Daily Newsletters

By providing your information, you agree to our Terms of Use and our Privacy Policy. We use vendors that may also process your information to help provide our services. This site is protected by reCAPTCHA Enterprise and the Google Privacy Policy and Terms of Service apply.

Forget About Heels — Flats & Dramatic Hats Are Trending at the 2019 Kentucky Derby

Heels weren't ubiquitous the way they'd been in the past.
A woman wears a hat during the 145th running of the Kentucky Derby horse race at Churchill Downs, in Louisville, KyKentucky Derby Horse Racing, Louisville, USA - 04 May 2019
A woman wears a hat as she arrives at Churchill Downs, before the 145th running of the Kentucky Derby horse race in Louisville, KyKentucky Derby Horse Racing, Louisville, USA - 04 May 2019
Louisville, KY, U.S. - , Red carpet arrivals on Kentucky Derby Day at Churchill Downs on May 4, 2019 in Louisville, Kentucky. John Voorhees/Eclipse Sportswire/CSM
Horse Racing Kentucky Derby Day 19, Louisville, USA - 04 May 2019
Tricia Barstable Brown145th Annual Kentucky Derby, Arrivals, Churchill Downs, Louisville, Kentucky, USA - 04 May 2019
Guests at the Kentucky Derby145th Annual Kentucky Derby, Atmosphere, Churchill Downs, Louisville, Kentucky, USA - 04 May 2019
21 Images

While Kentucky Derby style is usually all about the hats and stilettos, many guests this year ditched their heels.

Flat sandals were spotted on many attendees — offering a more walkable, yet still polished, finish to their ensembles. Little details like bows and metallics added a festive touch to the shoes.

One Derby-goer was chic in a lacy pink dress with a matching feather-trimmed hat. She accented her chic look with nude bow-trimmed sandals.

A couple arrive at Churchill Downs, before the 145th running of the Kentucky Derby horse race in Louisville, KyKentucky Derby Horse Racing, Louisville, USA - 04 May 2019
A woman wearing an elaborate hat with a pale pink dress and bow-trimmed sandals.Charlie Riedel/Shutterstock

Guests at the Kentucky Derby145th Annual Kentucky Derby, Atmosphere, Churchill Downs, Louisville, Kentucky, USA - 04 May 2019
Guests at the Kentucky Derby wearing flamingo looks with pink hats.Stephen Lovekin/REX/Shutterstock

Another attendee looked stylish in a floral midi dress and a see-through blue hat with a ribbon wrapped around the base. Her shoes were flat brown strappy sandals.

A couple arrive at Churchill Downs, before the 145th running of the Kentucky Derby horse race in Louisville, KyKentucky Derby Horse Racing, Louisville, USA - 04 May 2019
A woman wearing a floral dress, a blue hat and flat brown sandals.Charlie Riedel/Shutterstock
Guests at the Kentucky Derby145th Annual Kentucky Derby, Atmosphere, Churchill Downs, Louisville, Kentucky, USA - 04 May 2019
a guest wearing a black hat, red jumpsuit and flip-flips at the 2019 Kentucky Derby.Stephen Lovekin/REX/Shutterstock

Elsewhere, a fun-loving guest wore a lacy nude minidress with flat black slip-on sandals. On her head, she sported a pale blue hat.

Guests at the Kentucky Derby145th Annual Kentucky Derby, Atmosphere, Churchill Downs, Louisville, Kentucky, USA - 04 May 2019
A guest in a blush dress, a blue hat and flat black sandals.Stephen Lovekin/Shutterstock

Not everyone skipped the high heels this year, though. One chic reveler made an appearance in a black dress with white and red detailing and shiny black pumps on a leg-lengthening stiletto heel. A floppy black hat pulled her look together.

A woman wears a hat as she arrives at Churchill Downs, before the 145th running of the Kentucky Derby horse race in Louisville, KyKentucky Derby Horse Racing, Louisville, USA - 04 May 2019
A woman wears a hat and soaring black stilettos at the 2019 Kentucky Derby.Charlie Riedel/Shutterstock

On the red carpet, “Real Housewives of Atlanta” star NeNe Leaks had a flower and butterfly-trimmed hat on with a marigold-colored dress. The reality star completed her ensemble with pointy-toed metallic pumps.

NeNe Leaks145th Annual Kentucky Derby, Arrivals, Churchill Downs, Louisville, Kentucky, USA - 04 May 2019
NeNe Leaks in a flower and butterfly-trimmed hat with silver pumps at the 2019 Kentucky Derby.Stephen Lovekin/Shutterstock

Click through the gallery to see more of the best style at the 2019 Kentucky Derby.

Watch the video below to see Carrie Dragshaw’s tips for walking in heels.

Want more?

Anna Nicole Smith’s Cute Daughter Is Derby-Ready in Hot-Pink Heels That Are Perfect for Tweens

Thanks to Jordan Brand, Kentucky Derby Fashion This Year Might Be All About the Sneakers

Fashion Rewind: Looking Back at the Best Styles from the Kentucky Derby Through the Years

Shopping with FN
Daily Headlines

By providing your information, you agree to our Terms of Use and our Privacy Policy. We use vendors that may also process your information to help provide our services. This site is protected by reCAPTCHA Enterprise and the Google Privacy Policy and Terms of Service apply.

Flats & Hats Fashion Is Trending at the 2019 Kentucky Derby
Get the Latest Issue
Only $24.99 for one year!
PMC Logo
Footwear News is a part of Penske Media Corporation. © 2025 Fairchild Publishing, LLC. All Rights Reserved. FN and Footwear News are registered trademarks of Fairchild Publishing, LLC.