• Pros: The drop waist feels very trendy
• Cons: It doesn’t have pockets

This option combines a bubble dress and a T-shirt dress into one. Although it has long sleeves, they can easily be rolled up for a more summer-friendly feel. As one of Madewell’s best-selling pieces, it’s loved for its casual yet sophisticated appeal. Dress it down with strappy sandals or up with black pumps for a coffee meeting. I personally love the classic pinstripe design—it never goes out of style.

Sizes: XXS–XXL | Length: 35.5" | Fabric: Cotton

• Pros: It has pockets
• Cons: The waist tie is removable, so make sure not to lose it

The perfect midi shirtdress, this striped number won a spot on the roundup for its dainty waist bow and collarless neckline. Unlike the previous Madewell option, this dress does have pockets. Thanks to its 100% cotton makeup, it feels breezy and soft, keeping you cool despite the long sleeves and skirt. It’s the kind of dress you wear to the office on casual Fridays (is that still a thing?) particularly with a chic black tote and a cardigan draped over your shoulders.

Sizes: 00–14 | Length: 52" | Fabric: Cotton

• Pros: It’s a unique take on a trendy style
• Cons: The length is not listed

A shirt dress with a balloon skirt and puff short sleeves? Yes, please. The darling little ensemble has much to love, like a cinched-in waist that can be tightened via a back tie and crisp cotton poplin that feels like a soft embrace. Available in three different sophisticated shades, the dress strikes a balance between mature and flirty—the perfect summer dress for a baby shower or a garden party.

Sizes: XXS–XXL | Length: Not listed | Fabric: Cotton poplin

• Pros: It’s made out of quality cotton and won’t stretch out easily
• Cons: It runs large, so size down

For something a little more casual, opt for this denim shirtdress. It’s made out of 100% cotton, which if you’re unfamiliar with denim means it won’t stretch out or lose its shape easily. Instead, it has a heavyweight, structured appeal that will last forever. Perhaps it may be too hot for the height of summer, but the boxy fit and buttons around the neckline allow you to invite some breeze to the body. A fair warning, though, is that the reviews claim it runs quite large—I recommend sizing down.

Sizes: XS–L | Length: 32.5" | Fabric: Cotton

• Pros: The white version comes with a removable slip lining
• Cons: The black version doesn’t

Keep it airy and breezy in this linen tunic dress. It’s not quite like the previous options, as it doesn’t come with any waist-cinching details. What it does have, on the other hand, is a removable slip lining. When worn together, the linen dress doesn’t look as see-through and is ideal for casual outings. Without the slip, the tunic works as a swimsuit cover-up. To change things up, add a slim belt for a waist-defining look. As you can see, there are plenty of styling options with this dress.

Sizes: XXS–3XL | Length: 48.75" | Fabric: Linen

• Pros: The pleated skirt and ruffled collar is unique
• Cons: It’s hand wash only

Tuckernuck is your destination for coastal fashion (a summer 2025 fashion trend), which means if you’re in need of a perfect vacation dress, here is where to look. The Crepe Tate Dress is a long-sleeve shirtdress with a pleated skirt and short hemline. Ruffle details can be found on the collar and button-down, too, which visually draw people into the preppy ensemble. The boxy fit allows for good air circulation, keeping you cool by the Mediterranean sea.

Sizes: XXS–XXXXL | Length: Not listed | Fabric: Polyester, spandex

• Pros: There’s a built-in shelf bra
• Cons: It’s too short for any rigorous exercises

Gearing slightly away from the traditional shirtdress is this polo option from Splits59. A polo is, after all, still a T-shirt, and when combined with a longer hem it can turn into this sweet and casual look. The white collar starkly contrasts the rest of the black dress, giving it a nice clean-cut appeal. You’d be pleased to learn there’s a hidden built-in shelf bra as well, so feel free to wear it on the golf course for some light exercise. I promise the jersey fabric, made up of nylon and spandex, is fit to keep you cool and comfortable through athletic activities.

Sizes: XS–XL | Length: 29.25" | Fabric: Nylon, spandex

• Pros: A petite version is available
• Cons: Some reviews claim the dress is too vibrant

The stunning print on this dress is reminiscent of the tiles you walk over in Greece. The blue vines and florals interlace each other and create an engaging mural. Similar to the previous options, you find a waist tie and button-downs at the front of the maxi shirtdress. The long sleeves can be rolled up to your liking, and there’s even a petite version for our friends five foot four and under. And for anyone wondering, yes, it has pockets. The color is quite vibrant, so it’s great for special occasions.

Sizes: 0–22 | Length: Not listed | Fabric: Cotton

• Pros: The buttons go down the entire length of the dress
• Cons: The dress runs small

If the previous option was too punchy for you, perhaps this muted print is more your style. A classic stripe pattern, the olive green number catches your attention without putting in a ton of effort. Instead of a tie-waist, it’s a belted shirtdress. A lapel collar adds a touch of professionalism, too, making it appropriate for work as well. What I love about this number is that the buttons go down the entire midi length of the dress, so you can open and close as much as you desire.

Sizes: XS–XL | Length: 48.6" | Fabric: Polyester, cotton

• Pros: Linen keeps you cool in unbearable heat
• Cons: Could potentially be a little see-through

Leave it to Ralph Lauren to design a draw-droppingly gorgeous short-sleeve shirtdress, fit for anything from travel to brunch and post-work drinks. It’s made completely out of linen, which, as the quintessential summer fabric, will keep you as cool as the sunset breeze on the beach you wear it to. Two strong features stand out on this dress: the tie waist, which cinches in the middle for an hourglass appearance, and two side pockets. Just make sure you don’t throw it in the dryer as linen is notorious for shrinking in high heat.

Sizes: 14–22 | Length: 42.5" | Fabric: Linen