10 Ways to Wear a Flannel Shirt This Fall

September 25, 2019

Flannel shirts are basically my favorite thing about fall. I don’t really even want to count how many I have now, but I really do wear them all! I love how just worn on their own with jeans it makes for the cutest fall outfit. To me it feels anything but basic too. I recently found this one at Gap and fell in love with the colors! Of course it was the newest addition to my closet and my first inaugural flannel wear of the season. I realized it might make for a fun post to round up all my flannel outfits over the years. I was surprised to come up with 10 ways to wear a flannel shirt this fall!

10 Ways to Wear a Flannel Shirt This Fall

10 ways to wear a flannel shirt this fall, post with multiple different examples of how to wear a flannel shirt from shorts, to jeans, to skirts, to different layering options! #flannel #flannelshirt #plaidshirt #plaid #falloutfit

Below you will find my new post with my fun flannel, new favorite majorly slimming skinny jeans, and wedge sneakers. Following this look are nine other outfit ideas for flannel shirts. I’ve included leggings looks, shirts, booties, and more! You can even see six ways I styled the exact same red flannel last year. Bring on all things fall!

1. Wear Alone with Sneakers or Wedge Sneakers

2. Wear with Shorts for a Cute Fall Transition Look

3. Style Under a Cardigan

4. Tie Around Your Waist to Cover Your Bum with Leggings

5. Alone with Boots or Booties

6. Layer Under a Sweater

7. Pair with a Vest

8. Style with a Skirt

9. Layer Under a Moto Jacket & 10. Layer Over a Striped Shirt

Shopbop Fall Sale

The Shopbop fall sale is here! It starts today to everyone, so of course I had to share the best deals I could find. Below you will find my picks on things I would actually buy and are on the more affordable end of what the site offers. These are all items I would love in my closet this fall! I already placed my order! 

Use code STOCKUP19 for 20% off your purchase under $500 and 25% off over $500. Thats huge!!

Shoes and Boots



Cardigan & Sweaters

Jackets & Blazers


Favorites of Mine On Sale On Sale

The Best Levi’s

Everything Anine Bing, Exact T-Shirt

Plaid Top

The Coziest Jogger & Sweatshirt Set

Style on the Daily Weekly Link Up with On the Daily Express

You are invited to the Inlinkz link party!

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  • Reply Samantha September 25, 2019 at 3:29 pm

    LOVE plaid and all the ways you style it!

  • Reply jodie filogomo September 25, 2019 at 1:37 pm

    I think you’ve totally covered it all Amy Ann!! Great ideas,

  • Reply Meagan Brandon September 25, 2019 at 12:15 pm

    Classic flannel shirts are always a fave of mine for fall and winter. I love your looks, especially red plaid for the holidays!


  • Reply Elise September 25, 2019 at 12:08 pm

    Plaids and flannels are so quintessential fall! I love all of these looks and those jeans are amazing!!

    xx, Elise

  • Reply Shelbee on the Edge September 25, 2019 at 12:01 pm

    Oh so much great styling inspiration! I added a bunch of new flannel shirts to my closet last Fall and Winter. I am looking forward to styling them more this year.


  • Reply Aditi oberoi malhotra September 25, 2019 at 11:59 am

    You look amazing in all the pictures. Loved your ideas. Thanks for sharing, hon.
    Adi xx | http://www.fancycorrectiude.com

  • Reply Ashley September 25, 2019 at 10:44 am

    You are rocking plaid shirts like no one else, lady- love all your remixes!

    Le Stylo Rouge

  • Reply jess jannenga September 25, 2019 at 10:03 am

    I just bought a plaid shirt, and I love your flannels. The blue and black is a wonderful color mix and looks so cute with sneakers! I love especially the red plaid with your red skirt over the Holdiays. All great examples. My hubby has a collection of flannels he enjoys too!
    jess xx

  • Reply Jacqui Berry September 25, 2019 at 9:44 am

    You look fabulous in these clothes, I don’t think tartan suits me and don’t buy it really. I should try something though as it might well look goo! Thanks for sharing and hosting. Jacqui

  • Reply Amy Johnson September 25, 2019 at 9:22 am

    Oh if only I looked as good in flannel as you do. I love all these looks, and I love flannel on everyone but me. I always look and feel frumpy in flannel.

  • Reply Kate September 25, 2019 at 8:47 am

    Can’t get enough flannel pieces! Now I need a green flannel top <3
    Green Fashionista

  • Reply Ellibelle September 25, 2019 at 8:21 am

    You’ve styled the shirts to beautifully! So many great ideas. I only have one flannel shirt but barely ever wear it. Thanks for sharing these styling ideas!
    Ellibelle’s Corner

  • Reply Rachael Thomas September 25, 2019 at 8:10 am

    I’m loving all of these looks, and can’t wait to style a flannel now!

  • Reply Rach September 25, 2019 at 7:12 am

    I love how you’ve styled flannel! Seriously love wearing it during this time of year!


  • Reply Kelly R September 25, 2019 at 6:40 am

    My wardrobe is practically all plaids/flannels this year–it’s a little crazy! LOVE all of your plaids and how you styled them!!

    Rosy Outlook

  • Reply Jill September 25, 2019 at 6:30 am

    I love wearing flannels once the temps cool off and these are great ideas for styling! Love the outfit with the red skirt!

    Jill – Doused in Pink

  • Reply Julie | This Main Line Life September 25, 2019 at 6:29 am

    Flannel shirts are so comfy. I love them in theory, but I always seem to like them better on other people than on me.

  • Reply Gemma September 25, 2019 at 6:04 am

    Such wonderful outfit! I really love your style.

    Gemma x

  • Reply Andrea Nine September 25, 2019 at 5:44 am

    Eek, I LOVE my flannels, I feel it’s casual Fall but so put together and so many cute plaid patterns. You look precious in every single outfit!

  • Reply Julia September 25, 2019 at 2:58 am

    So many great styling ideas for a flannel shirt! I love all these looks!
    I don’t even own a flannel shirt, but I’m going to get one now!
    Thanks for the inspiration
    Julia x

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