Best Men’s Fall Jackets For 2019 | Best Men’s Outerwear

The right versatile jackets can take your style a long way during Fall and you’re definitely going to need a few options for your Essential Fall Wardrobe. It’s important to have picks that are both dressy and casual but also versatile enough for a variety of situations and light enough to allow for layering.

Before we jump in, there’s one thing you won’t notice on this list, and for good reason, that’s puffer vests. We’re not fans of puffer vests because their usage is pretty limited and they’re just not that stylish. These are the cliche items for the tech bros the past few years – wearing these over their gingham shirts and baggy chinos is…meh. You can do better!

Here are all of our tips and picks for the Best Men’s Fall Jackets for 2019!

 

The Denim Jacket

Timeless and great on a variety of body types, this go-to is perfect with casual looks. Important note: nail the fit. A lot of denim jackets are boxy which you want to avoid. A trim fit will look sharp and compliment your frame, you want them to be fitted throughout the torso (like the pic above), especially if you’re a bigger guy. Specifically, you want to barely be able to button it across your chest. For more, we’ve got a full fit breakdown right here. Wear them with everything from a t-shirt, sweatshirt, to an oxford/flannel and pair it with either denim or chinosIn terms of washes: medium blue, black or light grey as they can easily be worn your existing pants. Avoid matching the wash of your jacket with your jeans, the Canadian Tuxedo isn’t a good look. Protip for the older gentlemen out there: upgrade to a version in suede for a great look. 

Picks:

AllSaints

Everlane

Levis

Todd Snyder

Suede 1: Todd Snyder

Suede 2: John Varvatos

Outfit Details:

Jacket (similar)

Sunglasses

Sweater

T-Shirt

Pants

Boots

Watch Strap

 

The Wool Sport Coat

The perfect way to dress up everything from denim to wool trousers, a great sport coat is super versatile. Look for versions in tweed, herringbone or other weaves and patterns, and we recommend wool or wool blends with some texture and thickness, they’re great for the Fall season. Look for dark fall colors like charcoal, navy, dark green and brown. Solids or patterns like herringbone, houndstooth, or windowpane are perfect!

Picks:

J.Crew

Brooks Brothers 1 

Brooks Brothers 2 

H&M

Outfit Details:

Jacket (similar)

Sunglasses

Sweater

T-Shirt

Pants

Boots

 

Wool or Suede Bomber Jacket

Another way to add some weight and texture to your casual jacket rotation that’s perfect for this year is with a bomber in suede or wool.  By now you know how much I love bombers (perfect for every body type and age range) and a wool/suede version is the perfect casual fall jacket. The fabric can easily take you from day to night and be dressed up or down. Navy, black, brown and grey will pair easily with your existing wardrobe.

Picks:

ASOS

APC

All Saints

Calibrate

Hugo Boss

Outfit Details:

Jacket

Sunglasses

Sweater

T-Shirt

Pants

Belt (similar)

Sneakers

Watch Strap

Top 5 Men’s Shoes & Boots For Fall 2019

Now that Fall is officially here it’s an important time to consider your shoe rotation. Since we’ll probably get asked, no, this doesn’t mean these are the ONLY shoes you should wear during the Fall. Year-round essentials like sneakers and lace-up oxfords will always look stylish no matter what time of year. But, these are some specific style upgrades we’ve chosen to complement your wardrobe for this time of year. Make sure you check out our other shoe suggestions and our Fall Essentials to make sure you’ve got your Fall wardrobe dialed in for maximum style and versatility.

So, with that, here are our picks for the top 5 shoes and boots you need this Fall!

 

 

Lace-Up Boots

Fall is boot season and a sharp pair is an absolute necessity. There are a myriad of styles these days and a wide range of price points but if you’re just getting into the game, stick with the basics:  a sharp, slightly dressy pair of captoe or round toe boots. The right pair is sleek and sexy, pairs easily with your jeans and chinos as well as your heavier suits.

Picks:

Allen Edmonds 1 (from the video)

Allen Edmonds 2

Kenneth Cole

Johnston & Murphy

 

Leather High Tops

Dressy and casual shoes are pretty interchangeable these days, and a nice leather high top can work with a variety of different looks. This isn’t a basketball sneaker, it’s more of a cool hybrid between a boot and a standard leather sneaker so don’t be afraid to dress this one up.

Picks:

Wolverine (from the video)

Common Projects

 

Captoe Brogue Dress Shoes

Assuming you have a solid pair of oxford lace-ups in your rotation, a brogued pair is the next logical step. You can find conservative pairs to wear with suits or more informal pairs to wear with chinos and denim. Don’t forget, it’s important to invest in quality where you can and shoes are one of the best places to invest. We recommend these in either brown or black but black is the most versatile.

Picks:

Allen Edmonds (from the video)

Kenneth Cole

J. Crew

Brooks Brothers

 

Chukka Boots

The dress boot’s slightly more low-key cousin, the chukka silhouette is extremely versatile and looks just as good with a suit as it does with denim and chinos. This style looks great in brown or black leather and also is an excellent style to look for in suede.  We love suede for the fall season because it adds just a bit of texture to your overall look.

Johnston & Murphy Leather (from the video)

Wolf & Sheppard Suede

Allen Edmonds Suede

Allen Edmonds Leather

 

Chelsea Boots

If you don’t already have a Chelsea boot in your rotation, now’s the time.  It’s a great alternative to a dress boot for your heavier suits, wool trousers, and black or dark wash denim.  For Fall we are recommending a black leather or dark brown suede as the choices here.  These picks are great because they will work for you year-round, no matter what you’re wearing. One warning though, if you’re on the bigger/broader side Chelsea boots aren’t a great choice for your body type, so just stick to lace-up boots.

Picks:

Kenneth Cole (from the video)

To Boot (similar to video pick)

Cole Haan

Johnston & Murphy

Best Budget-Friendly Men’s Fall Essentials For 2019

Key pieces for a sharp Fall wardrobe don’t have to be expensive, and a few wallet-friendly updates can add a ton of style to your overall look. As we mentioned in our previous Fall Essentials piece, the key thing to think about with your fall wardrobe is changing temperatures, you want items that layer easily or can be versatile enough for varying temps. Like with the rest of the items in your Essential Wardrobe you want pieces that will have you looking sharp no matter your height, body shape, or age.

Here are our picks for the Best Budget-Friendly Fall Essentials for 2019!

 

H&M Wool crewneck sweater – $20

A simple versatile item that can be worn a ton of different ways, from casual to dressy.  We love the one from H&M, it’s budget-friendly and super stylish.

H&M Wool Crewneck

H&M Merino Crewneck

 

The Tie Bar Wool Knit Tie – $25

An easy way to add some texture and personality to dressier looks, these simple additions are great with suits or chinos.  We love the options from the Tie Bar specifically, the bang-for-the-buck is outstanding.

Tie Bar Wool Knit Ties

Tie Bar Wool Ties

 

H&M Quilted Jacket – $79.99

Budget-friendly quilted jackets are very tough to come by but this one from H&M hits all the marks. A solid price, great casual style, and a nice light weight make for a very versatile jacket for your Fall layering.

 

Suede / Perlon / Wool watch straps – $5-$20

A super simple (and cheap!) way to mix up your accessory game. Try something in suede or perlon for some added texture and style to your watch.

Suede Straps

Leather and Suede Nato Straps

Perlon Straps

Wool Straps

 

Uniqlo Corduroy Jeans & Chinos – $39.90

We discussed these in our previous Fall Essentials video, and for good reason, a few solid pairs of pants can really set your rotation up nicely. We really love the corduroys and chinos from Uniqlo because they’re super affordable and great quality for the money.  The range of colors is great too, so make sure you invest in a few pairs to mix up your rotation from denim.

Uniqlo Corduroy Jeans

Uniqlo Chino Pants

 

Leather Lace-Up or Chukka Boots – $130 – $250

A solid and versatile lace-up boot or chukka boot is an indispensable style foundation for fall.  Keep in mind that affordability is relative and you get what you pay for. Ultimately, It’s tough to find anything of quality below $150 or so. The picks below are a great mix of quality and affordable prices.

Picks:

Johnston & Murphy 1

Johnston & Murphy 2

Kenneth Cole 1

Kenneth Cole 2

Clarks

 

Wool Scarf – $13-$60

Easy warmth when you need it and it can be a great accessory.  Go for solid black, grey or navy for an understated look or opt for a pattern like plaid or a bolder color for more of a statement.  Wool blends and cashmere are the most comfortable.

Picks:

Uniqlo 1

Uniqlo 2

Gap

H&M 1

H&M 2

 

Uniqlo Suede Belt – $30

You’ve hopefully got a few casual and dress belts in leather already, but adding a suede version is an easy way to change up your accessory game and add some nice texture to your outfit. As another option, a nice braided leather belt is a cool update as well.

Uniqlo Suede Belt

Uniqlo Braided Belt

 

Flannel Shirts – $30 – $50

We discussed the importance of great casual button-ups for fall and there are a number of good flannel options that are perfect for the cooler months.  You can go for a solid color or a bolder plaid and these are great as a layer under a denim or bomber jacket or just worn on their own. We love the ones from Uniqlo the most but there are other great picks we love below as well.

Picks:

Uniqlo

Gap

J.Crew Factory

 

H&M Blazer – $70

Another super versatile jacket, we love that this blazer can add a bit of polish to any casual outfit, like with denim or chinos, or it can be dressed up with some trousers and a tie. The checked pattern is a nice way to add a bit of personality but in a subtle way and you can even layer a sweater underneath for added warmth.

Picks:

H&M 1

H&M 2

Uniqlo 1

Uniqlo 2

J. Crew Factory

Men’s Fall Style Essentials For 2019

Fall and cooler weather will be here before you know it and it’s time to start thinking about transitioning your wardrobe.
A key thing to think about with your fall wardrobe is changing temperatures, you want items that layer easily or can be versatile enough for varying temps. Like with the rest of the items in your Essential Wardrobe you want pieces that will have you looking sharp no matter your height, body shape, or age.

One quick note, while I love them, you’re not going to see henleys on this list because there are only a select few men that actually look good in them. We did an in-depth article on henleys previously and you can check out why I feel so strongly that only certain men can wear them.

Now, onto our picks for the Men’s Fall Style Essentials you need right now!

 

Denim Jacket

Classic, stylish and easy to layer, a denim jacket is a great pick for fall. Make sure the fit isn’t boxy – you want a slim fit. Also, we recommend a medium to light wash as they pair easily w your dark wash denim and with other go-to fall pants like chinos and corduroys.

Picks:

Uniqlo

AllSaints

Levis

Everlane

 

Crewneck sweater or sweatshirt

I love these because of their casual vibe and versatility, they can function as an outerwear piece over a tee or be layered underneath something else (like that denim jacket we just mentioned) when it gets colder. Stick with solid colors like light grey, charcoal, black, dark green, and burgundy.  You can go with cotton options or look for lightweight merino wool versions.

Picks:

H&M

J.Crew

Brooks Brothers

Todd Snyder

 

Suede or wool bomber jacket

Yes, our love of bomber jackets is well documented, and for good reason, they look great on everyone. The softer, more textured material or wool or suede complements the Fall season.

Picks:

Officine Generale

APC

H&M

Brooks Brothers

 

Casual Collared Shirt

We love a solid flannel or a check pattern and you definitely should have one or two of these in your closet to mix in with your wardrobe. These are great on their own or layered underneath a sweater or jacket or both if it’s chilly. Don’t forget: the length of the shirt should hit around mid-crotch/mid zipper. This allows you to wear untucked for a casual look or tucked in for a more polished look.

Some of our absolute favorite collared shirts come from The Tie Bar and they just launched a new line of fall casual shirts and, just like all their other shirts – they’re fantastic! They fit true to size, come in various sizes for all body types and are very high-quality relative to the price. Dorian has, over the last year or so, completely replaced his collared shirts with ones by the Tie Bar.

Picks:

The Tie Bar Casual Shirts

 

Chinos or corduroy pants

Both are classic go-tos for the Fall season. The darker autumn colors: dark green, darker brown, burgundy are perfect for this time of year and the thicker material makes them extra warm.

Picks:

Uniqlo

J.Crew

Rag & Bone

Our Favorite Budget-Friendly Chinos

 

Suede or leather Boots

Fall is the perfect time for suede footwear and to break out your boots. Chukka, desert, or work boots in light or dark brown suede are super versatile with denim or chinos.

Picks:

AllSaints

Allen Edmonds #1

Allen Edmonds #2

Johnston Murphy

The Best Men’s Lightweight Jackets For Spring 2019

Even though winter is over the temperatures in Spring can vary greatly.  So, that means having the right kinds of versatile, lightweight layers in your rotation.  Here are our picks for the Best Lightweight Jackets for Spring 2019!

We listed all of our favorite styles down below, check ’em out!

 

  

Lightweight Blazer

Super versatile and goes with pretty much everything, a lightweight blazer in cotton or a cotton/linen blend is the perfect way to dress up casual and business casual in different ways. Neutral colors like navy and grey match easily but you can also go for one in earth tones like olive or tan. Plus, these jackets transition into summer easily as well.

Picks:

Canali

LBM

Brooks Brothers

Banana Republic

J.Crew

  

Lightweight Bomber

Obviously, we’re huge fans of bomber jackets, they’re flattering for every body type and an absolute must-have for Spring. Look for one in a cotton blend or unlined nylon.  If you’re not risking rain, we recommend a light suede version as well.

Picks:

Paul Smith

Everlane

Gap

J.Crew

H&M

Suede:

Valstar

AllSaints

ASOS

 

Nylon Jacket

Look for a zip-up style that’s a bit sporty (anorak/tech style), Harrington style, or a bomber style. It works well with all types of casual looks and also is great for unexpected spring rain/weather.

Picks:

Patagonia

Hill City

Everlane

Uniqlo

H&M

Should You Wear A Polo Shirt Under A Sweater?

It’s officially polo shirt weather but you’re probably still needing a layer here and there. In this week’s edition of 2 Minute Tuesday we’re going over a few rules when it comes to layering a sweater with a polo shirt. Here’s how to do it right.

Layering Tips

  1. Skip the polo under a sweater
    Wear a button up dress shirt or an oxford underneath a sweater, a polo shirt shouldn’t be worn over a sweater as the collar of the shirt doesn’t have enough structure. This goes for all types of sweaters – crewneck, v-neck, and shawl collar sweaters.
  2.  Wear a blazer, bomber, or Harrington instead
    If you do want to add a layer over a polo shirt, try a bomber jacket or Harrington jacket instead, they are better suited to the style of a polo shirt.  A blazer can be worn over a polo but we recommend sticking to a polo that has a neat, structured collar and stays put underneath your jacket.

 

 

5 Men’s Spring Style Essentials For 2019

Spring is here and it’s time to take a look at your wardrobe. Depending on where you live in the country it could still be cool or already getting warm. That means versatile items that layer well to keep you warm or make it simple to dress sharply when it’s warm out.  Don’t forget to check out all of our picks below!

5. Chambray Shirt

One of my favorite essential pieces, its rugged look is perfect for the transitional wardrobe. Wear on its own with chinos or layer it under a sweater or a bomber jacket.

Picks:

Zegna

Saturdays NYC

Amazon Goodthreads

J.Crew

4. Leather Chukka Boot

The perfect versatile boot for your casual and dressy wardrobe.  I recommend dark brown leather (as opposed to suede) for versatility and protection against any spring rain.

Picks:

Clarks

Budget-Friendly Clarks

Johnston Murphy

Allen Edmonds

3. Lightweight Jacket – Denim or Nylon/Cotton Bomber

Temperatures can be unpredictable in Spring so a versatile, lightweight outer layer is just what you need.  These jackets work just as well with a button up as they do with a t-shirt.

Picks:

Levis

J. Crew 1

Topman

APC

Gap

J.Crew 2

Bonobos

Paul Smith

2. Sweatshirt

A baggy hoodie is not what we’re talking about, we mean a well-fitting crewneck sweatshirt. It looks great casually with chinos and denim and is a great alternative to a sweater.

Picks:

J.Crew

Everlane

Todd Snyder

Rag & Bone

1. Chinos

Your go-to pants for Spring, they’re super comfortable and durable. There are versions at every budget and come in stretch and non-stretch varieties these days.  Go with basic colors like khaki, navy, grey, and olive for maximum versatility.  For more tips, check out our full chino rundown.

Picks:

Rag & Bone Fit 2

Bonobos

Uniqlo

J.Crew

Gap