The children are back in school, we have already had our first rain and things are really starting to feel like Fall around here. This week for Friday Buy Day we are bringing you our favorite Fall Essentiials...and all are under $300!

First up, this plaid shirt from Madewell will be a Fall go-to all season long. Dubbed the "Ex-Boyfriend" shirt because of it's slightly roomier cut and lightweight flannel construction, we picked this as a Fall Essential to pair with leather skinnies, sneakers and a cropped parka. For a more traditional look, wear it with your favorite denim, riding boots and a chunky knit. It is machine washable, on-trend, and $79.50 with an additional 20% off.

Next up, your new favorite jeans. Slight whiskering, a worn-in feel and hitting at the ankle...these Rag and Bone denim are spot on trend yet wearable. No need to list all the ways to rock these perfectly cool and classic pants.

I am happy to report that these are not optional(: Pony hair, d'orsay, animal print flats that you will wear with EVERYTHING. Pair them with a plaid shirt and tomboy jeans. Wear them with a leather skirt and printed tee, or try them with velvet cords and a turtleneck. At $268, these are Italian-made, feel super luxe and are worth every penny. Timeless, chic, bold.

And then there's the leather element...because there always has to be a leather element in your Fall wardrobe. While the wrap is faux, the skirt is made of 100% real lambskin leather. It is the perfect length, and high-fashion while being totally approachable (both in appearance, and in price). Pair it with booties and a faux fur jacket for a night on the town, or rock it during the day with the leopard d'Orsay flats above and a cable-knit sweater.

A "Fall Essentials" list would not be complete without a clutch. Whether a back-to-school mixer or a Friendsgiving celebration, the Fall is filled with events and you will need something to finish off your chic ensemble. This navy suede fold-over clutch with a patent leather red stripe will do just that. We love the classic color combination with the more edgy mix of leathers, and the price point is nice too ($228). We would rock this clutch with other prints just as often as we would wear it with a monochromatic outfit. A sample of the perfect outfit: a printed tee, leather jeans, a fur topper, leopard d'Orsay flats and this clutch.

For a fresh and more casual take on the traditional fur jacket, try this plush fleece version. We love the toast color (although there is a navy option as well), and would wear it with almost anything, and definitely everything posted above. Try it with a printed tee, leather skinny jeans and the leopard d'Orsay flats. Or pair it with the flannel shirt, jeans and moto-boots for a more relaxed vibe. It is a cozy travel companion, and would make the perfect Thanksgiving topper. At under $200 with the sale code SHOPNOW, this is a Fall Essential that should not be missed.

This is one of those items that once in your closet, you will wonder how you ever lived without it. A perfect layering piece under your favorite leather jacket with skinny sweats and sneakers, it also looks fantastic with black distressed skinnies, a plush fleece topper and leopard d'orsay flats(all above). Or, try it tucked into a full, floral skirt with a vibrant necklace come Holiday parties. Paris for the Weekend? Why not...now you'll have all you need to get there in style.

It seems like everyone has a pair (or three pairs) of booties, and while we love the over-the-knee trend that is dominating the runways right now, that style of boot is not exactly "essential". These boots are part deconstructed moto-boot and part riding boot, and all you will need to get your fix for a new pair of Fall boots. Constructed of washed leather for a perfectly worn-in patina, with antiqued hardware and a slouchy shaft that ooze cool these boots are not too rocker, not too equestrian and not too expensive (under $200). Buy them while they still have stock, and thank us later(:

Lastly, this ethereal dream by Anna Sui. Tonal embroidery, slight peplum hem and blouson sleeves make this top tower over the other black lace options out there. Couture in its construction, yet contemporary in its price this beautiful blouse begs to be invited to a cocktail party or a date night. Timeless, bold, elegant...an enviable combination.

And there you have it...Jack Ryan's top Fall Essentials for under $300. Dress confidently knowing that can mix and match prints, textures and pieces to make the styles all your own. Now get to shopping so that when the clouds roll in and skies open up, you have what you need to be chicly covered.

Have a great weekend!!