The album peaked at number one on the US Billboard 200 chart, as well as producing the US number-one hit single "On My Own". It was LaBelle's only album to chart outside of the United States, charting in the Netherlands, New Zealand, Sweden, and the United Kingdom. To date, the album is estimated to have sold over eight million copies worldwide, becoming her best-selling album ever. Upon its release, Winner in You received moderate reviews from music critics. The album has been certified platinum by the Recording Industry Association of America (RIAA). LaBelle embarked on the Winner in You Tour from 1986 to 1987, touring Europe to promote her album.
The second single to be released was "Oh, People". It peaked at number twenty-nine on the Billboard Hot 100 and number seven on the BillboardHot R&B/Hip-Hop Songs. It was the second single to chart internationally, peaking at thirty-one on the Dutch Singles Chart, and number thirty-six on the New Zealand Singles Chart. The third single to be released was "Kiss Away the Pain". It was not as successful as the two prior singles, only reaching number thirteen on the BillboardHot R&B/Hip-Hop Songs. The final single to be released was "Something Special (Is Gonna Happen Tonight)," reaching number fifty on the Billboard Hot R&B/Hip-Hop Singles. It is played twice in Sweet Liberty and over the opening credits of Outrageous Fortune.
Winner in You received average reviews from critics. Ron Wynn on AllMusic gave the album three out of five stars. He claimed that Winner in You was the album that made LaBelle's solo career. Wynn wrote that he enjoyed the songs "Oh, People" and "Kiss Away the Pain". Robert Christgau gave the album a B rating, praising the duet with Michael McDonald as well as LaBelle's singing abilities. He also complimented her and her family's songwriting abilities. Christgau did not like the earlier part of the album, claiming that she "doesn't start out with such surefire goods". Overall, he says the "beats and tunes kick in till you could care less [sic] what organ she's singing through." Jim Farber of Rolling Stone gave the album a mixed review, writing that it was inconsistent. He wrote that the album was not the "hands-down winner so many anticipated," writing that none of the fast tracks have a "jump." He praised her singing ability, however, writing that it was the only thing that saved the album.
Commercial performance
The album peaked at number one on the US Billboard 200 and on Billboard's Top R&B/Hip-Hop Albums chart. It spent 30 weeks on the Billboard 200 and spent 33 weeks on the R&B/Hip-Hop Albums. On June 27, 1986, Winner in You was certified Platinum by the Recording Industry Association of America (RIAA), for shipments of one million copies in the US. Winner in You attained respectable international charting. In the Netherlands, it entered at number twenty-eight on the Mega Album Top 100. In New Zealand, it entered at number ten on the Top 40 Albums. In Sweden, it entered at number seventeen on the Albums Top 60. In the United Kingdom, it entered at number thirty-four and peaked at number 30 on the UK Albums Chart.