12 Amazon Fall Travel Clothing Picks September 2025

As soon as September arrives, I consider it the start of fall. The cooler breeze signals it’s time to put away light summer wear and bring out cozy knits, maxi skirts, and versatile travel layers. A quick review of my wardrobe showed I needed a refresh, so I turned to Amazon for affordable, stylish pieces. The options did not disappoint.

From oversized cardigan with deep pockets to denim shackets perfect for layering, I’ve selected 12 fashionable finds under $50. Each piece is compact, versatile, and ideal for both city strolls and countryside adventures.

Best Deals Overall

Lillusory Oversized Knit Cardigan
As temperatures dip, a soft knit cardigan is always my first choice. This draped option is currently 42% off and comes with practical pockets. It’s lightweight, packable, and perfect for flights or chilly evenings.

Anrabess 2-piece Lounge Set
Travel days call for comfort without sacrificing style. This editor-approved lounge set includes a pullover half-zip and elastic-waist pants. Available in 21 colors, it offers a polished, flattering fit while keeping the cozy feel of loungewear.

Plnotme Jean Tie-front Denim Shacket
The transition into fall is shacket season. This tie-front denim design is boxy yet flattering, with functional pockets for travel essentials. At just $35, it rivals higher-end versions and is easy to throw on over lighter layers.

Dream Pairs Chunky Heeled Loafers
Loafers are a timeless fall staple. This chunky heeled pair, priced at $34, features a comfortable pull-on fit and cushioned leather design. They pair effortlessly with jeans, skirts, or dresses while adding a touch of height.

Ekouaer Active Performance Skort
Combining function and style, this skort features built-in shorts for coverage and comfort. Its stretch fabric makes it versatile for sightseeing, casual outings, or dressed-up looks with loafers.

Dokotoo Casual Smocked Dress
Loose, flowy dresses are ideal for fall trips. This babydoll-style dress, available for $30, has a flattering fit with feminine sleeves. It transitions seamlessly from casual weekends to city outings with the right accessories.

Shewin Casual Long-sleeve Sweater
At just $19, this lightweight sweater with crochet detailing is both affordable and versatile. Its oversized fit makes it easy to style over dresses or tucked into skirts. Multiple neutral shades make it a repeat buy.

Dlooda Flare Leggings
Perfect for travelers who prefer leggings over shorts, this flare-fit style offers comfort with added waist detail. A hidden pocket is great for stashing essentials during long flights or sightseeing walks.

Anrabess Long-sleeve Shirt
Priced at $12, this boat-neck top is a wardrobe essential. It works with skirts, leggings, or jeans, making it highly versatile. Available in multiple colors, it’s a basic worth stocking up on.

Project Cloud Lace-up Sneakers
A bold pair of sneakers can elevate any outfit. With memory foam insoles and non-slip outsoles, these sneakers are built for long walking days and airport runs, ensuring comfort without compromising style.

Automet Half-zip Sweatshirt
This traveler-favorite half-zip comes with a kangaroo pocket and thumbholes, offering both function and comfort. Shoppers describe it as the “perfect quarter zip,” making it a must-pack essential.

Earkoha Casual High-waist Maxi Skirt
This patchwork maxi skirt blends comfort and travel readiness with its elastic waistband and pockets. The monochrome print keeps it versatile for styling across seasons.

Read More: LAD REPORTING