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An autumn afternoon sounds like the perfect time to go on a date. When the leaves start to drop colorfully and the pumpkin spice lattes start to brew, it’s hard not to feel the romance in the air.
If you’re going on a date, try these casual date outfits for fall and you’ll look chic.
Whether your ideal fall date involves bike rides and hiking as you take in the autumn foliage, visiting a cidery or winery, having a movie marathon at home, visiting a farmers’ market, an amusement park, going on a picnic or a restaurant date, there are chic ways to dress up for such a casual date without overlooking your style and comfort.
See The Contents
- 1 Casual Date Outfits For Fall To Look Chic
- 2 Free Cheat Sheet to Look Effortlessly Expensive And Put Together
- 2.0.1 4. Oversized Sweater Dresses & Boots
- 2.0.2 5. Sweater Vests & High Heels
- 2.0.3 6. Chunky Sweater & Shorts
- 2.0.4 7. Chunky Sweaters & Leather Pants
- 2.0.5 8. Leather Pants & Blazers/Jackets
- 2.0.6 9. Long Coats & Denim Jeans
- 2.0.7 10. Fall Coats & Leather Leggings
- 2.0.8 11. Cargo Pants & Stilettos
- 2.0.9 12. Long Skirts
- 2.0.10 13. Summer Dresses & Boots
- 2.0.11 14. Blazer Dresses & Long Boots
- 2.0.12 15. Rock Bodycon Sweater Dresses
- 2.0.13 16. Miniskirts & Long Boots
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Casual Date Outfits For Fall To Look Chic
Since fall is more romantic than you think, here are chic date outfits to rock all fall:
1. Oversized Cable-knit Sweaters & Denim Jeans
This pairing of an oversized cable sweater and denim jeans, whether blue-wash, black, or grey, is proof that a safe casual ensemble can still be chic.
If you wish to effortlessly step up your ensemble with a pair of shoes, complement your look with a pair of white sneakers or leather boots.
A grey knit open cable-knit cardigan and grey ripped jeans paired together are such a dreamy ensemble for those dressers who appreciate ultra-cool styles. Introduce grey leather ankle boots to the mix for an added touch of polish.
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2. Denim Jeans & Jackets
Consider pairing a denim jacket with a jeans-and-a-tee combo for head-to-toe comfort dressing. In the shoe department, go for something dressier by finishing with a pair of black booties.
Choose a leather biker jacket and black skinny jeans for a casual fall outfit with a twist. Let your expert styling truly shine by complementing this look with knee-high leather boots.
You can also swing into something laid-back yet current with a black jacket and grey jeans. A pair of black leather boots is a savvy option to round off your getup.
3. Oversized Hoodies & Ankle Boots
This casual pairing of an oversized hoodie and pointed-toe ankle booties is a real lifesaver when you need to look great but have no extra time. Complete this ensemble with a cute handbag for a sense of elegance.
4. Oversized Sweater Dresses & Boots
Try teaming an oversized sweater with over-the-knee boots to create a totally stylish and current laid-back ensemble. Feeling inventive? Change things up a bit by laying atop your favorite coat or blazer.
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5. Sweater Vests & High Heels
If you’re searching for a casual but also absolutely stylish getup for your fall date, wear an oversized sweater vest over a white shirt. Bring an instant sultry vibe to this ensemble by rocking a pair of strappy heeled sandals.
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6. Chunky Sweater & Shorts
For an outfit that’s super simple but can be modified in a variety of different ways, opt for a chunky sweater and leather shorts. Add a pair of brown boots to the mix et voila, the outfit is complete.
You can also dress a long coat over this look. Black combat boots are guaranteed to infuse an air of sophistication into your look.
7. Chunky Sweaters & Leather Pants
The combination of an oversized sweater and leather pants is extremely easy to throw together and so comfortable to wear a variation of as well! For maximum impact, introduce boots, pumps, or white sneakers to the equation.
8. Leather Pants & Blazers/Jackets
For a fall date outfit that offers function and chicness, make a blazer or leather jacket and black leather leggings your outfit choice. Finishing off with a pair of fall boots is a good way to introduce a dash of edginess to your outfit.
9. Long Coats & Denim Jeans
For an edgy and casual outfit, pair a long coat with your favorite pair of jeans — these two items go perfectly well together, no matter your inner layer.
For a modern on and off-duty mix, add a pair of white sneakers or ankle boots to the equation.
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10. Fall Coats & Leather Leggings
For a classic-meets-cool look, wear your winter coat with leather leggings, in your preferred color — think black, brown, or olive green. Let your styling prowess really shine by completing this getup with leather boots or white sneakers.
11. Cargo Pants & Stilettos
Inject safari-style into your casual fall date outfit by pairing your favorite olive green cargo pants and a well-fitting top. A pair of nude pumps or sandals effortlessly steps up the wow factor of this getup.
12. Long Skirts
For your casual fall date outfit, go for something classic yet modern with a long olive green pencil skirt and a fitting top. Add open heeled sandals, a fedora, and a purse to the mix and you’re good to go!
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If you’re a fan of relaxed combos for your fall date wardrobe, why not opt for an animal print pleated skirt and a turtleneck top? Introduce a statement belt and ankle boots to your ensemble and off you go looking smashing.
13. Summer Dresses & Boots
Look seriously chic yet off-duty by wearing a floral dress on your fall date. To introduce some extra oomph to this look, complete your getup with leather-heeled boots, and if it’s getting cold, rock a cardigan or leather jacket.
14. Blazer Dresses & Long Boots
You’ll be surprised at how extremely easy it is to pull together this laid-back look. Just a blazer dress and a statement belt to cinch your waist. Black combat boots are guaranteed to inject a hint of sophistication into this look.
15. Rock Bodycon Sweater Dresses
If you’d like to take your casual fall style game up a notch, opt for a bodycon sweater dress. Finishing off with white low-top sneakers or pointed-toe ankle boots is a guaranteed way to add an air of class to this ensemble.
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16. Miniskirts & Long Boots
This look is indisputable proof that a plaid blazer and a plaid mini skirt are amazing when worn together in a casual getup.
Go the extra mile and jazz up your look by rocking a lace top and slipping into brown leather knee-high boots.
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Ready for your autumn date? Try these casual date outfits for fall!