2001
Grammy Award for Traditional Pop Vocal Album: "Songs I Heard"

1990
Grammy Award for Best Jazz Vocal Performance, Male "We Are in Love,

1989
Grammy Award for Best Jazz Vocal Performance, Male "When Harry Met Sally"

RIAA Certifications:
WHEN HARRY MET SALLY (SOUNDTRACK) 02/07/90 (Label: Columbia) Gold Album
SINGIN' AND SWINGIN' 09/26/90 (Label: Capitol) Gold Video Longform
WE ARE IN LOVE 11/07/90 (Label: Columbia) Gold Album
WHEN HARRY MET SALLY (SOUNDTRACK) 01/22/91 (Label: Columbia) Platinum Album
WE ARE IN LOVE 01/25/91 (Label: Columbia) Platinum Album
SWINGING OUT LIVE 03/26/91 (Label: Sony) Platinum Video Longform
SWINGING OUT LIVE 03/26/91 (Label: Sony) Gold Video Longform
20 06/05/91 (Label: Columbia) Gold Album
BLUE LIGHT, RED LIGHT 11/19/91 (Label: Columbia) Gold Album
BLUE LIGHT, RED LIGHT 12/16/91 (Label: Columbia) Platinum Album
HARRY CONNICK, JR. 09/01/92 (Label: Columbia) Gold Album
25 01/22/93 (Label: Columbia) Gold Album
WHEN MY HEART FINDS CHRISTMAS 01/05/94 (Label: Columbia) Gold Album
WHEN MY HEART FINDS CHRISTMAS 01/06/94 (Label: Columbia) Platinum Album
20 02/28/94 (Label: Columbia) Platinum Album
25 07/26/94 (Label: Columbia) Platinum Album
SHE 09/09/94 (Label: Columbia) Gold Album
WHEN HARRY MET SALLY (SOUNDTRACK) 09/27/94 (Label: Columbia) Multi-Platinum Album (2)
WE ARE IN LOVE 09/27/94 (Label: Columbia) Multi-Platinum Album (2)
SHE 01/31/95 (Label: Columbia) Platinum Album
BLUE LIGHT, RED LIGHT 02/28/95 (Label: Columbia) Multi-Platinum Album (2)
WHEN MY HEART FINDS CHRISTMAS 06/22/98 (Label: Columbia) Multi-Platinum Album (2)
TO SEE YOU 12/17/99 (Label: Columbia) Gold Album
COME BY ME 04/04/00 (Label: Columbia) Gold Album
THE NEW YORK BIG BAND CONCERT 06/24/02 (Label: Columbia) Gold Video Longform
HARRY FOR THE HOLIDAYS 12/01/03 (Label: Columbia) Gold Album
ONLY YOU 03/06/04 (Label: Columbia) Gold Album
ONLY YOU 05/05/04 (Label: Columbia) Platinum Album
STAR TURTLE 07/08/04 (Label: Columbia) Gold Album
HARRY FOR THE HOLIDAYS 11/04/04 (Label: Columbia) Platinum Album
ONLY YOU - IN CONCERT 11/11/05 (Label: Columbia) Gold Video Longform
ONLY YOU - IN CONCERT 11/11/05 (Label: Columbia) Platinum Video Longform
WHEN MY HEART FINDS CHRISTMAS 12/06/05 (Label: Columbia) Multi-Platinum Album (3)