The era of the Judges was often defined by the absence of central leadership, leading the Israelite tribes to act independently to secure their hold on the land. This lack of political and spiritual order is clearly seen in the Tribe of Dan's search for a permanent home. During this time, there was no central governing authority, resulting in a society where people simply did whatever they saw fit [ביאור שטיינזלץ]. The absence of a national leader had heavy practical and spiritual consequences. Had there been a king, he would have fought on behalf of the entire nation, rather than leaving the Tribe of Dan to face its enemies completely alone [מצודת דוד]. Furthermore, a strong ruler or judge would have stopped the tribe from conquering territories outside their assigned borders and prevented them from falling into idolatry by setting up Micah's idol [מלבי״ם, אברבנאל].
There are differing views regarding exactly when this event took place. One approach suggests it occurred early in the era of the Judges. The story is recorded later, after the death of Samson, to highlight a tragic missed opportunity. Had Samson, a member of the Tribe of Dan, been present and active, he would have conquered the land for them alone and kept them from the severe sin of idolatry [רש״י, חומת אנך]. Another perspective places the event later, during a chaotic interim period between the leadership of Samson and Eli the Priest, when no judge was active and the nation had fallen into anarchy [רד״ק]. A third possibility is that this occurred while Samson was still alive but held captive by the Philistines, creating a situation where the Israelites were effectively left without a leader [אברבנאל].
The Tribe of Dan's search for an inheritance raises a question, as they had already been allotted land by lottery during the time of Joshua. However, their original territory was either too small to meet the needs of the entire tribe [רש״י, רד״ק, מצודת דוד, אברבנאל], or it was never fully conquered from the Canaanites, who repeatedly reclaimed the area and forced the Danites out [ביאור שטיינזלץ, מלבי״ם].
Beyond the lack of space, their original inheritance suffered from a major geographic flaw. It was located at the far edge of the country, isolated from the continuous settlement of the rest of the nation. Feeling disconnected, the Tribe of Dan did not want to remain in their original borders. Instead, they sought a new territory that would be closer and safely nestled among the other Israelite tribes [מלבי״ם, אברבנאל]. Driven by this double hardship of inadequate space and geographic isolation, the tribe sent spies to scout a new target for conquest. This journey ultimately led them to the city of Laish and brought them into contact with the house of Micah and the young Levite [מצודת דוד, רלב״ג].