Next Radwańska competed at the Western & Southern Open in Cincinnati where she battled her way past Johanna Konta to clinch the last nine games of the match to move into the quarterfinals. She lost to last year's Cincinnati runner-up Simona Halep. Following Cincinnati Radwańska was awarded a wild card entry into the Connecticut Open in New Haven. It was her fourth event in five weeks. Top-seeded Radwańska defeated Jelena Ostapenko, Kirsten Flipkens and two-time defending champion Petra Kvitová to move into the final. In the final, she beat Elina Svitolina in straight sets to win her first ever Connecticut Open title and the 19th title of her career. Additionally, with her win in New Haven she earned enough points to clinch 1st place in the U.S. Open Series bonus challenge and a chance for up to an extra $1 million, depending on her finish in New York. Seeded fourth at the US Open Radwańska defeated Jessica Pegula, Naomi Broady and Caroline Garcia, all in straight sets to make it to the second week of the tournament. She lost to 18-year-old Ana Konjuh in the fourth round.