TV ShowsTV
Popular
Trending TV ShowsNew TV ShowsTV Show RouletteOn Your ServicesOn NetflixOn Prime VideoOn HuluOn HBO
FoodFamilyFantasyIMDB Top RatedLGBTQMysteryRealityScience Fiction
Explore All Categories and Services
Account IconLogin|Sign Up
netflix
hulu_plus
amazon_prime
showtime
hbo
& more all in one place. Totally free to use!
1999
Movies
arrow
Movies & TV ShowsMoviesTV Shows
Get recommendations and notifications when movies & shows come to your streaming services.
On
Every Service
arrow
Free Services
Free Services
Netflix
Netflix
Hulu
Hulu
Prime Video
Prime Video
HBO
HBO
Showtime
Showtime
Starz
Starz
Mubi
Mubi
Cinemax
Cinemax
CBS All Access
CBS All Access
Fandor
Fandor
AcornTV
AcornTV
Hallmark Movies Now
Hallmark Movies Now
Shudder
Shudder
Epix
Epix
Sundance
Sundance
TBS
TBS
TNT
TNT
IFC
IFC
arrowarrow
Want to Select more than one service? Add your services to your free Reelgood account to see everything you can watch!

List of 1999 Movies

Browse the full list of 1999 movies streaming online, including services like Netflix, Hulu, Prime Video, HBO and more. Sort by Rotten Tomatoes, IMDB rating, popularity and more to find something to watch!

VIEW: best
backdrop
cinemax

1. Fight Club

IMDB LogoIMDB Star
8.8/10
Rotten Tomatoes Logo79%
Reelgood Logo
96/100
Released: 1999Rated: R
Drama, Cult

What it's about: A ticking-time-bomb insomniac and a slippery soap salesman channel primal male aggression into a shocking new form of therapy. Their concept catches on, with underground "fight clubs" forming in every town, until an eccentric gets in the way and ignites an out-of-control spiral toward oblivion.

Where to Watch: Available to stream on a subscription service (Cinemax), stream on a popular TV everywhere service (Cinemax) & rent or buy from $2.99 on 6 services (iTunes, Google Play & 4 others).

backdrop
Rent/Buy

2. The Matrix

IMDB LogoIMDB Star
8.7/10
Rotten Tomatoes Logo88%
Reelgood Logo
95/100
Released: 1999Rated: R
Action & Adventure, Science-Fiction

What it's about: Set in the 22nd century, The Matrix tells the story of a computer hacker who joins a group of underground insurgents fighting the vast and powerful computers who now rule the earth.

Where to Watch: Available to rent or buy from $2.99 on 6 services (iTunes, Prime Video & 4 others).

backdrop
hulu_plus

3. The Green Mile

IMDB LogoIMDB Star
8.6/10
Rotten Tomatoes Logo79%
Reelgood Logo
94/100
Released: 1999Rated: R
Crime, Drama

What it's about: A supernatural tale set on death row in a Southern prison, where gentle giant John Coffey possesses the mysterious power to heal people's ailments. When the cell block's head guard, Paul Edgecomb, recognizes Coffey's miraculous gift, he tries desperately to help stave off the condemned man's execution.

Where to Watch: Available to stream on a popular subscription service (Hulu) & rent or buy from $2.99 on 6 services (iTunes, Google Play & 4 others).

backdrop
free
amazon_prime
cbs_all_access
+ 1

4. American Beauty

IMDB LogoIMDB Star
8.4/10
Rotten Tomatoes Logo88%
Reelgood Logo
94/100
Released: 1999Rated: R
Drama

What it's about: Lester Burnham, a depressed suburban father in a mid-life crisis, decides to turn his hectic life around after developing an infatuation with his daughter's attractive friend.

Where to Watch: Available to watch free online (PopcornFlix & Tubi TV), stream on a popular subscription service (Prime Video & CBS All Access), stream on a popular TV everywhere service (Epix) & rent or buy from $2.99 on 9 services (iTunes, Google Play & 7 others).

backdrop
netflix

5. The Sixth Sense

IMDB LogoIMDB Star
8.1/10
Rotten Tomatoes Logo86%
Reelgood Logo
91/100
Released: 1999Rated: PG-13
Drama, Mystery

What it's about: A psychological thriller about an eight year old boy named Cole Sear who believes he can see into the world of the dead. A child psychologist named Malcolm Crowe comes to Cole to help him deal with his problem, learning that he really can see ghosts of dead people.

Where to Watch: Available to stream on a popular subscription service (Netflix) & rent or buy from $2.99 on 7 services (iTunes, Google Play & 5 others).

backdrop
Rent/Buy

6. Toy Story 2

IMDB LogoIMDB Star
7.9/10
Rotten Tomatoes Logo100%
Reelgood Logo
91/100
Released: 1999Rated: G
Animation, Action & Adventure

What it's about: Andy heads off to Cowboy Camp, leaving his toys to their own devices. Things shift into high gear when an obsessive toy collector named Al McWhiggen, owner of Al's Toy Barn kidnaps Woody. Andy's toys mount a daring rescue mission, Buzz Lightyear meets his match and Woody has to decide where he and his heart truly belong.

Where to Watch: Available to rent or buy from $2.99 on 7 services (iTunes, Google Play & 5 others).

backdrop
ifc

7. Office Space

IMDB LogoIMDB Star
7.8/10
Rotten Tomatoes Logo80%
Reelgood Logo
86/100
Released: 1999Rated: R
Comedy, Cult

What it's about: Three office workers strike back at their evil employers by hatching a hapless attempt to embezzle money.

Where to Watch: Available to stream on a popular TV everywhere service (IFC) & rent or buy from $2.99 on 7 services (iTunes, Google Play & 5 others).

backdrop
cinemax

8. Being John Malkovich

IMDB LogoIMDB Star
7.8/10
Rotten Tomatoes Logo93%
Reelgood Logo
85/100
Released: 1999Rated: R
Comedy, Drama

What it's about: One day at work, unsuccessful puppeteer Craig finds a portal into the head of actor John Malkovich. The portal soon becomes a passion for anybody who enters it's mad and controlling world of overtaking another human body.

Where to Watch: Available to stream on a subscription service (Cinemax), stream on a popular TV everywhere service (Cinemax) & rent or buy from $2.99 on 8 services (iTunes, Google Play & 6 others).

backdrop
netflix
hbo

9. Tarzan

IMDB LogoIMDB Star
7.3/10
Rotten Tomatoes Logo89%
Reelgood Logo
84/100
Released: 1999Rated: G
Animation, Action & Adventure

What it's about: Tarzan was a small orphan who was raised by an ape named Kala since he was a child. He believed that this was his family, but on an expedition Jane Porter is rescued by Tarzan. He then finds out that he's human. Now Tarzan must make the decision as to which family he should belong to...

Where to Watch: Available to stream on a popular subscription service (Netflix & HBO), stream on a popular TV everywhere service (HBO) & rent or buy from $2.99 on 7 services (iTunes, Google Play & 5 others).

backdrop
Rent/Buy

10. The Iron Giant

IMDB LogoIMDB Star
8.0/10
Rotten Tomatoes Logo96%
Reelgood Logo
84/100
Released: 1999Rated: PG
Animation, Action & Adventure

What it's about: In the small town of Rockwell, Maine in October 1957, a giant metal machine befriends a nine-year-old boy and ultimately finds its humanity by unselfishly saving people from their own fears and prejudices.

Where to Watch: Available to rent or buy from $2.99 on 7 services (iTunes, Google Play & 5 others).

backdrop
hbo

11. October Sky

IMDB LogoIMDB Star
7.8/10
Rotten Tomatoes Logo91%
Reelgood Logo
84/100
Released: 1999Rated: PG
Biography, Drama

What it's about: Based on the true story of Homer Hickam, a coal miner's son who was inspired by the first Sputnik launch to take up rocketry against his father's wishes, and eventually became a NASA scientist.

Where to Watch: Available to stream on a popular subscription service (HBO), stream on a popular TV everywhere service (HBO) & rent or buy from $2.99 on 7 services (iTunes, Google Play & 5 others).

backdrop
Rent/Buy

12. The Insider

IMDB LogoIMDB Star
7.9/10
Rotten Tomatoes Logo96%
Reelgood Logo
83/100
Released: 1999Rated: R
Biography, Drama

What it's about: Tells the true story of a 60 Minutes television series exposé of the tobacco industry, as seen through the eyes of a real tobacco executive, Jeffrey Wigand.

Where to Watch: Available to rent or buy from $2.99 on 6 services (iTunes, Google Play & 4 others).

backdrop
ifc

13. South Park: Bigger, Longer & Uncut

IMDB LogoIMDB Star
7.8/10
Rotten Tomatoes Logo81%
Reelgood Logo
82/100
Released: 1999Rated: R
Comedy, Animation

What it's about: When the four boys see an R-rated movie featuring Canadians Terrance and Philip, they are pronounced "corrupted", and their parents pressure the United States to wage war against Canada.

Where to Watch: Available to stream on a popular TV everywhere service (IFC) & rent or buy from $2.99 on 8 services (iTunes, Google Play & 6 others).

backdrop
hbo

14. Notting Hill

IMDB LogoIMDB Star
7.1/10
Rotten Tomatoes Logo83%
Reelgood Logo
82/100
Released: 1999Rated: PG-13
Comedy, Drama

What it's about: William Thacker is a London bookstore owner whose humdrum existence is thrown into romantic turmoil when famous American actress Anna Scott appears in his shop. A chance encounter over spilled orange juice leads to a kiss that blossoms into a full-blown affair. As the average bloke and glamorous movie star draw closer and closer together, they struggle to reconcile their radically different lifestyles in the name of love.

Where to Watch: Available to stream on a popular subscription service (HBO), stream on a popular TV everywhere service (HBO) & rent or buy from $2.99 on 8 services (iTunes, Google Play & 6 others).

backdrop
amazon_prime
hulu_plus
epix

15. Sleepy Hollow

IMDB LogoIMDB Star
7.4/10
Rotten Tomatoes Logo68%
Reelgood Logo
82/100
Released: 1999Rated: R
Horror, Drama

What it's about: New York detective Ichabod Crane is sent to Sleepy Hollow to investigate a series of mysterious deaths in which the victims are found beheaded. But the locals believe the culprit to be none other than the ghost of the legendary Headless Horseman.

Where to Watch: Available to stream on a popular subscription service (Prime Video & Hulu), stream on a popular TV everywhere service (Epix) & rent or buy from $2.99 on 8 services (iTunes, Google Play & 6 others).

backdrop
hbo

16. Boys Don't Cry

IMDB LogoIMDB Star
7.6/10
Rotten Tomatoes Logo88%
Reelgood Logo
81/100
Released: 1999Rated: R
Biography, LGBTQ

What it's about: Female born, Teena Brandon adopts his male identity of Brandon Teena and attempts to find himself and love in Nebraska.

Where to Watch: Available to stream on a popular subscription service (HBO), stream on a popular TV everywhere service (HBO) & rent or buy from $2.99 on 6 services (iTunes, Google Play & 4 others).

backdrop
amazon_prime

17. The Mummy

IMDB LogoIMDB Star
7.0/10
Rotten Tomatoes Logo59%
Reelgood Logo
81/100
Released: 1999Rated: PG-13
Action & Adventure, Fantasy

What it's about: Dashing legionnaire Rick O'Connell stumbles upon the hidden ruins of Hamunaptra while in the midst of a battle to claim the area in 1920s Egypt. It has been over three thousand years since former High Priest Imhotep suffered a fate worse than death as a punishment for a forbidden love—along with a curse that guarantees eternal doom upon the world if he is ever awoken.

Where to Watch: Available to stream on a popular subscription service (Prime Video) & rent or buy from $1.99 on 8 services (iTunes, Google Play & 6 others).

backdrop
epix

18. The Talented Mr. Ripley

IMDB LogoIMDB Star
7.4/10
Rotten Tomatoes Logo83%
Reelgood Logo
81/100
Released: 1999Rated: R
Crime, LGBTQ

What it's about: Tom Ripley is a calculating young man who believes it's better to be a fake somebody than a real nobody. Opportunity knocks in the form of a wealthy U.S. shipbuilder who hires Tom to travel to Italy to bring back his playboy son, Dickie. Ripley worms his way into the idyllic lives of Dickie and his girlfriend, plunging into a daring scheme of duplicity, lies and murder.

Where to Watch: Available to stream on a popular TV everywhere service (Epix) & rent or buy from $2.99 on 7 services (iTunes, Google Play & 5 others).

backdrop
free
amazon_prime
epix
+ 2

19. Election

IMDB LogoIMDB Star
7.3/10
Rotten Tomatoes Logo92%
Reelgood Logo
81/100
Released: 1999Rated: R
Comedy, Independent

What it's about: A high school teacher's personal life becomes complicated as he works with students during the school elections.

Where to Watch: Available to watch free online (PopcornFlix, Tubi TV & Vudu), stream on a popular subscription service (Prime Video & Kanopy), stream on a popular TV everywhere service (Epix & IFC) & rent or buy from $2.99 on 7 services (iTunes, Google Play & 5 others).

backdrop
Rent/Buy

20. Galaxy Quest

IMDB LogoIMDB Star
7.3/10
Rotten Tomatoes Logo90%
Reelgood Logo
80/100
Released: 1999Rated: PG
Action & Adventure, Comedy

What it's about: The stars of a 1970s sci-fi show—now eking out a living through re-runs and sci-fi conventions—are beamed aboard an alien spacecraft. Believing the cast's heroic on-screen dramas are historical documents of real-life adventures, the band of aliens turn to the ailing celebrities for help in their quest to overcome the oppressive regime in their solar system.

Where to Watch: Available to rent or buy from $2.99 on 7 services (iTunes, Google Play & 5 others).

backdrop
free
amazon_prime
epix
+ 1

21. The Virgin Suicides

IMDB LogoIMDB Star
7.2/10
Rotten Tomatoes Logo76%
Reelgood Logo
80/100
Released: 1999Rated: R
Drama, Romance

What it's about: A group of male friends become obsessed with five mysterious sisters who are sheltered by their strict, religious parents.

Where to Watch: Available to watch free online (PopcornFlix & Tubi TV), stream on a popular subscription service (Prime Video & Kanopy), stream on a popular TV everywhere service (Epix) & rent or buy from $2.99 on 7 services (iTunes, Google Play & 5 others).

backdrop
Rent/Buy

22. The Straight Story

IMDB LogoIMDB Star
8.0/10
Rotten Tomatoes Logo96%
Reelgood Logo
80/100
Released: 1999Rated: G
Biography, Independent

What it's about: A retired farmer and widower in his 70s, Alvin Straight learns one day that his distant brother Lyle has suffered a stroke and may not recover. Alvin is determined to make things right with Lyle while he still can, but his brother lives in Wisconsin, while Alvin is stuck in Iowa with no car and no driver's license. Then he hits on the idea of making the trip on his old lawnmower, thus beginning a picturesque and at times deeply spiritual odyssey.

Where to Watch: Available to rent or buy from $2.99 on 6 services (iTunes, Google Play & 4 others).

backdrop
Rent/Buy

23. Eyes Wide Shut

IMDB LogoIMDB Star
7.4/10
Rotten Tomatoes Logo75%
Reelgood Logo
80/100
Released: 1999Rated: R
Drama, Mystery

What it's about: After Dr. Bill Hartford's wife, Alice, admits to having sexual fantasies about a man she met, Bill becomes obsessed with having a sexual encounter. He discovers an underground sexual group and attends one of their meetings -- and quickly discovers that he is in over his head.

Where to Watch: Available to rent or buy from $2.99 on 7 services (iTunes, Google Play & 5 others).

backdrop
Rent/Buy

24. 10 Things I Hate About You

IMDB LogoIMDB Star
7.3/10
Rotten Tomatoes Logo68%
Reelgood Logo
79/100
Released: 1999Rated: PG-13
Comedy, Drama

What it's about: On the first day at his new school, Cameron instantly falls for Bianca, the gorgeous girl of his dreams. The only problem is that Bianca is forbidden to date until her ill-tempered, completely un-dateable older sister Kat goes out, too. In an attempt to solve his problem, Cameron singles out the only guy who could possibly be a match for Kat: a mysterious bad boy with a nasty reputation of his own.

Where to Watch: Available to rent or buy from $2.99 on 7 services (iTunes, Google Play & 5 others).

backdrop
free

25. Girl, Interrupted

IMDB LogoIMDB Star
7.4/10
Rotten Tomatoes Logo54%
Reelgood Logo
79/100
Released: 1999Rated: R
Drama, Biography

What it's about: Set in the changing world of the late 1960s, Susanna Kaysen's prescribed "short rest" from a psychiatrist she had met only once becomes a strange, unknown journey into Alice's Wonderland, where she struggles with the thin line between normal and crazy. Susanna soon realizes how hard it is to get out once she has been committed, and she ultimately has to choose between the world of people who belong inside or the difficult world of reality outside.

Where to Watch: Available to watch free online (Sony Crackle) & rent or buy from $2.99 on 7 services (iTunes, Google Play & 5 others).

backdrop
free
kanopy

26. The Boondock Saints

IMDB LogoIMDB Star
7.8/10
Rotten Tomatoes Logo22%
Reelgood Logo
78/100
Released: 1999Rated: R
Action & Adventure, Crime

What it's about: With a God-inspired moral obligation to act against evil, twin brothers Conner and Murphy set out to rid Boston of criminals. However, rather than working within the system, these Irish Americans decide to take swift retribution into their own hands.

Where to Watch: Available to watch free online (Vudu), stream on a subscription service (Kanopy) & rent or buy from $2.99 on 5 services (iTunes, Google Play & 3 others).

backdrop
Rent/Buy

27. Three Kings

IMDB LogoIMDB Star
7.1/10
Rotten Tomatoes Logo94%
Reelgood Logo
78/100
Released: 1999Rated: R
Action & Adventure, Comedy

What it's about: A group of American soldiers stationed in Iraq at the end of the Gulf War find a map they believe will take them to a huge cache of stolen Kuwaiti gold hidden near their base, and they embark on a secret mission that's destined to change everything.

Where to Watch: Available to rent or buy from $2.99 on 7 services (iTunes, Google Play & 5 others).

backdrop
criterion_channel

28. All About My Mother

IMDB LogoIMDB Star
7.9/10
Rotten Tomatoes Logo98%
Reelgood Logo
78/100
Released: 1999Rated: R
Comedy, Drama

What it's about: A single mother in Madrid sees her only son die on his birthday as he runs to seek an actress' autograph. Beside herself with grief, she returns to Barcelona to tell the boy's father about the death of the son he never knew he had.

Where to Watch: Available to stream on a subscription service (The Criterion Channel) & rent or buy from $2.99 on 7 services (iTunes, Google Play & 5 others).

backdrop
Rent/Buy

29. Ghost Dog: The Way of the Samurai

IMDB LogoIMDB Star
7.5/10
Rotten Tomatoes Logo82%
Reelgood Logo
78/100
Released: 1999Rated: R
Action & Adventure, Crime

What it's about: An African-American Mafia hit man who models himself after the samurai of old finds himself targeted for death by the mob.

Where to Watch: Available to rent or buy from $1.99 on 3 services (Microsoft, Vudu & PlayStation Store).

backdrop
tbs
tnt

30. Star Wars: Episode I - The Phantom Menace

IMDB LogoIMDB Star
6.5/10
Rotten Tomatoes Logo54%
Reelgood Logo
77/100
Released: 1999Rated: PG
Action & Adventure, Fantasy

What it's about: Anakin Skywalker, a young slave strong with the Force, is discovered on Tatooine. Meanwhile, the evil Sith have returned, enacting their plot for revenge against the Jedi.

Where to Watch: Available to stream on a popular TV everywhere service (TBS & TNT) & rent or buy from $19.99 on 8 services (iTunes, Google Play & 6 others).

backdrop
free

31. The Blair Witch Project

IMDB LogoIMDB Star
6.4/10
Rotten Tomatoes Logo87%
Reelgood Logo
76/100
Released: 1999Rated: R
Horror, Cult

What it's about: In October of 1994 three student filmmakers disappeared in the woods near Burkittsville, Maryland, while shooting a documentary. A year later their footage was found.

Where to Watch: Available to watch free online (Tubi TV & Vudu) & rent or buy from $1.99 on 8 services (iTunes, Google Play & 6 others).

backdrop
starz

32. Man on the Moon

IMDB LogoIMDB Star
7.4/10
Rotten Tomatoes Logo63%
Reelgood Logo
76/100
Released: 1999Rated: R
Biography, Stand-up & Talk

What it's about: A film about the life and career of the eccentric avant-garde comedian, Andy Kaufman.

Where to Watch: Available to stream on a popular subscription service (Starz), stream on a popular TV everywhere service (Starz) & rent or buy from $2.99 on 7 services (iTunes, Google Play & 5 others).

backdrop
hulu_plus

33. eXistenZ

IMDB LogoIMDB Star
6.8/10
Rotten Tomatoes Logo74%
Reelgood Logo
76/100
Released: 1999Rated: R
Horror, Science-Fiction

What it's about: A game designer on the run from assassins must play her latest virtual reality creation with a marketing trainee to determine if the game has been damaged.

Where to Watch: Available to stream on a popular subscription service (Hulu) & rent or buy from $1.99 on 7 services (iTunes, Google Play & 5 others).

backdrop
Rent/Buy

34. Austin Powers: The Spy Who Shagged Me

IMDB LogoIMDB Star
6.6/10
Rotten Tomatoes Logo51%
Reelgood Logo
76/100
Released: 1999Rated: PG-13
Comedy, Action & Adventure

What it's about: When diabolical genius, Dr. Evil travels back in time to steal superspy Austin Powers's ‘mojo’, Austin must return to the swingin' '60s himself – with the help of American agent, Felicity Shagwell – to stop the dastardly plan. Once there, Austin faces off against Dr. Evil's army of minions and saves the world in his own unbelievably groovy way.

Where to Watch: Available to rent or buy from $3.99 on 6 services (iTunes, Google Play & 4 others).

backdrop
Rent/Buy

35. American Pie

IMDB LogoIMDB Star
7.0/10
Rotten Tomatoes Logo61%
Reelgood Logo
76/100
Released: 1999Rated: R
Comedy, Romance

What it's about: At a high-school party, four friends find that losing their collective virginity isn't as easy as they had thought. But they still believe that they need to do so before college. To motivate themselves, they enter a pact to all "score." by their senior prom.

Where to Watch: Available to rent or buy from $2.99 on 7 services (iTunes, Google Play & 5 others).

backdrop
starz

36. The Cider House Rules

IMDB LogoIMDB Star
7.4/10
Rotten Tomatoes Logo71%
Reelgood Logo
75/100
Released: 1999Rated: PG-13
Drama, Romance

What it's about: Homer is an orphan who was never adopted, becoming the favorite of orphanage director Dr. Larch. Dr. Larch imparts his full medical knowledge on Homer, who becomes a skilled, albeit unlicensed, physician. But Homer yearns for a self-chosen life outside the orphanage. What will Homer learn about life and love in the cider house? What of the destiny that Dr. Larch has planned for him?

Where to Watch: Available to stream on a popular subscription service (Starz), stream on a popular TV everywhere service (Starz) & rent or buy from $1.99 on 7 services (iTunes, Google Play & 5 others).

backdrop
Rent/Buy

37. Cruel Intentions

IMDB LogoIMDB Star
6.8/10
Rotten Tomatoes Logo54%
Reelgood Logo
75/100
Released: 1999Rated: R
Drama, Romance

What it's about: Slaking a thirst for dangerous games, Kathryn challenges her stepbrother, Sebastian, to deflower their headmaster's daughter before the summer ends. If he succeeds, the prize is the chance to bed Kathryn. But if he loses, Kathryn will claim his most prized possession.

Where to Watch: Available to rent or buy from $2.99 on 2 services (Vudu & PlayStation Store).

backdrop
cinemax
epix

38. The Thomas Crown Affair

IMDB LogoIMDB Star
6.8/10
Rotten Tomatoes Logo70%
Reelgood Logo
74/100
Released: 1999Rated: R
Crime, Romance

What it's about: A very rich and successful playboy amuses himself by stealing artwork, but may have met his match in a seductive detective.

Where to Watch: Available to stream on a subscription service (Cinemax), stream on a popular TV everywhere service (Cinemax & Epix) & rent or buy from $2.99 on 7 services (iTunes, Google Play & 5 others).

backdrop
Rent/Buy

39. Pirates of Silicon Valley

IMDB LogoIMDB Star
7.3/10
Rotten Tomatoes Logo90%
Reelgood Logo
74/100
Released: 1999
Biography, Drama

What it's about: This film is the semi-humorous documentary about the men who made the world of technology what it is today, their struggles during college, the founding of their companies, and the ingenious actions they took to build up the global corporate empires of Apple Computer Inc. and Microsoft Corporation.

Where to Watch: Available to rent or buy from $2.99 on 3 services (Google Play, Vudu & YouTube).

backdrop
criterion_channel

40. Following

IMDB LogoIMDB Star
7.6/10
Rotten Tomatoes Logo80%
Reelgood Logo
74/100
Released: 1999Rated: R
Mystery, Independent

What it's about: A struggling, unemployed young writer takes to following strangers around the streets of London, ostensibly to find inspiration for his new novel.

Where to Watch: Available to stream on a subscription service (The Criterion Channel) & rent or buy from $2.99 on 6 services (iTunes, Google Play & 4 others).

backdrop
Rent/Buy

41. Magnolia

IMDB LogoIMDB Star
8.0/10
Rotten Tomatoes Logo83%
Reelgood Logo
73/100
Released: 1999Rated: R
Drama

What it's about: An epic mosaic of many interrelated characters in search of happiness, forgiveness, and meaning in the San Fernando Valley.

Where to Watch: Available to rent or buy from $2.99 on 6 services (iTunes, Google Play & 4 others).

backdrop
cinemax

42. Analyze This

IMDB LogoIMDB Star
6.7/10
Rotten Tomatoes Logo70%
Reelgood Logo
73/100
Released: 1999Rated: R
Comedy, Crime

What it's about: Countless wiseguy films are spoofed in this film that centers on the neuroses and angst of a powerful Mafia racketeer who suffers from panic attacks. When Paul Vitti needs help dealing with his role in the "family," unlucky shrink Dr. Ben Sobel is given just days to resolve Vitti's emotional crisis and turn him into a happy, well-adjusted gangster.

Where to Watch: Available to stream on a subscription service (Cinemax), stream on a popular TV everywhere service (Cinemax) & rent or buy from $2.99 on 6 services (iTunes, Google Play & 4 others).

backdrop
free
amazon_prime
sundancenow

43. Aimee & Jaguar

IMDB LogoIMDB Star
7.3/10
Rotten Tomatoes Logo90%
Reelgood Logo
73/100
Released: 1999
Romance, LGBTQ

What it's about: In 1943, while the Allies are bombing Berlin and the Gestapo is purging the capital of Jews, a dangerous love affair blossoms between two women - one a Jewish member of the underground, the other an exemplar of Nazi motherhood.

Where to Watch: Available to watch free online (Tubi TV) & stream on a popular subscription service (Prime Video & Sundance Now).

backdrop
free
amazon_prime
ifc

44. Bringing Out the Dead

IMDB LogoIMDB Star
6.8/10
Rotten Tomatoes Logo72%
Reelgood Logo
73/100
Released: 1999Rated: R
Drama, Thriller

What it's about: 48 hours in the life of a burnt-out paramedic. Once called Father Frank for his efforts to rescue lives, Frank sees the ghosts of those he failed to save around every turn. He has tried everything he can to get fired, calling in sick, delaying taking calls where he might have to face one more victim he couldn't help, yet cannot quit the job on his own.

Where to Watch: Available to watch free online (PopcornFlix), stream on a popular subscription service (Prime Video), stream on a popular TV everywhere service (IFC) & rent or buy from $2.99 on 7 services (iTunes, Google Play & 5 others).

backdrop
starz
epix

45. Stir of Echoes

IMDB LogoIMDB Star
7.0/10
Rotten Tomatoes Logo67%
Reelgood Logo
73/100
Released: 1999Rated: R
Thriller, Horror

What it's about: After being hypnotized by his sister in law, Tom Witzky begins seeing haunting visions of a girl's ghost and a mystery begins to unfold around her.

Where to Watch: Available to stream on a popular subscription service (Starz), stream on a popular TV everywhere service (Starz & Epix) & rent or buy from $1.99 on 8 services (iTunes, Google Play & 6 others).

backdrop
Rent/Buy

46. Buena Vista Social Club

IMDB LogoIMDB Star
7.6/10
Rotten Tomatoes Logo91%
Reelgood Logo
72/100
Released: 1999Rated: G
Documentary, Independent

What it's about: In this fascinating Oscar-nominated documentary, American guitarist Ry Cooder brings together a group of legendary Cuban folk musicians (some in their 90s) to record a Grammy-winning CD in their native city of Havana. The result is a spectacular compilation of concert footage from the group's gigs in Amsterdam and New York City's famed Carnegie Hall, with director Wim Wenders capturing not only the music -- but also the musicians' life stories.

Where to Watch: Available to rent or buy from $2.99 on 4 services (iTunes, Google Play & 2 others).

backdrop
epix
trib

47. The Limey

IMDB LogoIMDB Star
7.1/10
Rotten Tomatoes Logo93%
Reelgood Logo
72/100
Released: 1999Rated: R
Crime, Drama

What it's about: The Limey follows Wilson, a tough English ex-con who travels to Los Angeles to avenge his daughter's death. Upon arrival, Wilson goes to task battling Valentine and an army of L.A.'s toughest criminals, hoping to find clues and piece together what happened. After surviving a near-death beating, getting thrown from a building and being chased down a dangerous mountain road, the Englishman decides to dole out some bodily harm of his own.

Where to Watch: Available to stream on a subscription service (Tribeca Short List), stream on a popular TV everywhere service (Epix) & rent or buy from $2.99 on 6 services (iTunes, Google Play & 4 others).

backdrop
free

48. Sunshine

IMDB LogoIMDB Star
7.5/10
Rotten Tomatoes Logo74%
Reelgood Logo
71/100
Released: 1999Rated: R
Drama, History

What it's about: The film follows a Jewish family living in Hungary through three generations, rising from humble beginnings to positions of wealth and power in the crumbling Austro-Hungarian Empire. The patriarch becomes a prominent judge but is torn when his government sanctions anti-Jewish persecutions. His son converts to Christianity to advance his career as a champion fencer and Olympic hero, but is caught up in the Holocaust. Finally, the grandson, after surviving war, revolution, loss and betrayal, realizes that his ultimate allegiance must be to himself and his heritage.

Where to Watch: Available to watch free online (Tubi TV) & rent or buy from $2.99 on 5 services (iTunes, Google Play & 3 others).

backdrop
amazon_prime

49. Not One Less

IMDB LogoIMDB Star
7.7/10
Rotten Tomatoes Logo95%
Reelgood Logo
71/100
Released: 1999Rated: G
Drama, Comedy

What it's about: Teacher Gao loves the students in his poor village and is devoted to educating them in the hope of their greater futures. When he is called away to tend to his dying mother for a month, the Mayor calls in an inexperienced 13 year-old replacement, Wei Minzhi; much to Teacher Gao's dismay. Teacher Gao cannot stand the thought of losing anymore students: he has already lost twelve to ever-increasing attrition, and he promises Wei an extra 10 yuan if she succeeds in ensuring that upon his return, there will be not one less. Wei's difficult mission to fulfill Teacher Gao's wish and her own concern for the welfare of the children begins.

Where to Watch: Available to stream on a popular subscription service (Prime Video) & rent or buy from $2.99 on 4 services (iTunes, Prime Video & 2 others).

backdrop
epix

50. Payback

IMDB LogoIMDB Star
7.1/10