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The St. Valentine’s Day Massacre (1967) movie poster

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The St. Valentine’s Day Massacre (1967) Timeline Explained – Every Event in Order

Release, runtime and language
1967 · 100 mins · English
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Directed by
Roger Corman
Starring
Bruce Dern, Jack Nicholson, Dick Miller, Jason Robards, George Segal, Ralph Meeker

The film reveals the hidden events that culminated in one of America’s bloodiest days: Chicago, February 14 1929. Al Capone consolidates power as the city’s crime boss. In a north‑side garage, his men—disguised as police—ambush and machine‑gun the key members of Bugs Moran’s rival gang. The documentary follows the buildup, the massacre itself, and the lasting impact on the lives it destroyed.

On this page (6)
  1. 1 Where to watch
  2. 2 Events in order (14)
  3. 3 Timeline questions answered
  4. 4 Movie threads
  5. 5 Movies like The St. Valentine’s Day Massacre
  6. 6 Every angle
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14 events in order · contains spoilers

The St. Valentine’s Day Massacre Timeline: Events in Chronological Order

Every key event of The St. Valentine’s Day Massacre (1967) in order, scene by scene, with when and where it takes place. Use it to untangle flashbacks, time jumps and parallel storylines, to refresh your memory before the sequel or to find the exact scene you are thinking of.

  1. Escalating gang war between Capone and Moran

    The Roaring Twenties Chicago underworld erupts into a violent struggle over bootlegging, gambling, and protection money. Capone’s Southside Gang and Moran’s North Side Gang battle for control, spreading intimidation and violence across speakeasies and illicit operations.

    When
    1920s
    Where
    Chicago, Illinois
  2. Moran's enforcers threaten speakeasies

    Moran’s lieutenants, Peter and Frank Gusenberg, use threats and intimidation to force owners to do business with Moran’s faction in exchange for 'protection'. The tactic expands Moran’s reach while sowing fear among rival crews and owners alike. Myrtle, Peter’s moll, becomes entangled in disputes over lavish spending.

    When
    1920s
    Where
    Chicago
  3. Failed assassination of Capone's hitman McGurn

    An attempt on Jack McGurn, Capone’s key enforcer, fails, underscoring the perilous balance of power in Chicago. The botched hit signals that both sides are willing to escalate violence to break the deadlock. The violence intensifies as plans to target Moran take shape.

    When
    Late 1920s
    Where
    Chicago
  4. Flashback: O'Banion and Weiss killings

    The film recalls Capone's past eliminations as Moran reminds his men of Capone’s long reach, specifically O’Banion’s killing in November 1924 and Weiss’s murder in October 1926. These memories frame the feud as a long history of violent turnover. The flashbacks heighten the stakes of the present confrontation.

    When
    1924-1926
  5. Flashback: Hawthorne Hotel lunch attack

    In a lunchtime ambush at Cicero's Hawthorne Hotel, Hymie Weiss and Moran attempt to strike, leaving Capone to reckon with the fragility of his security. The attack is remembered in Capone’s later discussions as a pivotal close call. It demonstrates how quickly violence could erupt over a simple meal.

    When
    September 1926
    Where
    Hawthorne Hotel, Cicero
  6. Capone orders McGurn to eliminate Moran

    Capone explicitly assigns Jack McGurn to eliminate Moran, signaling a decisive shift in the strategy of the Chicago mob war. He shows ruthless pragmatism, indifferent to whether Moran’s lieutenants also fall in the crossfire. The decision sets the stage for a high-stakes confrontation.

    When
    Late 1920s
    Where
    Chicago
  7. Moran plots Lolordo's removal, Aiello enters

    Moran plans to replace Patsy Lolordo with an envoy more sympathetic to his cause, enlisting Joe Aiello to carry out the hit. The internal politics of the North Side deepen tensions as alliances shift ahead of the next strike. The stage is set for a deadly internal purge.

    When
    Late 1920s
    Where
    Chicago
  8. Lolordo is murdered in his apartment

    Lolordo is gunned down in his own apartment after his guards are corrupted, catching Moran’s faction off guard. The killing demonstrates how betrayals and compromised security can quickly destabilize leadership. Moran’s control begins to fracture as the power struggle intensifies.

    When
    Late 1920s
    Where
    Lolordo's apartment, Chicago
  9. Aiello killed while fleeing on a train

    Capone’s men locate Aiello and personally execute him as he tries to flee the state aboard a train. The hit removes a dangerous rival who could challenge Moran’s plans. The method underscores Capone’s hands-on approach to consolidating power.

    When
    Late 1920s
    Where
    On a train, en route to elsewhere
  10. Capone retreats to Miami to establish an alibi

    To distance himself from the violent events, Capone withdraws to his winter home in Miami and prepares a public alibi. The retreat buys him time while the Chicago war continues without his direct presence. The move demonstrates strategic use of geography to influence public perception.

    When
    Early 1929
    Where
    Miami
  11. February 14, 1929: Northside garage massacre

    Two Capone henchmen dressed as police raid Moran’s Northside garage, while two more enter with Tommy guns to eliminate Moran’s men. Five members of Moran’s gang are killed, along with two nearby civilians, as Moran survives by ducking into a diner. The onslaught marks a brutal turning point in the war.

    When
    February 14, 1929
    Where
    Northside garage, Chicago
  12. Aftermath: Capone’s retaliatory purge

    Capone personally dispatches John Scalise and Albert Anselmi after learning of their betrayal and plans to kill him. The act serves to purge the shows of loyalty to Moran while consolidating Capone’s control. The violence demonstrates the brutal calculus by which power is maintained.

    When
    Post-February 1929
    Where
    Capone’s circle
  13. Moran exiled from Chicago

    Ultimately Moran is forced out of Chicago by Capone’s domination, forced to flee and carry on from outside the city. Years later, he dies of lung cancer in Leavenworth Prison. The feud effectively ends with Moran’s removal from the city he once controlled.

    When
    Years later
    Where
    Chicago → Leavenworth Prison
  14. Capone dies after release; no charges filed

    Capone is released after serving a prison term and later dies of syphilis, ending his infamous era. No one is ever charged for the mass murders, as the perpetrators vanish or are killed in retaliation or in hiding. The cycle of violence fades from public life, though the memory of the feud lingers.

    When
    After Alcatraz release
    Where
    Alcatraz (released), then death

Last updated: October 05, 2025 at 11:39

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Timeline questions answered

The St. Valentine’s Day Massacre Timeline Explained: Your Questions Answered

When does it happen, and why in that order? The questions people ask about the chronology of The St. Valentine’s Day Massacre (1967): time jumps, flashbacks, cause and effect between scenes and the correct order of events, each answered with spoilers.

Q1

Why did Al Capone order the St. Valentine's Day Massacre?

Capone ordered the massacre to eliminate his rival Bugs Moran and take full control of Chicago's organized crime. The feud had been escalating for years, with Moran orchestrating the murder of Capone's ally Patsy Lolordo and plotting against Capone himself. Capone tasked his trusted enforcer Jack McGurn with the job, wanting Moran dead regardless of whether his lieutenants also perished in the process.

Foreshadowing: Earlier flashbacks show Capone's men eliminating O'Banion and Hymie Weiss, establishing a pattern of violent retaliation.

  • al capone
  • bugs moran
  • chicago mafia
  • gang war
  • jack mcgurn
Q2

How did Capone plan the massacre while in Miami?

Capone retreated to his winter home in Miami specifically to establish a public alibi while the violence unfolded in Chicago. By being seen in Miami on February 14, 1929, he distanced himself from the direct planning and execution of the massacre. This was a strategic move to avoid direct suspicion and maintain plausible deniability despite personally ordering the hit through McGurn.

Foreshadowing: The film shows Capone deliberately choosing to leave Chicago before the massacre, emphasizing his calculated decision to create an alibi.

  • al capone
  • miami alibi
  • february 1929
  • chicago
  • mobile alibi
Q3

Why wasn't Bugs Moran at the garage during the massacre?

Moran avoided the garage because he sensed danger. He had become increasingly paranoid about his safety and typically avoided predictable locations. On the morning of February 14, he stopped at a diner instead of going directly to the garage, which saved his life. When the shooting started, he realized too late that he had narrowly escaped the ambush.

Foreshadowing: Earlier scenes show Moran's growing paranoia and his tendency to change plans unexpectedly, hinting at his survival instinct.

  • bugs moran
  • north side garage
  • survived
  • sense danger
  • diner
Q4

Who were the seven people killed in the St. Valentine's Day Massacre?

Five of Moran's gang members were killed: Frank and Peter Gusenberg, Adam Heyer, Reinhard Schwimmer, and Frank Gusenberg's brother. All were longtime associates of Moran's North Side Gang. Two additional victims were bystanders caught in the crossfire: Johnny May, a young man who worked at the garage, and Reinhard Schwimmer, who was partially deaf and didn't react quickly enough to escape.

Foreshadowing: The film establishes these men as Moran's core crew who regularly met at the garage, making them logical targets.

  • gusenberg brothers
  • adam heyer
  • reinhard schwmmer
  • johnny may
  • victims
  • killed
Q5

What happened to Bugs Moran after the massacre?

Moran was driven out of Chicago following the massacre as Capone's dominance became absolute. He continued operating from outside the city for several years but was eventually arrested and imprisoned at Leavenworth. He died of lung cancer in Leavenworth in 1957, having never been charged for the St. Valentine's Day killings. He maintained silence about the murders until his death.

Foreshadowing: The film foreshadows Moran's downfall by showing his weakened position immediately after losing his key men.

  • bugs moran
  • leavenworth
  • lung cancer
  • death
  • exiled
  • chicago
Q6

Why were the killers dressed as police officers during the massacre?

The disguises served a tactical purpose: they allowed the gunmen to enter Moran's garage without raising immediate alarm. By posing as police conducting a raid, the four men dressed as officers gained entry and convinced the victims to line up against the wall with their hands up. This approach minimized resistance and maximized the element of surprise before the real shooters with Tommy guns opened fire.

Foreshadowing: Earlier attacks in the film, like the Hawthorne Hotel ambush, show that timing and deception were central to Capone's hit strategies.

  • police disguise
  • tommy guns
  • garage raid
  • ambush tactic
  • disguise
Q7

What was the relationship between Joe Aiello and Bugs Moran?

Joe Aiello was a low-level mafioso whom Moran recruited to help him remove Patsy Lolordo, a Capone ally who controlled Sicilian interests in Chicago. Moran promised to replace Lolordo with an envoy more favorable to his own operations. Aiello carried out the hit on Lolordo, but Capone retaliated by having Aiello killed while he was fleeing the state on a train. This alliance ultimately proved fatal for both men.

Foreshadowing: The timeline shows Moran plotting Lolordo's removal specifically to weaken Capone's influence before the massacre.

  • joe aiello
  • patsy lolordo
  • alliance
  • capone
  • moran
  • sicilian interests
Q8

Why was no one ever charged for the St. Valentine's Day Massacre?

No one was charged because the witnesses were too terrified to testify, the killers either vanished or were themselves killed in retaliatory violence, and police corruption prevented meaningful investigation. Additionally, the two actual triggermen who entered with Tommy guns were never positively identified. The case became a cold case almost immediately, and the mystery of the shooters remains partially unsolved to this day.

Foreshadowing: The film shows the immediate aftermath where witnesses refuse to cooperate with police, setting the stage for impunity.

  • no charges
  • unsolved
  • cold case
  • witnesses
  • police corruption
  • justice
Q9

What happened to Al Capone after the St. Valentine's Day Massacre?

Capone continued to dominate Chicago's underworld for several more years until his arrest in 1940 for tax evasion. He was sentenced to eleven years in federal prison, including time at Alcatraz. After his release in 1947 due to declining health, he died in 1947 from complications of syphilis. Like Moran, he was never prosecuted for the actual murders connected to the massacre or the broader gang war.

Foreshadowing: The film hints at Capone's eventual downfall through his imprisonment, showing the beginning of his legal troubles.

  • al capone
  • alcatraz
  • tax evasion
  • syphilis
  • death
  • prison
Q10

How did the Gusenberg brothers die in the massacre?

Peter and Frank Gusenberg, Moran's top enforcers, were among the five gang members killed in the garage. They were among the last to arrive and were ordered to line up against the wall by the disguised gunmen. Both were shot multiple times with Tommy guns, and Frank was killed instantly. Peter was wounded but still alive when the gunmen checked for survivors and finished him off with a shotgun blast to ensure no one survived.

Foreshadowing: Earlier scenes establish the Gusenberg brothers as Moran's primary muscle and frequent visitors to the garage, making them primary targets.

  • peter gusenberg
  • frank gusenberg
  • tommy gun
  • shotgun
  • finished off
  • killed
Q11

Why did Capone kill John Scalise and Albert Anselmi after the massacre?

Capone ordered the execution of Scalise and Anselmi because he learned they had been planning to betray him and kill Moran in order to take over the gang themselves. After eliminating Moran's rivals in the massacre, Capone could not tolerate disloyalty within his own ranks. He had the two men killed in a coordinated hit that demonstrated his willingness to purge any threat to his authority, even from his own men.

Foreshadowing: The film establishes Scalise and Anselmi as ambitious subordinates who chafed under Capone's leadership.

  • john scalise
  • albert anselmi
  • betrayal
  • capone execution
  • loyalty
  • purge

Movie threads

More Movies Like The St. Valentine’s Day Massacre, by Mood & Story

Curated lists built around what makes The St. Valentine’s Day Massacre tick: the same mood, the same kind of story or the same emotional payoff. Each list explains why these movies belong together.

Crime Empire Downfall Stories like The St. Valentine’s Day Massacre

Documentary-style chronicles of ambitious criminals meeting an inevitable, violent end. For viewers who liked the methodical, historical approach of The St. Valentine’s Day Massacre. This section features similar movies that chronicle the rise and inevitable fall of powerful criminals and gangs, blending gritty realism with a sense of historical fatality.

  • fatalistic
  • methodical
  • ruthless
  • gritty
  • docudrama
  • brutal
  • Tone: dark, fatalistic, cold
  • Pacing: steady, methodical
Why these movies?

The story pattern: The narrative follows a linear, often historical, buildup of power within a criminal organization. It contrasts calculated, strategic moves with sudden, explosive violence, creating a tension between controlled ambition and chaotic downfall. The story arc is fatalistic, emphasizing that immense power gained through brutality leads to an equally brutal end.

Why they belong together: Movies are grouped here for their shared focus on the lifecycle of crime empires, their docudrama feel, and their bleak, historically-rooted conclusions. They share a cold, analytical tone that examines crime as a system of power rather than a series of individual actions.

Grim Realist Tragedies like The St. Valentine’s Day Massacre

Stories steeped in harsh reality where characters are destroyed by their own ambitions. If you appreciated the harsh, realistic and somber tone of The St. Valentine’s Day Massacre, explore these movies. They share a commitment to gritty realism, violent consequences, and emotionally heavy stories about characters spiraling towards a tragic end.

  • grim
  • gritty
  • somber
  • brutal
  • fatalistic
  • ruthless
  • Tone: dark, bleak, somber
  • Pacing: steady, deliberate
Why these movies?

The story pattern: The emotional journey is one of escalating dread and moral decay. Characters, often trapped in a violent system of their own making, make choices that inevitably lead to their destruction. The structure is straightforward, focusing on cause and effect, with a pacing that steadily builds towards a catastrophic and bleak conclusion.

Why they belong together: These films are united by their unflinching portrayal of violence and moral collapse, their heavy emotional weight, and their consistently dark tone. They create a cohesive experience of grim realism where hope is scarce and downfall is the central theme.

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Every angle

The St. Valentine’s Day Massacre (1967) Explained: Plot, Timeline & Characters

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