The teenage winger made his Rangers debut at Ibrox earlier this summer.
It appears to be an excellent bit of business for all parties.
Middleton gets the chance to prove himself in the top-flight, Hibernian get a player who already has a bit of senior experience domestically and in Europe and Rangers should see one of their brightest prospects develop further.
The loan market is one which is being utilised by the Gers more and more when it comes to their fringe first-team squad players.
Last season Greg Docherty had a very successful season at Shrewsbury Town and is now on the verge of making more appearances in Steven Gerrard's team, while Ross McCrorie is at Portsmouth this term.
Another who should be found an opportunity is 17-year-old Josh McPake. The prospect won the club's Academy Player of The Year award last season.
It's a young age to be sending a player out on loan but McPake has already demonstrated he's a stand-out at reserve and youth level, so the obvious next step is regular senior action.
Gerrard appears to be a big fan too, handing him his senior against St Joseph's last month in UEFA Europa League qualifying. If he's ready to play for Rangers, albeit in a fixture already put to bed, then he should be ready for other teams too.
The English League One and League Two window is still open and of course Scottish clubs can continue to recruit too. That should mean there's a viable club somewhere who can help develop the youngster and get him ready for more first-team action at Ibrox.
After the club recently signed him up until 2022, there's plenty of time for him to make his name in Rangers colours.
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