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10 Modest And Cute Fall Outfit Ideas for Every Occasion

Embrace the autumn season in style with these Modest And Cute Fall Outfit Ideas. We’ve got you covered whether you’re heading to work, a casual gathering, or a special event. You will find fashion-forward and practical looks that perfectly blend modesty and cuteness for any occasion.

This is an ongoing series, so check back tomorrow for a new outfit!

10 Modest And Cute Fall Outfit Ideas for Every Occasion

10 Modest And Cute Fall Outfit Ideas for Every Occasion- Wearing Lou & Grey Wanderweave Pants, Coach Leah Loafer by Top US Mid size Blogger Dreaming Loud. Click to Shop

1. Vest

I absolutely adore the Lou and Grey pants; they’re incredibly comfortable and versatile. You can dress up for work or keep it casual. Do you remember that crochet vest I wore during the summer? Well, I’m transitioning it into fall by pairing a ribbed tee underneath.

 10 Modest And Cute Fall Outfit Ideas for Every Occasion- Wearing Lou & Grey Wanderweave Pants, Polene Numéro Dix, Amazon Fashion Crochet Vest by Top US Modest Fashion Blogger Dreaming Loud. Click to Shop
10 Modest And Cute Fall Outfit Ideas for Every Occasion- Wearing Lou & Grey Wanderweave Pants, Polene Numéro Dix, Amazon Fashion Crochet Vest by Top US Modest Fashion Blogger Dreaming Loud. Click to Shop

I am wearing a size S in the pants and a size M for the vest and the top. Everything fits TTS

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Lou and Grey Pants (wearing size S)

Ribbed tee (wearing size M; you can see the yellow color in this below)

crochet Vest (last seen here)

Bag

Loafers (similar here and here)

Necklace 

 

10 Modest And Cute Fall Outfit Ideas for Every Occasion-Wearing Lucky Brand LONG SLEEVE EMBROIDERED MINI DRESS, Schutz Maryana Block Boot. Coach Shearling crossbody bag by top US Mid-size Fashion Blogger Dreaming Loud

2. Dress with Boots

The breezy embroidered dress, paired with knee-high boots, is perfect for the transitional season. I know the weather is getting chillier by the day, but the dress is versatile for layering and will make a low-key, cute outfit for the holidays. Whether you opt for a casual, boho-chic vibe or a more sophisticated appearance, this ensemble offers comfort and style.

This dress also comes in white and is currently 50% off. I am a S/M in dresses, and I fit into S in this one.

10 Modest And Cute Fall Outfit Ideas for Every Occasion-Wearing Lucky Brand LONG SLEEVE EMBROIDERED MINI DRESS, Schutz Maryana Block Boot. Coach Shearling crossbody bag by top US Mid-size Fashion Blogger Dreaming Loud
10 Modest And Cute Fall Outfit Ideas for Every Occasion-Wearing Lucky Brand LONG SLEEVE EMBROIDERED MINI DRESS, Schutz Maryana Block Boot. Coach Shearling crossbody bag by top US Mid-size Fashion Blogger Dreaming Loud

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Dress (50% off)

Boots (similar here and here)

Necklace (also like this)

Earrings

Old Coach Bag (similar bag here, here and here)

10 Modest And Cute Fall Outfit Ideas for Every Occasion- Wearing Amazon Fashion LILLUSORY striped cardigan, The Drop Women's Noa Trench Coat, Sunzxel Womens Workout Leggings by top US mid size blogger Dreaming Loud

3. Striped Cardigan and Legging Outfit

The Legging, trench coat, and cardigan are all part of the Amazon Prime Day sale right now. I wanted to give my favorite linen shirt, which I wore all summer (you can see it here and here), a new look. So, I layered it with a trendy striped cardigan and added a trench coat and boots to make it a perfect autumn outfit.

10 Modest And Cute Fall Outfit Ideas for Every Occasion- Wearing Amazon Fashion LILLUSORY striped cardigan, The Drop Women's Noa Trench Coat, Sunzxel Womens Workout Leggings by top US mid size blogger Dreaming Loud
10 Modest And Cute Fall Outfit Ideas for Every Occasion- Wearing Amazon Fashion LILLUSORY striped cardigan, The Drop Women's Noa Trench Coat, Sunzxel Womens Workout Leggings by top US mid size blogger Dreaming Loud
10 Modest And Cute Fall Outfit Ideas for Every Occasion- Wearing Amazon Fashion LILLUSORY striped cardigan, The Drop Women's Noa Trench Coat, Sunzxel Womens Workout Leggings by top US mid size blogger Dreaming Loud

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similar White Shirt 

Striped Cardigan (wearing size S; fits loose, so don’t size up)

Legging (soft and fits true and size, wearing size S)

Trench Coat (fits TTS; wearing size M)

Boots (same style from a different brand that is $30 here; the rhinestone belt is detachable)

 

10 Modest And Cute Fall Outfit Ideas for Every Occasion- Wearing Maurices Briar Faux Wrap Skirt, Loft Pointelle Ruffle Square Neck Top, Veronica Bread Leeland Pointed Toe Chelsea Boot by top US mid size Fashion Blogger Dreaming Loud

4. Wrap skirt

This wrap skirt is fully stitched, so you don’t have to worry about your legs peeking out while walking, making tights an optional choice to wear with this skirt. This skirt combines warmth, elegance, and a touch of seasonal charm. Whether you’re headed to work, a casual gathering, or a leisurely autumn stroll, this ensemble will keep you both fashion-forward and cozy as you embrace the beauty of fall.

10 Modest And Cute Fall Outfit Ideas for Every Occasion- Wearing Maurices Briar Faux Wrap Skirt, Loft Pointelle Ruffle Square Neck Top, Veronica Bread Leeland Pointed Toe Chelsea Boot by top US mid size Modest Fashion Blogger Dreaming Loud
10 Modest And Cute Fall Outfit Ideas for Every Occasion- Wearing Maurices Briar Faux Wrap Skirt, Loft Pointelle Ruffle Square Neck Top, Veronica Bread Leeland Pointed Toe Chelsea Boot by top US mid size Modest Fashion Blogger Dreaming Loud

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Loft Black Sweater (on sale for $32; wearing size S)

Maurice’s wrap skirt (wearing size M; on sale for $27)

Boots (these are very, very comfy; I also like this)

Polene Bag

Tree of Life Necklace  (use the link to get 15% off at the checkout)

Earrings

 

10 Modest And Cute Fall Outfit Ideas for Every Occasion- Wearing Maurices Briar Faux Wrap Skirt, Express Ribbed Mock Neck Elbow Sleeve Tee.Blank Nyc, Vegan leather moto Jacket by Top US modest Fashion Blogger Dreaming Loud

5. Faux Leather jacket

I restyled the same wrap skirt, demonstrating its versatility once again. This time, I paired it with a cozy sweater tee and added a touch of edge with a leather jacket. To complete the look, I opted for knee-high boots, creating a chic and well-balanced ensemble. I’m excited to explore more outfit ideas with this skirt in the future – it’s proven to be a valuable addition to my wardrobe.

10 Modest And Cute Fall Outfit Ideas for Every Occasion- Wearing Maurices Briar Faux Wrap Skirt, Express Ribbed Mock Neck Elbow Sleeve Tee.Blank Nyc, Vegan leather moto Jacket by Top US modest Fashion Blogger Dreaming Loud
10 Modest And Cute Fall Outfit Ideas for Every Occasion- Wearing Maurices Briar Faux Wrap Skirt, Express Ribbed Mock Neck Elbow Sleeve Tee.Blank Nyc, Vegan leather moto Jacket by Top US modest Fashion Blogger Dreaming Loud

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Express Sweater ($28; wearing size M)

Maurice’s wrap skirt (wearing size M; on sale for $27)

Vegan Leather Moto Jacket (on sale for $56; wearing size M)

Madewell Boots (similar options here, here and here)

Necklace

Earrings

Handbag

 

10 Modest And Cute Fall Outfit Ideas for Every Occasion-Wearing Nuuds off-shoulder t-shirt, Target wide leg pants, Botkier COBBLE HILL CROSSBODY bag by top US curvy Fashion blogger Dreaming Loud
10 Modest And Cute Fall Outfit Ideas for Every Occasion-Wearing Nuuds off-shoulder t-shirt, Target wide leg pants, Botkier COBBLE HILL CROSSBODY bag by top US modest Fashion blogger Dreaming Loud

6. Wide-leg Pants

Wide-leg pants can suit any style, whether you prefer a casual weekend look, a chic office ensemble, or a bohemian-inspired outfit. If you’re aiming for a trendy and relaxed look, consider pairing the wide-leg pants with an off-shoulder tee that you can wear on the shoulders. The ruched neckline adds a stylish touch to your outfit and creates an appealing contrast with the wide-leg silhouette.

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Tee c/o Nuuds

Target Pants (in size 8)

Mule Heels

Hoop Earrings

Handbag

 

10 Modest And Cute Fall Outfit Ideas for Every Occasion-Wearing Bishop 3_4 Sleeve A-Line Dress - Knox Rose, Target White western Boots, Polene Numero dix
10 Modest And Cute Fall Outfit Ideas for Every Occasion-Wearing Bishop 3_4 Sleeve A-Line Dress - Knox Rose, Target White western Boots, Polene Numero dix

7. Western Boots

There is something so gorgeous about long-sleeve dresses; they instantly make you look elegant. Whether it’s a $20 or $200 dress doesn’t matter! Speaking of affordability, this dress is $35 and has bat sleeves and pockets. I wore it thrice this week for school pickup. Its design and cut are so flattering that you’ll instantly feel put together and cute. Whether you’re in a hurry or want a fuss-free yet cute outfit, this dress has got you covered.

Outfit Details 

Target Dress ($35; wearing size M)

Western Boots ($42)

Polene Bag

Earrings 

 

10 Modest And Cute Fall Outfit Ideas for Every Occasion- Wearing Target A-line dress, BlankNyc Suede Cropped Jacket, J.crew Suede booties by top US modest Fashion Blogger Dreaming Loud

8. Maxi dress from day to night

I was immediately drawn to the stunning deep purple hue and elegant, modest style of this maxi dress. Its versatility offers endless opportunities for creating looks that can effortlessly transition from day to night.

10 Modest And Cute Fall Outfit Ideas for Every Occasion- Wearing Target A-line dress, Back blazer, steve madden KLING TAN LEATHER heels by top US modest fashion Blogger Dreaming Loud

For the daytime look, I’ve paired the dress with a sleek black blazer, ideal for professional settings and casual outings. For the evening, swap the black blazer for a suede jacket. The rich texture of suede adds a touch of luxury and warmth, perfect for cooler nights.

10 Modest And Cute Fall Outfit Ideas for Every Occasion- Wearing Target A-line dress, BlankNyc Suede Cropped Jacket, J.crew Suede booties by top US modest Fashion Blogger Dreaming Loud
10 Modest And Cute Fall Outfit Ideas for Every Occasion- Wearing Target A-line dress, BlankNyc Suede Cropped Jacket, J.crew Suede booties by Top Modest Fashion Blogger Dreaming Loud

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Dress (wearing size M; fits TTS)

Black Blazer (gets wrinkled easily; recommend this one)

Heels

Suede Jacket (wearing size M)

Booties

Tree of Life Necklace  (use the link to get 15% off at the checkout)

Earrings

 

10 Modest And Cute Fall Outfit Ideas for Every Occasion- How to transition Summer clothes to Fall- Pink jumpsuit, Pink Blazer by Top US modest Fashion Blogger Dreaming Loud

9. Transitioning Linen Jumpsuit to Fall

Transitioning summer clothes to fall is all about embracing layers and versatile styling. To give this jumpsuit a chic autumn twist, I added a lightweight tissue turtleneck in a neutral shade. The turtleneck not only provides extra warmth but also adds depth to your outfit. Layer a structured blazer over the jumpsuit for a touch of sophistication; you can choose a classic white blazer for a timeless look or opt for a rich hue that complements the jumpsuit.

Complete the ensemble with ankle boots and statement earrings to elevate the look. This effortless blend of summer and fall elements ensures you’ll stay comfortable, stylish, and ready for any autumn adventure.

10 Modest And Cute Fall Outfit Ideas for Every Occasion- How to Wear Summer clothes in Fall- Pink jumpsuit, Pink Blazer by top US modest Fashion Blogger Dreaming Loud
10 Modest And Cute Fall Outfit Ideas for Every Occasion- How to transition Summer clothes to Fall- Pink jumpsuit, Pink Blazer1 by top US modest Fashion Blogger Dreaming Loud

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Old Navy Jumpsuit (last seen here; similar here, here and here)

Tissue Turtleneck

H&M Blazer (last seen here; similar here, here and here)

White Boots here and here

Hoop Earrings