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How to dress in September: outfit ideas, combinations, and the colors of the month

by Urban Star 25 Aug 2025

 How to dress in September is the question all workers returning from vacation or students facing back to school ask themselves. September, on the other hand, is a transition month from the scorching heat of summer to the much milder temperatures typical of autumn. That’s why understanding how to build outfits for September, considering all variables like the temperature difference between day and evening, can be slightly difficult. Don’t worry: the September matching guide is here! We will talk about the most suitable fabrics for the seasonal change towards autumn, the trendiest colors according to 2025 fashion, and style tips to keep in mind to face the most feared month ever.

How to dress in September: colors of the month and combinations

How to dress in September: tips for the seasonal change

Talking about in September  means planning new beginnings: back to school and returning to work, as well as the post-vacation routine. The transition from summer to autumn, on the other hand, requires a reorganization of one's wardrobe that takes into account personal needs and the change of season. While fabrics like linen can work even during the first days of September, others such as cotton, denim, synthetic fibers like nylon, and some wool blends are the most suitable. Among the most recommended strategies is layering or layering, the art of dressing in layers combining functionality and fashion without sacrificing your style. Everything is strictly related to the starting weather conditions, of course. The  linen,  even if extremely light and breathable, for example, it can still be used in case you were wondering how to dress in September . The must-haves to focus on? Shirts, chinos, daily sporty pants, light jackets layered with monochromatic or printed t-shirts. In the second part of the month, we can also include outerwear like trench coats, light coats, leather jackets, and clothing such as blazers, denim jackets, midi skirts, wool blend crewneck sweaters, and suede sneakers. 

Outfit ideas for September: day and evening looks

As we said, September is a month that unfolds in several phases including both an early part closer to summer temperatures and a more autumnal one. Another distinction to make would be between day and evening looks considering that, most of the time, the temperature variation could influence our way of dressing in September. For men's looks daily , for example,  Stone Island  and Carhartt WIP are definitely two valid alternatives: minimal and streetwear at the same time, they are two layerable and incredibly versatile brands. For evening looks, in fact, you just need to add a light outerwear piece like the OG Detroit from Carhartt WIP or the light models from Stone.

Returning to the matter  how to dress in September,  also for women's looks the logic is the same: lighter and more breathable outfits during the day and layering always at hand, especially towards the evening. A brand to bet on?  Sessùn : thanks to its clean and minimal lines with a French style, this brand works for both casual and more refined looks. For a more playful and maximalist style, Essentiel Antwerp could work perfectly for both day and evening outfits. If you have a streetwear style, Carhartt WIP remains a must.

The colors of September: trends and combinations

Understanding how to dress in September also involves a more precise study of the colors. The transition from the delicate, light, and bright shades typical of summer fades into a more intense and dark color palette, which takes up the typical autumn hues: the  browns , warmer beiges, reds like burgundy or bordeaux, and darker greens are definitely welcome in your September wardrobe. Try to visualize a color scheme composed of brown with touches of burgundy , in beige and pink, and build a look that faithfully reproduces this harmony. A long-sleeve polo like the one from Carhartt WIP, paired with classic blue wash jeans from Carhartt WIP and a sneaker like the  New Balance  Made in UK 991 in the "Grape Sorbet" colorway perfectly captures the idea of a balanced autumn look. To finish with an accessory, you could for example add a pink wool beanie from Stone Island. Another big trend for  September outfits  women 2025 is the leopard print, both on clothing and on accessories like belts or sneakers. Here you can experiment with both bold and minimal looks, introducing the leopard print as a detail or making it the undisputed protagonist of your look.

How to dress in late September: more autumnal looks

Let's now move towards the end of September to understand how to structure warmer and layered outfits. For example, we can introduce a wool crewneck sweater like the beige one from Stone Island and pair it with a pair of dark jeans like those from Carhartt WIP or a pair of brown or burgundy cargo pants. As sneakers, you could pick up the beige shade of the sweater with a pair of  Nike  P-6000 in Light Khaki to balance everything out. Also the women's outfits for September , of course, can include pieces like tailored or casual blazers in brown tones or merino wool vests to pair with short-sleeve t-shirts during the day and shirts or long tees towards the evening. Also, the pieces from Essentiel Antwerp, essential and playful at the same time. They allow you to create outfits for late September with an autumnal charm. You can pair the cardigan with contrasting details in a deep burgundy violet together with black baggy jeans. Alternatively, for a more refined look to wear at the office or in the evening, you could opt for a double-breasted patterned blazer to pair with burgundy faux leather bermuda shorts and knee-high boots.



How to dress in September: mistakes to avoid

At the end of the guide on how to dress in September, it is good to remember which mistakes to avoid. The first, actually, is a very strategic suggestion: check the weather. A primary mistake to note for September outfits is repeating combinations that are too summery: excessively short shorts, tank tops, or t-shirts can still be used for much of September (depending on the geolocation, let's remember), but it is always better to have an overshirt, a light jacket in denim, cotton, or nylon like the colorful models of Comme des Garcons Play x K-Way. 



Analyzing the combinations, layering strategies, and trending colors for the month of new beginnings, understanding how to dress in September will be a rather simple task. Always remember to have a piece to layer with, like a vest or a striped shirt. If you wish, you can also start introducing garments in autumnal colors such as burgundy, forest green, and shades of brown, adapting them to your personal style. Blue, white, and black, of course, remain colors that know no seasons and that you can always introduce into your wardrobe.



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