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Summer days are dwindling, and that means it’s time to start getting your closets ready for fall-weather fashion. If you’re not yet ready to give up on summer styles just yet, you’re in the right place. We hunted down summery dresses with details that help them easily transition into cozy, fall essentials. And these 17 Amazon picks? They’re stylish, comfortable and all under $50.
Denim shirt dresses, puff-sleeve pieces and long-sleeve maxis are all available on Amazon, taking you from breezy summer days to autumnal adventures without a hitch. And trust Us — don’t hesitate to snag all your affordable favorites now while they stat at just $17. Fall days will be here before you know it!
17 Easy-Going Dresses to Wear From Summer to Fall
All Four Seasons
1. Fresh Florals: Rock this gorgeous $35 floral sun dress with summer sandals or style it with a denim jacket and boots for cooler days ahead.
2. Buy Every Color: Over 1,000 customers snagged this V-neck shirt dress just this month. It’s currently 38% off, which means we’re eyeing every color while it’s $17.
3. Layer-Friendly: A tiered midi dress, like this flutter-sleeve number, transcends all seasons. Wear this on-sale find with a light jacket for those upcoming pumpkin-patch adventures.
4. Year Round: A three-quarter-sleeve bodycon dress is versatile to rock all year round. Wear this $24 pick on its own for warm-weather days or accessorize with a scarf for fall outings.
5. Print-Tastic: You can wear this colorful long-sleeve maxi dress all year long without a hitch. It’s currently 20% off!
6. Wedding Guest Ready: A pleated midi dress, like this discounted one, is perfect for that fall wedding on the agenda.
Professional Poise
7. Investment Piece: This crisp and cute button-up shirt dress has an elevated look that’s practical and perfect for workwear wardrobes.
8. Work to Weekends: Picking out an outfit for cocktail hour? We can’t resist this midi A-line dress that has a high neckline and a flattering fit.
9. Casually Cool: A fitted T-shirt dress is easy to dress up for work and play. For example, this $24 one goes well with tights and boots for cooler-weather days.
10. Mermaid Vibes: Style this $35 fishtail-hem maxi dress with a denim jacket for a relaxed, everyday outfit.
11. Compliments Guaranteed: This pink pleated shirt dress is not only gorgeous and comes in tons of color options, including pink, navy blue and brown.
Everyday Ease
12. Figure Flattering: This under-$30 A-line button-up dress looks great on practically every shape and size. Layer with a cardigan for crisp, cool days.
13. Comfy Cozy: Reviewers rave about this casual short-sleeve maxi dress that’s perfect for transitioning to fall fashion.
14. Sorority Girl: This popular Polo-style shirt dress pairs well with fall leaves and pumpkin spice lattes.
15. Trendy Style: Say hello to tights and boots in this short bubble-hem dress, which is majorly in right now.
16. Pretty Puff Sleeve: It’s a universal truth that smocked puff-sleeve dresses never go out of season. This one is currently 50% off!
17. Western Style: We’ll never say no to a classic denim shirt dress, especially when it looks as cute as this pick from Wrangler.
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