For acting in the season, Romano was nominated for a Golden Globe Award for Best Actor in a Television Series Musical or Comedy; it was the first of only two nominations the series received throughout its nine-year run, as Romano would be nominated for the same award a year later.
In what was Viewers for Quality Television's last Q award ceremony, the season was nominated for five awards, such as Best Supporting Actor in a Quality Comedy Series for Garrett, and won four: Best Quality Comedy Series, Best Actress in a Quality Comedy Series for Heaton, Best Actor in a Quality Comedy Series for Romano, and Best Supporting Actress in a Quality Comedy Series for Roberts.

At the 16th TCA Awards, the season was nominated for Outstanding Achievement in Comedy, and Romano was nominated for Individual Achievement in Comedy.
In regards to the fourth Online Film & Television Association TV Awards ceremony, Romano won Best Actor in a Comedy Series, Heaton was nominated for Best Actress in a Comedy Series, Boyle was nominated for Best Supporting Actor in a Comedy Series, the leads were nominated for Best Ensemble in a Comedy Series, and the season received a nomination for Best Comedy Series.
The season garnered another Comedy Series Ensemble nomination at the sixth Screen Actors Guild Awards, an event where Romano was also nominated for Outstanding Performance by a Male Actor in a Comedy Series.

At the 2000 American Comedy Awards, Romano won Funniest Leading Male Performer in a TV Series, other nominations including Funniest Supporting Male Performer in a TV Series for Boyle, Funniest Supporting Female Performer in a TV Series for Roberts, and Funniest Television Series for the season.
As an ASCAP composer, Rick Marotta received a Top Television Series award from the company's Film and Television Music Awards for his music on the latter half of season three and the first half of season four.
The season also won Best Comedy Series awards from the American Cinema Foundation as an E Pluribus Unum award, the TV Guide Awards, and the Association of National Advertisers' Family Television Awards.
For acting in the season, Romano was nominated for a Golden Globe Award for Best Actor in a Television Series Musical or Comedy; it was the first of only two nominations the series received throughout its nine-year run, as Romano would be nominated for the same award a year later. In what was Viewers for Quality Television's last Q award ceremony, the season was nominated for five awards, such as Best Supporting Actor in a Quality Comedy Series for Garrett, and won four: Best Quality Comedy Series, Best Actress in a Quality Comedy Series for Heaton, Best Actor in a Quality Comedy Series for Romano, and Best Supporting Actress in a Quality Comedy Series for Roberts. 
At the 16th TCA Awards, the season was nominated for Outstanding Achievement in Comedy, and Romano was nominated for Individual Achievement in Comedy. In regards to the fourth Online Film & Television Association TV Awards ceremony, Romano won Best Actor in a Comedy Series, Heaton was nominated for Best Actress in a Comedy Series, Boyle was nominated for Best Supporting Actor in a Comedy Series, the leads were nominated for Best Ensemble in a Comedy Series, and the season received a nomination for Best Comedy Series. The season garnered another Comedy Series Ensemble nomination at the sixth Screen Actors Guild Awards, an event where Romano was also nominated for Outstanding Performance by a Male Actor in a Comedy Series.
At the 2000 American Comedy Awards, Romano won Funniest Leading Male Performer in a TV Series, other nominations including Funniest Supporting Male Performer in a TV Series for Boyle, Funniest Supporting Female Performer in a TV Series for Roberts, and Funniest Television Series for the season. As an ASCAP composer, Rick Marotta received a Top Television Series award from the company's Film and Television Music Awards for his music on the latter half of season three and the first half of season four. The season also won Best Comedy Series awards from the American Cinema Foundation as an E Pluribus Unum award, the TV Guide Awards, and the Association of National Advertisers' Family Television Awards.
Everybody Loves Raymond (season 4)