Caroline Dolehide

Following the US Open, Dolehide did not win multiple main draw matches at a singles event again until a $25K event in April 2019 where she finished runner-up to Barbora Krejčíková. Nonetheless, she dropped out of the top 200 since she was defending points from a $60K title. Dolehide fared better in doubles in the first half of the year, reaching two $100K finals. She finished runner-up at Bonita Springs in Florida with Usue Maitane Arconada before winning a title at the Surbiton Trophy with Jennifer Brady. Nonetheless, Dolehide continued to struggle in singles and reached a year-low of No. 283 in the singles rankings in August.

Dolehide's form began to rebound in a big way after she brought back two medals from the Pan-Am Games in Lima, Peru. The first was a gold medal in doubles, pairing with Usue Arconada to make the 20 year-old duo the first American gold medalists in women’s doubles at the Pan Am Games since Pam Shriver and Donna Faber in 1991 in Havana. The next day, Dolehide earned a second place finish in singles and added a silver medal to her haul.

Dolehide grew up in the Chicago suburbs, where she began playing tennis at 5 years old. She has an older sister Courtney who played college tennis at UCLA, coached women's tennis at UT Austin, and became the head coach of men's and women's tennis at Georgetown in 2018. Her younger sister Stephanie also plays tennis, and has committed to West Point. Her brother Brian plays collegiate golf at Florida Atlantic University.

In March 2018, Dolehide was awarded a wild card into the main draw of the Indian Wells Open, where she picked up her first two match wins at a Premier Mandatory tournament, including a second round victory over No. 30 Dominika Cibulkova. She also pushed Simona Halep to three sets in her third round loss to the world No. 1 player. Dolehide continued her momentum into the clay court season, where she won the $60K event at Indian Harbour Beach, the biggest title of her career. She closed out the clay season by qualifying for the French Open. In her Grand Slam main draw debut in singles, Dolehide defeated Viktorija Golubic before losing to Keys in the following match. In the next few months, she also made her debuts at Wimbledon as a lucky loser and the US Open as a direct acceptance, but lost in the opening round in both tournaments. She also received a wild card into the US Open doubles event with Christina McHale and reached the third round.

As a junior, Dolehide was a two-time Grand Slam finalist in doubles. Dolehide made her WTA Tour debut in July 2017. She has since reached one WTA quarterfinal and also won her first Grand Slam match at the 2018 French Open. Dolehide has an aggressive style of play. She possesses the ability to hit powerful groundstroke winners, especially on the forehand side.

Dolehide began playing regularly on the ITF pro circuit in 2016 after missing the second half of 2015 with a broken left foot. In June, she won both the singles and doubles events at the $10K tournament in Buffalo for her first professional titles. The following year in 2017, she then won two more tournaments at the $25K tier, including Winnipeg in July. Later that month, Dolehide qualified for the Stanford Classic to make her WTA main draw debut. She won her first WTA tour-level match against No. 48 Naomi Osaka before losing to compatriot Madison Keys in the next round. This success helped her crack the Top 200 of the WTA rankings for the first time. After the US Open, Dolehide made her first WTA quarterfinal at the Tournoi de Québec to rise to a career-high ranking of No. 137.

As a junior, Dolehide was more successful in doubles than in singles. In April 2015, she partnered with Ena Shibahara to win the USTA International Spring Championships, her only title at a Grade 1 event. The following week, the duo made it to another final at the Easter Bowl, this time losing to Sofia Kenin and Katie Swan. In the last few tournaments of her junior career, Dolehide achieved two of her best results with two Grand Slam runner-ups, the first at the 2015 French Open with partner Katerina Stewart and the second at the 2016 US Open with partner Kayla Day.

In 2014, Dolehide reached the semifinals of the girls' singles event at the US Open, despite needing to qualify for the main draw. She upset three of the top ten seeds in the tournament, including Markéta Vondroušová in the first round, before losing to the eventual champion Marie Bouzková. Later that year, she also made it to the semifinals of the Eddie Herr Championships and the quarterfinals at the Orange Bowl, two prestigious Grade 1 tournaments. This helped her rise to a career high ITF junior ranking of No. 16 in the world the following summer. Dolehide was then forced to skip the 2015 US Open and most of the remaining events that season after breaking her left foot. This injury prevented her from continuing to climb in the rankings.

Dolehide is an aggressive baseliner. She is known for having a strong serve and powerful groundstokes, which she uses to a hit a high number of winners. Her forehand in particular is one of her best shots and was already very advanced while she was still a teenager. CiCi Bellis faced Dolehide at the 2014 Orange Bowl when both players were still juniors and commented that Dolehide "hits probably the hardest by far" compared to Bellis's other opponents and said "her serve is amazing." Venus Williams defeated Dolehide at the 2018 Canadian Open, but commented that "she had a really great second serve."

Dolehide also played in the doubles event at Stanford with her Junior US Open partner Kayla Day. The pair had already reached two finals and won one title on the ITF circuit in February, and they continued their success together by making it to the semifinals in their doubles debut on the WTA Tour. The two of them were also awarded a wild card into the US Open, where they upset 10th-seeded veteran doubles specialists Abigail Spears and Katarina Srebotnik in their Grand Slam debut in doubles. A few weeks later, Dolehide followed up this performance by winning a $100K ITF title at the Abierto Tampico with veteran María Irigoyen, a victory that helped her finish the year just inside the top 100 of the WTA doubles rankings.

Caroline Dolehide (born September 5, 1998) is an American professional tennis player. She achieved a career-high Women's Tennis Association (WTA) ranking of No. 102 in the world during the summer of 2018. Her best performance on the WTA Tour came in doubles at the 2019 US Open, where she reached the semifinals with compatriot Vania King. Dolehide has a career-high doubles ranking of No. 31 in the world. She has won 13 International Tennis Federation (ITF) titles, six in singles and seven in doubles.