2025 Fall Outfits

I can’t believe it’s October! I feel like I keep saying “early fall” but we are smack dab in the middle of it. The mornings and evenings are cooling down here and it’s a comfortable temp to be in jeans all day. I’m gathering all my recent fall outfits perfect for work, weekend, date night or just those days when you need to see other adults and get out of loungewear!

Fall outfits for women over 40, midsize fall fashion, everyday casual outfits, workwear fall outfits, casual fall outfit ideas, fall capsule wardrobe for moms, chic fall outfit inspiration, fall outfits with wide leg pants, fall dress outfit ideas, midsize workwear outfits, elevated everyday fall fashion, office to weekend fall outfits, #falloutfits #midsizefashion #fallstyle #workwearoutfits #ootdfall #momstyle #over40style #fallcapsulewardrobe #fallinspo #elevatedcasual #everydaystyle #fallvibes #midsizeoutfits #fallfashionover40 #worktoweeekendstyle #chicfallstyle #falloutfitideas #autumnstyle

For reference I’m 5’5, size 12/14, 38DD. I list the sizes I’m wearing below each image and give my fit tips based on my previous experience with the brand and on the size guides provided.


Fall outfits for women over 40, midsize fall fashion, everyday casual outfits, workwear fall outfits, casual fall outfit ideas, fall capsule wardrobe for moms, chic fall outfit inspiration, fall outfits with wide leg pants, fall dress outfit ideas, midsize workwear outfits, elevated everyday fall fashion, office to weekend fall outfits, #falloutfits #midsizefashion #fallstyle #workwearoutfits #ootdfall #momstyle #over40style #fallcapsulewardrobe #fallinspo #elevatedcasual #everydaystyle #fallvibes #midsizeoutfits #fallfashionover40 #worktoweeekendstyle #chicfallstyle #falloutfitideas #autumnstyle

Sweater | Pants | Heels | Bag | Necklace
Fit Tips: Top tts, L // Pants tts, 14

Fall outfits for women over 40, midsize fall fashion, everyday casual outfits, workwear fall outfits, casual fall outfit ideas, fall capsule wardrobe for moms, chic fall outfit inspiration, fall outfits with wide leg pants, fall dress outfit ideas, midsize workwear outfits, elevated everyday fall fashion, office to weekend fall outfits, #falloutfits #midsizefashion #fallstyle #workwearoutfits #ootdfall #momstyle #over40style #fallcapsulewardrobe #fallinspo #elevatedcasual #everydaystyle #fallvibes #midsizeoutfits #fallfashionover40 #worktoweeekendstyle #chicfallstyle #falloutfitideas #autumnstyle

Top | Pants | Heels | Bag
Fit Tips: Top tts, L // Pants, 14

Fall outfits for women over 40, midsize fall fashion, everyday casual outfits, workwear fall outfits, casual fall outfit ideas, fall capsule wardrobe for moms, chic fall outfit inspiration, fall outfits with wide leg pants, fall dress outfit ideas, midsize workwear outfits, elevated everyday fall fashion, office to weekend fall outfits, #falloutfits #midsizefashion #fallstyle #workwearoutfits #ootdfall #momstyle #over40style #fallcapsulewardrobe #fallinspo #elevatedcasual #everydaystyle #fallvibes #midsizeoutfits #fallfashionover40 #worktoweeekendstyle #chicfallstyle #falloutfitideas #autumnstyle

Top | Jeans | Boots | Bag | Earrings
Fit Tips: Blouse tts, L // Jeans tts, 32 with 30″ inseam

Dress | Bag | Heels

Fit Tips: Dress tts, L

Fall outfits for women over 40, midsize fall fashion, everyday casual outfits, workwear fall outfits, casual fall outfit ideas, fall capsule wardrobe for moms, chic fall outfit inspiration, fall outfits with wide leg pants, fall dress outfit ideas, midsize workwear outfits, elevated everyday fall fashion, office to weekend fall outfits, #falloutfits #midsizefashion #fallstyle #workwearoutfits #ootdfall #momstyle #over40style #fallcapsulewardrobe #fallinspo #elevatedcasual #everydaystyle #fallvibes #midsizeoutfits #fallfashionover40 #worktoweeekendstyle #chicfallstyle #falloutfitideas #autumnstyle

Sweater | Tank | Jeans | Belt | Booties | Bag
Fit Tips: Cardigan tts, L // Tanks, XL // Jeans, 32

Fall outfits for women over 40, midsize fall fashion, everyday casual outfits, workwear fall outfits, casual fall outfit ideas, fall capsule wardrobe for moms, chic fall outfit inspiration, fall outfits with wide leg pants, fall dress outfit ideas, midsize workwear outfits, elevated everyday fall fashion, office to weekend fall outfits, #falloutfits #midsizefashion #fallstyle #workwearoutfits #ootdfall #momstyle #over40style #fallcapsulewardrobe #fallinspo #elevatedcasual #everydaystyle #fallvibes #midsizeoutfits #fallfashionover40 #worktoweeekendstyle #chicfallstyle #falloutfitideas #autumnstyle

Top | Pants | Heels | Bag
Fit Tips: Top tts, L // Pants size down if in between, 12R

Fall outfits for women over 40, midsize fall fashion, everyday casual outfits, workwear fall outfits, casual fall outfit ideas, fall capsule wardrobe for moms, chic fall outfit inspiration, fall outfits with wide leg pants, fall dress outfit ideas, midsize workwear outfits, elevated everyday fall fashion, office to weekend fall outfits, #falloutfits #midsizefashion #fallstyle #workwearoutfits #ootdfall #momstyle #over40style #fallcapsulewardrobe #fallinspo #elevatedcasual #everydaystyle #fallvibes #midsizeoutfits #fallfashionover40 #worktoweeekendstyle #chicfallstyle #falloutfitideas #autumnstyle

Jacket | Top | Pants | Booties | Bag
Fit Tips: Jacket tts, L // Tee tts, L // Jeans, 34

Fall outfits for women over 40, midsize fall fashion, everyday casual outfits, workwear fall outfits, casual fall outfit ideas, fall capsule wardrobe for moms, chic fall outfit inspiration, fall outfits with wide leg pants, fall dress outfit ideas, midsize workwear outfits, elevated everyday fall fashion, office to weekend fall outfits, #falloutfits #midsizefashion #fallstyle #workwearoutfits #ootdfall #momstyle #over40style #fallcapsulewardrobe #fallinspo #elevatedcasual #everydaystyle #fallvibes #midsizeoutfits #fallfashionover40 #worktoweeekendstyle #chicfallstyle #falloutfitideas #autumnstyle

Sweater | Pants | Heels
Fit Tips: Sweater tts, L // Pants tts, 32

Fall outfits for women over 40, midsize fall fashion, everyday casual outfits, workwear fall outfits, casual fall outfit ideas, fall capsule wardrobe for moms, chic fall outfit inspiration, fall outfits with wide leg pants, fall dress outfit ideas, midsize workwear outfits, elevated everyday fall fashion, office to weekend fall outfits, #falloutfits #midsizefashion #fallstyle #workwearoutfits #ootdfall #momstyle #over40style #fallcapsulewardrobe #fallinspo #elevatedcasual #everydaystyle #fallvibes #midsizeoutfits #fallfashionover40 #worktoweeekendstyle #chicfallstyle #falloutfitideas #autumnstyle

Blouse | Pants | Booties | Bag | Earrings
Fit Tips: Blouse tts, L // Pants size down if in between, 12R

Blouse | Jeans | Booties | Bag

Fit Tips: Blouse tts, L // Jeans size up, 34

Fall outfits for women over 40, midsize fall fashion, everyday casual outfits, workwear fall outfits, casual fall outfit ideas, fall capsule wardrobe for moms, chic fall outfit inspiration, fall outfits with wide leg pants, fall dress outfit ideas, midsize workwear outfits, elevated everyday fall fashion, office to weekend fall outfits, #falloutfits #midsizefashion #fallstyle #workwearoutfits #ootdfall #momstyle #over40style #fallcapsulewardrobe #fallinspo #elevatedcasual #everydaystyle #fallvibes #midsizeoutfits #fallfashionover40 #worktoweeekendstyle #chicfallstyle #falloutfitideas #autumnstyle

Sweater | Jeans | Sneakers | Watch | Bracelet
Fit Tips: Sweater tts, L // Jeans, XL Petite

Blouse | Jeans | Boots

Fit Tips: Blouse tts, L // Jeans tts, 32

Fall outfits for women over 40, midsize fall fashion, everyday casual outfits, workwear fall outfits, casual fall outfit ideas, fall capsule wardrobe for moms, chic fall outfit inspiration, fall outfits with wide leg pants, fall dress outfit ideas, midsize workwear outfits, elevated everyday fall fashion, office to weekend fall outfits, #falloutfits #midsizefashion #fallstyle #workwearoutfits #ootdfall #momstyle #over40style #fallcapsulewardrobe #fallinspo #elevatedcasual #everydaystyle #fallvibes #midsizeoutfits #fallfashionover40 #worktoweeekendstyle #chicfallstyle #falloutfitideas #autumnstyle

Sweater | Jeans | Booties | Bag
Fit Tips: Sweater tts, L // Jeans, 34

Fall outfits for women over 40, midsize fall fashion, everyday casual outfits, workwear fall outfits, casual fall outfit ideas, fall capsule wardrobe for moms, chic fall outfit inspiration, fall outfits with wide leg pants, fall dress outfit ideas, midsize workwear outfits, elevated everyday fall fashion, office to weekend fall outfits, #falloutfits #midsizefashion #fallstyle #workwearoutfits #ootdfall #momstyle #over40style #fallcapsulewardrobe #fallinspo #elevatedcasual #everydaystyle #fallvibes #midsizeoutfits #fallfashionover40 #worktoweeekendstyle #chicfallstyle #falloutfitideas #autumnstyle

Sweater | Tank | Jeans | Shoes
Fit Tips: Sweater tts, L | Tank, XL | Jeans, 32- 30″ inseam | Shoes, size down 1/2

Fall outfits for women over 40, midsize fall fashion, everyday casual outfits, workwear fall outfits, casual fall outfit ideas, fall capsule wardrobe for moms, chic fall outfit inspiration, fall outfits with wide leg pants, fall dress outfit ideas, midsize workwear outfits, elevated everyday fall fashion, office to weekend fall outfits, #falloutfits #midsizefashion #fallstyle #workwearoutfits #ootdfall #momstyle #over40style #fallcapsulewardrobe #fallinspo #elevatedcasual #everydaystyle #fallvibes #midsizeoutfits #fallfashionover40 #worktoweeekendstyle #chicfallstyle #falloutfitideas #autumnstyle

Top | Jeans | Booties | Bag
Fit Tips: Blouse tts, L // Jeans tts, 32

Fall outfits for women over 40, midsize fall fashion, everyday casual outfits, workwear fall outfits, casual fall outfit ideas, fall capsule wardrobe for moms, chic fall outfit inspiration, fall outfits with wide leg pants, fall dress outfit ideas, midsize workwear outfits, elevated everyday fall fashion, office to weekend fall outfits, #falloutfits #midsizefashion #fallstyle #workwearoutfits #ootdfall #momstyle #over40style #fallcapsulewardrobe #fallinspo #elevatedcasual #everydaystyle #fallvibes #midsizeoutfits #fallfashionover40 #worktoweeekendstyle #chicfallstyle #falloutfitideas #autumnstyle

Dress | Heels | Bag
Fit Tips: Dress tts, L

Fall outfits for women over 40, midsize fall fashion, everyday casual outfits, workwear fall outfits, casual fall outfit ideas, fall capsule wardrobe for moms, chic fall outfit inspiration, fall outfits with wide leg pants, fall dress outfit ideas, midsize workwear outfits, elevated everyday fall fashion, office to weekend fall outfits, #falloutfits #midsizefashion #fallstyle #workwearoutfits #ootdfall #momstyle #over40style #fallcapsulewardrobe #fallinspo #elevatedcasual #everydaystyle #fallvibes #midsizeoutfits #fallfashionover40 #worktoweeekendstyle #chicfallstyle #falloutfitideas #autumnstyle

Top | Jeans | Heels
Fit Tips: Blouse tts, L // Jeans, 32

Blouse | Pants | Bag | Shoes

Fit Tips: Blouse tts, L // pants size up if in-between, 14

Fall outfits for women over 40, midsize fall fashion, everyday casual outfits, workwear fall outfits, casual fall outfit ideas, fall capsule wardrobe for moms, chic fall outfit inspiration, fall outfits with wide leg pants, fall dress outfit ideas, midsize workwear outfits, elevated everyday fall fashion, office to weekend fall outfits, #falloutfits #midsizefashion #fallstyle #workwearoutfits #ootdfall #momstyle #over40style #fallcapsulewardrobe #fallinspo #elevatedcasual #everydaystyle #fallvibes #midsizeoutfits #fallfashionover40 #worktoweeekendstyle #chicfallstyle #falloutfitideas #autumnstyle

Top | Jeans | Sneakers
Fit Tips: Tee tts, L // Jeans size down if in between, 12R

Sweater | Jeans | Shoes | Bag

Fit Tips: Sweater tts, L // Jeans size down, 31

Top | Bag | Jeans | Sneakers

Fit Tips: Wearing top tts, L and Jeans size down if in between 12R

Sweatshirt | Pants | Sneakers

Fit Tips: Sweatshirt tts, L // Pants tts, L

Hat | Tee | Jeans | Sneakers

Fit tips: Tee tts, L // Jeans tts, 32 // Sneakers size down 1/2

Fall outfits for women over 40, midsize fall fashion, everyday casual outfits, workwear fall outfits, casual fall outfit ideas, fall capsule wardrobe for moms, chic fall outfit inspiration, fall outfits with wide leg pants, fall dress outfit ideas, midsize workwear outfits, elevated everyday fall fashion, office to weekend fall outfits, #falloutfits #midsizefashion #fallstyle #workwearoutfits #ootdfall #momstyle #over40style #fallcapsulewardrobe #fallinspo #elevatedcasual #everydaystyle #fallvibes #midsizeoutfits #fallfashionover40 #worktoweeekendstyle #chicfallstyle #falloutfitideas #autumnstyle

Top | Jeans | Heels
Fit Tips: Blouse tts, L // Jeans, 32

PJ Top | PJ Pants

Fit Tips: tts wearing large in both

Similar Tee | PJ Pants

Fit Tips: Wearing large in tee, Large in pants

Tunic | Leggings | Sneakers

Fit Tips: Leggings size up XLP, Tunic tts, L

Sweatshirt | Leggings

Fit Tips: Sweatshirt tts, L // Leggings XLP

Top | Pants | Sneakers

Fit Tips: Brand runs small size up, XL

Dress | Glasses | Similar Bag | Sneakers

Fit Tips: Dress size up, XL


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