As the leaves turn and temperatures drop, it’s time to swap out your summer sandals for something more suited to the cozy, crisp days ahead.
Autumn calls for boots that are not only stylish but also comfortable, ensuring you can stride through the season with ease. Below, we’ve curated a list of eight must-have booties to add to your wardrobe this fall—all starting at just $33. Each pair combines comfort with trend-forward design, ensuring you’re ready for whatever autumn brings.
1. Toms Clare Booties - $40
Material: Leather
Price: $40
Styling Tips: Perfect for pairing with your favorite skinny jeans or a flowy autumn dress, the Toms Clare Booties are a must-have for those who want to add a touch of personality to their fall wardrobe. The animal print on these Chelsea booties provides a stylish pop, while the wedge heels under 3 inches offer just the right amount of lift. The cushioned insoles, partially made of eco-friendly materials, ensure comfort without sacrificing sustainability.
Whether you’re heading to brunch with friends or a casual day out, these booties will elevate your outfit while keeping your feet comfortable all day long.
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2. Dr. Scholl's Laurel Ankle Boots - Now $46
Material: Leather/Fabric
Price: $46 (Original Price: $100)
Styling Tips: The Dr. Scholl's Laurel Ankle Boots are the epitome of comfort meeting style. Made from a combination of leather and fabric, these brown ankle boots feature low block heels that provide stability and ease of walking. The cushioned soles are equipped with memory foam and arch support, making them ideal for long days on your feet.
These boots are perfect for casual outfits—think leggings and a cozy sweater or your favorite pair of jeans. The subtle design ensures they can be dressed up or down, making them a versatile addition to your autumn shoe collection.
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3. Soda Combat Ankle Booties - $40
Material: Leather
Price: $40
Styling Tips: If you’re looking for a boot that combines a bit of edge with everyday wearability, the Soda Combat Ankle Booties are your go-to. These black leather Chelsea booties feature pull tabs and elastic side gores for easy on/off, making them as practical as they are stylish. The combat-inspired design adds a touch of toughness to your ensemble, perfect for balancing out a feminine dress or pairing with distressed jeans and a leather jacket.
These booties are not only trendy but also versatile, ensuring you can incorporate them into numerous outfits throughout the season.
4. Steve Madden Leopold Chelsea Boots - $33
Material: Leather
Price: $33
Styling Tips: Traditional yet trendy, the Steve Madden Leopold Chelsea Boots are a wardrobe staple. Made from black leather, these Chelsea boots feature lug soles that provide durability and grip, making them suitable for both city streets and countryside walks. Their versatile design means they can be paired with almost anything in your wardrobe—from jeans to skirts, these boots will complement a wide range of autumn looks.
At just $33, these boots offer unbeatable value for a classic style that never goes out of fashion.
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5. Clarks Maye Strap Booties - Now $52
Material: Leather
Price: $52 (Original Price: $130)
Styling Tips: Channel your inner cowgirl with the Clarks Maye Strap Booties. These Western-inspired ankle boots, made from rich brown leather, feature low block heels that provide comfort while adding a bit of height. The cushioned soles ensure all-day comfort, making them perfect for everything from running errands to weekend getaways.
Pair these booties with a boho dress and denim jacket for a stylish, on-trend look, or keep it simple with skinny jeans and a flannel shirt for a classic autumn vibe.
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6. Lucky Brand Fayth Ankle Boots - Now $53
Material: Leather/Suede
Price: $53 (Original Price: $55)
Styling Tips: The Lucky Brand Fayth Ankle Boots are available in brown, gray, and chocolate, offering a range of options to match your personal style. These ankle boots are crafted from a combination of leather and suede, providing both durability and a luxe feel. Their simple design makes them incredibly versatile, whether you’re dressing up for a night out or keeping it casual during the day.
Try pairing them with a cozy sweater and jeans for an effortless, chic look, or wear them with a dress and tights for a more polished ensemble.
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7. Naturalizer Haley Wedge Booties - $106
Material: Faux Leather
Price: $106
Styling Tips: If you’re looking to add a bit of height without compromising on comfort, the Naturalizer Haley Wedge Booties are a fantastic option. These edgy knee-high wedge booties, made from buttery faux leather, feature a zip closure for easy wear. The padded collar, foam lining, and memory foam footbed offer exceptional comfort and arch support, making them ideal for long days out and about. Available in light gray and chocolate, these booties can be styled with everything from skinny jeans to skirts.
Their sleek design adds a modern touch to your outfit, making them a great choice for both day and night.
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8. Dream Pairs Chelsea Ankle Boots - $44
Material: Leather
Price: $44
Styling Tips: The Dream Pairs Chelsea Ankle Boots are a versatile option for any autumn wardrobe. These black leather Chelsea boots are available in multiple colors, allowing you to choose the perfect pair to match your style. Featuring double pull tabs, they are easy to slip on and off, making them practical for everyday wear.
These boots pair effortlessly with a wide range of outfits, from dresses to jeans. Their simple yet classic design ensures they’ll become a staple in your fall wardrobe, providing both style and comfort.
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Final Thoughts
Updating your autumn wardrobe doesn’t have to be a daunting task. With these eight comfy booties, you can step into the season in style without breaking the bank. Each pair offers a unique combination of comfort, quality, and versatility, ensuring you’ll have the perfect boots for any occasion this fall.
From the eco-friendly Toms Clare Booties to the edgy Naturalizer Haley Wedge Booties, there’s something for everyone in this selection. So why wait? Restock your shoe wardrobe with these fabulous finds and stride confidently into autumn.