17 Relaxed Winter Jackets Baggy Outfit Ideas to Stay Cozy

Winter dressing doesn’t have to feel stiff or overly styled. Baggy winter jackets bring that effortlessly relaxed energy we all crave when temperatures drop. These outfit ideas are about comfort that still looks intentional, easy layers, lived-in textures, and cozy silhouettes that feel real, warm, and wearable for everyday life.

1 Relaxed Puffer With Straight Denim

A soft oversized puffer layered over a neutral knit and straight-leg jeans creates that cozy, off-duty winter mood. It feels warm without looking bulky and works perfectly for slow mornings and casual city errands.

Stylist Suggestion: Add chunky white sneakers and a low messy bun. The relaxed hair and sporty shoes balance the volume of the puffer, keeping the outfit casual and modern instead of overwhelming.

2 Slouchy Jacket With Knit Lounge Pants

This outfit blends comfort and polish with a baggy winter jacket over relaxed knit pants. It feels like staying wrapped in a blanket while still looking put-together enough for coffee runs or casual meetups.

Stylist Suggestion: Choose sleek ankle boots instead of sneakers. The structured footwear grounds the softness of the knit pants and keeps the outfit from slipping into full loungewear territory.

3 Oversized Parka With Layered Neutrals

A roomy parka paired with layered neutrals creates a calm, grounded winter outfit that feels practical yet stylish. The loose fit allows movement and warmth while still looking intentional and wearable for everyday life.

Stylist Suggestion: Add a long neutral scarf draped loosely. It softens the structured parka and visually elongates the outfit, creating balance without adding bulk.

4 Boxy Jacket With Relaxed Cargo Pants

This look leans into effortless street comfort with a boxy winter jacket and loose cargo pants. It feels functional, relaxed, and quietly confident, perfect for days when comfort is the priority but style still matters.

Stylist Suggestion: Keep accessories minimal with a small shoulder bag. The cleaner silhouette lets the cargo details shine without competing with bulky add-ons.

5 Longline Jacket With Soft Knit Dress

A baggy longline jacket over a simple knit dress gives an effortless winter balance of softness and structure. It feels cozy, feminine, and relaxed without being overly styled or fussy.

Stylist Suggestion: Add knee-high boots to anchor the flowy layers. The boots add warmth and shape, keeping the outfit grounded and winter-appropriate.

6 Puffer Jacket With Oversized Hoodie

This outfit embraces pure winter comfort, an oversized hoodie layered under a relaxed puffer jacket. It feels cozy, casual, and lived-in, perfect for everyday errands or laid-back social plans.

Stylist Suggestion: Choose slim joggers to balance the volume on top. The contrast keeps the outfit intentional instead of shapeless.

7 Relaxed Wool Jacket With Everyday Denim

A loose wool jacket paired with everyday denim creates a timeless winter outfit that feels warm and familiar. It’s the kind of look you reach for without thinking, yet it always works.

Stylist Suggestion: Add a simple leather belt and tuck the sweater slightly. This subtle detail gives shape while keeping the relaxed feel intact.

8 Casual Jacket With Matching Knit Set

Pairing a baggy jacket with a matching knit set feels cozy and intentional at the same time. The coordinated base makes the relaxed jacket look polished rather than thrown together.

Stylist Suggestion: Keep jewelry minimal with delicate rings. They add quiet detail without distracting from the clean, coordinated layers.

9 Oversized Jacket With Wide-Leg Trousers

This outfit feels modern and calm with a relaxed winter jacket and wide-leg trousers. It creates a soft flow from top to bottom while still looking structured and wearable.

Stylist Suggestion: Choose platform sneakers to subtly lift the silhouette. They balance the wide trousers and keep proportions flattering.

10 Quilted Jacket With Soft Layers

A baggy quilted jacket layered over soft basics feels warm, familiar, and comforting. It’s the kind of outfit that feels like a hug while still looking clean and styled.

Stylist Suggestion: Add a knit beanie for warmth and texture. It complements the quilted pattern and reinforces the cozy winter feel.

11 Relaxed Jacket With Graphic Sweatshirt

This outfit blends comfort and personality with a baggy jacket layered over a graphic sweatshirt. It feels youthful, casual, and easy without trying too hard.

Stylist Suggestion: Keep bottoms neutral to let the sweatshirt stand out. This keeps the outfit balanced and visually calm.

12 Long Jacket With Relaxed Monochrome Base

A long, baggy jacket over a monochrome base feels sleek yet cozy. The consistent color palette keeps the relaxed layers looking refined and intentional.

Stylist Suggestion: Add a structured bag to contrast the softness. The clean shape elevates the entire look without breaking the relaxed vibe.

13 Casual Jacket With Flowy Winter Skirt

This outfit mixes softness and warmth with a relaxed jacket paired over a flowy winter skirt. It feels cozy, feminine, and easy to wear without looking overly styled.

Stylist Suggestion: Add ankle boots with a low heel. They provide warmth and stability while keeping the outfit practical for daily wear.

14 Oversized Jacket With Soft Joggers

A baggy winter jacket with soft joggers creates an effortless off-duty look that feels relaxed and real. It’s perfect for days when comfort comes first but style still matters.

Stylist Suggestion: Keep sneakers clean and minimal. This small detail makes the casual outfit feel intentional and polished.

15 Padded Jacket With Neutral Layers

A padded jacket layered over simple neutrals feels warm, balanced, and timeless. The relaxed fit makes it perfect for everyday winter routines without sacrificing comfort.

Stylist Suggestion: Add subtle gold jewelry to warm up the neutral tones. It adds quiet elegance without overpowering the casual layers.

16 Boxy Jacket With Ribbed Knit Layers

This look feels cozy and tactile with a boxy jacket layered over ribbed knits. It’s relaxed yet visually interesting, perfect for everyday winter wear.

Stylist Suggestion: Choose a crossbody bag to keep hands free. It suits the casual nature of the outfit and keeps it practical.

17 Relaxed Jacket With Cozy Scarf Focus

A baggy winter jacket styled around a cozy scarf feels warm and effortless. The scarf becomes the emotional center of the outfit, adding comfort and personality.

Stylist Suggestion: Let the scarf drape naturally instead of tightly wrapping it. This keeps the outfit relaxed and visually soft.