Movies Like Billy Crystal: Midnight Train to Moscow

If you liked Billy Crystal: Midnight Train to Moscow (1989), a comedy and documentary movie directed by Paul Flaherty and Steven J. Santos, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Jackass Presents: Bad Grandpa .5 (2014)
★ 6/10Also comedy and documentary
Bad Grandpa .5 gives you a whole new perspective on the world of Irving Zisman with bonus scenes and pranks also featuring Spike Jonze as "Gloria" and Catherine Keener as Irving's wife "Ellie", plus a look at the…
2
Kevin Hart: What Now? (2016)
★ 6.5/10Also comedy and documentary
Comedian Kevin Hart performs in front of a crowd of 50,000 people at Philadelphia's outdoor venue, Lincoln Financial Field.
3
Trevor Noah: Where Was I (2023)
★ 6.5/10Also comedy and documentary
Trevor Noah riffs on national anthems, derailing a German sightseeing tour and getting roasted in Paris in this comedy special about his world travels.
4
Kevin Hart: Seriously Funny (2010)
★ 7/10Also comedy and documentary
Fresh off the heels of appearing in movies like Superhero Movie and The 40 Year-Old Virgin, fast-talking comedian Kevin Hart stars in his second live stand-up performance in Cleveland, Ohio, where he makes fun of…
5
Aziz Ansari: Right Now (2019)
★ 7.1/10Also comedy and documentary
In a comedy special directed by Spike Jonze, Aziz Ansari shares deep personal insights and hilarious takes on wokeness, family and the social climate.
6
Anthony Jeselnik: Fire in the Maternity Ward (2019)
★ 7/10Also comedy and documentary
Forging his own comedic boundaries, Anthony Jeselnik revels in getting away with saying things others can't in this stand-up special shot in New York.
7
Norm Macdonald: Nothing Special (2022)
★ 6.6/10Also comedy and documentary
In his final comedy special, Norm Macdonald ponders casinos, cannibalism, living wills and why you have to be ready for whatever life throws your way.
8
The Aristocrats (2005)
★ 5.9/10Also comedy and documentary
One hundred superstar comedians tell the same very, VERY dirty, filthy joke--one shared privately by comics since Vaudeville.
9
Blue Collar Comedy Tour: The Movie (2003)
★ 6/10Also comedy and documentary
The comedic stylings of four sort-of famous funnymen are brought to the big screen courtesy of this 2002 documentary.
10
Comedy Central Roast of David Hasselhoff (2010)
★ 6.8/10Also comedy and documentary
Time to hassle the Hoff at the rudest, raunchiest television event of the year--The Comedy Central Roast of David Hasselhoff. From running in slo-mo on the beach to inspiring Germany with the power of cheesy pop--it's…
11
Patton Oswalt: Talking for Clapping (2016)
★ 6.7/10Also comedy and documentary
Patton Oswalt delivers a fresh hour plus of stand-up, covering everything from misery to defeat to hopelessness. It's his most upbeat special to date.
12
John Mulaney: The Comeback Kid (2015)
★ 7.7/10Also comedy and documentary
Armed with boyish charm and a sharp wit, the former "SNL" writer offers sly takes on marriage, his beef with babies and the time he met Bill Clinton.
13
Jonas Brothers Family Roast (2021)
★ 6.4/10Also comedy and documentary
Kevin, Joe and Nick face down quick wits and deep cuts in this comedy special featuring Pete Davidson, John Legend and more. Hosted by Kenan Thompson.
14
Kevin Hart: Irresponsible (2019)
★ 6.7/10Also comedy and documentary
Stand-up comedian Kevin Hart talks about his family, travel and a year full of reckless behavior in front of a live sold-out crowd in London.
15
Jerry Before Seinfeld (2017)
★ 6.7/10Also comedy and documentary
Jerry Seinfeld returns to the club that gave him his start in the 1970s, mixing iconic jokes with stories from his childhood and early days in comedy.
16
Jackass 3D (2010)
★ 6.6/10Also comedy and documentary
Johnny Knoxville, Bam Margera, Steve-O, Wee Man and the rest of their fearless and foolhardy friends take part in another round of outrageous pranks and stunts. In addition to standing in the path of a charging bull…
17
George Carlin: Complaints & Grievances (2001)
★ 7.6/10Also comedy and documentary
George Carlin performs a hilarious set of never-before released material in "Complaints and Grievances." His 12th HBO special was recorded live at the Beacon Theater in New York City on November 17, 2001. In…
18
George Carlin: Life Is Worth Losing (2005)
★ 7.5/10Also comedy and documentary
Carlin returns to the stage in his 13th live comedy stand-up special, performed at the Beacon Theatre in New York City for HBO®. His spot-on observations on the deterioration of human behavior include Americans’…
19
Kevin Hart: Zero F**ks Given (2020)
★ 6.6/10Also comedy and documentary
Kevin Hart serves up laughs and brick oven pizza from the comfort of his home, and dishes on male group chats, sex after 40 and life with COVID-19.
20
Jackass: The Lost Tapes (2009)
★ 6.4/10Also comedy and documentary
The deleted scenes and additional stunts and sketches that originally were not presented in the original series.