Some have been rousing successes, while others haven’t.
But with all five of the current crop coming to Fratton Park from clubs higher up the English football pyramid, they remain players with hefty price tags that more often than not continue to be out of reach for most sides in the third tier.
Such deals often give clubs a false sense of security, with their presence often papering over cracks in squads.
So much so that a side’s market value can depreciate massively, by millions, in fact, when the loanees are back at their parent clubs once the season is over.
So which outfits will have the biggest holes to fill when their temporary players head back at the season’s end?
With the help of Football Manager’s market values, we’ve found out...
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From left: Danny Cowley, Paul Warne, Steven Schumacher, Alex Neil. Photo: JPIMedia
. Wycombe
Combined loan values: £113,000; Players on loan: Jack Young (£113k) Photo: Isaac Parkin
. Fleetwood Town
Combined loan values: £906,000; Players on loan: Josh Harrop (£56k), Dan Butterworth (£540k), Zak Jules (£74k), Callum Johnson (£236k) Photo: Pete Norton
. Accrington
Combined loan values: £592,000; Players on loan: Yeboah Amankwah (£168k), Joel Mumbongo (£14k), Marcel Lewis (£410k) Photo: Nigel Keene
. Morecambe
Combined loan values: £977,000; Players on loan: Jacob Bedeau (£179k) Trevor Carson (£92k), Adam Phillips (£542k), Alfie McCalmont (£164k) Photo: Charlotte Tattersall
. Oxford United
Combined loan values: £2,676,000; Players on loan: Gavin Whyte (£344k), Herbie Kane (£2m), Ciaron Brown (£288k), Nathan Holland (£44k) Photo: Alex Burstow
. Shrewsbury
Combined loan values: £3,000,000; Players on loan: Tyrese Fornah (£1m), Saikou Janneh (£2m) Photo: PAUL ELLIS
. Cambridge United
Combined loan values: £3,530,000; Players on loan: Jason Weir (£3m), Sam Sherring (£530k) Photo: Pete Norton
. Crewe
Combined loan values: £3,664,000; Players on loan: Rakeem Harper (£3m), Ryan Alebiosu (£168k), Scott Robertson (£202k), Ben Knight (£294k) Photo: Naomi Baker
1. Wycombe
Combined loan values: £113,000; Players on loan: Jack Young (£113k) Photo: Isaac Parkin
2. Fleetwood Town
Combined loan values: £906,000; Players on loan: Josh Harrop (£56k), Dan Butterworth (£540k), Zak Jules (£74k), Callum Johnson (£236k) Photo: Pete Norton
3. Accrington
Combined loan values: £592,000; Players on loan: Yeboah Amankwah (£168k), Joel Mumbongo (£14k), Marcel Lewis (£410k) Photo: Nigel Keene
4. Morecambe
Combined loan values: £977,000; Players on loan: Jacob Bedeau (£179k) Trevor Carson (£92k), Adam Phillips (£542k), Alfie McCalmont (£164k) Photo: Charlotte Tattersall