
It's Sandal Season—5 Stylish Options That Match Perfectly With Skirts.
If there's one thing I eagerly anticipate each summer, it's the arrival of sandal season. Once the temperature rises above 17 degrees and stays there, I quickly grab my selection of minimalistic flat sandals, chunky styles, and leather thongs that have been patiently stashed under my bed, ready for their yearly return. There's a sense of liberation that comes with open-toe shoes, perfectly capturing the essence of summer—effortless, light, and just a tad more casual. A sandal can dramatically alter the vibe of an outfit. Pair a crisp shirt and a structured skirt with a sleek flip-flop, and suddenly, the entire ensemble exudes a more relaxed atmosphere, as if you could transition from the office straight to a garden party without a hitch.
That said, I understand that not everyone shares this excitement. For some, sandals can be a complicated choice: too casual, too revealing, or difficult to walk in. However, I’ve discovered that one of the main reasons people shy away from sandals is their uncertainty about how to style them. This is where skirts come into play. From airy linens to high-slit midis, skirts present a styling solution that complements sandals—providing a harmonious balance of proportion and playfulness that is both easy to wear and genuinely fashionable.
When combined, sandals and skirts create a synergy that feels intentional without being forced. The right skirt can anchor even the most delicate sandal, and vice versa. A linen wrap skirt paired with chunky-soled sliders? Chic without effort. A sleek leather mini combined with a sculptural thong sandal? It gives off major 2025 runway vibes. The beauty of this pairing lies in its versatility—you can achieve an entirely different effect simply by swapping out one item. This is a combination I’ve relied on for years, and this summer, it seems everyone is catching on as well.
Of course, fashion has long had its adherents of the skirt-and-sandal look. While Carrie Bradshaw’s fondness for Manolos may be her enduring legacy, I frequently think of her strappy sandals and bias-cut midi combinations as I curate my own summer wardrobe. Recently, I spotted an influencer wearing a slinky high-slit skirt with strappy ankle-tie heels at Cannes, which made me reassess just how impactful this duo can be—even for evening wear.
Below, I’ve compiled five of the most stylish sandal and skirt pairings I've observed lately—from runway shows to the office kitchen. Whether you prefer the ease of linen or the drama of a more elaborate skirt, there's a look here that could entice even those who usually shy away from sandals.
**See the Best Sandals to Wear With Skirts**
1. **Chunky Sandals + Boho Skirt**
**Style Notes:** This combination has quietly become the cornerstone of my off-duty wardrobe. Picture floaty tiered skirts in light fabrics paired with substantial sandals that give the look a sense of purpose, rather than fragility. It’s equally romantic and rooted, and that contrast is its allure. The A.Emery Jalen Sandals are among the finest chunky-soled sandals for those seeking something polished yet stylish. I adore them with a lace cotton midi and a simple tank top—just add a leather crossbody, and you're all set for the day. The bohemian vibe doesn’t necessarily require loud patterns; tonal layering and subtle texture can make a significant impact.
**Shop the Look:**
- **ZARA:** Pleated Blouse With Elastic
The V neckline and flowy silhouette elevate this from basic to essential. This top washes well and retains its shape.
- **Free People:** Gesibelle Skirt
With a gentle A-line cut and softly crinkled finish, this skirt is ideal for warm days.
- **A.EMERY:** Jalen Leather Sandals
Minimalist yet striking, these sandals feature soft leather straps and a sturdy footbed. Several members of team WWW own a pair.
- **THE ROW:** Slouchy Banana Leather Shoulder Bag
A timeless saddle bag that adds just the right amount of structure to a softer look. It's spacious enough for sunglasses, sunscreen, and a paperback.
2. **Linen Skirt + Birkenstock Bostons**
**Style Notes:** Yes, while Bostons are technically clogs, they deserve a spot on this sandal shortlist for warm-weather styling. Worn with a longline linen skirt and bandeaux top, this look emanates quiet confidence, reminiscent of a Sofia Coppola-meets-Celine aesthetic. I refer to this outfit as my 'I'm not trying but I definitely am' uniform. The natural fibers, muted palette, and familiar silhouette create a subtle yet effective combination. The Bostons add an unexpected twist that makes the overall look feel slightly undone, in the best possible way.
**Shop the Look:**
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It's Sandal Season—5 Stylish Options That Match Perfectly With Skirts.
Très élégant.