15 Cute & Comfy Fall Outfits

Hi there!  How has your week been?  Ours keep seeming to fly by and I’m a little bit in disbelief that next week is already Halloween!  I think it’s going to be extra fun this year with Jordan getting to run around ‘trick-or-treating’ and understanding it a little more.  I so love this time of year and our temperatures are finally cooling off, so it’s actually starting to feel like Fall here!

For today’s post, I’m trying something a little different and sharing 15 Fall Outfits- complete looks with tops/bottoms/shoes and accessories- with a twist that they are all flat lays.  I’m hoping that seeing the pieces closer up and accessorized helps give you some ideas for your own outfits!  Or just copy these looks! 😉 Let me know if you like this!

15 Fall Outfits to Copy

Let’s get to it!


15 Fall Cute & Comfy Fall Outfits

Sweater • Jeans • Scarf Necklace • Similar Booties (On Sale)

Now if this outfit doesn’t say “Fall”, I don’t know what does!  I’m actually showing you the back of the sweater so you can see the fun button detail.  The sweater runs TTS and comes in other colors too.  This long plaid scarf has all the Fall colors and makes a great home decor accent too.



Top • JeansShoes • Belt

Not sure what I’m more obsessed with- the soft as kittens ?tie sleeve top, or the comfy bow slides! ?I wear 6 or 6.5 shoe and the 6.5 were my perfect size in these. They are my Fall shoe alternative to flip flops! ?


15 Fall Cute & Comfy Fall Outfits, heart sweater bootleg jeans and heels

Jeans • Sweater • Similar Scarf Shoes

I’m all heart eyes over this burgundy heart sweater that you saw first in my Fall Outfits | Work to Weekend post. I wore it with knee high boots there, but here, it will look great with your bootcut jeans and I usually pair those with pointy-toe heels for the most leg lengthening effect.


15 Fall Cute & Comfy Fall Outfits, striped sleeveless sweater with jeans and bootiesTop (50% off) • Booties (20% Off) • Jeans • Necklace

When your heart says Fall, but the temps still say “Summer”, a sweater tank is a perfect compromise.  I like the nautical feel on this top, including the shimmery gold buttons. My jeans are pricey- but worth every penny, I promise.  They make you look like a skinny mini and hide every flaw- not that we have any! 😉 They have the perfect amount of stretch to be ultra comfy, but not so much that your booty’s sagging by the end of the day.  They fit TTS.  Get them and thank me later.


15 Fall Cute & Comfy Fall Outfits- white bell sleeve sweater dress with tall boots #fallfashion #falloutfit

Dress 0P • Necklace • Boots • BraceletEarrings

I hope you get a chance to snag this fantastic cable knit sweater dress before it sells out! It fits like a dream and not too snug or scratchy (there’s no wool in it;).  I’m digging the neutral pairing of these tall buttery tan knee-high boots with the gold accessories. Looks super classy! See the boots worn with jeans and a cardigan here.


15 Fall Cute & Comfy Fall Outfits- cargo pants and striped bell sleeve sweater with slip on sneakers #fallfashion #falloutfit

Pants 24P (Size Down) • Sweatshirt (50% off) • Sneakers • Earrings • Necklace

You’ll be every bit as comfy as cute in these skinny cargos, striped pullover, and slip-on sneakers.  The sweater has slight bell sleeves and is ‘bracelet length’ so you can show off your wrist accessories game. I searched high and low for the perfect pair of super comfortable, but still stylish – we don’t need orthotics yet! –  pair of sneakers.  These were the winner hands down.  I walked all of NYC in them and my feet thanked me later!  Normally, I’m hobbling by the end of the day, but not in these.


15 Fall Cute & Comfy Fall Outfits, pink pullover with grey jeans and booties

Pullover • JeansBooties (On Sale) • Necklace

Totally smitten with grey + blush pink combo for Fall! ? This top is so cozy soft and the grey skinny jeans have just the right amount of stretch- only $64! The booties are on sale too!


15 Fall Outfits for Your Wardrobe, #fallfashionideas

Sweater • Jeans • Similar Booties (On Sale) • Earrings

This outfit got to accompany Jordan to the pumpkin patch.  The striped sweater adds a punch of color to your jeans and tan booties.  Love these colors for Fall.


15 Fall Cute & Comfy Fall Outfits- magic rushed dress with plaid poncho and leopard heels #fallfashion #falloutfit

Dress • Poncho • Purse • Similar Pumps • Similar Necklace

But if you need a dress for a party, wedding or date night, you can’t go wrong with this ‘magic dress’.  The side ruching is very flattering and it looks good with a cardigan or poncho worn over it.  And a little bit of leopard never hurt!


15 Fall Cute & Comfy Fall Outfits, pink lace blouse with grey jeans and grey booties

Top • JeansBooties (on sale) • Similar Necklace

Another way to instantly dress up your outfit is with a bit of lace.  This top is peplum style, which is also universally flattering.  It comes in other colors too, but this pink looks especially good with grey.


joggers travel outfit

Joggers • Sneakers • Tee • Jacket • Necklace • Watch

I found your new weekend uniform!  The joggers are on definite repeat around here, along with one of my favorite tee-shirts (it’s v-neck, higher sleeves, and drapes perfectly while nipping in at the waist).  The blush pink sneaks are also comfy, but run big so size down half.


15 Fall Cute & Comfy Fall Outfits- barefoot dreams cozy cardigan with jeans and booties #fallfashion #falloutfit

Cardi • Tank • Jeans (40% off) • Necklace • BraceletBooties

I’ve happily realized that my super cozi cardi looks just as good out in public as it does curled up with me on the couch!  Wear it with jeans and white top with booties to dress it up. It fits TTS, I wear XS/S.   A few of my favorite people should be very pleased come Christmas!


15 Fall Cute & Comfy Fall Outfits- white cowl neck tunic with plaid scarf jeans and booties w leopard clutch #fallfashion #falloutfit

Tunic (Similar) • Similar ScarfBooties (20% Off) • Jeans (40% Off) • Clutch • Watch • Earrings • Necklace

You definitely can pair leopard and plaid together, especially if it’s in your accessories and the rest of your outfit is neutral. This white tunic has a cowl neck and dolman sleeves, really easy to wear running errands on the weekends, or more dressed up like here with booties.


15 Fall Cute & Comfy Fall Outfits- gingham top with plaid scarf, jeans and booties w leopard clutch #fallfashion #falloutfit

Shirt • Scarf • Jeans (40% off) • Belt • Booties • Similar Necklace

I’m totally smitten with this gingham and plaid combo, espeically with these dark whiskered jeans!


15 Fall Cute & Comfy Fall Outfits- v-neck sweater with black jeans and leopard pumps #fallfashion #falloutfit

Sweater • Jeans • Similar Necklace • Similar Pumps

If we’ve met before, you know neutrals speak my language, but they look extra good with a pop of leopard!  This v-neck sweater is very comfortable and cozy.  The black jeans are stretchy goodness, but size down because they run big.


15 Fall Cute & Comfy Fall Outfits- owl sweater with gingham top and cords #fallfashion #falloutfit

Sweater (50% off) • ShirtCorduroy Jeans • Similar Necklace • Shoes

Well, this actually makes 16 outfits, but I couldn’t leave out this adorable owl sweater!  You can wear it alone or over the gingham button-down for another pop of pattern.  And don’t forget about cords for Fall!  This pair is so good, a great slim bootcut, comes in a ton of colors and is really comfortable on!


Did you like this kind of post with lots of different outfits and all of them flat lays?  You should have seen my room after I was done putting these together- it looked like a bomb went off!

I can’t wait to see you back here on Monday when I’ll sharing some of our Fall home decor! Until then, if you want sneak peeks and other exclusive content, sign up for my newsletter, the HWH Weekend Edition!

Have a great weekend, friends!


ANN TAYLOR  • up to 50% off sale
ANTHROPOLOGIE • extra 40% off sale
H&M • Up to 50% off select tops
JCREW • 70% off original prices
LOFT  • 50% off practically everything and 60% off all sale styles
NORDSTROM • Get up to $40 note to spend during the holidays, FREE shipping & FREE returns

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Meet Megan

Hi! I’m Megan, mom to a thoughtful teenager and spunky young girl. We call Houston home and recently moved into our dream home. I traded my lawyer hat to become a full-time blogger in 2010. I love sharing my passion for affordable fashion, home decor, organization, & fitness to help inspire you to take care of you!


  1. I loved this post! It’s inspiring to see everything together at once and helps me get ideas for my own closet. Thank you for doing this!

  2. You have such a great talent for putting such lovely pieces together. Each outfit seems like a work of art almost!! Love your style!

  3. LOVE this post!! I want that barefoot dreams sweater so bad — wish it didn’t cost so much! I am saving this post for fall fashion inspiration!

    1. I know! I was lucky to score it during the Nordstrom Anniversary Sale, but you know I’m watching it like a hawk to let you know if it goes on sale again!

  4. What a great post/photos. Such wonderful ideas and inspiration for fall. I love seeing the scarves and accessories together with the outfits, as this is one area I need help with. I’ve recently purchased some new fall staples/clothes, but adding the extra touches make all the difference and will be so helpful. Thank-you! I LOVE the purple/plaid scarf from this weeks post, looks amazing on you!

  5. Wow I love all these fun outfits!! So many pretty colors and styles now we just need some cool Fall weather out here in So CA so I can dress like this.

  6. I really like this post! Great ideas for fall! It’s 70 degrees here, but dropping temps promised next few days. Love your home decor post, too!

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