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31 of Ivanka Trump’s best and worst looks since her father became president

February 27, 2026
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31 of Ivanka Trump’s best and worst looks since her father became president
Two photos of Ivanka Trump in different outfits.
Ivanka Trump’s fashion has changed a lot throughout her father’s political career. Chip Somodevilla/Getty Images/AP Photo/Luigi Costantini
  • Ivanka Trump has returned to the public eye since Donald Trump was reelected.
  • Her best style moments often come through her streetwear rather than her political attire.
  • She wore a fun look to Jeff Bezos’ wedding, but her State of the Union suit fell flat.

Before she was meeting world leaders at the White House, Ivanka Trump was a New York socialite known for her eponymous fashion brand.

Ivanka shuttered the brand in 2018 after joining her father’s administration when he took office in 2017, but a year into Donald Trump’s second term, she has largely distanced herself from politics and returned to her fashion roots. In recent months, she’s swapped pantsuits and skirt sets for daring minidresses and semi-sheer gowns.

Take a look at some of Ivanka’s best and worst looks since Trump first became president.

Ivanka’s white pantsuit was a surprising choice for her father’s January 2017 inauguration.

Ivanka Trump and Donald Trump Jr. at the 2017 Inauguration.
Ivanka Trump and Donald Trump Jr. at the 2017 Inauguration. Win McNamee/Getty Images

Ivanka arrived at Trump’s 2017 inauguration in a white pantsuit from Oscar de la Renta. The suit consisted of slim-fitting pants and a fitted, asymmetrical jacket, which she accessorized with an American flag pin.

The look was stylish, though Ivanka’s choice to wear a suit was a bit surprising.

Hillary Clinton, Trump’s opponent in the 2016 presidential race, is well-known for wearing pantsuits. Clinton’s inauguration suit was also white, making it hard not to compare Ivanka’s and Clinton’s looks.

Ivanka and her sister, Tiffany Trump, also had a matching moment at the 2017 inauguration.

She changed into a sparkly dress for the inaugural balls later that night.

Jared Kushner and Ivanka Trump at the 2017 Inaugural Balls.
Jared Kushner and Ivanka Trump at the 2017 Inaugural Balls. Chip Somodevilla/Getty Images

Ivanka changed into a ball gown by Carolina Herrera for the 2017 inaugural balls.

The champagne-toned gown featured a V-neckline, and the bodice, top of the skirt, and semi-sheer sleeves were all covered in sparkly embellishments.

Celebratory and elegant, the dress was a good fit for the occasion.

Ivanka’s dress for a February 2017 joint session of Congress looked out of place.

Ivanka Trump at a joint session of Congress in February 2017.
Ivanka Trump at a joint session of Congress in February 2017. ANDREW CABALLERO-REYNOLDS/AFP via Getty Images

Ivanka attended the joint session of Congress in a form-fitting Roland Mouret dress. The dress hit her at the knee and featured a diagonal peplum across the waist.

The dress also had an asymmetrical neckline with a black spaghetti strap on one shoulder. The strap looked more like a bra peeking out from the garment than a part of the dress, making the whole look feel too casual for the event.

Ivanka’s closed-toe heels also looked clunky with the slim-fitted dress.

The sleeves on Ivanka’s dress for the July 2017 G20 Summit were distracting.

Ivanka Trump at the G20 Summit in Hamburg, Germany, in July 2017.
Ivanka Trump at the G20 Summit in Hamburg, Germany, in July 2017. PATRIK STOLLARZ/AFP via Getty Images

Ivanka’s pink dress for the 2017 G20 summit cinched at her waist and flared to her knees.

The long sleeves were form-fitting until they flared at her elbow. A bow also sat on each sleeve.

The combination of the flared fabric and bows made the sleeves look too heavy, detracting from the chic aspects of the rest of the dress.

The look would have been stronger with more streamlined sleeves.

The stripes on Ivanka’s dress for the 2018 Winter Olympics were overwhelming to the eye.

Ivanka Trump at the 2018 Winter Olympic Games.
Ivanka Trump at the 2018 Winter Olympic Games. Jean Catuffe/Getty Images

Ivanka attended the 2018 Curling Men’s Gold Medal Game in South Korea in a red-and-navy Aquazzura dress.

The sweater dress had long sleeves and a high neckline, and the stripes appeared to wrap diagonally around her figure. She paired the dress with knee-high, laced boots.

Although the dress was on theme for the event, the stripes were a bit overwhelming to the eye. The look would have been stronger if the stripes didn’t crisscross.

She wore a more casual look to watch a bobsleigh competition.

Ivanka Trump at the 2018 Winter Olympic Games.
Ivanka Trump at the 2018 Winter Olympic Games. Eric Gaillard-Pool/Getty Images

When she watched the bobsleigh competition, Ivanka fit right in with Team USA. She paired red pants with a white, red, and blue sweater and accessorized the look with a coordinating coat and a Team USA hat.

The green jumpsuit Ivanka wore in March 2018 would have looked better without a top under it.

Ivanka Trump in March 2018.
Ivanka Trump in March 2018. Mark Wilson/Getty Images

Ivanka wore a flared jumpsuit to the Generation Next Summit in March 2018.

It had a V-neckline and was belted at the waist, creating a summery look. However, Ivanka wore a black turtleneck under it, which had a different tone and looked out of place with the jumpsuit.

She could have paired the jumpsuit with a blazer or a cropped jacket instead.

An asymmetrical neckline on a dark-blue dress Ivanka wore in April 2018 elevated the look.

Ivanka Trump at the White House in April 2018.
Ivanka Trump at the White House in April 2018. Chip Somodevilla/Getty Images

Ivanka wore an elegant Oscar de la Renta dress to the White House in April 2018 to welcome French Prime Minister Emmanuel Macron.

The midi-length dress had quarter-length sleeves and hugged Ivanka’s figure. Its asymmetrical neckline was adorned with white fabric that formed a knot on one side.

The dress was simple and chic.

Ruffles and lace were an intense combination on a black-and-white dress Ivanka wore to the Team USA Awards in April 2018.

Ivanka Trump at the Team USA Awards in April 2018.
Ivanka Trump at the Team USA Awards in April 2018. Larry French/Getty Images for USOC

Alexis Nalani designed the midi-length dress, which was white and covered in a layer of black lace.

The bodice had a high neckline, and the sleeves and skirt were made of tiers of ruffles. The lace and ruffles were too much together, and Ivanka’s embellished shoes didn’t help tone the look down.

The silhouette and fabric could have been pretty on different dresses, but together, they were distracting.

She wore a chic red suit to board Marine One in July 2018.

Ivanka Trump at the White House in July 2018.
Ivanka Trump at the White House in July 2018. NICHOLAS KAMM / AFP / Getty Images

Walking across the White House lawn, Ivanka wore a red, fitted blazer with coordinating, cropped pants. She wore red pumps with the bright look.

Bold and well-tailored, the suit was a win for Ivanka.

An oversize belt she wore with a white skirt set in October 2018 dated her ensemble.

Ivanka Trump at the White House in October 2018.
Ivanka Trump at the White House in October 2018. Mark Wilson/Getty Images

Ivanka wore a white top and matching skirt made of textured fabric for a White House briefing in October 2018. The top featured a subtle peplum and coordinating flared sleeves.

Ivanka added a wide taupe belt to her waist, which matched her pointed-toe shoes.

The belt was a misstep for the look, as it looked outdated with the more traditional silhouette. She could have skipped the belt or opted for a thinner version.

In October 2019, Ivanka rocked a green suit.

Ivanka Trump and the CEO of Google, Sundar Pichai, in October 2019.
Ivanka Trump and the CEO of Google, Sundar Pichai, in October 2019. Ron Jenkins/Getty Images

During a visit to Google’s offices in October 2019, Ivanka wore ankle-length green trousers with a coordinating blazer.

She wore a black top underneath the jacket, which matched her pointed-toe black shoes. The look was stylish and professional.

The fabric on this dress that Ivanka wore in January 2020 made the garment look clunky.

Donald Trump and Ivanka Trump at the White House in January 2020.
Donald Trump and Ivanka Trump at the White House in January 2020. Sarah Silbiger/Getty Images

Joining her father for the January 2020 “White House Summit on Human Trafficking,” Ivanka wore a white wrap dress made of a thick fabric.

The bottom of her sleeves flared, as did the skirt, and the dress cinched at the waist with a thick bow. The choice of fabric and wrap style made the dress look more like a bathrobe than a dress.

A sleeker silhouette or fabric would have made the dress more stylish.

She went to an event in North Carolina in August 2020 in a floral sundress.

Ivanka Trump in North Carolina in August 2020.
Ivanka Trump in North Carolina in August 2020. BRENDAN SMIALOWSKI/AFP via Getty Images

When her father was on the campaign trail, Lela Rose designed the sundress Ivanka wore in North Carolina in August 2020.

The midi dress had a high neckline and a form-fitting bodice covered in blue floral embroidery that spilled onto the flared skirt.

She accessorized the look with white open-toe heels and an off-white purse, completing the summery, feminine ensemble.

A trench coat and boots made for a fitting autumnal look in November 2020.

Jared Kushner and Ivanka Trump in November 2020.
Jared Kushner and Ivanka Trump in November 2020. Tasos Katopodis/Getty Images

Ivanka was photographed at the White House with her husband in a turtleneck, brown boots, and a tan, double-breasted coat. She completed the look with sunglasses.

The relaxed outfit was a nice change of pace for Ivanka, and it complemented the fall weather perfectly.

She was spotted in a chic, sparkly set in October 2023.

Ivanka Trump in Los Angeles in October 2023.
Ivanka Trump in Los Angeles in October 2023. JB Lacroix/GC Images

After lying low since her father left office in 2021, Ivanka appeared in an off-white, sparkly set from Lapointe at Kim Kardashian’s birthday party in October 2023.

The long-sleeve, cropped top was slightly loose, while the high-waisted skirt was form-fitting until a thigh-high slit cut up her leg.

Nude Christian Louboutin heels with curved detailing completed the festive look.

The top of her dress for an event in December 2023 was too plain compared to her skirt.

Ivanka Trump in Las Vegas in December 2023.
Ivanka Trump in Las Vegas in December 2023. Ethan Miller/Getty Images

Ivanka attended the grand opening of Fontainebleau Las Vegas in a Monique Lhuillier gown.

The strapless dress’ bodice was black, while the form-fitting skirt was covered in reflective silver fabric.

It was pretty, but the dress would have been stronger if it were completely sparkly, especially for an event in Las Vegas.

Pockets were a distraction on her dress for the March 2024 Miami Open.

Jared Kushner and Ivanka Trump at the Miami Open in March 2024.
Jared Kushner and Ivanka Trump at the Miami Open in March 2024. Frey/TPN/Getty Images

Self-Portrait designed the tennis-inspired yellow dress Ivanka wore to the Miami Open in March 2024.

The dress featured ribbed fabric, ruffled long sleeves, a flared collar, and buttons down the front. If that wasn’t enough, the two sets of pockets on her waist and chest were distracting from the figure-hugging silhouette, particularly when combined with everything else the dress had going on.

Without the pockets, the dress would have been a great choice for the event.

Ivanka wore a stylish minidress for a May 2024 date night.

Jared Kushner and Ivanka Trump in Miami in May 2024.
Jared Kushner and Ivanka Trump in Miami in May 2024. MEGA/GC Images/Getty Images

The garment’s square neckline gave way to an exposed corset adorned with subtle, sparkly embroidery.

A swath of fabric cut across the short skirt, adding dimension to the look. She paired the dress with simple heels and a clutch, completing the sexy look.

Ahead of Trump’s 2025 inauguration, Ivanka wore a sand-toned coat and coordinating dress.

Ivanka Trump in January 2025.
Ivanka Trump in January 2025. Anna Moneymaker/Getty Images

Ivanka stepped away from her more daring looks when it came time for her father to return to the White House.

Ahead of the 2025 inauguration, Ivanka wore an Oscar de la Renta coat with a matching dress. The bottom half of the camel-colored coat was embellished with three-dimensional floral appliques, which added a stylish touch to the monochromatic look.

She wore another monochromatic look to the inauguration.

Ivanka Trump and Jared Kushner on Inauguration Day 2025.
Ivanka Trump and Jared Kushner on Inauguration Day 2025. Chris Kleponis – Pool via CNP/Getty Images

Ivanka arrived at the 2025 inauguration in a complete hunter-green outfit, a refreshing color for the ceremony that usually sees people wearing shades of red, white, or blue.

Dior designed her asymmetrical blazer, pencil skirt, and coordinating headpiece. She wore a thin belt around her waist, which matched her black tights and pointed-toe heels.

The ensemble put a high-fashion twist on familiar skirt sets seen around DC.

Her dress for the 2025 inaugural balls was an odd style choice.

A composite image of Ivanka Trump and Jared Kushner holding hands onstage at a ball and a close-up of Ivanka Trump. She's wearing a white strapless dress with a black floral design on the bodice and long black gloves.
JIM WATSON/AFP/Anna Moneymaker/Getty Images

Ivanka attended the 2025 inaugural balls in a custom Givenchy gown, a recreation of the dress Hubert de Givenchy designed for Audrey Hepburn to wear in “Sabrina,” a 1954 rom-com.

The strapless dress, cinched at the waist, had a slim-fitted skirt that hit Ivanka above her ankles. A detached train flowed out behind her. Black floral embellishments adorned the bodice, skirt, and train, and Ivanka paired them with matching black gloves and shoes.

She also wore over $1.1 million in diamond jewelry throughout the inauguration.

Nodding to a Hollywood icon at the inaugural balls didn’t make sense from a historical fashion perspective. Plus, Ivanka’s choice to wear black gloves rather than white, as Hepburn did, diminished the effect of the recreation. She should have saved the look for another occasion.

Ivanka’s white set looked out of place at the Super Bowl in February 2025.

Ivanka Trump attends the Super Bowl in February 2025.
Ivanka Trump attends the Super Bowl in February 2025. Evelyn Hockstein/REUTERS

Ivanka accompanied her father to the 2025 Super Bowl in New Orleans.

She wore a white set from Akris, pairing a vest with coordinating pants and a chunky brown belt. The belt looked out of place with the sleek ensemble, and the set felt overly formal for the football game.

The ensemble would have been a better choice for an event at the White House.

Later that month, Ivanka wore a more relaxed look to the NBA All-Star Game.

Ivanka Trump and Jared Kushner attend the NBA All-Star Game in February 2025.
Ivanka Trump and Jared Kushner attend the NBA All-Star Game in February 2025. Kyle Terada/USA TODAY Sports via Reuters Con

Ivanka attended an NBA All-Star game in San Francisco in February. She wore black leather pants and a denim jacket, and her hair was loose around her shoulders.

The ensemble was sporty and chic, striking a perfect tone for the event.

Ivanka wore a gold minidress with architectural detailing in May 2025.

Jared Kushner and Ivanka Trump in Miami Beach, Florida, in May 2025.
Jared Kushner and Ivanka Trump in Miami Beach, Florida, in May 2025. Alexander Tamargo/Getty Images for Amex x Carbone Beach

Ivanka continued to experiment with her non-White House attire in May 2025, wearing a gold dress designed by Andrea Almeida to attend an Amex x Carbone event.

The dress had a high neckline and hit Ivanka mid-thigh, and it was made of strands of gold fabric that curved around her body. Gold shoes completed the daring outfit.

The red set Ivanka wore to a flag-raising at the White House in June 2025 wasn’t her best look.

Ivanka Trump attends a flag raising at the White House in June 2025.
Ivanka Trump attends a flag raising at the White House in June 2025. Chip Somodevilla/Getty Images

Although she found a sweet spot in her personal style, Ivanka’s political style was hit or miss in 2025.

For instance, she attended a flag-raising ceremony at the White House in June in a red skirt suit. The jacket had a high neckline, a peplum waistline, and short sleeves that puffed out over her shoulders.

The bulky structure made the suit look ill-fitting, and Ivanka almost looked lost in the fabric.

Ivanka wore one of her most stunning looks to date at a pre-wedding party for Jeff Bezos and Lauren Sánchez Bezos in Venice in June 2025.

Jared Kushner and Ivanka Trump in Venice in June 2025.
Jared Kushner and Ivanka Trump in Venice in June 2025. AP Photo/Luigi Costantini

Ivanka and Kushner were among the famous guests at the multi-day Bezos wedding in Venice, rubbing elbows with celebrities like Kim Kardashian and billionaires, including Bill Gates.

Ivanka wore a parade of stylish outfits for the affair, but her best look of the weekend was an Oscar de la Renta minidress. The pink-and-white ombré dress sparkled and was embroidered with three-dimensional cherry blossoms on the skirt, bodice, and halter neckline.

The dress retails for $9,990 online.

Ivanka wore a button-down dress at the Sun Valley conference in July.

Ivanka Trump and Wendy Murdoch at Sun Valley in July 2025.
Ivanka Trump and Wendy Murdoch at Sun Valley in July 2025. Brendan McDermid/REUTERS

Powerhouses in the tech and media industries flocked to Idaho for the annual Allen & Co. Sun Valley Conference, and Ivanka was among the attendees.

On July 10, 2025, Ivanka was photographed grabbing coffee with Wendy Murdoch in a white dress. The dress had a collar neckline, long sleeves, and buttons down the center, and it cinched at the waist with a bow.

She paired polka dot ballet flats with the dress for a look that felt both casual and professional.

She wore a sparkly dress to a gala in September 2025, which was perfect for the occasion.

Ivanka Trump attends the REFORM Alliance Casino Night & Gala in September 2025.
Ivanka Trump attends the REFORM Alliance Casino Night & Gala in September 2025. Dimitrios Kambouris/Getty Images for REFORM Alliance

The nonprofit Reform Alliance hosted its annual casino night and gala in September 2025, raising funds for prison reform.

A slew of celebrities were on the guest list for the Atlantic City event, from cochair Jay-Z to performer The Weeknd.

Ivanka dressed to impress in a Georges Hobeika Couture gown that was covered in silver sequins atop semi-sheer fabric. The dress had an off-the-shoulder neckline with a swath of fabric covering the bodice, while the skirt hugged her figure before flowing out into a train.

Ivanka played up the shimmering fabric with silver heels and jewelry.

A different dress could have improved the all-denim look Ivanka wore to an MLS playoff game in November 2025.

Ivanka Trump on a field after a MLS Cup Playoff game in November 2025.
Ivanka Trump on a field after a MLS Cup Playoff game in November 2025. Leonardo Fernandez/Getty Images

Ivanka attended an MLS Cup Playoff game between Inter Miami CF and Nashville SC in Florida in November 2025.

She wore all-denim to the event, pairing a Reformation dress with a Levi’s trucker jacket. She accessorized with black sunglasses, a Bottega Veneta bag, and Adidas sneakers.

The outfit had a lot of potential, but the dark wash of her dress didn’t work with the black sneakers. A black dress would have been a better choice than the dark navy, both because it would match the shoes and make her jacket pop.

Her suit for the State of the Union in February 2026 could have been better with one swap.

The Trump family attends the State of the Union in February 2026.
The Trump family attends the State of the Union in February 2026. Chip Somodevilla/Getty Images

Ivanka sat with her siblings at the February 2026 State of the Union in an ombré Oscar de la Renta ensemble.

Her blazer, which was dark gray at the top and faded into silver, had a high, scooped neckline and was cinched at her waist. The pencil skirt, which continued the silver color, had a straight silhouette.

The suit was pretty, but it had a more mature look than other outfits Ivanka had favored in recent months. It may have felt more youthful for the first daughter to pair the jacket with trousers rather than wear the full suit.

Read the original article on Business Insider

The post 31 of Ivanka Trump’s best and worst looks since her father became president appeared first on Business Insider.

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