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Planning the perfect fall or winter ensemble is tricky enough — especially when you’re still in the thick of summer temperatures. During that in-between period when the days are warm but the nights cool down pretty significantly, we prefer to lean into more transitional styles and layering techniques to ensure we feel comfortable regardless of what the weather is like. We love pairing a jacket over a dress for the ultimate summer-to-fall look that can take us from the office to happy hour and beyond — and evidently, there are a lot of cool jacket options to shop online these days.

Dresses with jackets might seem like an unlikely combo at first, but really it’s one that makes perfect sense for any occasion when you’re not quite sure what to wear — whether it be because of the dress code or fluctuating temperatures. If you’re wondering what kind of jacket is best to wear with a dress, we shopped out the best jackets to wear with dresses that you’ll actually be excited to style on repeat this fall. From the best jackets to wear with a formal dress and more polished layers like a poncho or blazer, to relaxed daytime outfits like a classic jean jacket with a dress pairing, there’s an option in here that’s perfect for everyone — regardless of your personal style or budget.

Keep reading to browse our selects.

— Additional reporting by Samantha Sutton and Nikita Charuza

Kyley Warren

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