Road to the Breaking Books in Order
Part ofChris Bennett Books in OrderExplore the Road to the Breaking books by Chris Bennett in order, with concise summaries, Civil War series background, and reading guidance.
Last updated: July 14, 2026
As an Amazon Associate, we earn from qualifying purchases (at no extra cost to you).
Road to the Breaking books in publication order
10 books
Breakout
by Chris Bennett
2021
Nathan and his former Texas soldiers are trapped at Mountain Meadows as pro-Confederate militia close in. Elsewhere, Evelyn's Underground Railroad shelter is threatened, forcing both of them to fight for the people depending on them.
Enigma
by Chris Bennett
2021
Nathan Chambers returns to Virginia to inherit a plantation and confront the human cost of slavery. As secession rumors spread and a family feud turns dangerous, he meets the guarded Evelyn and searches for a way to follow his conscience.
Insurrection
by Chris Bennett
2021
Civil war has taken Nathan's home, and he is torn between reenlisting for the Union and helping create West Virginia. Guerrilla violence spreads across his new community while his old enemy, Elijah Walters, moves dangerously close.
Invasion
by Chris Bennett
2021
In spring 1862, Nathan and his men stand in the way of Stonewall Jackson's drive toward Washington. Evelyn's spy network uncovers vital Confederate plans, but getting the information to wary Union leaders may prove just as dangerous.
Road to the Breaking
by Chris Bennett
2021
In early 1860, Captain Nathaniel Chambers leaves Fort Davis after his father's death sends him home to Virginia. A family plantation, a violent neighbor, and his hatred of slavery force him to choose what kind of man he will become.
Sedition
by Chris Bennett
2021
With Virginia nearing secession in 1861, Nathan fights to keep his state in the Union while enemies plot violence against him. Evelyn's work with the Underground Railroad draws her into espionage and a choice that could cost her everything.
Emancipation
by Chris Bennett
2022
As the Union war effort falters in 1862, Lincoln prepares to make emancipation a national aim. Nathan fights in western Virginia while Evelyn seeks Lee's battle plans, and the coming Battle of Antietam threatens to change everything.
War
by Chris Bennett
2023
In 1863, Nathan's regiment faces Confederate attacks in the Shenandoah Valley, while captured comrades plot an escape from Richmond. Evelyn faces a deadly counterintelligence hunt, and the freemen from Nathan's farm fight for their place in the Union Army.
Inferno
by Chris Bennett
2024
After a Union defeat in 1864, Nathan enters a hard campaign in the Shenandoah Valley under General David Hunter. Evelyn faces renewed danger in Richmond while Tony and the freemen prepare for a secret mission against Confederate defenses.
Resolve
by Chris Bennett
2025
As the Civil War reaches its final months, Nathan risks a mission into Richmond to rescue Evelyn and gather intelligence. With Grant pursuing Lee and Elijah Walters seeking revenge, the long conflict becomes a final fight for Nathan's family.
Road to the Breaking books in chronological order

Road to the Breaking
by Chris Bennett
2021Road to the Breaking, Book 1
Enigma
by Chris Bennett
2021Road to the Breaking, Book 2
Sedition
by Chris Bennett
2021Road to the Breaking, Book 3
Breakout
by Chris Bennett
2021Road to the Breaking, Book 4
Insurrection
by Chris Bennett
2021Road to the Breaking, Book 5
Invasion
by Chris Bennett
2021Road to the Breaking, Book 6
Emancipation
by Chris Bennett
2022Road to the Breaking, Book 7
War
by Chris Bennett
2023Road to the Breaking, Book 8
Inferno
by Chris Bennett
2024Road to the Breaking, Book 9
Resolve
by Chris Bennett
2025Road to the Breaking, Book 10
Series background & context
The Road to the Breaking series begins in early 1860, when Captain Nathaniel Chambers is serving at Fort Davis in the west Texas wilderness. News of his father's death calls him back to Virginia, where he must protect his mother, face an old family enemy, and decide what to do with the plantation he stands to inherit. Nathan's opposition to slavery makes that inheritance a personal and moral trap from the start.
His journey home sets the tone for a big, continuing Civil War story. Bennett follows Nathan from the tense months before secession into a country breaking apart, where political arguments can quickly become threats, raids, and open fighting. The books move through Virginia, Richmond, western Virginia, army camps, battlefields, and divided communities whose residents must choose sides.
Nothing stays simple for long.
Nathan is a former army officer who knows how to act under pressure, but he is also trying to build a life that matches his conscience. His wish to free the people enslaved on his property and to resist secession puts him in danger from neighbors, local militias, and rivals who see his loyalties as betrayal. The personal feud at the heart of the opening books grows alongside the national conflict, giving the series both an intimate enemy and a much larger war.
Evelyn Hanson provides another important point of view. Drawn into the Underground Railroad and then Union intelligence work, she faces the risks of moving information, protecting vulnerable people, and operating in a society where a wrong word can bring terrible consequences. Her connection with Nathan adds romance and emotional stakes, but both characters have work to do beyond their relationship.
As the series continues through Enigma, Sedition, Breakout, Insurrection, Invasion, Emancipation, War, Inferno, and Resolve, the scope widens with the Civil War. Military campaigns, espionage, the struggle for West Virginia, emancipation, and the cost of leadership all become part of Nathan and Evelyn's path. The story is chronological and works best when read in order, since conflicts and relationships carry forward from one book to the next.
Expect a historical adventure with a serious moral center. There are battles and escapes, but also family obligations, political maneuvering, and people trying to claim freedom or protect the people they love in a nation coming apart.
Edited by
Software engineer whose passion for tracking book recommendations from podcasts inspired the creation of MRB.
Lead investor at 3one4 Capital whose startup expertise and love for books helped shaped MRB and its growth.















Comments
Did we miss something? Have feedback?
Help us improve this page by sharing your thoughts