East Bengal FC roped in Costa Rica national team centre-back Jhonny Acosta[4] who played all 3 games in the 2018 FIFA World Cup for a rumored fee of Rs.
[6] On 30 August, East Bengal FC signed former Mexico international Enrique Esqueda on a free transfer, however making him the highest paid footballer in I-League with a rumoured of Rs 4.2 Cr.
East Bengal FC parted ways with long time sponsors Kingfisher after 20 years and entered into a new partnership with Quess Corp as their main investors.
East Bengal FC roped in Costa Rica national team center back Jhonny Acosta who played all 3 games in the 2018 FIFA World Cup.
East Bengal also roped in ex-Granada CF centre-back Borja Gómez Pérez to strengthen their defence for their quest for the 2018–19 I-League.
The red and gold brigade started off with an abandoned game against Tollygunge Agragami however, won 2-0 comfortably against WB Police FC with Lalrindika Ralte opening the scoring for the season and Kassim Aidara making it 2–0.
East Bengal FC made a great comeback against their arch-rivals Mohun Bagan in the first Kolkata Derby of the season, after the Mariners led 2-0 within 30 minutes.
East Bengal FC suffered a huge blow when the AIFF put on a Transfer Ban on the Red and Golds which will prevent them from signing any further player until 31 January 2018.
Alejandro Menéndez took over the reins of the East Bengal FC manager after the Calcutta Football League ended and planned to play a few friendlies as a pre-season before the 2018–19 I-League.
East Bengal FC would stay at the MSN Sports Complex Residential Training Facilities at Kuala Lumpur and play 5 practice matches in the interim.
The Red and Gold brigade remain undefeated in the pre-season tour in Malaysia East Bengal FC faced NEROCA F.C.
Academy graduate Manoj Mohammed debuted for the Red and Golds as a Left-back and gained huge praise for his excellent performance.
Manoj Mohammed again started for the Red and Gold brigade as East Bengal FC defence looked properly organized to throw off any attack from the home side.
[9] On 23 November, East Bengal FC announced the signing of their 6th Foreigner ]Jaime Santos Colado of Spain who previously played in the Segunda Division B for teams like Sporting de Gijón B and CD Mirandés as a Winger and Attacking midfielder.
on 8 December, at the Salt Lake Stadium, Kolkata next which they won by 3–1, credit to an all-round performance from Joby Justin who assisted the first goal for Brandon Vanlalremdika, scored the second and was a constant threat at the Gokulam Kerala's penalty box.
It was Mohun Bagan who took an early lead in the 13 min when Omar Elhussieny dodged past Lalramchullova to put in a perfect cross for Azharuddin Mallick to slot in into an empty net.
East Bengal FC equalized just 4 minutes later with Laldanmawia Ralte netting home from an excellent through ball from Jobi Justin.
Dipanda Dicka reduced the margin for Mohun Bagan in the 75th minute, however, the Red and Gold brigade held on to the lead and won their first Derby after 33 months gap.
Lalramchullova put the ball inside his own net just after the break but it was none other than Jobi Justin who scored the equalizer for East Bengal FC to secure a point for the home side.
On 8 January 2019, East Bengal FC faced Indian Arrows at Kalinga Stadium in Bhubaneshwar and in a hard-fought contest the Red and Gold brigade came out victorious by 1–2, courtesy of goals from Laldanmawia Ralte and Jobi Justin one in each half.
away at Coimbatore on 14 January next where in a crunch encounter East Bengal FC lost 2-1 even after taking the lead in the 9th minute courtesy of a Laldanmawia Ralte goal.
next on 7 February at the Salt Lake Stadium and made a remarkable comeback victory after going behind 0-1 as early as in the 3rd minute when Chencho Gyeltshen scored for the visitors.
Laldanmawia Ralte bragged the first hat-trick of the season for East Bengal FC while the other two were scored by Jobby Justin and Enrique Esqueda.
The Red and Gold brigade failed to score the winning goal as Jobby Justin's header came off the bar in the dying minutes of the match.
Source: i-league.org Win Draw Loss East Bengal FC along with six other I-League clubs — Minerva Punjab F.C., Mohun Bagan, NEROCA F.C., Gokulam Kerala F.C., Aizawl F.C., and Chennai City F.C.