25 Trendy Fit and Flare Dresses for the Kentucky Derby

One of my favorite sporting events of the year is the Kentucky Derby! I love it so much that I actually named the dog my mom rescued during the Derby (May 1st, 2010) after Calvin Borel who won his third Derby that year (on horse Super Saver). If you love the Kentucky Derby as much as I do, and are on the hunt for the perfect dress, you’re in luck! Over the next few weeks, I’ll be sharing gorgeous Derby dresses in a variety of silhouettes just in time for the big day, starting with my favorite dress silhouette, the fit and flare dress. Each and every single one of these fab dresses will be perfect if you’re headed to the Kentucky Derby, a Derby-inspired party or bridal shower/baby shower with the Kentucky Derby theme.

 

Fab fit and flare dresses for the Kentucky Derby

The fit and flare dress is not only a must for the Derby, but it’s the perfect silhouette if you’ll be a guest at summer weddings, it’s lovely for date night, events and more! Here are a few gorgeous fit and flare dresses you will adore in a variety of styles, colors, prints and price ranges.

 

If you love crochet lace as much as I do, you are going to fall head over heels in love with this gorgeous crochet fit and flare number! It is absolutely stunning. It is perfect for Easter, the Derby, bridal showers, baby showers, travel and more. PS: It would be a great dress for the bride-to-be.

Nightcap Clothing Daisy Crochet Fit & Flare Dress in White
Nightcap Clothing Daisy Crochet Fit & Flare Dress in White

 

 

In love with this pretty blue off the shoulder dress! Isn’t it fabulous? It would also make a great wedding guest dress.

Susana Monaco Abigail Off Shoulder Flare Dress in Nocturnal
Susana Monaco Abigail Off Shoulder Flare Dress in Nocturnal

 

 

Loving this trendy yellow fit and flare dress! It’s classy, chic and perfect for spring soiree season.

RED Valentino Sleeveless Knit Flare Dress in Dandelion
RED Valentino Sleeveless Knit Flare Dress in Dandelion

 

 

This fabulous yellow fit and flare dress with a flirty ruffle hem is a favorite! Pair it with a solid color hat and you’re set.

Jay Godfrey 'Spinks' Stretch Crepe Fit & Flare Dress in Yellow
Jay Godfrey ‘Spinks’ Stretch Crepe Fit & Flare Dress in Yellow

 

 

Yellow is the “it” color for spring! This glam floral dress in this season’s hottest color is a must.

alice + olivia Tanner V Neck Flare Dress in Yellow Multi
alice + olivia Tanner V Neck Flare Dress in Yellow Multi

 

 

Isn’t this the prettiest shade of blue?! Adore it! You can pair it with a variety of Derby hats – from floppy to wide brim, etc.

SONYA DRESS By ELIZABETH AND JAMES in Lapis
SONYA DRESS By ELIZABETH AND JAMES in Lapis

 

 

Love this fun cutout fit and flare dress in pink! This dress is perfection and a must for any Derby party.

FIT AND FLARE DRESS By J.O.A. in Fuchsia Pink
FIT AND FLARE DRESS By J.O.A. in Fuchsia Pink

 

 

I was such a fan of fashion designer, Hunter Bell on Fashion Star a few years ago, I’ve always adored her style. Her dresses are beyond gorgeous! This gorgeous strapless dress is one of my favorites. It’s classy, chic and very affordable.

Confetti Fete Dress by Hunter Dixon by Hunter Bell In Neutral Motif
Confetti Fete Dress by Hunter Dixon by Hunter Bell In Neutral Motif

 

 

This floral print dress is not only a must for spring, but will be perfect come fall with the right jacket! PS: Don’t you just love that it has pockets? I do, too!

Jill Jill Stuart Floral Print Silk Organza Fit & Flare Dress
Jill Jill Stuart Floral Print Silk Organza Fit & Flare Dress

 

 

 

Floral prints are always a must, especially this gorgeous dress!

Band of Gypsies Floral Fit & Flare Dress in Black and Pink
Band of Gypsies Floral Fit & Flare Dress in Black and Pink

 

 

This stunning sleeveless fit and flare is one of my favorites! This silhouette will look fabulous on you. It’s perfect for spring and summer wedding season.

Elizabeth and James 'Elle' Fit and Flare Racerback Dress in Tangerine
Elizabeth and James ‘Elle’ Fit and Flare Racerback Dress in Tangerine

 

 

If you’re searching for a dress that you can wear year after year, you can’t go wrong with this embroidered dress! It will look amazing with your favorite wedge sandals.

Alexis Cole Lace-Detail Fit & Flare Dress in White Embroidery
Alexis Cole Lace-Detail Fit & Flare Dress in White Embroidery

 

 

This gorgeous and very modern white fit and flare dress is not only perfect but the next event you’re invited to this summer! Pair it with strappy heels or fabulous block heels.

Alexander McQueen Textured Fit & Flare Dress in Optic White
Alexander McQueen Textured Fit & Flare Dress in Optic White

 

 

This cute and super affordable fit and flare dress is another favorite! I’m a huge fan of lace, and have a feeling this dress will look amazing with a great brown suede jacket or black leather moto!

Two by Vince Camuto Floral Lace Fit & Flare Dress in Ultra White
Two by Vince Camuto Floral Lace Fit & Flare Dress in Ultra White

 

 

Adore this fun graphic floral print dress! Turquoise and blue are always a must, especially this spring!

Tart 'Lorenza' Print Jersey Fit & Flare Dress in Pastel Floral
Tart ‘Lorenza’ Print Jersey Fit & Flare Dress in Pastel Floral

 

 

I try to dish on my love for BB Dakota every chance I can get! I absolutely adore the brand. The clothing is gorgeous, well made, very trendy and super affordable! Most of my tops and dresses are by BB Dakota, and they’re still going strong. This season I can’t get enough of this lace fit and flare dress! It’s the most beautiful color, and so pretty.

BB Dakota Zigzag Lace Fit & Flare Dress in Sorbet
BB Dakota Zigzag Lace Fit & Flare Dress in Sorbet

 

 

Nobody does classic fit and flare dresses quite like the one and only, kate spade! Her dresses are beyond gorgeous, are a work of art and sure to garner many compliments.

kate spade new york classic fit and flare dress in Sweetheart Pink
kate spade new york classic fit and flare dress in Sweetheart Pink

 

 

This fit and flare dress is stunning! The best thing about it is the fact that it has pockets!

Raoul Cara Cross-Back Dress, Pigment Red
Raoul Cara Cross-Back Dress, Pigment Red

 

 

Nothing says the Derby quite like bright and beautiful florals, right?! You can’t go wrong with this gorgeous floral print fit and flare dress!

Chetta B Floral Print Cotton Fit & Flare Dress in color: turquoise and olive
Chetta B Floral Print Cotton Fit & Flare Dress in color: turquoise and olive

 

 

This hot pink fit and flare dress is less than $50!

Smai NYC Pleated Skater Dress in Hot Pink
Smai NYC Pleated Skater Dress in Hot Pink

 

 

Gorgeous lace fit and flare dress:

Julia Jordan Illusion Yoke Lace Fit & Flare Dress in Red
Julia Jordan Illusion Yoke Lace Fit & Flare Dress in Red

 

 

The perfect strapless black fit and flare dress:

Herve Leger Scalloped Bandage Fit & Flare Dress in Black
Herve Leger Scalloped Bandage Fit & Flare Dress in Black

 

 

This incredibly popular lace fit and flare dress is super affordable and available in multiple colors!

BB Dakota 'Rhianna' Illusion Yoke Lace Fit & Flare Dress in Jade
BB Dakota ‘Rhianna’ Illusion Yoke Lace Fit & Flare Dress in Jade

 

 

I love this lace dress in white! PS: It’s available in a ton of colors as well!!!

BB Dakota 'Renley' Lace Fit & Flare Dress (Nordstrom Exclusive) in Optic White
BB Dakota ‘Renley’ Lace Fit & Flare Dress (Nordstrom Exclusive) in Optic White

 

 

You can’t go wrong with this gorgeous pastel fit and flare with a coordinating belt! It is so flattering on.

Ellen Tracy 'Gilded' Belted Knit Fit and Flare Dress in Coral
Ellen Tracy ‘Gilded’ Belted Knit Fit & Flare Dress in Coral

 

 

Candie Anderson®