Career
Pailan Arrows
After spending four years at Tata, Alwyn signed his first professional contract with Pailan Arrows in the I-League on 11 February 2012. The next day, Alwyn made his debut in the I-League against Dempo in a game in which the Arrows lost 2–0 but with Alwyn putting in a man of the match performance for his team Dempo
On 26 October 2013 it was confirmed that George has signed for Dempo on loan from Image Reliance with three other players - Holicharan Narzary, Pronay Halder and Narayan Das.
He made his debut for Dempo in the I-League on 1 November 2013 against Mohun Bagan at the Duler Stadium in which he came on as a substitute for Peter Carvalho in the 46th minute as Dempo drew the match 0–0.
On 29 April, Alwyn was named best young Indian player of the season for a second year running. Alwyn represented Football Club Goa during the 2014 Indian Super League on loan from parent club Dempo but was used sparingly.
Bengaluru Football Club
On 29 July 2015 former I-League champions Bengaluru Football Club announced the signing of Alwyn. Alwyn was called for India U23 team in June 2012, for the 2013 AFC U-22 Asian Cup qualifiers held from 23 June 2012.
He played his first game for under-23 team against Lebanon U23 on 23 June 2012 in the opening group match of AFC U-22 qualification.
He then scored the only goal for India U23 during the second match AFC U-22 qualification against Iraq U23 on 25 June 2012 as India U23 lost 1–2. George was suspended for India U23"s next match against United Arab Emirates U23 due to picking up 2 yellow cards (one against Lebanon U23 and one against Iraq U23).