13 Gorgeous Long Skirt Outfits to Wear All Fall

From soft knitwear and leather jackets to tall boots and structured coats, these outfit ideas will help you style your favorite long skirts through crisp mornings, casual afternoons, and chilly evenings.

1. Chocolate Suede Maxi Skirt & Cream Turtleneck

A chocolate suede maxi skirt paired with a fitted cream turtleneck creates a rich, polished outfit that feels made for fall. The warm neutral colors and textured fabric give the look depth without making it difficult to wear.

Outfit Pieces

1. Maxi skirt in chocolate-brown suede
2. Turtleneck sweater in cream ribbed knit
3. Knee-high boots in dark brown leather
4. Shoulder bag in structured tan leather
5. Gold hoop earrings in a small polished finish

Style Tip

Tuck the turtleneck fully into the skirt and add a slim brown belt to create a clean, defined waistline.

2. Plaid Wool Skirt & Black Fitted Cardigan

A burgundy and charcoal plaid skirt brings classic autumn character to a simple black cardigan. This combination looks neat enough for work, lunch dates, or any fall day when you want to appear dressed up without feeling uncomfortable.

Outfit Pieces

1. Long skirt in burgundy and charcoal plaid wool
2. Cardigan in fitted black knit
3. Ankle boots in smooth black leather
4. Top-handle bag in deep burgundy
5. Silver stud earrings with a delicate finish

Style Tip

Fasten most of the cardigan buttons and leave the top one open for a softer, less formal neckline.

3. Olive Satin Skirt & Chunky Oatmeal Sweater

The gentle shine of an olive satin skirt looks especially beautiful beside a chunky oatmeal sweater. Mixing a smooth fabric with a thick knit makes the outfit feel relaxed, warm, and visually interesting.

Outfit Pieces

1. Maxi skirt in olive-green satin
2. Sweater in oversized oatmeal chunky knit
3. Ankle boots in beige suede
4. Shoulder bag in cream woven leather
5. Gold bangles in a thin stacked design

Style Tip

Use a small front tuck to shape the sweater while allowing the sides and back to fall loosely.

4. Rust Pleated Skirt & Cropped Denim Jacket

A rust pleated maxi skirt and cropped denim jacket create a casual fall outfit with plenty of movement and color. The shorter jacket balances the long skirt, while the ivory top keeps the warm shades from feeling too heavy.

Outfit Pieces

1. Pleated maxi skirt in rust orange
2. Denim jacket in cropped medium-wash denim
3. Crew-neck top in fitted ivory cotton
4. Ankle boots in tan leather
5. Crossbody bag in cognac brown

Style Tip

Keep the ivory top tucked in so the cropped jacket and high-waisted skirt create a flattering shape.

5. Black Knit Skirt & Camel Wrap Coat

A fitted black knit skirt becomes instantly sophisticated when styled with a camel wrap coat and soft grey sweater. The long, streamlined layers make this a strong choice for colder workdays, dinners, or polished city outings.

Outfit Pieces

1. Maxi skirt in fitted black ribbed knit
2. Wrap coat in camel wool
3. Mock-neck sweater in soft grey knit
4. Ankle boots in black leather with pointed toes
5. Handbag in structured black leather

Style Tip

Tie the coat belt loosely at the back when indoors so the skirt and sweater remain visible.

6. Dark Denim Maxi Skirt & Striped Knit Sweater

A dark denim maxi skirt and striped sweater give you an easy everyday outfit that still feels thoughtful. The burgundy loafers add a subtle fall color while keeping the look comfortable for shopping, casual meetings, or weekend plans.

Outfit Pieces

1. Denim maxi skirt in dark indigo with a front slit
2. Striped sweater in cream and navy knit
3. Loafers in burgundy leather
4. Tote bag in structured navy fabric
5. Sunglasses in brown tortoiseshell

Style Tip

Roll the sweater sleeves once and add a neat half-tuck to keep the outfit relaxed but polished.

7. Forest Green Skirt & Brown Leather Jacket

A flowing forest-green skirt looks bold and seasonal beside a fitted chocolate leather jacket. The structured jacket gives the soft skirt more edge, making this outfit ideal for evening plans, concerts, or casual dates.

Outfit Pieces

1. Maxi skirt in flowing forest-green fabric
2. Leather jacket in fitted chocolate brown
3. Bodysuit in cream stretch fabric
4. Ankle boots in dark brown leather with block heels
5. Shoulder bag in tan suede

Style Tip

Choose a jacket that ends close to the waist so it does not overwhelm the volume of the skirt.

8. Floral Chiffon Skirt & Burgundy Knit Vest

A dark floral chiffon skirt can move easily into fall when paired with a burgundy knit vest and long-sleeve blouse. The layered top adds warmth, while the tall boots make the light skirt feel more suitable for cool weather.

Outfit Pieces

1. Floral maxi skirt in black chiffon with burgundy and cream prints
2. Knit vest in burgundy cable knit
3. Blouse in cream lightweight cotton
4. Knee-high boots in black leather
5. Handbag in structured cream leather

Style Tip

Allow the blouse collar and cuffs to show clearly so the layered styling looks intentional.

9. Cream Column Skirt & Cocoa Oversized Blazer

A cream column skirt paired with a cocoa oversized blazer feels clean, modern, and quietly luxurious. The fitted black turtleneck grounds the lighter skirt and gives the outfit enough contrast for office days or smart evening events.

Outfit Pieces

1. Column maxi skirt in structured cream fabric
2. Oversized blazer in cocoa-brown wool
3. Turtleneck in fitted black knit
4. Slingback heels in black leather
5. Clutch bag in chocolate brown

Style Tip

Push the blazer sleeves slightly upward to reveal the wrists and keep the oversized shape from appearing too heavy.

10. Burgundy Corduroy Skirt & Soft Grey Sweatshirt

A burgundy corduroy skirt and soft grey sweatshirt create a practical fall outfit that still looks pulled together. The sneakers and crossbody bag make it comfortable enough for errands, sightseeing, or a relaxed weekend.

Outfit Pieces

1. Maxi skirt in burgundy corduroy with front buttons
2. Sweatshirt in soft grey cotton
3. Low-top sneakers in clean white leather
4. Crossbody bag in compact black nylon
5. Silver hoop earrings in a small finish

Style Tip

Tuck a small section of the sweatshirt behind the top skirt button to create shape without losing the casual feel.

11. Taupe Wrap Skirt & Deep Teal Sweater

A taupe wrap skirt becomes more striking when combined with a deep teal sweater. The rich jewel tone adds color without clashing with the earthy boots and satchel, creating a balanced outfit for dinners, work, or seasonal gatherings.

Outfit Pieces

1. Wrap maxi skirt in taupe wool blend
2. Sweater in fitted deep teal knit
3. Knee-high boots in dark brown suede
4. Satchel in tan leather
5. Gold earrings with a hammered finish

Style Tip

Keep the sweater fitted and fully tucked so the wrap detail around the waist remains visible.

12. Copper Satin Skirt & Black Moto Jacket

A copper satin skirt and cropped moto jacket combine softness with a confident edge. The black pieces allow the warm metallic skirt to stand out, making this outfit perfect for date nights, dinners, or evening celebrations.

Outfit Pieces

1. Maxi skirt in copper satin
2. Moto jacket in cropped black leather
3. Square-neck top in fitted black fabric
4. Ankle boots in black suede
5. Mini shoulder bag in metallic bronze

Style Tip

Keep the jewelry minimal so the copper skirt and metallic bag remain the main focus.

13. Mocha Knit Skirt & Ivory Shearling Jacket

A mocha knit skirt and ivory shearling jacket create a soft, cozy outfit for the coldest part of fall. The close neutral shades feel refined, while the mix of ribbed knit, fluffy shearling, and smooth leather keeps the look from appearing flat.

Outfit Pieces

1. Maxi skirt in mocha ribbed knit
2. Shearling jacket in cropped ivory faux shearling
3. Long-sleeve top in fitted beige fabric
4. Ankle boots in cream leather
5. Hobo bag in soft brown leather

Style Tip

Mix slightly different neutral shades rather than matching every piece exactly to give the outfit more dimension.