Best Fall Jackets For Men To Buy For 2019 Season

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To no one’s surprise, fall is the most unpredictable time of the year. Choosing what to wear is challenging. But knowing you want to keep your wardrobe stylish I picked some of the best fall jackets for men who wish to remain style and comfort their top priority even in the harshest weather conditions.

Just a heads up. I highly recommend you to invest in a jacket that is timeless and will keep your closet fresh and perfect for years to come. Once you have that one staple piece only then, I would recommend starting experimenting with different colors and fabrics.

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The Most Stylish Fall Jacket For 2019 Season
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men wearing lightweight jackets
Carlos Dominguez | IG carlos_domord

Bomber Jacket

Bomber Jacket remains as a style item that is essential to a have in your closet. Versatility and simple design make it the most appealing and comfortable to wear outerwear ever.

It was first introduced in the early 20th century as military outerwear to keep pilots warm. Keeping that in mind, I’m sure that most will appreciate how warm and comfortable this jacket is. Of course, a lot depends on the fabric and materials used to make it. Therefore I highly advise staying away from a $30 bomber.


  • Stick with classic neutral colors like black, navy, or olive. These tones are a timeless classic.
  • A genuine classic flight jacket comes with a front zipper.
  • It should come in a high-quality ribbed collar and cuff.
  • Originally this jacket has a sleeve pocket with a zipper. It’s a small, but rather important detail.
Shearling Trimmed Leather Bomber Jacket for fall season

Leather Jacket

Without any hesitation, I can say this jacket is an all year-round essential. I know you probably heard that a lot, but it’s the coolest jacket you can have.

To someone who is not familiar with leather jackets, there are a few different options you can buy:

  • Biker Jacket
  • Flight Jacket (today it’s known as a bomber jacket)
  • Racer Jacket

FYI we have a comprehensive article on how to pick the best leather jacket. 

For this season, a biker jacket is your most stylish option. Some would argue that it’s not the most practical outerwear for a colder time of the year, but they are wrong, and here’s why.

You can pair it with just about anything. Let’s start with those warm autumn days. You can comfortably wear it over a dress shirt or a t-shirt for the most comfort. If it’s getting colder layer it with your favorite turtleneck or perhaps a denim jacket for a more rock&roll looks. Accessorize it with a scarf, and here you go. It can’t get any better than that.


  • The best fabric considered for any leather jacket is cows hide.
  • Stichting sometimes overlooked, but nevertheless very important.
  • The front zipper should be sturdy and not flimsy.
stylish fall SCHOTT 50s Perfecto Leather Biker Jacket

Weatherproof Jacket

Your wardrobe is not complete if you don’t have a weatherproof jacket in it. I’ll always have it in my backpack. It’s light, it doesn’t take much space if you fold it nicely, but what is most important it’s probably the most practical outerwear in your wardrobe. You can buy one that looks stylish and wear it over a suit, dress shirt or t-shirt without making you look weird.

Particularly for a rainy season, a light weatherproof jacket is the most practical. You’re going to use it mainly in early spring, September until the end of October at the most.


  • Shop for the best one that is designed to be portable.
  • Vents for airflow are necessary to keep you fresh.
moncler Atlin Hooded Shell Jacket for fall wardrobe

Trucker Jacket

The trucker jacket is not going to protect you from rain or wind, but it most certainly is going to make you look like you care about style. Wet seasons tends to surprise us from time to time with late spring, summer-like days. That is a perfect occasion to put on a trucker jacket and head out to enjoy mild September evenings.

This jacket is a versatile piece that goes with many of your favorite clothes, such as chino pants, jeans, t-shirts, shirts, and sweaters. Pair it with a t-shirt for the most relaxed combo. And if it’s a bit cold outside but still warm enough to be wearing a trucker jacket, put it on over a turtle neck sweater.


  • 100% cotton is a must.
  • Traditionally trucker jacket comes with a button fastening, not a zipper.
  • Buttoned chest flap pockets is a trademark of this jacket.
fall essential POLO RALPH LAUREN Shearling Trucker Jacket

Suede Jacket

Suede jacket and jeans is an essential duo. What I like about suede that it blends in with fall weather, especially when streets are covered with yellow leaves. It has a visual coziness to it, and if you pair it with a chunky knit sweater and dark blue jeans, it can’t get any better then that.


  • The only advice I can give you here is trying to stay away from a cheap 50 dollar suede jacket because it wears down quickly. Shop for a high-quality, it will last for years to come without any substantial wear down.
best fall outerwear KINGSMAN Suede Field Jacket

Chore Denim Jacket

It’s not that common to see men wearing a chore jacket. Although it’s becoming more popular every year due to its timeless design, I would call it a hidden treasure which is still to be found.

It’s a very versatile and ultra-practical jacket. You can pair it with just about anything you can find in your wardrobe, and that is everyone’s dream to have a piece like that.

You can buy this jacket in many different fabrics, but as it’s a colder time of the year, I decided to go with this FREEMANS SPORTING CLUB denim chore jacket.

Here’s a short video about a FREEMANS SPORTING CLUB that I think you will enjoy.

freemans sporting club chore jacket for fall season

Harrington Jacket

Yes, it’s very similar to a bomber jacket. But if you pay a close attention, it has some unique details that are identified only with Harrington jacket. It’s more tailored and finished with a classic standing collar. It’s a beloved jacket by many celebrities such as Steve McQueen and James Dean. And no wonder why it’s established among the coolest jackets out there.


  • A classic Harrington jackets collar is its main detail.
  • Traditional ones are made from cotton.
  • Oh and yes and zip fastening. I’m not sure if you can find it with buttons, but if you do pick the one with a zipper.
fall classic POLO RALPH LAUREN Cotton Harrington Jacket

Hooded Jacket

Need full proof protection from bad weather then look no further hooded jacket is your go-to option. It’s not the most stylish outerwear, but it’s incredibly practical.

Pair this hooded jacket with a beautiful sweater and a pair of jeans, and you have got yourself a great outfit.

THE NORTH FACE Apex Bionic Light Shell Hooded Jacket for fall season

How To Choose A Fall Jacket

men in most stylish jackets
Carlos Dominguez | IG carlos_domord

You need to have at least a few different jackets in your wardrobe to protect you from the unpredictable weather. First, a lightweight jacket is a must, and second, a waterproof jacket is an absolute essential.

If looking to find out what are some of the best, stylish and most practical fall jackets for this 2019 season than read along.

men wearing denim and field jackets

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