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When it comes to styling a maxi dress, the right shoes can make or break the outfit. And if you’re reaching for a maxi skirt instead, the same shoe rules apply! From casual coffee dates to beach vacations and black-tie weddings, the right shoes completely transform your look. I usually pass on flip-flops unless I’m headed to the pool, and wedges aren’t really my style—but if you love them, the right pair can still pull everything together beautifully.
If you’re building a wardrobe around versatile pieces, I have a full post on neutral sandals that pair well with everything, but this guide will help you find the right shoe depending on the style of your dress, your personal taste, and the occasion.
From Casual to Formal: What Shoes to Wear With a Maxi Dress
White Sneakers
White sneakers are the ultimate go-to for turning a maxi dress into a casual, everyday outfit. They balance out flowy silhouettes with a modern edge and are my default for when I’m on my feet all day or going on a field trip with my son, Thomas. I prefer a clean leather (I wear these Cariuma sneakers almost daily) or a canvas pair like these Tretorns that complements the texture of the dress, like with linen or cotton maxis.
You can find my tried-and-true favorites in this post on the best white sneakers, and if you’re wondering how to pull off the look, this guide to sneakers with dresses will help.
Styling Tip: Pair these white Cariuma sneakers with a Tuckernuck cotton maxi and a crossbody bag.
Sandals
Flats and sandals are perfect with maxi dresses because they keep the look easy and relaxed. I wear these Amazon bow sandals all the time—they’re comfy, feminine, and add just the right touch of charm without taking away from the dress.
To keep them from looking too much like house shoes, go for options with structure or fun details—braided leather (these Ann Mashburn slides are my favorite), metallic finishes, or a square toe are all great choices. I’d steer clear of rubbery pool slides unless you’re actually poolside.
Styling tip: Throw on neutral leather slides with this Frank $ Eileen linen maxi for an effortless weekend vibe (or for a trip to Europe 🙂 ) I also rounded up my favorite neutral sandals here.
Slip-Ons & Loafers
If you want something easy but still put-together, slip-ons are your best friend. Think sleek Vans, Rothy’s, or a chic leather mule—they give off a casual vibe with a hint of polish. A leather pair adds a little more structure to your outfit, while fabric ones keep things laid-back and breezy. Perfect for those “running out the door but still want to look cute” days. These cognac leather mules are gorgeous, but they’re an investment, so I’ve included these similar budget-friendly mules as well!
Now, if you’re dressing for cooler temps or just want to add a little polish, Sam Edelman loafers are a solid pick. They add structure to flowy dresses and pair especially well with more tailored or minimalist styles (for a clean girl look). I think it’s so fun to pair them with ankle socks and a skirt for a fashion-forward twist. Choose a sleek leather pair of loafers for a refined look or go for lug soled-loafers to edge things up a bit.
Styling tip: Slip on classic leather mules with a green striped maxi skirt and tucked-in tank. Or, if you have a dress that is more fitted, throw on a pair of chunky loafers to balance it out.
Loafers are also one of my favorite shoes to wear with mom jeans.
Heels
Heels elevate any maxi dress—literally and figuratively. If you’re headed to a formal event or a dressier occasion, a pair of strappy heels or classic pumps is exactly what you should grab. Wedges are starting to grow on me, especially paired with casual or beachy maxi dresses!
For a formal event, opt for:
If you’re looking for something special without splurging, see my roundup of the best Loeffler Randall dupes for weddings and events.
Pro tip: Consider the length of your dress—heels can help avoid dragging hems.
And if you’re planning to attend a wedding, this guide has even more outfit inspiration for wedding guests.
Espadrilles
Mary Jane Espadrilles feel like they were made for a maxi dress. If you like a little height, go for espadrille platforms or wedges (even if they’re not my favorite, they definitely fit the aesthetic). Flat espadrilles are another great choice for garden parties or brunches.
They add a summery, European feel that’s hard to beat with a breezy floral maxi or wrap dress.
Ballet Flats
Classic, comfy, and cute—ballet flats go with just about everything, including maxi dresses. They’re especially nice for dressier occasions when you’re not feeling heels. Look for styles in fun textures like suede, leather, or crochet (I have these Madewell Greta ballet flats and love them) to elevate the outfit, or try a square-toe ballet flat for something a little more modern. These are particularly great for weddings where you’ll be on your feet all day or any event where style and comfort need to coexist.
Platform Shoes
Platform shoes are ideal if you want height without the pain of stilettos. Think platform sandals or clogs for a retro-inspired vibe. They help balance out a maxi dress by adding visual weight to your feet (especially helpful if the dress has a lot of volume).
These work with boho maxis, bold prints, or more statement dresses.
Boots
Boots are one of the most versatile shoes to wear with a maxi dress. Ankle boots are perfect for fall and can edge up a feminine dress, while knee-high boots or even western boots can create a chic or adventurous vibe. I tend to opt for suede in the fall and leather in the winter, but it’s just my personal preference!
You can also check out my guide to Tuckernuck-style shoes for some great boot options that feel classic but age so well.
Style tip: I would pair these calf western boots with a floral maxi for a trendy look, or sleek black ankle boots with a long-sleeve maxi for a chic city outfit.
What About Flip-Flops and Wedges?
Let’s talk about the shoes I don’t usually reach for. Flip-flops have their place—namely, the pool or beach—but they can make a maxi dress look too sloppy or underdone in most other settings. If you do want to wear flip flops, I’d opt for an elevated pair like these classic flip-flops from Tkees.
Final Thoughts
A maxi dress is one of the most versatile pieces in your wardrobe—but the right shoes can completely change the look. From white sneakers to platform heels, there’s a perfect match for every style and setting. Think about the occasion, your dress’s fabric and cut, and your own personal style when choosing your shoes. Don’t be afraid to mix it up—sometimes pairing something unexpected (like loafers with a floral maxi) is what makes the outfit. Have fun with it!
Looking for a new dress to wear with all these shoes? Check out my favorite casual summer dresses or browse the best Tuckernuck dresses for more elevated pieces.
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