2006–2009: Professional debut Jovanovski made her professional debut on the ITF Circuit in 2006 in Prokuplje, Serbia where she lost to
Karolina Jovanović in the second round. Two years later, she won her first ITF title at that same tournament, beating Karin Morgošová in the final. In 2008 Jovanovski reached an additional three finals, winning two of them. She continued playing on the
ITF Circuit, reaching the semifinals of three events – Belek, Sarajevo and Toruń – being defeated by
Tetyana Arefyeva,
Ana Jovanović, and
Oksana Kalashnikova, respectively. On 20 November 2009, Jovanovski reached the final of an ITF event in Pune, India but lost to Fujiwara. On 29 November 2009, she reached the final of an ITF event in Toyota, Aichi but lost to the former world No. 4
Kimiko Date-Krumm.
2010: WTA Tour debut At her first ITF tournament in 2010, in Quanzhou, Jovanovski reached the semifinals, losing in three sets to fellow Serb
Aleksandra Krunić. She then played in the qualification tournament for the
Australian Open, but lost to
Kathrin Wörle, despite having a match point in the third set. Jovanovski was, once again, part of the
Serbian Fed Cup team along with
Jelena Janković,
Ana Ivanovic and Ana Jovanović in the 2–3 loss against
Russia in the
World Group. She was then awarded with a
wildcard for the main draw of
Malaysian Open. On her
WTA Tour debut, she beat
Vitalia Diatchenko in straight sets. However, Jovanovski then lost to the first seed
Elena Dementieva in round two. On 24 April, Jovanovski made her debut for the
Serbia Fed Cup team, in the
World Group Playoffs against
Slovakia. She lost her first singles match to
Daniela Hantuchová, but then won her second rubber against
Magdaléna Rybáriková. Jovanovski and Janković lost their doubles match to Hantuchová and Rybáriková for the final 3–2 scoreline for Slovakia. but then lost to
Yaroslava Shvedova in the first round. In May, Jovanovski took part in the
Warsaw Open, beating former world No. 5,
Anna Chakvetadze, to reach the main draw where she subsequently lost to
Sara Errani. Her next tournament was the
French Open, where she defeated
María Irigoyen in the first round of the qualifying stage, but then fell to
Anastasia Pivovarova in the second. She then suffered losses in the semifinal of the ITF event in Maribor and the
Eastbourne International qualifications, but managed to enter into the
main draw at
Wimbledon. Jovanovski defeated
Casey Dellacqua in the first round, but lost to eighth seed
Victoria Azarenka in the second. Her result at Wimbledon helped her ranking rise to world No. 93. Jovanovski then played at the
Slovenia Open but lost to compatriot and world No. 2, Jelena Janković, in the opening round. At the
İstanbul Cup, she won three matches in straight sets to qualify for the main draw, but lost to
Elena Vesnina in the first round. In August, Jovanovski qualified for the main draw of the first Premier 5 of the
US Open Series, the
Cincinnati Open. She upset the 14th seed
Aravane Rezaï in the first round, but lost to
Akgul Amanmuradova in the following round in straight sets. Jovanovski then attempted to qualify for the
Rogers Cup and the
Connecticut Open, but fell to
Sorana Cîrstea and Elena Vesnina, respectively. Jovanovski played her second major event at the
US Open, but was defeated by
Anastasia Rodionova in the first round. She also competed in
women's doubles partnering with Janković, but they were defeated by Kimiko Date-Krumm and
Ayumi Morita. Jovanovski then played at the
Guangzhou International Open, but lost to
Alla Kudryavtseva in the first round. She also lost in the first round of the
Korea Open to
Kirsten Flipkens, after easily winning three qualification matches. Jovanovski was then defeated in the first round of the
Pan Pacific Open qualifying by
Pauline Parmentier. However, she managed to turn around the early losses by qualifying for the main draw of
China Open, her first ever
Premier Mandatory tournament. In the opening round, she defeated a fellow qualifier, the
2009 US Open quarterfinalist
Kateryna Bondarenko. She then upset good friend Janković in the second round, marking her first victory over a former
world No. 1 and a top-ten player. However, she was beaten by
Shahar Pe'er in the third round. Jovanovski then participated at the ITF events in Torhout, Poitiers and Taipei, defeating players such as
Sania Mirza,
Rika Fujiwara and
Noppawan Lertcheewakarn, but without much further success. She finished the year as the youngest player in the top-100 of the WTA rankings. In December, Jovanovski played at the ITF tournament in Dubai. She defeated
Julia Babilon in the first round,
Petra Martić in the second, and world No. 45,
Anastasija Sevastova, in the quarterfinals, then-former world No. 16,
Anabel Medina Garrigues, in her semifinal, before losing to Sania Mirza in the final. A week later, in Pune, Jovanovski won her fourth ITF title, and her first since 2008, defeating
Nina Bratchikova.
2011: Breakthrough year Jovanovski opened the season in
Brisbane, defeating Anastasia Rodionova in the first round. She then lost to
Anastasia Pavlyuchenkova in the second. The week after, Jovanovski qualified for the
Sydney International. She defeated
Kaia Kanepi, Aravane Rezaï and
Flavia Pennetta, but lost her first tour semifinal to eventual champion
Li Na. At the
Australian Open, Jovanovski defeated
Chang Kai-chen in the first round but lost to the second seed
Vera Zvonareva in round two. She also played doubles partnering with
Varvara Lepchenko; they lost to Kimiko Date-Krumm and
Zhang Shuai. Jovanovski was the highest ranked player in the
Serbia Fed Cup team for the
World Group II rubber against
Canada. She played alongside Ana Jovanović, Aleksandra Krunić and
Tamara Čurović against
Rebecca Marino,
Aleksandra Wozniak,
Marie-Ève Pelletier and
Sharon Fichman in
Novi Sad. She won both of her singles matches against Wozniak and Marino. In the doubles match, Jovanovski and Krunić defeated Fichman and Pelletier to guarantee Serbia a spot in the
World Group Playoffs. Jovanovski lost the first round of the
Dubai Championships to world No. 26,
Yanina Wickmayer. She qualified for the
Qatar Ladies Open, but lost to Sania Mirza in the first round. Jovanovski was the eighth seed at the
Malaysian Open where she defeated
Tamarine Tanasugarn and
Urszula Radwańska, before losing to former world No. 4 and eventual champion,
Jelena Dokic, in the quarterfinals. She then suffered two consecutive first–round losses, at the
Indian Wells Open to Urszula Radwańska, and at the
Miami Open to
Monica Niculescu. On 25 March 2011, Jovanovski was awarded with the
Heart Award, given by the Fed Cup for her performances in her national colours. She then played for Serbia in a
World Group Play–off rubber against
Slovakia. Though she lost her singles match to
Dominika Cibulková in three sets, Serbia managed to qualify for the 2012 World Group. At the
Madrid Open, Jovanovski defeated
Gréta Arn in the first round, but then lost to
world No. 1,
Caroline Wozniacki, in the second. She then lost to the tenth seed
Shahar Pe'er in the first round of the
Italian Open. Jovanovski defeated
Alla Kudryavtseva in the first round of the
Internationaux de Strasbourg but was defeated by Medina Garrigues in round two. Jovanovski lost to 15th seed
Andrea Petkovic in the first round of the
French Open. Partnering with Varvara Lepchenko, she lost to
Lourdes Domínguez Lino and
Laura Pous Tió in the first round of the
women's doubles. Jovanovski played her first grass-court event of the year at the
Birmingham Classic. Seeded tenth, she was defeated by qualifier
Sarah Gronert in the first round. Jovanovski then qualified for the
Eastbourne International, and defeated Anastasia Pavlyuchenkova in the first round. She lost to the seventh seed
Samantha Stosur in the second. At
Wimbledon, Jovanovski was eliminated by
Simona Halep in the first round. Partnering with Jelena Dokic, she lost to
Liezel Huber and
Lisa Raymond in the first round of the
doubles draw. Jovanovski was seeded fifth at the
Washington Open and defeated qualifier
Petra Rampre in the first round and
Jill Craybas in the second, before losing to former world No. 3 and eventual champion, Nadia Petrova, in the quarterfinals. At the
Southern California Open, she was defeated by the ninth seed Roberta Vinci in the first round. Jovanovski would then beat
Melanie Oudin and
Arantxa Parra Santonja to qualify for the
Rogers Cup. She was leading 2–0 when Dokic retired from their match in the first round. Jovanovski was then beaten by former world No. 1, Maria Sharapova, in the second round. After defeating
Anna Tatishvili and
Akgul Amanmuradova to qualify for the event, Jovanovski was beaten by the 17th seed Yanina Wickmayer in the first round of the
Western & Southern Open. She then lost to
Gisela Dulko in the first round of the
Texas Tennis Open. At the
US Open, Jovanovski lost in the first round to the 28th seed and former world No. 1, Serena Williams. She and Varvara Lepchenko were beaten by eighth seeds
Andrea Hlaváčková and
Lucie Hradecká in the first round of
women's doubles. Jovanovski then lost her first-round matches in four consecutive tournaments, the
Tashkent Open, the
Guangzhou International, the
Pan Pacific Open and the
China Open. Jovanovski won her first match after the streak of seven first–round losses at the
Kremlin Cup, beating
Alona Bondarenko. She would then lose in the second round to Vera Zvonareva.
2012: First WTA Tour title Jovanovski began her
2012 season at the
Brisbane International where she defeated
Casey Dellacqua, a wildcard entrant, but then lost to the fourth seed Serena Williams. She then played the qualification tournament for the
Sydney International defeating
Tamira Paszek and
Virginie Razzano, before losing to
Stefanie Vögele. At the
Australian Open, Jovanovski lost in the first round to Casey Dellacqua. In doubles, she and
Michaëlla Krajicek were defeated by
Alla Kudryavtseva and
Ekaterina Makarova in the first round. Jovanovski then played for the Serbia Fed Cup team in the
World Group first round against
Belgium, scoring one loss in singles, but a win in both singles and doubles to help Serbia advance to the semifinals. At the
Qatar Ladies Open, Jovanovski defeated
Raquel Kops-Jones in the first round of qualification, eventually losing to Aleksandra Wozniak in the second. She then lost in the second qualifying round at the
Dubai Championships to
Mona Barthel, having previously beaten
Kurumi Nara in straight sets. Jovanovski went on to suffer two consecutive first–round losses at the
Malaysian Open and the
Indian Wells Open. She then played at the ITF event in the
Bahamas, where she lost in the semifinals to Aleksandra Wozniak. Jovanovski received a wildcard for the
Miami Open, and was defeated by
Lourdes Domínguez Lino in the first round. Jovanovski then played at the
Copenhagen Open where she defeated Stefanie Vögele and upset the fourth seed
Monica Niculescu, before losing in the quarterfinals to Petra Martić. Jovanovski then played in the Fed Cup semifinals against
Russia. Although she and Aleksandra Krunić lost their doubles match to
Maria Kirilenko and Elena Vesnina, Serbia progressed through to the final with a 3–2 win. After that, Jovanovski tried to qualify for the
Budapest Grand Prix and the
Madrid Open, but suffered two first–round losses to
Romana Tabaková, and
Marta Domachowska, respectively. She then qualified for the
Brussels Open, where she lost in the second round to the eighth seed Kaia Kanepi. At the
French Open, Jovanovski lost to world No. 3,
Agnieszka Radwańska. Jovanovski played her first grass–court tournament of the year at the
Birmingham Classic where she suffered a first–round loss to
Michelle Larcher de Brito, a qualifier. She then tried to qualify for the
Eastbourne International, but lost to
Laura Robson in the final qualification round. At
Wimbledon, Jovanovski led in her first–round match against
Eleni Daniilidou, when the Greek retired. She then lost to 15th seed Sabine Lisicki in three sets. Jovanovski entered the
Baku Cup seeded fifth and defeated
Lesia Tsurenko in the first round,
Valeria Solovyeva in the second, fellow Serb Aleksandra Krunić in the quarterfinals, and the second seed
Alexandra Panova in the semifinals to advance in her first career final. She defeated another first–time finalist,
Julia Cohen, to win her first WTA Tour title. Following the capture of her first title, Jovanovski went on to lose in the first rounds of the following three tournaments – the
Washington Open, the
Rogers Cup and the
Western & Southern Open. At the
Texas Open, she defeated Alexandra Panova, and Mirjana Lučić, and led against
Peng Shuai, when Peng retired, to reach the semifinal where she lost to the eventual champion, Roberta Vinci. At the
US Open, she beat Mona Barthel in the first round, but went on to lose to Dominika Cibulková in the second round. Jovanovski then reached the quarterfinals of the
Tashkent Open by defeating
Dinah Pfizenmaier and Eleni Daniilidou, before falling to
Donna Vekić. At her last four WTA tournaments of the season, Jovanovski reached the second round of the
Guangzhou International Open, being defeated by Chanelle Scheepers; the third round of the
Pan Pacific Open, losing to Caroline Wozniacki; the third round of the
China Open, losing to
Marion Bartoli; and the first round of the
Kremlin Cup, being defeated by
Sofia Arvidsson. Jovanovski was a member of the Serbia Fed Cup team during the
2012 World Group Final, but did not play any matches. She and Aleksandra Krunić were scheduled to play doubles against Hlaváčková and Hradecká, but the dead rubber was cancelled as the
Czech Republic had already won 3–1. As a result of their success in the 2012 Fed Cup, the team was honoured with the
Award of Olympic Committee of Serbia as Women's Team of the Year.
2013: Australian Open fourth round Jovanovski played her first event of the
season at the
Shenzhen Open, where she was seeded eighth. She defeated
Alexandra Cadanțu in the first round and
Duan Yingying in the second, but lost in the quarterfinals to Li Na, who went on to win the tournament. Jovanovski then played in
Hobart where she defeated
María Teresa Torró Flor, before losing to Kirsten Flipkens in the second round. At the
Australian Open, Jovanovski again defeated Torró Flor, the 17th seed
Lucie Šafářová, and Kimiko Date-Krumm, before losing to eventual semifinalist
Sloane Stephens in the fourth round. This had been her best career
Grand Slam performance. In doubles, Jovanovski partnered with
Melinda Czink to triumph over Simona Halep and
Arantxa Rus in the first round, but then fell to
Natalie Grandin and
Vladimíra Uhlířová. She then lost seven matches in a row. Four of them were at
Fed Cup. First, Serbia played in
World Group against Slovakia and lost 2–3. Jovanovski lost her two singles matches, first to
Daniela Hantuchová and then to
Jana Čepelová in a tight match. Serbia then played
play-offs to stay in the World Group, but lost to Germany 2–3. Ana Ivanovic won two singles matches, but Jovanovski lost her two, to Angelique Kerber in two sets, and then to Mona Barthel in three. Her first win after the Australian Open was at
Rome where she defeated former world No. 1, Caroline Wozniacki. In the second round, she lost to Jelena Janković. At the
French Open, she reached round three losing in two tight sets to Svetlana Kuznetsova; in the second, she had defeated Wozniacki again. At
Wimbledon, she reached the second round. Later in the summer, she played in Baku and New Haven. There, she won just one match. At the
US Open, she beat Andrea Petkovic in the first round but lost to
Petra Kvitová in round two. At the
Tashkent Open Jovanovski won her second WTA Tour title, coming through seven matches in eight days. She defeated
Olga Govortsova in the final in three sets. In
Guangzhou, Jovanovski defeated Sorana Cîrstea in round one. But she lost in the second round to
Vania King, despite winning nine games in a row after the first set loss. She also won the title at the
WTA 125 event in Ningbo, beating Zhang Shuai in the final, again in three sets. In
Beijing, Jovanovski once again defeated Cîrstea. But in the second round she was declassed by home favourite, Li Na, with Jovanovski winning just one game. She finished the season in a better way, reaching the quarterfinals of
Luxembourg where she defeated 2011 Roland Garros champion, Francesca Schiavone, in round one, and
Hsieh Su-wei. In the quarterfinals, she lost to the top seed and eventual champion Wozniacki, in three sets.
2014 Jovanovski started
season playing in
Shenzhen, suffering a first round loss to German qualifier
Anna-Lena Friedsam. She then beat
Annika Beck and
Olivia Rogowska in
Hobart, before losing to top seed
Samantha Stosur in the quarterfinals. At the
Australian Open, Jovanovski wasn't seeded at first. But after the withdrawal of Jamie Hampton who was seeded, Bojana became the 33rd seed and she was moved to the other side of draw. She started well with a three-set win over Jana Čepelová, but lost in the second round to
Yvonne Meusburger. After Melbourne, Jovanovski moved seven places down on rankings. But, worse still, suffered a wrist injury, and faced a spell on the sidelines. She tried to play at the
Indoors in Paris, but lost to Andrea Petkovic. As a result, she was forced to withdraw from the tournaments in Doha, Dubai and also the Fed Cup. Consequences of injuries continued for the results. Jovanovski lost convincingly at next four events in
Acapulco,
Indian Wells,
Miami, and also first clay tournament of season in
Marrakech, winning a total of just two matches. In
Oeiras, Jovanovski defeated Monica Puig in round one to face Elena Vesnina in round two, serving for the match and holding a match point for her first quarterfinal since Hobart, but lost in three sets. In the first round of
Madrid, she outclassed
Karin Knapp but lost in the second round to countrywoman Ana Ivanovic. With that loss in Madrid, Jovanovski lost then six times in a row, including
Roland Garros. Jovanovski travelled to
Wimbledon with a 7–15 win–loss season record, but scored her first win since Madrid with victory over
Johanna Larsson. After that she came up with her best performance of the year, stunning eighth seed Victoria Azarenka in three sets to reach the third round. It was her fourth top-10 win. She, however, missed a big chance to reach next round, falling to Czech qualifier and world No. 176,
Tereza Smitková. Jovanovski had a match point in the second set, then served two times for the match in final set (incl. another match point), but couldn't cross the finishing line. She also played in
doubles, partnering with
Eva Hrdinová, and
mixed doubles too, with
Mate Pavić, losing in the second round in both competitions. Jovanovski then played in
Istanbul, losing in the second round. Jovanovski then played in Baku, and reached second final at that tournament after beating
Stefanie Vögele. She lost in two sets to
Elina Svitolina in final. This was the first final which she lost, after winning her previous two. She went on to North America where the first tournament she played was at Washington. Although being tired, she reached the quarterfinals, losing to
Marina Erakovic for the second time in a year. She arrived in
Montreal but soon found a downturn in form. All of her next series of matches in North America were lost in two sets: in Montreal,
Cincinnati, New Haven and the
US Open. Moving to Asia, Jovanovski reached the Tashkent final, but in China played three tournaments, winning not a single match.
2015 Jovanovski played two
Australian Open warm-up events, and reached the second round of both. At the Australian Open itself, she lost in the first round to Roberta Vinci. Bad form continued, with losses in the first round of
Doha and
Kuala Lumpur. She, however, managed to win one match in both
Indian Wells and
Miami, with a notable scalp coming against Mona Barthel in Miami. The clay court season began for Jovanovski in
Marrakesh where she lost to third seed
Flavia Pennetta. In
Madrid, she played qualifying but lost there in the second round to
Mariana Duque. However, at the next tournament in
Rome, Jovanovski finally won back-to-back matches. After winning two in qualifying, she then beat top players to reach third round,
Caroline Garcia and top-20 player
Madison Keys. She was finally stopped in round three by Maria Sharapova.
2016–2017: Surgery and rehabilitation With the condition of her wrist and right shoulder that has been bothering her for the past three seasons worsening, Jovanovski played in only five matches in 2016, each time losing in the first round in straight sets. Following the
French Open first-round loss to Agnieszka Radwańska, Jovanovski said that she was going to miss all tournaments on grass court, including Wimbledon, to prepare for the second half of the season. However, after unsuccessfully trying to rehabilitate with various non-surgery methods she notified the public in early July 2016 that on the advice of Spanish doctors, she has decided to undergo surgery in an attempt to continue with her tennis career. With expected recovery period of four to five months, Jovanovski said she expects to be back in time for the Australian series in January 2017. In an interview in September 2016, Jovanovski said she hopes to return to practice in November and that, although she could use protected ranking to play in the Australian Open, she doesn't want to use it for a tournament she isn't ready for, only wanting to return once she is fit, and deemed it unlikely to play in tournaments before February 2017. In July 2017, after having her first training after more than a year, it was speculated Jovanovski might return to court in autumn. Later in July, she said she doesn't want to squander wildcards for tournaments at the end of the season when it is unrealistic for her to be completely ready and said she will most likely be ready for the beginning of 2018. In September, Jovanovski confirmed that she will return to court in early 2018.
2018: Return from injury, comeback After almost a two-year layoff due to injury, Jovanovski played her first tournament at
St. Petersburg in late January. She lost in the first round of qualifying to
Océane Dodin, in straight sets. She then resumed playing ITF tournaments in mid-April. On 28 November, she announced her retirement from pro tour.
2021: Failed second comeback Jovanovski became eligible to play professional tournaments again from 28 November 2020 by submitting to be available for out-of-competition doping tests. However, it was later announced that she would retire on 20 November 2021 without having played a single comeback match. ==Playing style and equipment==