Transitional Weather Pullovers & Coats for Boys

With spring comes the daily decision of what coat to plop on your child when heading out the door. If you’re in a city with loads of transitional weather like Chicago, try one of these twelve versatile pullovers and coats for boys this year. Some of these are so cute, I want them in my size.



 Glacial Printed Fleece Pullover 

The super comfortable and stylish Printed Fleece by Columbia is the perfect tag-along. Throw on while heading out the door or keep it in the car for changes in weather. Image by Columbia


ThermaCheck Half Zip Pullover Fleece 

This ThermaCheck Fleece by Lands’ End is amazing and light! It’s perfect as an extra layer inside or outdoors. I love that it’s not bulky, it’s super soft, and it rejects static and pilling. Easy for my boys to get in and out of, too! Image by Lands’ End



The Active Zip Front Hoodie (with zipper)

I love the versatility and ease of a zipper. This Old Navy Active Zip Front Hoodie is super comfy and easy to layer and will transition great for the fall as well—so buy it a little big. This is great performance gear delivering medium-weight fleece on the inside. Fantastic for in-between weather. Image by Old Navy


Boys Slub-Knit Logo Hoodie (without zipper)

I love the vintage flair of this Old Navy Slub-Knit Logo Hoodie with kangaroo front pocket. The built-in jersey-lined hood is great for warmth, and I love the soft, lightweight, versatile feel of the jersey fabric. Wear alone or layer up for that casual, little man-about-town look. Image by Old Navy

Versatile Jackets


Chambray Field Jacket 

Gap’s Chambray Field Jacket is super chic and perfect for cool spring/summer weather. I love the look and feel of this, and so do my little men. They look dressed up and super cool in their matching jackets. The pockets and hood are great! Mommy needs a matching one, too! Image by Gap


Fleece Varsity Jacket 

I adore the retro bad-boy, good-boy appeal of this functional Fleece Varsity Jacket by Gap. The soft fleece gives this traditional sporty look extra charm and durability. Image by Gap


Quilted Shirt Jacket

I love the man-feel of a shirt jacket, and this one is uber cute. Gap’s Quilted Shirt Jacket is fully lined with fun buttons that aren’t annoying for daily use. A perfect solution for fall, too! Image by Gap

Rain Coats

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Foldable Infant-Toddler Rain Jacket 

This brightly colored Discovery Rain Jacket by LLBean packs up easily in its own pocket for spur-of-the-moment needs. Happy colored in yellow or blue—this is great for staying completely dry from the waist up. Image by LLBean

Lightweight Rain Jacket

Columbia’s Sportswear Lightweight Rain Jacket is great for your bigger boy. This water-resistant design and lightweight polyester construction make this jacket the perfect choice for layered comfort in the rain. Image by Kohl’s

Outer Vest

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Fleece-LIned Wool Vest

An outer vest is sometimes the best solution. This Fleece-Lined Wool Vest by LLBean is the perfect answer for those too hot/too cold moments. Protect your child’s chest, yet keep the rest of him cool with this winner. Image by LLBean


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The Big Boy Windbreaker

To me, nothing says spring quite like a windbreaker. This Boy’s Windbreaker Jacket by US Polo Assn. falls below the waist and is perfect for welcoming some fresh spring air—yet keeping warm on balmy days. Image by US Polo Assn.


The Little Boy Windbreaker

OshKosh B’Gosh Hooded Toddler Windbreaker Jacket is a great solution for your toddler, especially if he needs to keep warm from a seasonal cold (like mine often do). I love the ease and warmth of this jacket. Great quality! Image by Kohl’s

Featured image of my son by Cassandra Eldridge

More Boys’ Fashion: