He started his career in 2008 with local team Aspropyrgos, and the following year he signed for Delta Ethniki side Asteras Magoula.
[3][4] During the 2014 summer transfer window, he signed a contract with Olympiakos involving a 12-month loan back length clause to Atromitos.
[10] On 2 June 2017, according to Portuguese newspaper "A Bola," Olympiacos offers Karamanos to Vitória de Guimarães to persuade the Portuguese club to make back to its demands and to resolve the issue with Pedro Martins clause, in order to join Greek champions as the new head coach.
[11] On 14 July 2017, Karamanos will continue his career in Portugal signing a long season contract with Primeira Liga club Rio Ave on loan from Olympiakos.
The 28-year-old player returned in Santa Maria da Feira based club after his last season there on loan from Olympiakos until the forthcoming summer.