How to Wear a Chambray Shirt in the Fall

I’m back with this week’s episode of my “how to wear” style series!  This week I’m styling a classic chambray shirt 5 different ways for fall.  A chambray shirt has been a staple in my closet since 2011 (thanks to Pinterest!) and I always turn to it when I want a polished yet laid back look.  They’re especially great if you’re breastfeeding (like I am) because you can easily undo a few buttons and nurse in them!  Mine is a number of years old from J.Crew Factory, but here is the current version that looks very similar.

In all of these photos I’m wearing a tan corduroy topknot headband from Sea Marie Designs (a great fall alternative to everyone’s favorite raffia headband from the summer) and the large Penelope Pearl studs from Julie Vos.

Keep reading below to see 5 ways to wear a chambray shirt this fall, and be sure to check Instagram for the corresponding IGTV style video!  And in case you missed it, here are the links to the previous “how to wear” posts I put together:

How to Wear Faux Leather Leggings

How to Wear White Jeans after Labor Day

How to Wear Demi-Boot Crop Jeans

How to Wear a Chambray Shirt in the Fall

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chambray shirt for fall with trench coat

Outfit #1: chambray shirt | white pull on jeggings from Amazon (true to size, though I’m wearing the long version, similar option here) | trench coat (true to size, wearing my normal size 4.  If you have broader shoulders you may want to size up.) | leopard print loafers (current version at a really great price!) | corduroy topknot headband | pearl studs

Is there anything more chic than a trench coatThis one from J.Crew Factory is really affordable and has a striped lining!  You could wear this buttoned and cinched at the front on a cooler or rainier day, but I like to tie the sash in the back for a more effortless look.  You could also swap out the white jeans for black jeans (my initial plan but I haven’t been able to find my black jeans since we moved).  The loafers act as a neutral but also add some visual interest.

chambray shirt with puffer vest and white jeans

Outfit #2: chambray shirt | white pull on jeggings from Amazon (true to size, though I’m wearing the long version, similar option here) | corduroy topknot headband | pearl studs | navy puffer vest | tan suede booties (mine are 5 or 6 years old from J.Crew but here and here and here are some similar options)

A puffer vest is a great layering option to use over a button down, a t-shirt or even a sweater.  Navy is the way to go for me since most of my closet revolves around that color, but this vest does also come in black and in a fun houndstooth pattern.  To make this outfit ready for fall I opted to throw on my suede booties that are my go-to once it gets a bit cooler.  They’re old from J.Crew but they work well with dresses and pants alike.  Definitely a versatile staple to add to your wardrobe if you don’t have a pair already!  I linked some similar options at various price points above.

chambray shirt with sweater blazer and olive jeans

Outfit #3:  chambray shirt | olive green Billie demi-boot crop pants (true to size, wearing my normal size 27 regular) | long cream sweater blazer (sold out but here is a more affordable and fully stocked version that looks just the same) | corduroy topknot headband | pearl studs | brown faux-leather mules (an Amazon find, size up half a size)

This outfit just screams fall to me.  Sweater blazers are so cozy and perfect for layering over everything.  Mine is sold out now, but this current J.Crew Factory version is labeled as a sweater-jacket and it looks almost identical.  Olive green pants are a staple in my fall wardrobe and this pair is a current style that I’m obsessed with.  The demi-boot crop cut is really flattering and a great alternative to skinny jeans.  These run true to size and also come in petite and tall lengths.  The 9 inch rise also won me over because it’s great for a postpartum body.  My brown mules are easy to throw on and they’re really affordable but they look high-end!  They’re from Amazon and be sure to size up half a size.  I typically wear an 8 in shoes and got the 8.5 and they’re perfect.

chambray shirt for fall with camel sweater blazer and skirt

Outfit #4: chambray shirt | black skirt (old, similar scalloped navy one here and black regular hem herecorduroy topknot headband | pearl studs | camel sweater blazer (tts though some people size down) | brown faux-leather mules (an Amazon find, size up half a size) | black and brown Longchamp Le Pliage tote

I’m pretty sure this camel sweater blazer (labeled as heathered khaki) has been in most of my recent style posts because it’s such a versatile piece!  Camel is so dreamy in the fall and this open front sweater blazer will be a workhorse in any closet.  The key to making brown and black work together nicely is to be deliberate about it.  I paired a black skirt (tucking the chambray shirt in is key to a sleek silhouette) with brown mules and a camel top and it all works because it looks intentional.  A classic Longchamp Le Pliage tote pulls it all together.

chambray shirt for fall with olive pants

Outfit #5: chambray shirtcorduroy topknot headband | pearl studs | striped boatneck t-shirt (true to size) | white Superga Cotu sneakers (true to size, I wear my normal size 8) 

This is the most casual outfit and I wore it to the playground yesterday!  I love a striped boatneck shirt and this one is nice and classic.  I tied the chambray shirt around my waist to use as an extra layer if I need it, and threw on my go-to Superga Cotu sneakers that are comfy, affordable and understated.

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Katie Vail
Katie Vail

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