Prison Break timeline

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The following is a timeline of Prison Break and briefly describes what happened and when. Season 5 retcons the events, placing Michael's fake death in 2010 instead of 2005.

Timeline

1945

March 7: Frank Tancredi was born.

1968

July 10: Theodore Bagwell was born

c. 1970

Theodore Bagwell's fourth grade: T-Bag sent to a juvenile hall for setting fire in his teacher's home.
Paul Kellerman was born.
March 17: Lincoln Burrows was born

1971

November 24: D. B. Cooper hi-jacked a plane and parachuted out with $5 million in cash.

1972

July 31: James Whistler is born.

1973

Charles Westmoreland was sent to Fox River.

1974

Aldo Burrows left the brothers before Michael was born.
October 8: Michael Scofield was born.

1976

May 1: Sara Scofield is born.

1977

Kristine Pace was born.

c. 1983

Brad Bellick finished high school and started working at Fox River.

c. 1985

The Miami-Dade Penitentiary Women's Facility is built.
Christina Scofield Fakes her own death to work for The Company.

1987

Henry Pope began his life as a warden.
Kristine Pace and Paul Kellerman parted and never see each other again.

1988

McGrady was born.

1989

L. J. Burrows was born.

1990

Paul Kellerman started working under Caroline Reynolds directly.

1991

Alexander Mahone started working on escaped convicts.
David Martin is born.

1996 - 1997

Between Sept 8, 1996 and Sept 8, 1997: Lincoln borrowed $90,000 to pay for Michael's university education.

2000

Cameron Mahone is born.

2001

"Brother's Keeper" takes place.
A few months before 9/11: Caroline Reynolds talked to Terrence Steadman.
Terrence Steadman is "killed" by Lincoln Burrows
Haywire was sentenced and sent to Fox River.
Sucre meet Maricruz

2002

"Brother's Keeper" takes place.
Abruzzi was sentenced and sent to Fox River.
Sucre and Maricruz began dating.
Bellick becomes the head of COs.
McGrady was sent to Sona.

2004

June: Alexander Mahone kills Oscar Shales
July: Sucre was sentenced and sent to Fox River.
December: Michael buys a boat and names it Christina Rose.
Michael starts planning his escape from Fox River.

2005

January: Michael started visiting the tattoo parlor.
February: C-Note was sentenced and sent to Fox River.
March 8: Michael married Nika Volek.
March 9: Michael robbed the bank.
April 11: Michael was sent into Fox River.
April 24: The Old Head takes place
May 1: Sleight of Hand takes place
May 8-9: End of the Tunnel takes place
May 10-11: The Rat takes place
May 11: Original date of Lincoln's execution. "By the Skin and the Teeth" take place.
May 26: Lincoln's revised execution date.
May 27: The break out. "Go" and "Flight" takes place. Richard Mills dies Caroline Reynolds becomes Presdient
May 28: "Manhunt" and "Otis" take place
May 29: "Scan" Possibly takes place?
May 30: "First Down" takes Place. Nika Volek betrays Micheal and Lincoln. John Abruzzi is killed by Alexander Mahones men.
May 31: Benjamin Miles Franklin is on a train to Utah. Fernando Sucre is in Vegas
June 1: "Buried" and "Dead Fall" takes place; Frank Tancredi dies.
June 2: "Rendezvous" take place.
June 3: "Bolshoi Booze" and "Disconnect" take place.
June 4: "John Doe" takes place?
June 5: "The Message" takes place.
June 6: "Chicago" and "Bad Blood " take place.
Persumably June 7: "Wash" and "Sweet Caroline" Caroline Reynolds resigns as presdient
June 15: "Panama" takes place
June 16: “Fin Del Camino” takes place
June 17: "Sona" and "Orientación" take place.
June 18: "Orientación" take place.
June 19: "Fire/Water" take place.
June 20: "Call Waiting" and "Good Fences" take place.
November 4: The Miami-Dade breakout takes place. Michael fakes his death. ("Prison Break: The Final Break", original timeline, prior to retcon)

2006

June 13: Date of Mahone going to the juries.

2009

Four years after 2005: General Krantz is executed. Danny Hale's widow, Allison, visits Congressman Kellerman. Sara, Lincoln, Mahone and Sucre visit Michael's grave.

2010

November 4: The Miami-Dade breakout takes place. Michael fakes his death. ("Ogygia", retconned timeline)

2014

Harlan Gaines is killed by Poseidon.

2017

Michael Scofield is found to be incarcerated in Ogygia Prison. ("Ogygia")

Inaccuracies

The trailer for Season 3 says that the convicts are on the run for one year, simplified for viewers who haven't seen the show in a year's time (TV land time). In fact Season 2 in its entirety takes place within only a month.
Caroline Reynolds is a presidential candidate in Season 1, however the United States presidential election was, in the real world, scheduled to take place in November 2004, 6 months before she was sworn into office after her predecessor's assassination by the Company in "Flight ." In the same episode, Reynolds is mentioned as being the 46th President of the United States; from this can be surmised that, in the Prison Break universe, some Presidents did not serve a second term as they did in reality, where the 43rd President was serving a second term in 2005. In "Sweet Caroline," Reynolds runs again, in June 2005.
Originally, in Prison Break: The Final Break, Michael Scofield fakes his death in 2005. Season 5 alters the timeline so that Michael instead fakes his death in 2010.