FKF Shield Cup (Betway Cup) defending champions Bandari will play Sofapaka FC in the Round of 16 after going past Ogopa FC on Sunday at Kenyatta Stadium in Machakos.
Goals from Yema Mwana and William Wadri handed the Coastal based side safe passage to the next phase.
Sofapaka eliminated Balaji FC on Saturday 5-4 through penalties after the two sides had played to a goalless draw in regular time.
Eighteen-time Kenyan Premier League champions Gor Mahia will play Posta Rangers while AFC Leopards have a relatively easier task against the National Super League side Ushuru FC.
K’Ogalo defeated Naivas 3-2 on Sunday to make it to the next round while Ingwe had to eliminate Elim FC by a solitary goal to make it to the last 16.
Wazito will play KCB as 2018 champions Kariobangi Sharks tackle FC Talanta.
Round of 16 fixtures
FC Talanta vs Kariobangi Sharks
Posta Rangers vs Gor Mahia
Sofapaka v Bandari
Bidco United vs Fortune Sacco
Vihiga United v Kisumu All-Stars
Ushuru vs AFC Leopards
KCB vs Wazito FC
Migori Youth v Ulinzi Stars