| | | | Introduction |
| | Clementine | H. Churchill | Protagonist. First Lady of Winston Churchill. Aka: Clemmie. |
| | Winston | S. Churchill | Clementine's husband. A British Prime Minister. |
| | Stalin | | One of Winston's fiercest critics. |
| | Adolf | Hitler | The leader of a Nazi Party. |
| | Lord | Moran | Winston's doctor. |
| | Violet | A. B. Carter | A British politician who was inloved with Winston. |
| | Jackie | Onassis | Former First Lady of the United States. |
| | Jennie | Churchill | Winston's mother. |
| | Nigel | Knight | A biographer who wrote Winston's biography. |
| | Richard | Hough | Wrote a book about the life of Winston & Clementine. |
| | William | Maxwell-Aitken | The newspaper magnate. Aka: Lord Beaverbrook. |
| | Mary Soames | Churchill | Winston and Clementine's daughter. |
| | Pamela | Harriman | Winston's daughter-in-law. |
| | Clarissa | Eden | Clementine's immediate succesor in 1955. |
| | Anthony | Eden | Clarissa's husband. Former British Prime Minister. |
| | Harold | Wilson | Former British Prime Minister. |
| | Mary | Wilson | Harold's wife. |
| | Cherie | Blaire | The prime minesterial consort. |
| | Eleanor | Roosevelt | Former U.S. First Lady. |
| | Gil | Winant | The U.S. Ambassador. |
| 1 | | | The Levels of Events 1885-1908 |
| | Lady | Blanche-Hozier | Clementine's mother. |
| | Henry | Hozier | Clementine's father. Lady Blanche's husband. |
| | Earl | Of Airlie X | Lady Blanche's father. Clementine's grandfather. |
| | The Countess | Blanche | Lady Blanche's mother. |
| | William | M. Thackeray | A novelist. |
| | Benjamin | Disraeli | The Tory Prime Minister. |
| | William | Gladstone | The bitter Liberal rival of Benjamin Disraeli. |
| | John | Ruskin | The art critic designer and social thinker. |
| | Wilhelm | I | Former German Emperor. |
| | Kitty | Hozier | Clementine's eldest sister. |
| | Nellie | Hozier | Clementine's sister. Twin of Bill. |
| | William | Hozier | Clementine's brother. Twin of Nellie. Aka: Bill. |
| | Bertie | Mitford | Clementine's brother-in-law. |
| | David | Mitford | Bertie's son. |
| | Nancy | Mitford | David's daughter. A novelist. |
| | Diana | Mitford | David's daughter. A fascist. |
| | Tom | Mitford | David's son. A fascist. |
| | Decca | Mitford | David's daughter. A communist. |
| | Debo | Mitford | David's daughter who later becomes The Duchess of Devonshire. |
| | Elise | Aeschimann | A Swiss governess. |
| | Carlo | | Clementine's poodle. |
| | Mary | Hozier | Henry's sister. Clementine's aunt. |
| | Rosa | Stevenson | Clementine's teacher. |
| | Mary | Paget | Lady Blanche's friend. |
| | Lord | Airlie | Lady Blanche's brother. |
| | Walter | Sickert | The painter who frequently visits Clementine. |
| | Augustine | Villain | Walter's mistress. |
| | Patricia | Cornwell | The crime minister. |
| | Justine | | French maid of the Churchills. |
| | Madame | Kroon | Clementine's French teacher. |
| | Louise | Henri | A former governess. |
| | Camille | Pissarro | The painter. |
| | Beatrice | Harris | Clementine's head mistress. |
| | Maude | Stanley. | Clementine's great-aunt. |
| | Lady | St. Helier | Lady Blanche's wealthy aunt. Jennie's friend. Aka: Lady Santa. |
| | Lord Randolph | Churchill | Winston's father. |
| | Sidney | Cornwallis-Peel | Robert Peel's grandson. Clementine's suitor. |
| | Lionel | Earle | Clementine's former fiance. |
| | Lena | Whyte | Clementine's cousin. |
| | Venetia | Stanley | Clementine's cousin. |
| | Sylvia | Stanley | Clementine's cousin. |
| | Cynthia | Asquith | The diarist. |
| | Alan | Lascelles | The future royal secretary. |
| | Jack | Leslie | Jennie's brother-in-law. |
| | Charles | Hoare | Clementine's friend. |
| | Eddie | Marsh | Winston's private secretary. |
| | Trevor | C. Plowden | Pamela's father. |
| | Pamela | Plowden | A woman who rejects Winston's marriage proposal. |
| | Muriel | Wilson | Winston's former lover. |
| | Ethel | Barrymore | Winston's former lover. |
| | Ruth | Lee | A wealthy american. |
| | Arthur | | Ruth's British husband. |
| | Dorothy | Howard | A famous good looking woman. |
| | Sunny | | Winston's cousin. Aka: The Duke of Marlborough. |
| | F.E | Smith | Winston's bestfriend. The Exchequer. |
| | Margaret | Smith | F.E. Smith's wife. |
| | Capability | Brown | The great landscape architect. |
| | Lord | Rosebery | The Former British Prime Minister. |
| | Margot | | Violet Asquith's step-mother. |
| 2 | | | More Than Meets The Eye 1908-1914 |
| | David Lloyd | George | F.E. Smith's liberal chancellor. |
| | Ian | Hamilton | An army general. Winston's old friend. |
| | Wilfrid | Scawen-Blunt | The gossipy poet. |
| | Hugo | Charteris | A Scottish peer. |
| | George | C. West | Winston's step-father. Jennie's 2nd husband. |
| | Madelyne | White | Clementine's cousin. |
| | Clare | Frewen | Winston's cousin. |
| | Horatia | Seymour | Winston's cousin. |
| | Hugh | Cecil | Winston's bestman. |
| | Dean | Welldon | Winston's headmaster at Harrow. |
| | Edward | VII | The king of the United Kingdom. |
| | Ernest | Cassel | A German financier. |
| | Maisie | | Clementine's aunt. |
| | Cornelia | Guest | Winston's aunt. |
| | Patrick | Campbell | An actress. George Cornwallis-West's mistress. |
| | Jack | Churchill | Winston's troublesome brother. |
| | Laura | | Countess of Wilton. |
| | Mrs. | Everest | Winston's nanny. |
| | Edward | Grey | The foreign secretary. |
| | Gwendoline | Churchill | Jack's wife. Aka: Goonie. |
| | Stanley | Baldwin | A politician. |
| | Lucy | Baldwin | Stanley's wife. |
| | Diana | Churchill | Winston and Clementine's first child. |
| | Consuelo | | The Duchess of Marlborough. |
| | Oscar | Wilde | A famous author. |
| | Freddie | Guest | Winston's cousin. |
| | Amy | Guest | Freddie's wife. |
| | Lady | Crichton | Lord Crichton's First Lady. |
| | Ivor | Guest | Freddie's brother. |
| | Neville | Lytton | Churchills's artist friend. |
| | Alice | Keppel | One of Edward VII's mistresses. |
| | Robert | Peel | Former British Prime Minister. |
| | Chumbolly | | Clementine and Winston's only son. Aka: Randolph. |
| | George | V | King Edward VII's son. |
| | Almroth | Wright | A biologist. |
| | Lady | Ridley | Randolph's godmother. |
| | George | Riddell | The diarist and newspaper owner. |
| | Lord | Kitchener | Clementine's new acquaintance. A war secretary. |
| | Lady | Crewe | A member of the committee of imperial defense. |
| | Nancy | Astor | Member of a parliament. |
| | Franz | Ferdinand | An archduke. |
| 3 | | | The Pain and Pride 1914-15 |
| | Robert | Bridges | The poet laureate. |
| | George | Callaghan | The commander-in-chief of the Home Fleet. |
| | John | French | The commander-in-chief of the British expiditionary force. |
| | Sarah Millicent | Churchill | Winston and Clementine's daughter. |
| | Pamela | Digby | Clementine's daughter-in-law. |
| | Jacky | Fisher | Winston's first sea lord. |
| | Clement | Attlee | Violet Attlee's husband. Winston's succesor. |
| | Henry | Asquith | Former British Prime Minister. Violet's father. |
| | Lord | C. Haldane | Henry Asquith's senior colleague. |
| | Edwin | Montagu | Venetia's fiance. |
| | Andrew Bonar | Law | A conservative politician. |
| | Edwina | Sandys | Granddaughter of Clementine. |
| | Gen. Hastings | Ismay | Winston's chief of staff. Aka: Pug. |
| 4 | | | I Believe In Your Star 1915-1916 |
| | Lord | Rothermere | A newspaper proprietor. |
| | C.P | Scott | An editor. |
| | Lord | Curzon | The President of the Air Board. |
| | Ramsay | Macdonald | The Labour man. |
| | David | Beatty | An admiral. |
| | Archibald | Sinclair | Winsotn's second-in-command. |
| | | | YMCA - Young Women's Christian Association. |
| | Reginald | Mckenna | The chancellor of the exchequer. |
| | Arthur | Balfour | Winston's succesor at the admiralty. |
| | Maurice | Bonham-Carter | Violet Asquith's husband. |
| | Oswald | Toynbee-Falk | Violet Asquith's lover. |
| | John Maynard | Keynes | Oswald's close friend. |
| | John | Lavery | Winston's artist friend. |
| | Hedworth | Meux | The admiral of the fleet. |
| | Edward | Carson | Former attorney general. |
| 5 | | | Married Love 1916-18 |
| | Johnny | | Randolph's cousin. |
| | Peregrine | | Randolph's cousin. |
| | Marie | Stopes | A birth control campaigner. |
| | | | CBE - Commander of the Order of the British Empire. |
| | James William | Lowther | The speaker of the house of commons. |
| 6 | | | Loss Unimaginable 1918-22 |
| | Marigold | Churchill | Clementine and Winston's daughter. Aka: Duckadilly. |
| | Reggie | Fellowes | Winston's cousin. |
| | Daisy | D. Glucksberg | Reggie's fiance. |
| | Isabelle | | The Churchills's nanny. |
| | Czar | Nicholas II | The revolutionist leader. |
| | Vladimir | Lenin | The Barbarian. |
| | Denikin | | The white Russian general. |
| | Clare | Sheridan | A sculptor. Winston's cousin. |
| | Leon | Trotski | Clare's lover. A bolshevik leader. |
| | Jean | Hamilton | Ian's wife. |
| | Lord | Wellesly | The 7th Duke of Wellington. |
| | Edwina | | Clementine's granddaughter. |
| | T.E | Lawrence | A British archaeologist. |
| | Walter | Thompson | Winston's bodyguard. |
| | Captain | Ryan | William Hozier's captain. |
| | Rose | | A French nursery governess. |
| | Bendor | Westminster | The owner of Lochmore. |
| | Violet | Westminster | Bendor's wife. |
| | Sinn | Fein | The Nationalist Political Party. |
| | Michael | Collins | Sinn Fein's negotiator. |
| | Henry | Wilson | The MP security adviser to the Northern Ireland government. |
| 7 | | | A Country Basket 1922-29 |
| | Philip | Tilden | Lloyd George's favorite architect. |
| | Jacques | Balsan | Consuelo's 2nd husband. |
| | Shelagh | M. Browne | Winston's secretary's wife. |
| | Harold | MacMillan | Former British Prime Minister. |
| | William | Nicholson | A British screenwriter. |
| | Mickey | | Clementine's cat. |
| | Nelson | | Clementine's cat. |
| | Marcel | Boulestin | A celebrated west end restaurateur. |
| | Georgina | Landemare | The cook at Chartwell. |
| | Clarissa | Churchill | Clementine's niece. |
| | Maxine | Elliott | An American actress. Owner of Chateau De L'horizon. |
| | Bertram | Romilly | Nellie's husband. |
| | Esmond | | Nellie's son. |
| | Harry | Truman | The U.S. President. |
| | Queen | Elizabeth | The Queen Mother. |
| | Charlie | Chaplin | A comic actor. |
| | Albert | Einstein | A theoretical physicist. |
| | Diana | Cooper | A politician's wife. |
| | Margery | Street | Clementine's secretary. |
| | Grace | Hamblin | Daughter of Clementine's gardener. Aka: Hambone. |
| | Giles | | Esmond's brother. |
| | Celia | Sandys | Clementine's granddaughter. |
| | Anita | Leslie | Randolph's cousin. |
| | Bernard | Baruch | Winston's important contact. |
| | Evelyn | Waugh | One of Randolph's drinking cronies. |
| 8 | | | Temptation and Redemption 1929-39 |
| | Neville | Chamberlain | Former British Prime Minister. |
| | Brendan | Bracken | A businessman. |
| | John Julius | Norwich | Churchills's family friend. |
| | Kay | Halle | A woman Randolph wants to marry. |
| | John | Bailey | Diana's fiance. |
| | Barbara | Cartland | A romantic novelist John Bailey's inlove with. |
| | Unity | Mitford | Clementine's niece. |
| | Lord | Moyne | The wealthy guinness heir. Winston's former junior minister. |
| | Rosaura | | Lord Moyne's yatch. |
| | Terence | Philip | An art expert. Clementine's lover. |
| | Lee | Guinness | Lord Moyne's cousin. |
| | Posy | Guinness | Lee's wife. |
| | Vera | Broughton | Lord Moyne's mistress. |
| | Vic | Oliver | Sarah's fiancee. |
| | Wallis | Simpson | An american actress. |
| | Frederick | Lindemann | Churchills's frequent visitor. Physics prof at Oxford University. |
| | Shiela | Grant-Duff | Clementine's cousin. A journalist. |
| | Desmond | Morton | Head of British industrial intellegence centre. |
| | Eve | Keyes | Admiral Roger Keyes's wife. |
| | Roger | Keyes | An admiral. |
| 9 | | | A World Accident and Storm 1939-40 |
| | Bob | Boothby | A British conservative politician. |
| | Duncan | Sandys | Diana's second husband. |
| | Duff | Cooper | Former Minister of Information. |
| | | | WRNS - Women's Royal Navy Service. |
| | Lady Mary | Dunn | A woman Randolph wants to marry. |
| | Christopher | Ogden | A biographer. |
| | Harold | Nicholson | A British author. |
| | Anne | Chamberlain | Lord Chamberlain's wife. |
| | Joseph | Kennedy | The pro-appeasement. |
| | David | Margesson | The chief whip. |
| | Jock | Colville | Winston's private secretary. |
| | Eric | Seal | Winston's principal private secretary. |
| | Frederick | Pile | Chief of anti-aircraft command. |
| | Frances | Perkins | The U.S. female labor secretary. |
| | Herbert | Morrison | Labour's home secretary. |
| | | | ATS - Auxiliary Territorial Service. |
| | Keith | Park | The air vice marshal. The New Zealander-in-command. |
| | Malcolm | MacDonald | The health minister. Ramsay MacDonald's son. |
| | Ernest | Bevin | The Minister of Labour and National Service. |
| | George | Romney | A painter. |
| | George | Frederick-Watts | A painter. |
| | Rosalind | Henley | Sylvia's daughter. |
| | George | Pitt-Rivers | Rosalind's husband. An open Nazi Sympathizer. |
| | Little | Winston | Randolph and Pamela's son. Clementine's grandson. |
| | Ronald | Tree | A conservative politician who owns the Ditchley Park. |
| | Kathleen | Hill | Winston's secretary. |
| | Charles | De Gaulle | The French leader. |
| 10 | | | Operation Seduction USA 1941-42 |
| | Harry | Hopkins | An American social worker. |
| | Ingres | | A French master. |
| | Ed | Murrow | The resident CBS correspondent. |
| | Janet | Murrow | Ed Murrow's wife. A journalist. |
| | Abraham | Lincoln | The 16th U.S. President. |
| | Averell | Harriman | A rich American lothario. |
| | W.M | Jeffers | President of Union Pacific Railroad. |
| | Alastair | Forbes | Randolph and Mary's friend. |
| | Henry | Morgenthau | An American treasury secretary. |
| | Mackenzie | King | The Canadian Prime Minister. |
| | Ivan | Maisky | The Soviet ambassador. |
| | Kathleen | Harriman | Averell's daughter. |
| | John | Martin | Winston's secretary. |
| | Alan | Brooke | The head of the army. |
| | Lucy | Mercer | Franklin Roosevelt's mistress. |
| | Missy | LeHand | Franklin Roosevelt's private secretary. |
| | Henrietta | Nesbit | Eleanor Roosevelt's cook. |
| | Aneurin | Bevan | The Labour MP. |
| | | | SAS - Special Air Service. |
| | Joseph | Goebbels | The chief of Nazi propaganda. |
| 11 | | | From FDR to Stalin 1943-45 |
| | Joseph | Lash | Eleanor Roosevelt's friend. |
| | Noel | Coward | An English playwright. |
| | | | ADC - Aide-De-Camp. |
| | Daisy | Suckley | Franklin Roosevelt's cousin. |
| | Dill | | A field marshall from the British Joint Staff Mission. |
| | Jane | Austen | A novelist. |
| | John | Martin | One of Winston's private secretaries. |
| | Bernard | Montgomery | The 1st Viscount Montgomery of Alamein. |
| | Edward | Bridges | A cabinet secretary. |
| | Leslie | Rowan | Clementine's private secretary. |
| | Henry | Channon | A British politician. Aka: Chips. |
| | John Julius | Norwich | Duff Cooper's son. |
| | Frederick | Anderson | The young head of the U.S. eighth bomber command. |
| | Lady | Fiset | Wife of a Quebec Governor. |
| | Edward | Sttetinius | U.S. secretary of state. |
| | Roy | Jenkins | Biographer of Churchills. |
| | Molotov | | A foreign minister. |
| | Mabel | Johnson | Clementine's Red Cross secretary. |
| | Hugh | Lunghi | Clementine's Interpreter. |
| | Josip | Tito | The communist leader of Yugoslav. |
| | Dr. Hewlett | Johnson | Clementine's communist sympathizer. |
| 12 | | | A Private Line 1945-65 |
| | John Kenneth | Galbraith | An economist in 1940. |
| | Odette | Pol-Roger | Clementine's friend. |
| | Heather | White-Smith | Clementine's secretary. |
| | David | Roosevelt | Franklin Roosevelt's grandson. |
| | Gianni | Agneli | Heir to the car manufacturer Fiat. |
| | Alcide | De Gasperi | Italian Prime Minister. |
| | Donald | MacLean | A foreign official who disappeared. |
| | Princess | Margaret | Queen Elizabeth's sister. |
| | Peter | Townsend | Princess Margaret's husband. |
| | Lewis | Einstein | Clementine's friend. |
| | Coco | Chanel | A French fashion designer. |
| | Emery | Reves | Coco Chanel's literary agent. |
| | Wendy | Rusell | Winston's girlfriend. A former model. |
| | Aristotle | Onassis | The Greek ship owner. |
| | Maria | Callas | An opera singer. Aristotle's mistress. |
| | Roy | Howells | Winston's nurse. |
| | Alex | Douglas-Home | A prime minister. |
| | Arabella | Churchill | Randolph's daughter. Clementine's granddaughter. |
| Epi | Nonie | Chapman | Clementine's new secretary. |
| | Minnie | | Winston's young wife. |
| | Gladys | D'Erlanger | Minnie's mother. |
| | Margaret | Thatcher | Leader of the Conservative and Liberal party. |
| | David | Steel | Leader of the Conservative and Liberal party. |
