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Preliminary rounds[edit]

Preliminary round one[edit]

28 November 2020 Penicuik Athletic (6)2–3 (a.e.t.) Musselburgh Athletic (6) Penicuik
14:30 Somerville 7', 84' [1]
  • Moffat 5'
  • King 49'
  • Downie 108'
 Stadium: Penicuik Park
Referee: Chris Gentles[2]
28 November 2020 Lothian Thistle Hutchison Vale (6) 2–1 (a.e.t.)St Cuthbert Wanderers (6)Edinburgh
15:00
  • Mbewe 90'
  • Ross 97'
 [3] Deland 59' (o.g.) Stadium: Saughton Enclosure
Referee: Connor Ashwood[2]

Preliminary round two[edit]

12 December 2020 Jeanfield Swifts (6) 3–1University of Stirling (5)Perth
12:30
  • Whitehead 3'
  • Scott 15'
  • Reid 22'
 [4] Brown 90' Stadium: Riverside Stadium
Referee: Gary Hanvidge[2]
12 December 2020 Dundonald Bluebell (6) 4–2Easthouses Lily Miners Welfare (7)Kirkcaldy
14:00
  • Wedderburn 11'
  • Durie 27'
  • Cargill 49'
  • McKenzie 56'
 [5]
  • McDermott 64'
  • Hunter 85'
 Stadium: Stark's Park
Referee: Andrew Bryson[2]
12 December 2020 Hill of Beath Hawthorn (6) 2–1Whitehill Welfare (6)Hill of Beath
14:30
  • Connelly 7'
  • Mitchell 9'
 [6] Hornig 14' Stadium: Keir's Park
Referee: Keiran Trayner[2]
12 December 2020 Banks O' Dee (8) 6–1Vale of Leithen (5)Aberdeen
15:00
  • Henderson 10'
  • H. MacLeod 21', 55'
  • Gilmour 47'
  • L. MacLeod 52', 78'
 [7] Robertson 87' Stadium: Spain Park
Referee: Ryan Lee[2]
12 December 2020 Blackburn United (6)1–1 (a.e.t.)
(2–4 p)		 Civil Service Strollers (5) Blackburn
15:00 Redfern 44' [8] Moffat 53' Stadium: New Murrayfield Park
Referee: Steven MacDonald[2]
12 December 2020 BSC Glasgow (5)2–3 Haddington Athletic (7) Alloa
15:00
[9]
  • Lyon 59' (o.g.)
  • Auriemma 74'
  • Harris 80'
 Stadium: Recreation Park
Referee: Calum Haswell[2]
12 December 2020 Clachnacuddin (5)1–2 Caledonian Braves (5) Inverness
15:00 Callum 63' [10]
  • Forrester 6'
  • McNeil 76'
 Stadium: Grant Street Park
Referee: Craig Wilson[2]
12 December 2020 Deveronvale (5)1–4 Camelon Juniors (6) Banff
15:00 Noble 81' [11]
  • McMullan 29', 57'
  • Docherty 42'
  • Stowe 51'
 Stadium: Princess Royal Park
Referee: Colin Whyte[2]
12 December 2020 Dunipace (7)1–3 Berwick Rangers (5) Denny
15:00 Davidson 27' [12]
  • Nelson 31'
  • Waugh 54'
  • Allan 59'
 Stadium: Westfield Park
Referee: John Stewart[2]
12 December 2020 East Stirlingshire (5) 5–0Inverurie Loco Works (5)Falkirk
15:00
  • Dishington 35'
  • Brown 58', 90'
  • Tapping 68'
  • Low 71'
 [13] Stadium: Falkirk Stadium
Referee: Liam Duncan[2]
12 December 2020 Edinburgh University (5)1–2 Tranent Juniors (6) Edinburgh
15:00 Anderson 89' [14]
Stadium: East Peffermill
Referee: Duncan Nicolson[2]
12 December 2020 Gala Fairydean Rovers (5) 6–0Wigtown & Bladnoch (6)Galashiels
15:00
  • Campbell 11', 42'
  • Galbraith 41'
  • Addison 70'
  • Herdman 81'
  • Walsh 90'
 [15] Stadium: Netherdale
Referee: Ross Hardie[2]
12 December 2020 Huntly (5) 3–0Dalbeattie Star (5)Huntly
15:00
  • McGowan 24'
  • McKeown 41', 54'
 [16] Stadium: Christie Park
Referee: Iain Snedden[2]
12 December 2020 Keith (5) 5–1Fort William (5)Keith
15:00
  • Keith 11', 14'
  • Watt 65'
  • Duncan 82'
  • Brownie 90'
 [17] McConnell 35' Stadium: Kynoch Park
Referee: Ross Birrell[2]
12 December 2020 Lothian Thistle Hutchison Vale (6) 4–4 (a.e.t.)
(4–2 p)		Lossiemouth (5)Livingston
15:00
  • Cunningham 1'
  • Cumming 8'
  • Wringe 49'
  • Mbewe 110'
 [18]
  • Sewell 43'
  • Stuart 81'
  • Charlesworth 88'
  • MacAuley 101'
 Stadium: Almondvale Stadium
Referee: Euan Birch[2]
12 December 2020 Nairn County (5) 4–0Threave Rovers (6)Nairn
15:00
  • Dingwall 2'
  • Davidson 41'
  • Shewan 63'
  • McKenzie 81'
 [19] Stadium: Station Park
Referee: Daniel Graves[2]
12 December 2020 Newtongrange Star (6)0–4 Rothes (5) Newtongrange
15:00 [20]
Stadium: New Victoria Park
Referee: Greg Soutar[2]
12 December 2020 Newton Stewart (6)0–3 Broxburn Athletic (6) Newton Stewart
15:00 [21]
Stadium: Blairmount Park
Referee: Alex Shepherd[2]
12 December 2020 Strathspey Thistle (5)0–4 Buckie Thistle (5) Grantown-on-Spey
15:00 [22]
  • Fraser 12'
  • MacLeod 23'
  • McCabe 51'
  • MacAskill 90'
 Stadium: Seafield Park
Referee: Stewart Luke[2]
12 December 2020 The Spartans (5) 2–1East Kilbride (5)Edinburgh
15:00
  • McCrory-Irving 13'
  • Maxwell 85'
 [23] Healy 5' Stadium: Ainslie Park
Referee: Paul Timmons[2]
12 December 2020 Tynecastle (6)2–3 Cumbernauld Colts (5) Edinburgh
15:00
[24]
  • MacPherson 25'
  • Murray 33'
  • Team 51'
 Stadium: Meggetland Sports Complex
Referee: Scott Leslie[2]
13 December 2020 Glasgow University (7)1–2 Linlithgow Rose (6) Airdrie
16:00 Baxter 36' [25] Coyne 61', 84' Stadium: Excelsior Stadium
Referee: Alastair Grieve[2]
16 December 2020 Preston Athletic (7) 3–2Hawick Royal Albert United (7)Prestonpans
19:30 [26] Stadium: Pennypit Park
Referee: Chris McNab[2]
16 December 2020 Coldstream (7)0–2 Bo'ness United (5) Coldstream
19:45 [27] Stadium: Home Park
Referee: Jonathan Gall[2]
21 December 2020 Wick Academy (5) 2–0Musselburgh Athletic (6)Wick
19:30[28] Stadium: Harmsworth Park
21 December 2020 Formartine United (5) 3–0Turriff United (5)Pitmedden
19:45 Stadium: North Lodge Park

First round[edit]

26 December 2020 Haddington Athletic (7) 3–1Formartine United (5)Haddington
15:00 Stadium: Millfield Park
26 December 2020 Huntly (5)0–1 Cumbernauld Colts (5) Huntly
15:00 Stadium: Christie Park
26 December 2020 Keith (5)0–1 Hill of Beath Hawthorn (6) Keith
15:00 Stadium: Kynoch Park
26 December 2020 Kelty Hearts (5)1–2 Jeanfield Swifts (6) Kelty
15:00 Stadium: New Central Park
26 December 2020 Elgin City (4)2–3 Civil Service Strollers (5) Elgin
15:00 Stadium: Borough Briggs
26 December 2020 Bonnyrigg Rose Athletic (5) 1–0Bo'ness United (5)Bonnyrigg
15:00 Stadium: New Dundas Park
26 December 2020 Gala Fairydean Rovers (5) 1–0Annan Athletic (4)Galashiels
15:00 Stadium: Netherdale
26 December 2020 Albion Rovers (4) 1–0Buckie Thistle (5)Coatbridge
15:00 Stadium: Cliftonhill
26 December 2020 Lothian Thistle Hutchison Vale (6) 5–0Banks O' Dee (8)Livingston
15:00 Stadium: Almondvale Stadium[29]
26 December 2020 Edinburgh City (4)2–3 Caledonian Braves (5) Edinburgh
15:00 Stadium: Ainslie Park
26 December 2020 Brechin City (4) 4–0Linlithgow Rose (6)Brechin
15:00 Stadium: Glebe Park
26 December 2020 Stenhousemuir (4) 1–0Preston Athletic (7)Stenhousemuir
15:00 Stadium: Ochilview
26 December 2020 Nairn County (5) 2–0Broxburn Athletic (6)Nairn
15:00 Stadium: Station Park
26 December 2020 Cowdenbeath (4) 0–0 (a.e.t.)
(5–4 p)		Wick Academy (5)Cowdenbeath
15:00 Stadium: Central Park
26 December 2020 Berwick Rangers (5) 1–0Stirling Albion (4)Berwick-upon-Tweed, England
15:00 Stadium: Shielfield Park
26 December 2020 Tranent Juniors (6)1–2 East Stirlingshire (5) Tranent
15:00 Stadium: Foresters Park
26 December 2020 Rothes (5)1–2 Fraserburgh (5) Rothes
15:00 Stadium: Mackessack Park
26 December 2020 Camelon Juniors (6) 1–0Brora Rangers (5)Camelon
15:00 Stadium: Carmuirs Park
26 December 2020 Stranraer (4) 1–0The Spartans (5)Stranraer
15:00 Stadium: Stair Park
28 December 2020 Dundonald Bluebell (6)0–0 (a.e.t.)
(3–4 p)		 Queen's Park (4) Kelty
19:45 Stadium: New Central Park

Second round[edit]

9 January 2021 Civil Service Strollers (5) 0–0 (a.e.t.)
(1–0 p)		Brechin City (4)Edinburgh
Stadium: Christie Gillies Park
9 January 2021 Dunfermline Athletic (2) 3–0 (a.e.t.)Hill of Beath Hawthorn (6)Dunfermline
Stadium: East End Park
9 January 2021 Peterhead (3) 3–0Haddington Athletic (7)Peterhead
Stadium: Balmoor
9 January 2021 Montrose (3) 1–0Greenock Morton (2)Montrose
Stadium: Links Park
9 January 2021 Ayr United (2) 3–0Lothian Thistle Hutchison Vale (6)Ayr
Stadium: Somerset Park
9 January 2021 Cumbernauld Colts (5)1–2 Alloa Athletic (2) Cumbernauld
Stadium: Broadwood Stadium
9 January 2021 Dundee (2) 2–0Raith Rovers (2)Dundee
Stadium: Dens Park
9 January 2021 Fraserburgh (5) 2–1Albion Rovers (4)Fraserburgh
Stadium: Bellslea Park
9 January 2021 Berwick Rangers (5)0–2 Airdrieonians (3) Berwick-upon-Tweed
Stadium: Shielfield Park
9 January 2021 Partick Thistle (3) 2–1Queen's Park (4)Glasgow
Stadium: Firhill Stadium
9 January 2021 Jeanfield Swifts (6) 0–0 (a.e.t.)
(4–1 p)		Stranraer (4)Perth
Stadium: Riverside Stadium
9 January 2021 East Fife (3)0–1 Heart of Midlothian (2) Methil
Stadium: Bayview Stadium
9 January 2021 Queen of the South (2) 1–0Dumbarton (3)Dumfries
Stadium: Palmerston Park
9 January 2021 Arbroath (2) 1–0Inverness Caledonian Thistle (2)Arbroath
Stadium: Gayfield Park
9 January 2021 Cowdenbeath (4)0–1 (a.e.t.) Forfar Athletic (3) Cowdenbeath
Stadium: Central Park
9 January 2021 Bonnyrigg Rose Athletic (5)0–2 Stenhousemuir (4) Bonnyrigg
Stadium: New Dundas Park
9 January 2021 Gala Fairydean Rovers (5)0–6 Caledonian Braves (5) Galashiels
Stadium: Netherdale
9 January 2021 Nairn County (5) 2–0Camelon Juniors (6)Nairn
Stadium: Station Park
9 January 2021 Falkirk (3) 0–0 (a.e.t.)
(3–1 p)		East Stirlingshire (5)Falkirk
Stadium: Falkirk Stadium
10 January 2021 Clyde (3)1–2 Cove Rangers (3) Cumbernauld
Stadium: Broadwood Stadium

Third round[edit]

29 January 2021 Civil Service Strollers (5)0–0 (a.e.t.)
(1–2 p)		 Nairn County (5) Edinburgh
Stadium: Christie Gillies Park
29 January 2021 Queen of the South (2)0–1 Motherwell (1) Dumfries
Stadium: Palmerston Park
30 January 2021 Partick Thistle (3)1–2 Falkirk (3) Glasgow
Stadium: Firhill Stadium
30 January 2021 Alloa Athletic (2) 0–0 (a.e.t.)
(4–1 p)		Airdrieonians (3)Alloa
Stadium: Recreation Park
30 January 2021 Dunfermline Athletic (2) 1–0 (a.e.t.)Rangers (1)Dunfermline
Stadium: East End Park
30 January 2021 Kilmarnock (1) 3–0Ayr United (2)Kilmarnock
Stadium: Rugby Park
30 January 2021 Hibernian (1) 5–1Peterhead (3)Edinburgh
Stadium: Easter Road
30 January 2021 Ross County (1) 1–0St Mirren (1)Dingwall
Stadium: Victoria Park
30 January 2021 Montrose (3) 0–0 (a.e.t.)
(4–2 p)		Cove Rangers (3)Montrose
Stadium: Links Park
30 January 2021 St Johnstone (1) 2–0Caledonian Braves (5)Perth
Stadium: McDiarmid Park
30 January 2021 Aberdeen (1)0–0 (a.e.t.)
(2–5 p)		 Dundee (2) Aberdeen
Stadium: Pittodrie Stadium
30 January 2021 Jeanfield Swifts (6)0–2 Arbroath (2) Perth
Stadium: Riverside Stadium
30 January 2021 Stenhousemuir (4) 1–0Livingston (1)Stenhousemuir
Stadium: Ochilview Park
30 January 2021 Dundee United (1) 1–0Hamilton Academical (1)Dundee
Stadium: Tannadice Park
31 January 2021 Celtic (1) 4–0Fraserburgh (5)Glasgow
Stadium: Celtic Park
31 January 2021 Heart of Midlothian (2) 1–0 (a.e.t.)Forfar Athletic (3)Edinburgh
Stadium: Tynecastle Park

Fourth round[edit]

19 February 2021 Dundee United (1) 1–0Alloa Athletic (2)Dundee
Stadium: Tannadice Park
19 February 2021 Stenhousemuir (4)0–0 (a.e.t.)
(2–5 p)		 Dunfermline Athletic (2) Stenhousemuir
Stadium: Ochilview Park
20 February 2021 Kilmarnock (1) 1–0Dundee (2)Kilmarnock
Stadium: Rugby Park
20 February 2021 Hibernian (1)0–0 (a.e.t.)
(1–4 p)		 Arbroath (2) Edinburgh
Stadium: Easter Road
20 February 2021 Celtic (1)1–2 Montrose (3) Glasgow
Stadium: Celtic Park
20 February 2021 Nairn County (5)1–5 Motherwell (1) Nairn
Stadium: Station Park
21 February 2021 Ross County (1) 2–1St Johnstone (1)Dingwall
Stadium: Victoria Park
21 February 2021 Heart of Midlothian (2) 1–0 (a.e.t.)Falkirk (3)Edinburgh
Stadium: Tynecastle Park

Quarter-finals[edit]

13 March 2021 Kilmarnock (1)1–2 Ross County (1) Kilmarnock
Stadium: Rugby Park
13 March 2021 Arbroath (2) 0–0 (a.e.t.)
(3–2 p)		Heart of Midlothian (2)Arbroath
Stadium: Gayfield Park
14 March 2021 Dundee United (1)1–2 Motherwell (1) Dundee
Stadium: Tannadice Park
14 March 2021 Dunfermline Athletic (2)0–2 Montrose (3) Dunfermline
Stadium: East End Park

Semi-finals[edit]

10 April 2021 Motherwell (1)0–0 (a.e.t.)
(2–4 p)		 Ross County (1) Glasgow
Stadium: Hampden Park
11 April 2021 Arbroath (2)0–1 Montrose (3) Glasgow
Stadium: Hampden Park

Final[edit]

Montrose (3)1–0Ross County (1)
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