The last time an upcountry team won the league was in 1999 by Dairy Heroes from Mbale and fans hoped Onduparaka would be next or even pull off a promotion miracle like Leicester City FC had just done in England.

Ondu needed a quick second half brace by Muhammad Shaban to inflict the first season loss to the 11-time champions on 9 September 2016 at Greenlight Stadium.

Three days prior to Ondu ending Villa's Unbeaten Run of the Season, FUFA cleared 26-year-old Caesar Okhuti to play for the Northwesterners who sat at 5th on the table; he was on a six-month loan from KCCA since mid September.

Kabon Living (also known as Messi), clad in a number 13 shirt, scored the only goal of the game from a Shaban assist in the 88th minute to give Ondu a win over Kirinya Jinja SS.

Kizza Besigye, the four time Runner-up in the Ugandan Presidential Elections, watched the game clad in a green jersey and offered Onduparaka FC 2 million Uganda shillings.

On 26 March 2017, goals from Okhuti again and a returning Rashid Agau helped Ondu knock out Big League team Water FC and qualify for the quarterfinals.

Nevertheless, Onduparaka's Greenlight Stadium was chosen to host the 43rd Uganda Cup Final (KCCA defeated Paidha Black Angels 2–0 in June 2017).

Coach Leo Adraa said that Ondu had more time to prepare unlike the Oldest Club in Ugandan football who were thumped four goals by Lweza in their previous game.

Close to the end of normal time, Richard Anyama in the Ondu goal who had been transferred from Saints in January (along with Ivan Mbowa) conceded the second equaliser from a freekick.

In the final game of the season at Kakindu Stadium in Jinja, Dickens Okwir put Ondu ahead in the 28th minute while BUL FC had a goal disallowed immediately after.

During pre-season with some new players, Onduparaka won 1–0 in their first friendly before beating Nyowa Young Elephants 4–1 with goals from Caesar Okhuti, Dickens Okwi and newcomer Karim Ndugwa who netted a brace.

Four days later amidst a transfer request from Shaban who later joined KCCA, veteran Caesar Okhuti scored twice away to Maroons in Luzira to give Ondu their first win of the season.

Beginning the day in 5th place, Karim Bida's comeback brace gave Ondu a 2–1 victory over UPDF in Arua on 28 November 2017 at a time when Caterpillar goalkeeper Nicholas Sebwato (nicknamed Mr.

On 10 March 2018, the first time Onduparaka FC lost at home in the Uganda Premier League, beaten 0–1 by record champions SC Villa.

The following week after fans accused him together with some players of not giving their all for the team, Head Coach Livingstone Mbabazi parted ways with Onduparaka FC.

In a public statement, the Management of Onduparaka FC reported that they asked Livingstone "to step aside with immediate effect from (the) UPL Matchday 21 Clash with UPDF (14 March 2018) until further notice."

In his absence, the technical bench comprising Leo Adraa, Simeon Masaba, Moses Oloya, Morris Adiga and Ramathan Musema would take care of the team.

At Nambole on 27 April, OFC beat the Law Keepers 5–0 with two goals from Viane in the first half (30', 40'), Moses Ndawula (62'), Hassan Muhammod - Mudu (64') and Ezra Bida (83').

That same month, KCCA's double-winning captain Denis Okot Oola joined Onduparaka on a two-year deal among half a dozen new players including Abel Eturude from SC Villa plus the pacy winger Nicholas Kagaba from URA FC.

New Onduparaka coach Asaph Mwebaze led his side to the first FUFA Super 8 Final sponsored by Pilsner featuring the Top 8 Teams from the Uganda Premier League.

On the Opening Day of the 2019 UPL Season, a 28th-minute header by Viane Sekajugo plus a 78th-minute penalty by Sebwato gave Onduparaka three points in Arua against Mbarara-based debutants Nyamityobora FC.

Despite getting a yellow card, the Most Valuable Player of the inaugural 2018 FUFA Drum (scored tournament-winning equaliser for Buganda against West Nile at Greenlight) and Pilsner Super 8 - Viane Sekajugo netted a hattrick by the 75th minute but Ondu's fourth goal was disallowed by the referee though given by the linesman.

On 3 November, Ondu drew 0–0 with Tooro United (formerly called Soana FC since 2015 to 2018) at their new home - Buhinga Playground in Fort Portal (Kabarole District).

A few hours before the Ndejje fixture, Asaph Mwebaze—barely four months into his tenure - resigned as Onduparaka coach citing maladministration, poor club structures, no record books, inefficiency plus intrigue as his reasons.

On 1 December, second half goals from Ezra Bida (50') and Pilsner Man of the Match Gadafi Gadinho (56') saw Ondu beat Express FC at Wankulukuku again.

In their first ever West Nile Derby (8 December), Ondu rallied from a ninth minute Andrew Kidega opener for their opponents to earn maximum points.

An equaliser from Gadafi Gadinho (56') and winner by veteran striker Caser Okhuti seven minutes from fulltime ensured the bragging rights for the Caterpillars who share the same venue with UPL newcomers Paidha Black Angels.

First was a straight red to Karim Ndugwa in the 63rd minute for a challenge on Viane while the Mbarara FC goalkeeper was sent off in additional time for headbutting Gadinho; it was his second bookable offence after also timewasting earlier.

In the Uganda Cup on 11 January, Solomon Okwalinga scored the lone winning goal at Kirinya Jinja SS in the fourth minute of additional time.

On 4 August 2019, after a goalless draw with Tooro United in Arua, goals from Jamal Malish, Dudu Ramadhan, Amis Muwonge and Tabu Vitalis (also making a comeback) in the spotkicks plus a final save from Richard Anyama sent Ondu to the semifinals of the Pilsner Super 8 to face KCCA who knocked them out.