1999/00 Jessopstown Rangers season

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Islands First Division

PosPWDLGFGAGDPts
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Round / dateHomeScoreAwayPos
Round 1St Vincent All Stars0–2Jessopstown Rangers4
Round 2Hoxbeth Amateurs1–0Jessopstown Rangers7
Round 3Jessopstown Rangers1–2Santiago de Brados10
Round 4Jessopstown Rangers2–0Baptist Railway Athletic8
Round 5Durham West End2–1Jessopstown Rangers10
Round 6Jessopstown Rangers2–0Racing Club7
Round 7Deportivo León1–1Jessopstown Rangers8
Round 8New Lincoln University0–1Jessopstown Rangers7
Round 9Jessopstown Rangers2–2Palmerston United7
Round 10Jessopstown Rangers2–0South Bay Sports6
Round 11Jessopstown Rangers2–1Sancti Spiritus6
Round 12Port Fowey Royals0–2Jessopstown Rangers6
Round 13Serjeant's Bay3–0Jessopstown Rangers6
Round 14Kintyre Coastguard3–1Jessopstown Rangers7
Round 15Jessopstown Rangers1–2Lansdowne 19817
Round 16Jessopstown Rangers0–2Little Padstow9
Round 17Jessopstown Rangers2–1Holloway Sands8
Round 18Santiago de Brados1–0Jessopstown Rangers8
Round 19Racing Club2–0Jessopstown Rangers10
Round 20Holloway Sands2–0Jessopstown Rangers11
Round 21Jessopstown Rangers1–1St Vincent All Stars11
Round 22South Bay Sports1–0Jessopstown Rangers12
Round 23Lansdowne 19811–0Jessopstown Rangers13
Round 24Palmerston United3–0Jessopstown Rangers13
Round 25Little Padstow1–0Jessopstown Rangers13
Round 26Jessopstown Rangers0–2Durham West End14
Round 27Jessopstown Rangers2–1New Lincoln University12
Round 28Jessopstown Rangers1–1Kintyre Coastguard12
Round 29Jessopstown Rangers0–2Serjeant's Bay13
Round 30Jessopstown Rangers3–2Hoxbeth Amateurs12
Round 31Jessopstown Rangers2–3Port Fowey Royals15
Round 32Baptist Railway Athletic1–1Jessopstown Rangers15
Round 33Jessopstown Rangers1–1Deportivo León15
Round 34Sancti Spiritus2–0Jessopstown Rangers15

FA Cup

Round / dateHomeScoreAway
First RoundJessopstown Rangers3–1New Lincoln University
Second RoundWalpool Seagulls4–0Jessopstown Rangers

Gresdon Cup

Round / dateHomeScoreAway
Preliminary RoundPort Fowey Royals1–2Jessopstown Rangers
First RoundJessopstown Rangers0–1Courteney Villa