How to Transition an Outfit from Summer to Fall – Multiple Examples

August 14, 2019

Today I am excited to share in in depth post about how to transition an outfit from summer to fall. With August upon us, the start of football season, and fall clothes filling the racks, we are all beginning to start thinking about fall. I don’t know about you, but fall is my favorite season for clothing!! Here in Oklahoma, the reality is that we don’t really get fall temps until October or November. What’s a fashion lover to do?

How to Transition an Outfit from Summer to Fall

How to Transition an Outfit from Summer to Fall - Multiple Outfit Examples Plus Styling Tips #summertofall #summer #fall #howto #fallfashion

With a few key things in mind, you can easily transition a full summer look to a fall one in no time, and I have several outfits below to illustrate. I’ll be keeping the exact same outfit base and swapping it from one season to another with some easy to follow tips. When selecting summer wardrobe items, if you buy smart these pieces can work for multiple seasons and settings. 

Summer Key Styling Ideas

  1. In Summer, pick sleeveless or short sleeve options. 
  2. When it comes to print, think of things that will work for now and later so you have versatility. Yes, light fun florals are great and they definitely have their place (we all love them!). However, if you want to wear it in summer and fall, opt for a slightly darker print. 
  3. Pair your prints with lighter pieces or alone in dress version so they don’t feel too heavy/dark in the summer season. 
  4. Add summer accessories and shoes!

Summer Outfit 1 – Swing Dress

Why this Works? A swing dress is universally easy to wear and versatile. The sleeveless fit and darker print make it perfect for summer. I’ve added sandals and tied a jean jacket around my waist for shape. You could easily dress this up for a work setting too. 

how to transition an outfit from summer to fall using the same base outfit transitioning a summer look to fall

Summer Outfit 2 – Jeans and Blouse

Why this works? The darker blouse will be perfect to transition to fall, but the sleeveless cut and light fabric makes it perfect for summer now. I paired it with my white jeans to keep the overall feel of the outfit light. Since the blouse has some olive green coloring in it, I decided to pair it with cognac accessories. 

dark floral peplum top and white jeans for summer can be easily transitioned to fall cute summer business casual jeans outfit

Summer Outfit 3 – Shorts

Why this works? I love this tunic top paired with denim. It’s a fun color that will easily work for early fall as well. 

how to transition a summer top to fall

Fall Key Styling Ideas

When it comes to swapping these looks for fall, the base outfits were already so great I just had to change a few accessories. 

  1. Change out your sandals/summer shoe for a more fall like feel. This could be a peep toe boot, a boot, or even a mule or sneaker. 
  2. Add an outer layer. When you start with a top that is either a short sleeve or sleeveless, you will not be too hot with an outer layer. In early fall you want to avoid two long sleeve layers. 
  3. Accessorize! If it is still too how to add layers, consider adding a hat or other fall accent that may give your outfit that fall vibe without adding too much heat. 

Fall Outfit 1 

Compared to the summer version, all I did was add my jean jacket (light version) and swap my shoes for a peep toe bootie. In the second pic, I also added a hat. So easy and also still pretty cool until we really get those crisp fall temps. 

easy tips for transitioning your summer look to fall easy tips to make your outfit ready for fall, how to style your look for fall, swing dress with jean jacket, booties, and hat

Fall Outfit 2

By simply adding a cardigan and swapping my slides for booties, this look is instant fall goodness! Makes me so ready!!

how to transition your look for fall, adding layers for fall, fall white jeans outfit easy swaps to make a summer outfit ready for fall

Fall Outfit 3

To transition this look to fall, I changed my shorts for jeans and my sandals for closed toe mules. I also added a hat. The combination isn’t too over the top fall but will be perfect for those early fall days. 

News on 6 TV Guest Appearance

Wondering where this post all stemmed from? Well, I was fortunate enough to be a guest on a new segment of a local Tulsa newscast. News on 6, the CBS affiliate, is running a 4 pm show that has a more lifestyle component to it. I recently visited to talk all things fashion! I did one segment on summer to fall fashion and one on football fashion (coming soon!). Why not turn the segment into a post? Here’s the actual photo of the outfits I styled. 

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  • Reply Emma Peach August 17, 2019 at 5:49 pm

    Congrats on the TV appearance! Fabulous outfits…I love the swing dress with the denim jacket!

    Emma xxx

  • Reply Jessica August 16, 2019 at 3:13 am

    These are super chic dear, especially the first dress. So lovely on you!

    Jessica |

  • Reply Cheryl Shops August 15, 2019 at 11:43 pm

    It’s finally summer here in San Franciscoβ€”I’m not ready for fall yet! =)
    Cheryl Shops |

  • Reply Neha Gandhi August 15, 2019 at 1:58 pm

    Its so amazing how a jacket can transform your entire look and style. I love the bluse denim jacket on you. it adds an extra charm to the entire look. great.


  • Reply Laura Bambrick August 14, 2019 at 1:53 pm

    These outfits are all so cute! I love the darker blouse and the way you wore it both ways! All of these items are fabulous for fall!

  • Reply Meagan Brandon August 14, 2019 at 1:30 pm

    We are totally on the same page with our blog posts today! Love these tips! That dark green cardigan is such a unique color.


  • Reply Julie | This Main Line Life August 14, 2019 at 9:37 am

    Great post and I love that cute little dress. The colors in it are perfect for wearing into the fall with a little jean jacket.

  • Reply lorena August 14, 2019 at 9:33 am

    I totally adore and feel that I now need a swing dress like yours!

  • Reply Kate August 14, 2019 at 8:34 am

    I can’t get enough of swing dresses, they’re just so cozy chic <3

    Green Fashionista

  • Reply Amy Johnson August 14, 2019 at 8:09 am

    These are such great transitional outfits!

  • Reply Rach August 14, 2019 at 8:05 am

    Omg congrats on the feature!! And this segment was totally worth turning into a post. Loving all the Fall outfit ideas!

  • Reply Grace Liang August 14, 2019 at 8:03 am

    This is such a great post! I always love seeing how you transition Summer outfits to Fall! You have amazing style.

  • Reply Kelly R August 14, 2019 at 6:47 am

    LOVE all of these looks and how you transitioned them! I have that olive cardi and it seriously is the perfect transition piece!

    Rosy Outlook

  • Reply Jill August 14, 2019 at 6:39 am

    Congrats on your TV segment! That’s so exciting! Love all of these fall transition ideas!

    Jill – Doused in Pink

  • Reply Shelbee on the Edge August 14, 2019 at 6:29 am

    What a great post! I have a post coming tomorrow about transitioning our wardrobes from summer to fall. It’s all about lightweight layers in fall colors for me! And how exciting that you got to do a segment on tv! Congratulations!


  • Reply Andrea Nine August 14, 2019 at 5:31 am

    LOVE these kinds of posts. A cardi or jean jacket over dress is a favorite way to transition. CUTE outfits!!

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