Betrayal — Oda Nobunaga's desperate retreat after the betrayal of his own brother-in-law.
Osaka Castle Walks with Edward — Sengoku Political Tragedy

The Oda-Azai Betrayal
A Chain of Fire

In 1570, during Nobunaga's invasion of Echizen, Azai Nagamasa broke from the Oda alliance, collapsing the pact that bound the two houses. This defection placed Nobunaga's Owari–Kyoto route in danger and forced him to withdraw via Wakasa and Fusakawa.

Quick Answers

In 1564 Oda Nobunaga bound his sister Oichi in marriage to Azai Nagamasa, turning a rivalry into an alliance that opened the road to Kyoto. Six years later Nagamasa broke from that alliance, facing a difficult choice between the Oda and his long-standing ties to the Asakura — a decision that placed Nobunaga's army in a pincer crisis and forced a withdrawal from Echizen. The war that followed at Anegawa and Odani extinguished the Azai house, but Nagamasa's line endured through his daughter Chacha, who as Yodo-dono carried the memory of both houses into Osaka Castle itself.

What was the Oda–Azai alliance?

In 1564 Oda Nobunaga sealed an alliance with Azai Nagamasa by offering his younger sister Oichi in marriage. The alliance made travel through Nobunaga's northern flank safer and made advancing toward Kyoto easier. In 1568 Nobunaga entered Kyoto with Ashikaga Yoshiaki under his protection, and Yoshiaki was invested as shogun.

Why did Azai Nagamasa betray Oda Nobunaga?

In 1570 Nobunaga invaded Echizen to crush the Asakura clan. Nagamasa faced a difficult choice between his new alliance with the Oda and his long-standing ties to the Asakura. Choosing to keep faith with Asakura, Azai forces threatened Nobunaga's line of retreat, and the Oda army was forced to withdraw hurriedly from Echizen.

What was the Battle of Anegawa?

Reacting to the Azai defection, Nobunaga joined forces with Tokugawa Ieyasu; in June 1570 the two sides fought at Anegawa. Defeated there, the Azai–Asakura army fell back to defending their own bases.

How did the Azai clan fall?

In 1573 Nobunaga besieged Odani Castle and Azai Nagamasa took his own life. Odani fell, and the Azai house was extinguished as a Sengoku daimyō house. Oichi and her three daughters were taken into Oda custody, and their eldest, Chacha, would later gain political standing at Osaka Castle as Yodo-dono.

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Explore the stone walls, hidden moats, and battleground sites Osaka Castle, personally led by Edward Iftody. One historian. Six guests. One investigation.

Book Warrior Monks, a Peasant, and a Shogun
Oda Clan (Owari & Kyoto)
Azai Clan (Northern Ōmi)
The Toyotomi House & Osaka Castle
The Alliance — The Hinge of Fate
Oda Clan (Owari & Kyoto)
Azai Clan (Northern Ōmi)
The Toyotomi House & Osaka Castle
The Alliance — Bloodlines & Paths to Kyoto
1550s – early 1560s Owari Consolidation
Nobunaga Consolidates Owari
Oda Nobunaga defeats rival Oda branches and local enemies in Owari, beginning his rise as a regional powerhouse. At this stage, he remains one of many fractured Sengoku daimyō vying for territory, not yet a unified national figure.
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Northern Security for Oda → 1564: Oichi Marries Azai Nagamasa → Route toward Kyoto
1564 Political Pact
The Blood Oath Alliance
Nobunaga offers his younger sister, Oichi, in marriage to Azai Nagamasa, lord of northern Ōmi. This gave Nobunaga a foothold in Ōmi and an important political base for advancing on Kyoto.
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1568 March on the Capital
The Entry into Kyoto
With the Azai alliance behind him, Nobunaga marches through Ōmi and enters Kyoto, installing Ashikaga Yoshiaki as shogun. The alliance with the Azai was significant in allowing him to advance on Kyoto via Ōmi.
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c. 1569 Eldest Daughter of Azai
Birth of Chacha (later Yodo-dono)
Oichi and Azai Nagamasa's first daughter, Chacha, was probably born around 1569. Her exact birthplace is not confirmed, though one tradition links her to Odani Castle. Decades later, under the name Yodo-dono, she would carry the weight of this fractured legacy.
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The Betrayal — The Fractured Oath
1570 (Early) Echizen Campaign
Nobunaga Invades Asakura Territory
Nobunaga moves his forces to crush the Asakura clan in Echizen, placing Azai Nagamasa in a difficult position between his new alliance with the Oda and his long-standing ties to the Asakura. The new blood alliance with Nobunaga and the old relationship with the Asakura came into sharp conflict.
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1570 (Summer) The Reversal
The Azai Rear Attack
Nagamasa breaks from his alliance with Nobunaga, choosing to maintain his long-standing ties with Asakura. With Azai forces threatening Nobunaga's line of retreat, the Oda army had to hurry its withdrawal from Echizen.
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Oda-Tokugawa Axis → 1570 (Later): The Retribution at Anegawa → Azai-Asakura Retreat
1570 (Later) The Counter-Strike
The Battle of Anegawa
Reacting to the Azai defection, Nobunaga joins forces with Tokugawa Ieyasu; in June 1570 the two sides fight at Anegawa. Defeated there, the Azai–Asakura army falls back to defending their own bases.
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1570 (Later) The Siege Begins
Odani Isolated
Odani Castle was a formidable mountain fortress built on steep terrain. The Azai resisted from its defences, but as support elsewhere was lost, they grew steadily more isolated.
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The Fall — Odani Consumed by Fire
1573 The Fall of the Azai House
The Fall of Odani Castle
In 1573 Nobunaga besieged Odani Castle and Azai Nagamasa took his own life. Odani fell, and the Azai house was extinguished as a Sengoku daimyō house. Oichi and her three daughters were taken into Oda custody, where they lived under Oda protection.
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The Honnō-ji Incident (1582) → Survival of the Bloodline: From Oichi to Chacha → Toyotomi Ascension
1582 – 1583 From Honnō-ji to Shizugatake
The Death of Oichi
Following Nobunaga's assassination at Honnō-ji (1582), Oichi remarries Shibata Katsuie. When Toyotomi Hideyoshi storms their stronghold at Shizugatake in 1583, Oichi takes her own life alongside Katsuie, and her three daughters escape the castle and survive.
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1580s Late The Toyotomi Consort
Chacha Joins the Toyotomi
The eldest daughter, orphaned by both parents, eventually came under the protection of Toyotomi Hideyoshi — the figure at the centre of the side that destroyed the Azai. Hideyoshi made her one of his consorts, and the birth of a Toyotomi heir later raised her political standing. As Yodo-dono she became closely tied to the Toyotomi regime and Osaka Castle.
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The Legacy — Succession & the Fall of the Toyotomi
1589 – 1591 Fragile Lineage
Birth & Tragedy of Tsurumatsu
Yodo-dono bears Hideyoshi's first son, Tsurumatsu, at Yodo Castle. He is expected as the Toyotomi heir, and Yodo-dono secures a firm position within the regime. But Tsurumatsu dies young in 1591, leaving Hideyoshi once again without an heir.
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1593 On Tour The Toyotomi Heir
Birth of Toyotomi Hideyori
Yodo-dono gives birth to Hideyori at Osaka Castle. Hideyori becomes the heir to the Toyotomi house, and after Hideyoshi's death he is its head, based at Osaka Castle. Through his mother Yodo-dono, Hideyori has Oda and Azai blood. The stage is set for a final familial tragedy.
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1595 The Hidetsugu Executions
The Sanjō Riverbed Executions
In 1595 Hidetsugu, accused of treason, entered Mount Kōya and was ordered to take his own life. At the Sanjō riverbed, his wives, children, and attendants were executed. The event became a lasting symbol of the succession struggle and power structure within the Toyotomi regime.
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1591 – 1595 On Tour The Toyotomi Succession Problem
The Purge of Kanpaku Hidetsugu
After Tsurumatsu's death, Hideyoshi, seeking an heir, adopted his nephew Hidetsugu and appointed him Kanpaku. But once Hideyori was born in 1593, a succession question arose over both Hidetsugu and Hideyori. Accused of treason, Hidetsugu entered Mount Kōya and was ordered to take his own life.
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1614 – 1615 On Tour The Siege of Osaka — End of the Toyotomi
The Siege & Fall of Osaka
Tokugawa Ieyasu brings an end to the Toyotomi hegemony. In 1615 Osaka Castle fell, and flames swept the castle grounds. Accounts say Hideyori and his mother Yodo-dono took their own lives within the castle, though details of their final hours remain uncertain. The chain of politics and blood ties that began with the marriage of 1564 ended in the ashes of the plateau.
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Today On Tour
Walking the Ground of Broken Oaths
The modern walls of Osaka Castle rest directly upon the buried foundations of the Toyotomi era. Standing on the plateau today, you walk the ground where the memories of Nobunaga, Oichi, Azai, and the Toyotomi met.
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Continue the Story at Osaka Castle

The Azai bloodline didn't end at Odani — it walked straight into the heart of Osaka Castle through Yodo-dono, carrying with it the same oaths, betrayals, and blood debts that destroyed her father. What began as a marriage pact in 1564 didn't finish until the keep itself burned in 1615.

If you'd like to walk the ground where that inheritance finally played out, Warrior Monks, a Peasant, and a Shogun follows that story across the very site where it unfolded.

Continue Exploring

The Oda–Azai war was the hinge that swung the Sengoku era — and the ground it was fought over leads straight into Osaka Castle’s own history, and into the decade-long siege of the Ishiyama Hongan-ji that followed.

Explore All 19 Stories of Osaka's History →

Walk the siege ground where the Azai clan’s fate was sealed.

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Last updated: October 2026

Edward Iftody — Osaka Castle’s Resident Historian

Research by Edward Iftody, Osaka-based historian and resident historian at Osaka Castle.

This reconstruction draws on contemporary European accounts, Japanese archaeological research, historical geography, and the surviving physical landscape.