Highway will be looking to end their fairytale run on high when they take on Kibuli whom they edged out 1-0 at the group stage and secure Kenya's third East Africa boys' football title.
They will be looking to emulate St Anthony's Boys Kitale and Barding High School who are the only Kenyan sides to win the elusive time.
It will also be the first time Kenyan boys play in the final since 2016 games when Barding trounced Kitende at the Kipchoge Keino Stadium, Eldoret.
Highway captain Teddy Ochieng said that the underdog tag worked in their favour.
"Our opponents underrated us because we came into the match as the underdog. We knew that we had to be very strategic throughout the match and never let them have their way. It was a battle we vowed to fight from start to end and I'm delighted our efforts paid off," Ochieng said.
He attributed their victory to good preparations, team work and resilience.
Kibuli beat their Ugandan counterparts Buddo Secondary School 5-3 in post-match penalties to advance to the final.
Kenya will have a chance of winning both the boys and girls' football titles after former East Africa champions Wiyeta Secondary School beat their compatriots Dagoretti Mixed 3-0 in the semifinal.
Edna Wanda, Elizabeth Ochaka and Lavendar Akinyi were on target as Wiyeta beat Dagoretti to inch closer to reclaiming their title.
Wiyeta, who last won the title in 2017 in Gulu, Uganda, will face Uganda's St Noa Girls Secondary School in the final. St Noa beat defending champions Kawempe Muslim Secondary School 2-1 in their semis tie.
Dr Aggrey extended their good run to secure their place in the boys' basketball finals.
They beat Uganda's Bethel Covenant 81-67 to book a date with defending champions Buddo.