99		Terms of Endearment (Comedy, Drama, 1983)
99		Spread (Comedy, Drama, Romance, 2009)
99		The Last Kiss (Comedy, Drama, Romance, 2006)
99		The Door in the Floor (Comedy, Drama, 2004)
97		Les poupées russes (Comedy, Drama, Romance, 2005)
93		College Road Trip (Adventure, Comedy, Drama, 2008)
92		Nebraska (Adventure, Comedy, Drama, 2013)
90		Sex and the City (Comedy, Drama, Romance, 2008)
87		Fast Times at Ridgemont High (Comedy, Drama, 1982)
81		About Schmidt (Comedy, Drama, 2002)
81		Friends with Money (Comedy, Drama, Romance, 2006)
81		Waitress (Comedy, Drama, Romance, 2007)
80		Transamerica (Adventure, Comedy, Drama, 2005)
80		Casanova (Adventure, Comedy, Drama, 2005)
78		Love Actually (Comedy, Drama, Romance, 2003)
77		Little Miss Sunshine (Comedy, Drama, 2006)
77		Under the Tuscan Sun (Comedy, Drama, Romance, 2003)
76		Seeking a Friend for the End of the World (Adventure, Comedy, Drama, 2012)
76		Venus (Comedy, Drama, Romance, 2006)
76		In the Land of Women (Comedy, Drama, Romance, 2007)
74		The Descendants (Comedy, Drama, 2011)
73		Planes, Trains & Automobiles (Comedy, Drama, 1987)
72		Broken Flowers (Comedy, Drama, Mystery, 2005)
72		Spanglish (Comedy, Drama, Romance, 2004)
72		Factotum (Comedy, Drama, Romance, 2005)
72		The Sure Thing (Comedy, Drama, Romance, 1985)
71		The Jane Austen Book Club (Comedy, Drama, Romance, 2007)
70		As Good as It Gets (Comedy, Drama, Romance, 1997)
70		Funny People (Comedy, Drama, 2009)
70		Wonder Boys (Comedy, Drama, 2000)
70		Interstate 60: Episodes of the Road (Adventure, Comedy, Drama, 2002)
70		Mansfield Park (Comedy, Drama, Romance, 1999)
69		Young Adult (Comedy, Drama, 2011)
69		Tamara Drewe (Comedy, Drama, Romance, 2010)
68		The Brothers Bloom (Adventure, Comedy, Drama, 2008)
68		Manhattan (Comedy, Drama, Romance, 1979)
67		The Parent Trap (Adventure, Comedy, Drama, 1998)
66		Art School Confidential (Comedy, Drama, 2006)
66		I Could Never Be Your Woman (Comedy, Drama, Romance, 2007)
66		Art School Confidential (Comedy, Drama, 2006)
65		Nurse Betty (Comedy, Crime, Drama, 2000)
65		Lymelife (Comedy, Drama, Romance, 2008)
65		World's Greatest Dad (Comedy, Drama, 2009)
65		Chaos Theory (Comedy, Drama, Romance, 2008)
65		Election (Comedy, Drama, Romance, 1999)
64		Living in Oblivion (Comedy, Drama, 1995)
64		Kabhi Haan Kabhi Naa (Comedy, Drama, Music, 1994)
64		Somewhere (Comedy, Drama, 2010)
63		Swingers (Comedy, Drama, 1996)
63		The Barbarian Invasions (Comedy, Crime, Drama, 2003)
62		Sullivan's Travels (Adventure, Comedy, Drama, 1941)
62		Intermission (Comedy, Crime, Drama, 2003)
62		A Lot Like Love (Comedy, Drama, Romance, 2005)
62		The Way (Adventure, Comedy, Drama, 2010)
61		Monsoon Wedding (Comedy, Drama, Romance, 2001)
61		A Good Year (Comedy, Drama, Romance, 2006)
61		Riding in Cars with Boys (Biography, Comedy, Drama, 2001)
60		The Wackness (Comedy, Drama, Romance, 2008)
60		Happiness (Comedy, Drama, 1998)
60		Paper Man (Comedy, Drama, 2009)
60		Bottle Shock (Comedy, Drama, 2008)
60		Smart People (Comedy, Drama, Romance, 2008)
59		La Dolce Vita (Comedy, Drama, 1960)
59		About Time (Comedy, Drama, Fantasy, 2013)
59		Zero Effect (Comedy, Crime, Drama, 1998)
59		Barney's Version (Comedy, Drama, 2010)
59		Shakespeare in Love (Comedy, Drama, Romance, 1998)
59		Due Date (Comedy, Drama, 2010)
59		Cyrus (Comedy, Drama, Romance, 2010)
58		Rory O'Shea Was Here (Comedy, Drama, 2004)
58		The Quiet Man (Comedy, Drama, Romance, 1952)
58		The Wedding Banquet (Comedy, Drama, Romance, 1993)
58		The Sessions (Biography, Comedy, Drama, 2012)
57		The Life and Death of Peter Sellers (Biography, Comedy, Drama, 2004)
57		Adaptation. (Comedy, Drama, 2002)
57		The Squid and the Whale (Comedy, Drama, 2005)
57		Muriel's Wedding (Comedy, Drama, Romance, 1994)
57		The Weather Man (Comedy, Drama, 2005)
57		Thumbsucker (Comedy, Drama, 2005)
57		Tootsie (Comedy, Drama, Romance, 1982)
56		Roger Dodger (Comedy, Drama, 2002)
56		No Reservations (Comedy, Drama, Romance, 2007)
56		The Banger Sisters (Comedy, Drama, 2002)
56		Rocket Science (Comedy, Drama, 2007)
56		Martian Child (Comedy, Drama, Family, 2007)
56		Running with Scissors (Comedy, Drama, 2006)
56		Wake Up Sid (Comedy, Drama, Romance, 2009)
55		Rushmore (Comedy, Drama, 1998)
55		Synecdoche, New York (Comedy, Drama, 2008)
55		It's Complicated (Comedy, Drama, Romance, 2009)
55		What Just Happened (Comedy, Drama, 2008)
55		He's Just Not That Into You (Comedy, Drama, Romance, 2009)
54		The Bucket List (Adventure, Comedy, Drama, 2007)
54		Hick (Comedy, Drama, 2011)
54		Day for Night (Comedy, Drama, Romance, 1973)
54		You Will Meet a Tall Dark Stranger (Comedy, Drama, Romance, 2010)
53		Withnail & I (Comedy, Drama, 1987)
53		Husbands and Wives (Comedy, Drama, Romance, 1992)
53		Barton Fink (Comedy, Drama, 1991)
52		Junebug (Comedy, Drama, 2005)
52		Bride & Prejudice (Comedy, Drama, Musical, 2004)
52		Melinda and Melinda (Comedy, Drama, Romance, 2004)
52		Sleeping with Other People (Comedy, Drama, Romance, 2015)
52		The World According to Garp (Comedy, Drama, 1982)
52		A Boy and His Dog (Comedy, Drama, Sci-Fi, 1975)
52		If Only (Comedy, Drama, Fantasy, 2004)
52		Stranger Than Fiction (Comedy, Drama, Fantasy, 2006)
51		Orange County (Comedy, Drama, 2002)
51		Fast Food Nation (Comedy, Drama, Romance, 2006)
50		Solitary Man (Comedy, Drama, Romance, 2009)
50		New York, I Love You (Comedy, Drama, Romance, 2008)
49		Happythankyoumoreplease (Comedy, Drama, Romance, 2010)
49		Buffalo '66 (Comedy, Crime, Drama, 1998)
49		In the Company of Men (Comedy, Drama, 1997)
49		Another Year (Comedy, Drama, 2010)
49		The Rules of the Game (Comedy, Drama, 1939)
49		The Kids Are All Right (Comedy, Drama, Romance, 2010)
49		My Man Godfrey (Comedy, Drama, Romance, 1936)
48		Welcome to the Dollhouse (Comedy, Drama, 1995)
48		Breakfast at Tiffany's (Comedy, Drama, Romance, 1961)
48		Pain & Gain (Comedy, Crime, Drama, 2013)
48		The Player (Comedy, Crime, Drama, 1992)
47		Heart and Souls (Comedy, Drama, Fantasy, 1993)
47		Elizabethtown (Comedy, Drama, Romance, 2005)
47		Shall We Dance (Comedy, Drama, Romance, 2004)
47		Four Weddings and a Funeral (Comedy, Drama, Romance, 1994)
47		Mystic Pizza (Comedy, Drama, Romance, 1988)
47		Moonstruck (Comedy, Drama, Romance, 1987)
47		Florence Foster Jenkins (Biography, Comedy, Drama, 2016)
47		Diner (Comedy, Drama, 1982)
47		Alfie (Comedy, Drama, 1966)
47		Prizzi's Honor (Comedy, Crime, Drama, 1985)
47		The Gold Rush (Adventure, Comedy, Drama, 1925)
46		(500) Days of Summer (Comedy, Drama, Romance, 2009)
46		Punch-Drunk Love (Comedy, Drama, Romance, 2002)
46		Bend It Like Beckham (Comedy, Drama, Romance, 2002)
46		Wristcutters: A Love Story (Comedy, Drama, Fantasy, 2006)
45		The Castle (Comedy, Drama, 1997)
45		Choke (Comedy, Drama, 2008)
45		The Lucky Ones (Comedy, Drama, War, 2008)
45		Holes (Adventure, Comedy, Drama, 2003)
45		East Is East (Comedy, Drama, 1999)
45		The Fall (Adventure, Comedy, Drama, 2006)
45		The Life Aquatic with Steve Zissou (Adventure, Comedy, Drama, 2004)
45		Bicentennial Man (Comedy, Drama, Sci-Fi, 1999)
45		Racing Stripes (Adventure, Comedy, Drama, 2005)
45		28 Days (Comedy, Drama, 2000)
45		Return to Me (Comedy, Drama, Romance, 2000)
45		Blast from the Past (Comedy, Drama, Romance, 1999)
45		TiMER (Comedy, Drama, Fantasy, 2009)
45		Italiensk for begyndere (Comedy, Drama, Romance, 2000)
45		Away We Go (Comedy, Drama, Romance, 2009)
45		Leaves of Grass (Comedy, Crime, Drama, 2009)
45		The Wizard (Adventure, Comedy, Drama, 1989)
44		Zindagi Na Milegi Dobara (Adventure, Comedy, Drama, 2011)
44		The Darjeeling Limited (Adventure, Comedy, Drama, 2007)
44		The Life and Death of Colonel Blimp (Comedy, Drama, Romance, 1943)
44		Fools Rush In (Comedy, Drama, Romance, 1997)
44		Salmon Fishing in the Yemen (Comedy, Drama, Romance, 2011)
44		The Mighty (Comedy, Drama, 1998)
44		The Shop Around the Corner (Comedy, Drama, Romance, 1940)
44		The Hunting Party (Adventure, Comedy, Drama, 2007)
44		Our Idiot Brother (Comedy, Drama, 2011)
44		Almost Famous (Adventure, Comedy, Drama, 2000)
44		Practical Magic (Comedy, Drama, Fantasy, 1998)
44		Joe Dirt (Adventure, Comedy, Drama, 2001)
44		The Trip (Comedy, Drama, 2010)
43		Queen (Adventure, Comedy, Drama, 2013)
43		Smoke (Comedy, Drama, 1995)
43		Frances Ha (Comedy, Drama, Romance, 2012)
43		Michael (Comedy, Drama, Fantasy, 1996)
43		Garden State (Comedy, Drama, Romance, 2004)
43		Hair (Comedy, Drama, Musical, 1979)
43		Dil Chahta Hai (Comedy, Drama, Romance, 2001)
43		She's the One (Comedy, Drama, Romance, 1996)
43		Fear and Loathing in Las Vegas (Adventure, Comedy, Drama, 1998)
43		The Mirror Has Two Faces (Comedy, Drama, Romance, 1996)
43		Fanboys (Adventure, Comedy, Drama, 2009)
43		Dogma (Adventure, Comedy, Drama, 1999)
43		Birdman or (The Unexpected Virtue of Ignorance) (Comedy, Drama, Romance, 2014)
43		Hannah and Her Sisters (Comedy, Drama, 1986)
42		Inside Out (Animation, Adventure, Comedy, Drama, 2015)
42		Paulie (Adventure, Comedy, Drama, 1998)
42		Burnt (Comedy, Drama, 2015)
42		Moonrise Kingdom (Adventure, Comedy, Drama, 2012)
42		Being Julia (Comedy, Drama, Romance, 2004)
42		The Trip to Italy (Comedy, Drama, 2014)
42		Conversations with Other Women (Comedy, Drama, Romance, 2005)
42		Frankie and Johnny (Comedy, Drama, Romance, 1991)
42		A League of Their Own (Comedy, Drama, Sport, 1992)
42		American Splendor (Biography, Comedy, Drama, 2003)
42		Scrooged (Comedy, Drama, Fantasy, 1988)
42		Babe: Pig in the City (Adventure, Comedy, Drama, 1998)
42		How to Marry a Millionaire (Comedy, Drama, Romance, 1953)
42		L.A. Story (Comedy, Drama, Fantasy, 1991)
42		Jab We Met (Comedy, Drama, Romance, 2007)
42		American Graffiti (Comedy, Drama, Music, 1973)
42		Obvious Child (Comedy, Drama, 2014)
42		Much Ado About Nothing (Comedy, Drama, Romance, 1993)
42		The Fundamentals of Caring (Comedy, Drama, 2016)
42		Mrs. Doubtfire (Comedy, Drama, Family, 1993)

Notes: Movies similar to Sideways, Movies like Sideways, Adventure, Comedy, Drama, Alexander Payne, Paul Giamatti, Thomas Haden Church, Virginia Madsen, Sandra Oh, Films, Video, Movie Similarities