The club managed to secure qualification for the Indian Super League finals on 9 December 2014, after finishing the regular season in fourth position.
They also drafted in India internationals such as Mehtab Hossain, Sandip Nandy, Chinadorai Sabeeth, Renedy Singh, Ishfaq Ahmed, and Nirmal Chettri.
Despite giving up that lead in the second-leg, an extra-time goal from Stephen Pearson ensured that the Blasters qualified for the final.
In early 2014, it was announced that the All India Football Federation, the national federation for football in India, and IMG–Reliance would be accepting bids for ownership of eight of the nine selected cities for the inaugural Indian Super League (ISL), a franchise tournament modelled along the lines of the Indian Premier League for cricket.
[2] On 13 April 2014 it was announced that the rights to the Kerala franchise were won by former India cricket captain, Sachin Tendulkar, and serial entrepreneur, philanthropist, and educationalist, Prasad V Potluri.
[19] The draw helped propel the momentum for the Blasters as they ended their first month of competitive football with their first ever victory against Pune City.
[22] Despite the opening home victory, the Blasters were unable to do more than achieve 0–0 in their next two matches against the Delhi Dynamos and Mumbai City respectively.
Early goals from Iain Hume and Pedro Gusmão helped lead the Blasters to a 2–1 victory of the Kolkata side.
Strikes from Mikaël Silvestre and Jeje Lalpekhlua, as well as an own goal from Sandesh Jhingan saw the match end 3–0 to Chennaiyin and thus require extra-time to decide the tie.
The match looked set to be going to penalties but it was Stephen Pearson who broke the deadlock in the 117th minute and send the Kerala Blasters into the final.
[35] The final of the Indian Super League took place at the DY Patil Stadium in Mumbai against Atlético de Kolkata.
The match remained at 0–0 until the very final minute of second stoppage time when Mohammed Rafique scored for Kolkata and thus take the title away from the Kerala Blasters.