10 Affordable Outfits to Wear With Boots Now and Through Fall

There are a lot of things we love about Fall fashion [1], but boots rank pretty dang high on our lists. Think about it: What other accessory truly defines the season more than boots? Nothing! OK, that might be a bit dramatic, there are plenty of other cool-weather accessories we love from loafers to textured bags and hats. But boots just get us especially excited for Fall, which is why we're already planning fresh outfit formulas [2] to wear with all our favourite styles.

Now, I know what you're thinking: Summer isn't over, nor do you want it to end. I'm with you! I live for a breezy dress-and-sandal look on a balmy Summer day. However, right now is when all of our favourite stores and brands are debuting their new Fall arrivals, so there's no better time to start preparing a fresh lineup of outfits [3] for the new season. And as you might guess, we're all for said looks to centre around your favourite boots [4].

Whether you tend toward classic styles, Western silhouettes, or are all about trendy animal print, ahead, get inspired by the 10 super-stylish outfits that centre around boots, courtesy of fashion influencers we love. And because we want you to be as prepared as possible for the new season, we shopped out each outfit head-to-toe, all with affordable pieces including under-$100 styles from our very own POPSUGAR collection at Kohl's [5].

Wear Your Boots With: A Colourful Top and Skirt

Bright colours are staking their claim for Fall from super-saturated shades to sweet pastels. As a fun and unexpected pairing, try styling western boots with a colourful top and floaty skirt which will easily skim over the top of the boots.

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POPSUGAR Short Sleeve Sweatshirt [6] ($27, originally $36)

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POPSUGAR Midi Skirt [7] ($37, originally $50)

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Charles Albert Western Style Embroidered Cowboy Boots [8] ($35)

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Charles & Keith Textured Saddle Bag [9] ($59)

Wear Your Boots With: An Animal Print Set

Animal prints are going bolder for Fall, both in brighter colours and less-common motifs like cow, zebra, and tiger. To temper the effect of an printed jacket-and-skirt set, layer a fitted mock-neck top in a softer colour underneath and finish off the look with versatile black boots. Bonus points for a tough, lug-sole pair.

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POPSUGAR Elbow Sleeve Mockneck Top [10] ($27, originally $36)

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Collusion Snake Print Trucker Jacket & Mini Skirt Two-Piece Set [11] ($58, originally $96)

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Steve Madden Gretta Boots [12] ($140)

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Express Chain Strap Wallet [13] ($30)

Wear Your Boots With: A Dress and Trench Coat

Feminine dresses are staples year-round, but to extend the life of your favourite Summer version, simply swap your sandals for boots a toss a trench over top when you need a warmer layer.

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& Other Stories Belted Trench Coat [14] ($149)

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POPSUGAR Ruffle Trim Swing Dress [15] ($37, originally $50)

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Dr. Martens Leona Heeled Boot [16] ($160)

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LC Lauren Conrad Lydia Round Crossbody Mini Bag [17] ($34, originally $49)

Wear Your Boots With: A Dress and Teddy Coat

Fall dress silhouettes run the gamut, but longer hemlines are a fresh-from-the-runway look to try, especially in a powdery soft hue. To give yours a cool-weather spin, team yours with sleek boots and add a cosy teddy coat into the mix when the cold really hits.

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POPSUGAR Teddy Coat [18] ($73, originally $98)

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Universal Standard Katherine Side Tie Knot Dress [19] ($120)

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Mango Snake-Effect Ankle Boots [20] ($100)

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Massimo Dutti Snakeskin-Effect Leather Bag [21] ($199)

Wear Your Boots With: A Top, Jacket, and Jeans

The easiest way to make your tee-and-jeans outfits into Fall? With a pair of boots! To liven up the look even more, go for a printed jacket and finish with a polished bag.

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Everlane The Square Mockneck Tee [22] ($25)

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Urban Outfitter Markey Patchwork Quilted Shirt Jacket [23] ($99)

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POPSUGAR Embroidered Midrise Straight-Leg Jeans [24] ($37, originally $50)

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Topshop Maja Leather Black Sock Boots [25] ($160)

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COS Small Leather Crossbody Bag [26] ($89)

Wear Your Boots With: A Sweatshirt, Jacket, and Pants

Fall is all about texture and a fun way to experiment is by blending fabrics and prints. For a fashion-girl with a relaxed feel, style a simple sweatshirt underneath a leather jacket and printed pants. For the finale, a pair of snake-print boots feels totally fresh.

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Bershka Faux Leather Overshirt Jacket [27] ($70)

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POPSUGAR Snap-Side Sweatshirt [28] ($18, originally $44)

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Zara Floral Printed Flared Pants [29] ($50)

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Dolce Vita Bel Booties [30] ($140)

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My Accessories London Black Mock Croc 90s Shoulder Bag [31] ($35)

Wear Your Boots With: A Dress

We get it, you don't want to retire your Summer dresses just yet. And there's no need! For in-between weather, punctuate your favourite maxis with a lighter pair of boots, and voilà! You're done. Later in the season, simply top the look with a textured blazer or coat.

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POPSUGAR Belted Maxi Dress [32] ($48, originally $64)

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Nasty Gal Run Off Your Feet Croc Faux Leather Boots [33] ($40, originally $80)

Wear Your Boots With: A Shirt and Jeans

A button-down shirt and jeans are another fail-safe way to style your boots during transitional weather. To give this classic combo a playful feel, opt for a piece in animal print, whether it's your top, bag, or boots.

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POPSUGAR Essential Button Down Shirt [34] ($33, originally $44)

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Levi's Ribcage Wide Leg Jeans [35] ($98)

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ALDO Drerissa Boots [36] ($75, originally $150)

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ASOS DESIGN Micro 90s Bag [37] ($24)

Wear Your Boots With: A Dress

Another dress-and-boot combo to try now, during transitional weather, and into early Fall is a feminine silhouette with light suede boots. Whether your dress of choice features puffy sleeves, a ruffled hemline, or so-sweet print, a beige-coloured boot with clean lines is sure to pair perfectly.

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POPSUGAR Button-Up Midi Dress [38] ($48, originally $64)

Wear Your Boots With: A Top, Blazer, and Pants

When styling boots for the office, think outside the box and try your hand at a casually tailored look via a fitted mock-neck top, belted blazer, and jogger-style trousers. The result: polished with impact.

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Pixie Market Briana Belted Black Blazer [39] ($179)

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Babaton Wade Jogger Pant [40] ($148)

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POPSUGAR Elbow Sleeve Mockneck Top [41] ($27, originally $36)

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Forever 21 Faux Leather Booties [42] ($40)

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Glamorous Two Tone Structured Shoulder Bag [43] ($45)

POPSUGAR UK