I just decided to take the "Bibliography for Beginners" on the American Chesterton Society's website and post links to all of the books on there up to and including 1922 (I stopped there because those published thereafter are under copyright in the US. The one exception to my list is Chesterton's book The Catholic Church and Conversion which I found on EWTN's website, and presumably it would be OK for those in the US to read therefore.) I plan also to expand this list if the opportunity presents itself, but for now I only used what is on the "Bibliography for Beginners"

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Greybeards at Play  (1900)
The Wild Knight and Other Poems  (1900)
The Defendant (1901)
Twelve Types (1902)
Robert Browning (1903)
G.F. Watts (1904)
The Napoleon of Notting Hill (1904)
The Club of Queer Trades (1905)
Heretics (1905)
Charles Dickens (1906)
The Man Who Was Thursday (1907)
All Things Considered (1908)
Orthodoxy (1908)
Varied Types (1908)
George Bernard Shaw (1909)
Tremendous Trifles (1909)
The Ball and the Cross (1909)
William Blake (1910)
Alarms and Discursions (1910)
What's Wrong With the World (1910)
The Ballad of the White Horse (1911)
Appreciations and Criticisms of the Works of Charles Dickens (1911)
The Innocence of Father Brown (1911)
A Miscellany of Men (1912)
Manalive (1912)
The Victorian Age in Literature (1913)
Magic (1913)
The Flying Inn (1914)
The Wisdom of Father Brown (1914)
Poems (1915)
Wine, Water, and Song (1915)
The Barbarism of Berlin/The Appetite of Tyranny (1914/1915)
Letters to an Old Garibaldian (1915)
The Crimes of England (1916)
Divorce vs. Democracy (1916)
Temperance and the Great Alliance (1916)
Lord Kitchener (1917)
Utopia of Usurers and Other Essays (1917)
A Short History of England (1917)
How to Help Annexation (1918) [Note: need to scroll down page]
Irish Impressions (1919)
The Superstition of Divorce (1920)
The Uses of Diversity (1920)
The New Jerusalem (1920)
The Ballad of St. Barbara and Other Verses (1922)
Eugenics and Other Evils (1922)
What I Saw in America (1922)
The Man Who Knew Too Much (1922)
The Catholic Church and Conversion (1927)

NOTE: All of the above dates are those given on the ACS's "Bibliography for Beginners"