Four Outfits for All Your Fall Activities – Casual and Dressy Casual Fall Outfits

4 Casual & Dressy Casual Fall Outfits

Huge thanks to JCPenney and ShopStyle for sponsoring this post

Anyone else’s calendar filling up with fall events?  Today I’m partnering with JCPenney and ShopStyle to share four of my go-to fall outfit ideas to help you get dressed for all those fall activities!  Whether you need a casual fall outfit or a dressy casual one, I’ve gotcha.  Even better?  These outfits are full of fall staples that remix endlessly, and they’re really affordable!  Fantastic pieces to build your closet with!

No joke, at least three times a week I say to someone on the PMT Team or to a friend, “I’m loving JCPenney!”  Why?  JCPenney has some GOOD staples that I’ve recommended to many friends who are rebuilding their wardrobe, and the prices are amazing!  They also have cute statement pieces that are very affordable, which allows me to freshen up my closet and try new styles without breaking the bank.

I’m so excited about today’s post because I basically found a mini fall capsule wardrobe for you that is extremely affordable.  Even better news?  You can get 40% off select regular-priced purchase of $40+ or 60% off your regular-priced purchase of $100+ with code TOSAVE38 through 10/24! 😮 So, let’s get to it!

SIZING: I’m 5’6″ and usually S/M or 6 in clothes, 8.5 to 9 in shoes.


black and white striped shirt + maroon cardigan + black skinny pants + taupe booties + black tote + business casual outfit maroon cardigan + black and white striped shirt + black skinny pants + taupe booties + black tote + business casual outfit black and white striped shirt + maroon cardigan + taupe booties + black skinny pants + black tote + business casual outfitutility jacket + striped tee + black jeans + taupe booties casual fall outfit

1. Striped Tee + Cardigan or Utility Jacket + Black Jeans
This is my #1 everyday casual fall outfit.  Whenever I have to get dressed quickly, I throw on some variation of this.  It’s put together while being casual and comfy enough to wear with kids!  (Switch to slip-on sneakers for an even more casual vibe.)  I do this combo with a cardigan in any color or a utility jacket, so I showed both versions above.

A striped tee is a MUST!  The one I’m wearing is very soft and stretchy, can be worn under any cardigan or jacket, and is only $13 or less with the sale!  If you’ve been looking for a long sleeve striped tee, definitely check this out HERE!  I wear size S.

An oversized cardigan is another of my closet staples, and this one has a fun texture and more open weave.  It is lightweight but is a bit chunky because of its fun texture.  It’s only $26.40!  Comes in 7 colors HERE!

You could do this outfit with dark wash jeans, but black jeans are a refreshing change!  I’ve had this pair for about a year and really like the fitted ankle.  They are only $29.40 or less right now, so if you’re looking for a pair, try them HERE(Be sure to mark the size range correctly on the product site.  It defaults to Misses Short, which has very limited stock.  Misses and Petite are almost fully in stock.)

Shop the Outfit
Top: c/o JCPenney (exact–wearing size S)
Cardigan: c/o JCPenney (exact–wearing size S)
Jeans: c/o JCPenney (exact–wearing size 4)
Boots: (similar)
Tote: c/o JCPenney (exact)


yellow plaid top + olive utility jacket + skinny jeans + taupe booties + cognac toteolive utility jacket + yellow plaid top + skinny jeans + taupe booties + cognac toteyellow plaid top + skinny jeans + olive utility jacket + taupe booties + cognac tote

2. Plaid Top + Jeans + Utility Jacket
Another go-to fall outfit idea is a plaid top with jeans.  I usually throw on a utility jacket or a cardigan when I need another layer.  Plaid screams fall, and it provides more color and visual interest than a striped tee.  This is a fun casual fall outfit for a pumpkin patch, fall festival at school or church, apple picking, or any other really fall-themed activity you’ve got!

This utility jacket is really soft with stretch, and comfy to wear all day!  Its structure, details, and shorter length create a flattering fit. You can see it on me here, but it also looked SO good on my friend who is 5’3” and size 16.  It was great for her petite frame and flattering on her curves!  Snag it HERE.  I wear size M.

This top is really soft and lightweight, and I love the yellow for fall!  Well, actually, I love yellow year round. 😆 If yellow’s not for you, it comes in 8 colors HERE!

Shop the Outfit
Top: c/o JCPenney (exact–wearing size S)
Jacket: c/o JCPenney (exact–wearing size M)
Jeans: c/o JCPenney (exact–wearing size 6)
Boots: (similar)
Tote: c/o JCPenney (exact)


rust orange sweater + tan vest + skinny jeans + taupe booties + cognac totetan vest + rust orange sweater + skinny jeans + taupe booties + cognac totetaupe vest, orange sweater, jeans, booties, casual fall outfittaupe booties + rust orange sweater + tan vest + skinny jeans + cognac tote rust orange sweater + skinny jeans+ tan vest + taupe booties + cognac tote

3. Sweater or Tee + Vest + Jeans
There are many ways to change this up to make it more casual or a little dressier.  I went for a nicer casual look that you could wear for lunch with friends.

It took me years to feel like vests were worth the investment (see what I did there?😜) but now I see the beauty of them.  I love that you can wear them over sweaters and sweatshirts.  Sometimes you need an extra layer with bulkier items like sweaters, but lightweight jackets may not fit over the sleeves, cardigans look weird over sweaters, and a full coat may be overkill.  Enter, the vest.  So perfect!

This vest is timeless and classy, and it can be dressed down or styled for a nicer casual look like this one.  It’s lightweight and has pretty metallic buttons that make it look expensive–but, it’s actually super affordable!  Only $26.40 or less with the sale! Comes in 9 colors and printsIf you’ve been wanting to try a vest, this is a great affordable option to experiment with.  It’s available in regular and petite HERE and plus sizes HERE.

This lightweight sweater is nearly sold out in this color, but it’s so dang cute that I’m considering getting the black one too!  It’s fitted in the torso but has volume from the cute puffed shoulders and ballon sleeves.  Those details dress it up from your standard pullover sweater and make it adorable!  (Also, see how a vest still shows off those details?  Awesome!) This sweater is just $22.20!  Snag it in black HERE.

Shop the Outfit
Top: c/o JCPenney (exact–wearing size S)
Vest: c/o JCPenney (exact–wearing size S)
Jeans: JCPenney (exact–wearing size 6)
Booties: (similar)
Tote: c/o JCPenney (exact)


maroon sweater + black leather jacket + black skinny pants + leopard print heels + black purse black leather jacket + maroon sweater + black skinny pants + leopard print heels + black purse black skinny pants + maroon sweater + black leather jacket + leopard print heels + black purse maroon sweater + black leather jacket + black skinny pants + leopard print heels + black purse

4. Sweater or Top w/ Details + Moto Jacket + Black Jeans
Last up is a dressy casual fall outfit for a date, nice dinner with friends, or dressier Thanksgiving dinner.  This works with a top or a sweater.

For dressier outfits, go for items with special details.  This gorgeous sweater has an open weave that gives it visual interest and texture, a ruffled mock neckline, and balloon sleeves.  These details make it more special!  This sweater comes in maroon and black, but since I shared it last week on Instagram and Facebook, availability is really limited.  It’s just $26.40 or less on sale, so see if you can catch one of them HERE!  There’s a similar one with a scallop neckline and hem HERE.

My go-to layer for dressy casual outfits is a moto jacket.  This style is really, really classic.  It works for so many events, from casual outfits with jeans, to dressy casual outfits like the one above, and for weddings with nicer dresses!  The one I’m wearing above is from a couple of years ago, but there is a very similar one HERE.

Shop the Outfit
Top: c/o JCPenney (exact–wearing size S, similar)
Jacket: JCPenney (almost identical)
Jeans: c/o JCPenney (exact–wearing size 4)
Shoes: (similar)
Bag: (similar)

Ahhh, I love fall style!  Those are some of my favorite outfit combos to wear in the fall, and I hope they help you feel put together at all the fun fall activities!  Do you have activities to wear any of these outfit combos for this fall?



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