESS TOP(XS) // SKIRT (24) // SIMILAR HANDBAG // HEELS

4

FRAME DENIM JACKET:

A denim jacket is a closet staple that can be worn all year round so it’s no surprise to find one on my list of the best transitional jackets for summer to fall. This one by Frame is one of my favorites because it has an edgy distressed hem and it comes in the perfect medium wash. I’m wearing an XS in this wardrobe essential and find it fits true to size.

SHOP NOW

BETTER FOR BUDGET:

If the designer version above is out of your budget not to worry! This option from Mavi Jeans has a fabulous price point under $70 and the bleached hem really sets it apart. Whichever option you choose, I guarantee these jackets will function beautifully through the end of summer to the fall season.

SHOP NOW

Over 40 Dallas stylist wearing ivory blazer with split-hem jeans and a brown bodysuit.

BLAZER (XS) // BODYSUIT (XS) // JEANS (24) // SIMILAR HANDBAG // GOLD HEELS

SHOP LOOK 5:

IVORY BLAZER (ON SALE):

Last but not least on my list of the best transitional jackets is this classic blazer from Express with a twist. The slightly padded shoulders and stretch fabric improve your typical blazer while keeping all the traditional elements we love. I also happen to think this is THE perfect neutral beige shade, not too warm and not too cool. I’m wearing an XS in this fabulous fall staple.

SHOP NOW

FEEL FREE TO SUBSCRIBE TO MY NEW YOUTUBE CHANNEL FOR STYLE, BEAUTY, AND FITNESS TIPS TO HELP WOMEN LOOK AND FEEL CONFIDENT

CHECK OUT MY INSTAGRAM SHOP TO SHOP ALL OF MY INSTAGRAM LOOKS

YOU CAN ALSO DOWNLOAD THE LIKETOKNOW.IT APP AND FOLLOW ME ON IT BY CLICKING HERE.

STAY IN THE KNOW:  SUBSCRIBE to receive exclusive sale alerts, life-changing style tips, and fabulous giveaways, AND GET ACCESS TO MY VIP WARDROBE ESSENTIAL VIDEO ONLY FOR SUBSCRIBERS! 

Thank you so much for stopping by today, I truly appreciate you!

XOXO, HEATHER

My mission is to empower women to look and feel confident. I hope through the different looks I create that I am able to inspire YOU to express yourself in a way that makes YOU feel good – on the inside and on the out. If you wear what you love and what you feel your best in your confidence will shine through and that is the best accessory a woman can wear! Every woman deserves to look and feel like the best versions of themselves, no matter what their age!

Follow Heather
  • videos
  • fashion
  • chic-at-every-age
  • beauty

HANDS-DOWN THE 5 HOTTEST COLOR TRENDS OF 2025 AND HOW TO WEAR THEM

5 OF 2025’s HOTTEST DENIM TRENDS & HOW TO STYLE THEM

5 Shoe Trends Out of Style in 2025 & What to Wear Instead

5 OF 2025’S HOTTEST FASHION TRENDS

THE MOST SLIMMING JEANS EVER STYLED 3 WAYS

HANDS-DOWN THE 5 HOTTEST COLOR TRENDS OF 2025 AND HOW TO WEAR THEM

5 DATE NIGHT LOOKS PERFECT FOR VALENTINE’S AND BEYOND

STYLING ONE OF 2025’S HOTTEST DENIM TRENDS 3 DIFFERENT WAYS

CHIC AT EVERY AGE FEATURING 10 CHIC TOPS GUARANTEED TO TAKE YOU MANY PLACES IN STYLE

SERIOUSLY THE BEST UNDER $100 SUMMER DRESS EVER!

CHIC AT EVERY AGE FEATURING 7 UNDER $100 TOPS FOR SPRING

CHIC AT EVERY AGE FEATURING THE “IT JACKET” FOR SPRING

Look Up To 10 Years Younger With These Amazing Make Up Tricks + Top Gifts for the Beauty Lover ALL ON SALE!

8 BEAUTY ITEMS I USE ON REPEAT AND EVERYTHING IS PART OF THE NORDSTROM ANNIVERSARY SALE

2023 HOLIDAY GIFT GUIDES: GIFTS FOR THE BEAUTY LOVER

10 BEAUTY PRODUCTS FROM THE NORDSTROM ANNIVERSARY I SWEAR BY