The prestigious Fashions on the Field competition was first introduced in 1962 as a way of getting more women to attend the races.

Hopeful entrants were enticed by a generous prize pool of 7,000 pounds and could enter in two categories; outfits under 30 pounds and outfits over 50 pounds.

Back then, the winner’s main prize was usually a return trip for two to the UK. By sea.

1962 inaugural Fashions On The Field

Margaret Gaudion, winner of the inaugural 1962 Fashions On The Field. Picture: Cameron Laird. Source: MelbourneHub.

57 events later, the first prize alone is a whopping $100,000 worth of goods. A shiny new Lexus is the main attraction.

MYER came on board in 1983 as the major sponsor and in 2004, the introduction of the Myer State FOTF competitions brought excitement to the whole nation.

Each state held a competition for a fashionable filly to go on and represent them at the Spring Carnival at Flemington racecourse on Crown Oaks Day.

Let’s take a look at the past 17 Melbourne Cup National Winners!

And see if wearing a label from the major sponsor MYER helps secure a win, or do home made outfits reign supreme?

Let’s find out…

2020 Winner: Christine Spielmann from Darwin, NT. Wearing a self made purple linen pant suit and wide brim hat by Peacock Millinery.

Christine Spielman 2020 Myer FOTF National Winner

Image Credit: Christine Spielmann

The 2020 National Winner was Christine Spielmann. In a world of firsts- 2020 being the very first time the National FOTF competition has been held via a fully virtual format, the first time the NT was included in the National Competition, and the first time a pantsuit has won the National Title!!

The very talented Christine made her own purple linen wide leg pants, button front top and brown leather belt. She enlisted the help of famous Darwin milliner, Peacock Millinery to create her wide brim hat with singular pheasant feather.

Christine was the NT representative who went on to win the National Virtual Title.

2019 Winner: Carena West from New Zealand. Wearing a remodelled traditional Uzbek Suzani dress and Claire Hahn Millinery.

Embed from Getty Images

The 2019 National Win was taken out by our international FOTF loving neighbour, Carena West from Auckland, New Zealand.

Carena found a traditional Uzbek Suzani dress online. A suzani is a type of needlework to create embroidered and decorative tribal textiles made in Uzbekistan. She cleverly remodelled the dress by draping it on her mannequin to get the desired look and silhouette.

She worked with Claire Hahn Millinery to create an Audrey Hepburn inspired rear facing green hat with floating feathers- a very on trend shape!
Carena finished her look with a green top handle bag and clear heels.

After winning the Melbourne Cup Day sash, Carena went on to be the Victorian representative, thus winning the National Title on Oaks Day.
Click here to read Carena’s interview and learn about her life both on and away from the track.

2018 Winner: Carle Rutledge from Victoria. Wearing the on-trend brand Roksanda and self made millinery.

myer fashions on the field winner 2018 carle

Image credit: flemington.com.au

The 2018 National Winner was the lovely Carle Rutledge, in a maroon, navy and yellow Roksanda dress from Myer. Carle made her own millinery, a boater with an interesting brim feature and flower embellishments.

Carle accessorised her look with yellow suede pumps from MNG, gloves from Best Dressed Accessories, clutch from Bag Queen, jewellery from Mimco and finished the look with a yellow belt she sprayed herself.

Carle won the QLD State Title in October, that was held for the very first time via the new format, a digital competition.

Click here to read Carle’s interview and learn about her life both on and away from the track.

2017 Winner: Crystal Kimber from Victoria, 28. Wearing her grandmother’s skirt, recreated into a dress by her mum.

2017 fashions on the field national winner

Image credit: Myer Blog

Crystal Kimber, an entrant whose style is always impeccable and who I love to follow, has finally taken out the National Title.

Crystal has competed in FOTF since she was 16. She and her talented seamstress mum, Gail, have fun creating race day looks together.

Crystal took out the NSW State Final in October held at the Coogee Pavilion. This year she decided it was time to pull out her Grandma’s multicolour floral raffia embellished skirt that was handed down to her, to recreate into a shift dress with asymmetrical pink and blue straps.

Her very on trend millinery, a pink sinamay turban, was made by a friend and Crystal embellished it with hand made raffia flowers.

She completed her look with pink, green and gold jewelled earrings and a pink ring bag from Bag Queen Karen.

Click here to read Crystal’s interview and the story behind her national winning outfit.

2016 Winner: Courtney Moore from Victoria, 23. Wearing an Alice McCall geometric top.

The stunning Courtney, 23, from Geelong took out the South Australian title in March. This is her fourth year entering Fashions on the Field.

She wore a white and navy Alice McCall geometric top with cap sleeves, featuring cut outs and a navy blue midi length mullet hem skirt from Ellery.

Courtney’s talented mum, Irene Moore, who took up millinery just 4 years prior, created her hand wired and hand beaded headpiece which complemented her outfit perfectly.

She accessorised her look with white half palm gloves, navy clutch from Myer and navy closed toe heels from Asos. An absolute favourite of mine from the moment I saw it!

Click here to read Courtney’s interview and find out where she got inspiration for her outfit.

2015 Winner: Emily Hunter from Victoria, 28. Wearing a dress designed and made by her mum.

Last year, 2015, we had the lovely Emily Hunter wearing a navy jacquard dress lined with pink satin that her very talented mother made (and completed the night before Cup Day).

She had won the Melbourne Cup Fashions on the Field competition just two days before and went on to win the National Finals against the other 6 state finalists.

Her millinery was a pink, yellow and navy leather and lace ensemble made by Lisa Schaefer.

Emily wanted a simple dress to compliment her fab millinery and sought inspiration from Pinterest after not being able to find anything she liked in stores.

Second and third place winners wore the brand of the season, Self Portrait, stocked by Myer.

Click here to read Emily’s interview and learn about her life on and off the track.

2014 Winner: Brodie Worrell from Victoria, 21. Wearing a Toni Maticevski Dress stocked at Myer.

Brodie was a vision in white taking out first place on Derby Day in a Toni Maticevski dress, which she purchased just days before the competition.

The “it” dress of the carnival was also donned by two other contestants on Derby Day and was worn by the Millinery award winner. This is the first time a Derby Day winner has gone on to win the National Finals in traditional black and white.

Second place in the National Finals was won by a contestant also wearing a stand out Maticevski number.

Felicity Northeast made her millinery in a last minute fashion, by pulling apart various hats and redesigning them into a new stand-out piece for Brodie.

Click here to read Brodie’s interview and her experience winning the national title.

2013 Winner: Chloe Moo from New South Wales, 19. Wearing a dress designed by her mother.

Chloe was a stand out from the moment she hit the FOTF enclosure.

She wore a hand printed red, black and white dress designed by her mother, a fashion designer in Darwin. The printed fabric was designed by an Aboriginal woman from Daly River in NT. She wore a stunning Monsoon Millinery piece by Melissa Cabot.

Chloe won the Melbourne Cup FOTF and went on to win the National Finals bagging herself a red convertible Lexus!

2012 Winner: Amy Robson from Queensland, 22. Wearing a dress designed by her grandmother.

After winning the NSW State FOTF, Amy went on to win the National Finals wearing a colorful dress with beaded peplum (LOVE) designed and made by her very talented grandmother, Sandra Robson. The beads on her peplum were pulled off an old handbag. Brilliant idea.

Sandra also made Amy’s striking florescent yellow and black millinery.

2011 Winner: Angela Menz from New South Wales, 27. Wearing an outfit designed and made by herself!

2011 Angela Menz Racing Fashion Competition Winner

The very talented Angela is no stranger to FOTF, having competed in over 100 competitions and placing in many. She makes all her FOTF outfits and millinery.

Angela won the NSW state FOTF competition and then the National Final on Oaks Day.

Her outfit was created by hand dying silk to incorporate the year’s trend of colour blocking, executed superbly. She wanted a sculptural hat that gave her height. The savvy creator managed this gorgeous look for just $400 in total!

Angela has an expert eye for FOTF and has judged many events. These days you’re likely to catch her snapping up a storm at every Spring Carnival, for her blog On Track On Trend.

2010 Winner: Jaydee Menegon from Queensland, 25. Wearing a vintage dress bought online.

In 2010, FOTF was taken out by Jaydee, in what must have been the cheapest dress to ever win FOTF. She wore an $18 vintage dress purchased online.

Jaydee had the dress remodelled in Cairns by her designer friend Nigel Vogler so that it had cap sleeves, a fitted bodice and a full skirt. Still to this day it is one of my absolute favourite outfits!

2009 Winner: Elizabeth Pollard from Western Australia, 29. Wearing Nicola Finetti & Alannah Hill.

Elizabeth Pollard Myer Fashions on the field past winner

Winning the Perth State Final, Elizabeth went on to win the National Final in a silk dusty pink, cap-sleeved top by Alannah Hill and cream Nicola Finetti pencil skirt.

The judges put a lot of emphasis on Elizabeth winning as she adhered to all the dress regulations such as covered shoulders and a modest length skirt.

Her millinery was by Tania Tegan from Passchendaele’s in Perth.

2008 Winner: Kirsty MacGillivray from Victoria, 20. Wearing Alex Perry (a David Jones brand) and Kirrily Johnson.

Spring racing carnival melbourne cup winner

Kristy took out the prestigious Melbourne Cup Day- traditionally known for bright colours, in an all-black outfit from Kirrily Johnston and Alex Perry who is stocked at David Jones, Myer’s competitor.

She paired it with black opaque stockings and shoes. Her modern black and white millinery is by Ward and Whylie.

2007 Winner: Lorraine Cookson from New Zealand, 45. Wearing her own design.

Lorraine, the first international contestant to ever win the National Final, wore an outfit she designed by herself.

She had the grey silk & tweed jacket and beige skirt made in Hong Kong. Her grey velvet fedora is by Dollie Vardin.

She won first place on Melbourne Cup Day and then went on to win the National Final, taking home the prized Lexus. Previous to this, Lorraine had won a Mercedes at the Mercedes Prix De Fashion back in New Zealand. Lucky Lady!!

2006 Winner: Sarah Schofield from Victoria, 19. Wearing her own design.

Racing fashion previous winner sarah schofield

Photo Source: Bellabox.

Sarah took out the Derby Day title wearing this white and brown dress and a white felt hat she made herself for under $100. Her cleverly chosen bolero featured a print of little brown horses.

At the time, Sarah was studying Millinery at RMIT under millinery extraordinaire Richard Nylon. She borrowed her gloves from a friend and showed up without a bag!

After her initial National Win, Sarah went on to come first on Melbourne Cup Day in 2011, coming second in the Victorian final.

2011 Melbourne Cup Winner Myer Fashions on the Field

Photo Source: Herald Sun.

2005 Winner: Laua Gleich from Victoria, 20. Wearing an outfit made by her mother.

Laura’s talented mother whipped up an outfit with a violet pleated skirt with red and pink waist details and a cream bolero just two days before Derby Day.

They made the millinery together. The total cost of her winning outfit was a few hundred dollars including shoes, bag and accessories.

2004 Winner: Anett Wockenfuss from Victoria, 25. Wearing Nicola Finetti and Kerrie Stanley.

German model Anett, from Carlton, took out the Derby Day, then National Title wearing a silk chiffon beige and black Nicola Finetti dress paired with a textured black Kerrie Stanley Beret.

The Verdict

Some years it feels like Myer brands get a helping hand in the winner’s circle, but really, according to these stats, a talented family member is more likely to win you the crown! Also interesting to note is that 11 times out of 17, a dress has trumped over a skirt and top combo.

Victoria is the state with the highest number of wins (8 out of 17). My theory behind why Victoria entrants are so successful is that until recently, the Victoria state final was held a lot later than the other state finals, allowing entrants to incorporate the most up to date fashion trends. Victoria also has the highest number of entrants out of all the state finals, raising the overall level of competition.

Also check out all the colour prominent amongst the Derby Day winners! I’m looking forward to watching fashion evolve in the years to come.

Read next: 22 ways to wear black and white and a look at our past Derby Day winners.

Want to try designing your own custom made dress just like some of our national winners? Download my free outfit design guide below and I’ll walk you through 12 steps to designing your perfect outfit.

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