Fall Business Casual Outfit with Blazer, Wide-Leg Jeans & Chic Boots

Get inspired by this fall business casual look with pinstripe blazer, wide-leg jeans, ankle boots, and luxe accessories. Elegant and modern.

7/26/20252 min read

This post may contain affiliate links. Please read our disclosure for more info.

Classy Fall Outfit for Work or Brunch in the City

If you're aiming for a sophisticated, business-casual fall look that doesn’t sacrifice comfort or style, this outfit is your blueprint. A sharp pinstripe blazer paired with wide-leg denim creates a silhouette that’s both powerful and relaxed. Layer a light blue button-down underneath, add luxe gold jewelry, structured boots, and a camel leather bag—and you've got yourself a timeless outfit that works from day to evening

Outfit Breakdown: Effortless Office-to-Street Style

1. Brown Pinstripe Double-Breasted Blazer
This tailored piece sharpens the entire look while adding texture and classic structure.
👉 Shop similar on Amazon: Brown Pinstripe Blazer

2. Light Blue Button-Down Shirt
Clean and polished, this staple shirt adds freshness to fall layers.
👉 Shop similar on Amazon: Light Blue Oxford Shirt

3. Wide-Leg Dark Wash Denim Jeans
These give you that trendy yet timeless look while elongating your legs.
👉 Shop similar on Amazon: Wide-Leg Jeans

4. Pointed Black Ankle Boots (Croc Embossed)
Sleek and chic, these elevate the outfit with subtle texture and shine.
👉 Shop similar on Amazon: Black Croc Ankle Boots

5. Structured Shoulder Bag
Neutral and classy, this bag brings warmth to the otherwise cool tones.
👉 Shop similar on Amazon: Leather Shoulder Bag

6. Gold Watch & Gold Hoops
Refined accessories that quietly scream luxury and elevate any outfit.
👉 Shop similar on Amazon: Gold Watch | Gold Hoop Earrings

7. Slim Black Leather Belt
Accentuates the waist and ties the look together effortlessly.
👉 Shop similar on Amazon: Black Leather Belt

8. Black Square Sunglasses
Perfect to finish the look with an edge of fashion-forward flair.
👉 Shop similar on Amazon: Black Square Sunglasses

Style Tips

  • Swap the shirt for a turtleneck on colder days.

  • Go for a sleek ponytail or low bun to highlight the earrings.

  • Layer with a long wool coat if heading out in chilly weather.

Why It Works:
✔️ Blazer + jeans = timeless contrast
✔️ Neutral tones = easy to remix
✔️ Accessories add polish without overdoing it