The Classic Casual Jacket – What to Buy and Where

By Robin Blake | 2025

Every wardrobe needs a go-to jacket that works across seasons and outfits. The classic casual jacket isn’t about trends—it’s about fit, function, and timeless appeal. From bombers to overshirts, here’s your guide to the best styles, what to look for, and where to buy them now.

1. The Bomber Jacket

Why it’s a classic: Sporty, sleek and versatile—it pairs well with jeans, trousers or joggers.Details to look for: Ribbed cuffs, zip fastening, minimal branding.Best brands:

Alpha Industries – Military-grade originals
Reiss – Tailored versions for smart-casual layering
Flannels – Designer takes from AMI, Boss, Stone Island

2. The Harrington Jacket

Why it’s a classic: British heritage with clean lines and minimalist structure.Details to look for: Stand collar, tartan lining, button cuffs.Best brands:

Baracuta – The original G9 Harrington
Barbour – Lightweight waxed Harringtons
Mr Porter – Luxe options from Tom Ford and Ralph Lauren

3. The Overshirt / Shacket

Why it’s a classic: Perfect hybrid of shirt and jacket—layer it up or wear solo.Details to look for: Chest pockets, heavyweight cotton, boxy fit.Best brands:

Folk – Textural weaves and neutral tones
Norse Projects – Technical overshirts with Scandi polish
Massimo Dutti – Smart, elevated workwear-inspired styles

4. The Field Jacket

Why it’s a classic: Rugged military-inspired outerwear that never dates.Details to look for: Four front pockets, button-up front, weather resistance.Best brands:

Belstaff – Iconic waxed field jackets
Flannels – C.P. Company and Stone Island reinterpretations
Barbour – British takes with practicality

5. The Coach Jacket

Why it’s a classic: Lightweight, sporty and minimal—perfect for layering in spring/autumn.Details to look for: Snap buttons, collar, drawstring hem.Best brands:

Carhartt WIP – Streetwear staples with durability
Nike – Sport-leaning minimalist versions
Palace – Elevated skatewear edge

How to Pick the Right Casual Jacket

Shorter men: Go for cropped bombers or boxy overshirts
Taller men: Field jackets or long overshirts add proportion
Wider builds: Avoid heavy padding—opt for tailored Harringtons or stretch-fit bombers

Get the Right Fit with Tellar

Style is nothing without fit. Use Tellar’s free Size Lookup Tool to find your perfect jacket size in over 1,500 brands. Enter your chest, waist and height—or your best-fitting brand—and let Tellar handle the rest.

Final Word

The classic casual jacket is more than a layer—it’s your signature. From bombers to overshirts, find one that works for your lifestyle and silhouette—and make sure it fits right with Tellar.co.uk.