The trajectory of the two clubs was pulling in opposite directions at that stage, with Leicester City heading for the Championship and the Hatters the Premier League.
However, just a few months later, and the failure for a move to materialise is looking more and more like a blessing for the midfielder.
Dewsbury-Hall did spend time on loan with Luton earlier in his career, where he became a fan favourite at Kenilworth Road.
However, he is now established as a regular starter for the Foxes and has only grown in importance under Enzo Maresca.
The 25-year-old has featured in all 13 of the team’s opening league fixtures as they run away at the top of the Championship table.
Leicester now look certain to gain promotion straight back to the Premier League this season, barring a major collapse in form in the coming months, given the gap they’ve already created as we head into November.
Dewsbury-Hall has played a major role in this, contributing five goals and five assists in Maresca’s side.
He has been a standout figure for the Foxes, with the gap to third place Leeds United only increasing.
Meanwhile, Luton are struggling near the bottom of the Premier League table, and could easily find themselves once again trading divisions with Leicester come the summer.
Rob Edwards’ side are currently 17th in the table, but only one point separates themselves from the drop zone.
The bottom of the Premier League has been horrendous so far this campaign, with all three promoted sides unable to match their form from last season.
It is now arguable that the top of the Championship is playing at a higher level than the bottom four sides of the top division, meaning Leicester’s long-term trajectory should see them quickly move ahead of Luton in the pecking order of the football pyramid.
