| Date | Competition | Home Team | Score | Score | Away Team | Report | Pictures | Notes |
| JAN | | | | | | | | |
| 2 | League Division 1 | Rangers | 4
| 1
| Celtic | Report | Pictures | |
03
| Glasgow League | Celtic | 2
| 1
| Clyde
| Report | Pictures | |
| 7 | League Division 1 | Celtic | 4
| 1
| Dundee | Report | Pictures | |
| 14 | Scottish Cup | 6th G.R.V | 1
| 8
| Celtic | Report | Pictures | |
21
| Glasgow League | Celtic | 2
| 2
| Queen’s Park
| Report | Pictures | |
| FEB | | | | | | | | |
| 4 | Scottish Cup | Celtic | 3
| 0
| St Bernard’s | Report | Pictures | |
11
| Glasgow League | Clyde | 2
| 5
| Celtic
| Report | Pictures | |
| 18 | Scottish Cup | Celtic | A | A | Queen’s Park | | Pictures | Match abandoned due to lack of light |
| 25 | Scottish Cup | Celtic | 2
| 1
| Queen’s Park | Report | Pictures | |
| MAR | | | | | | | | |
| 11 | Scottish Cup
| Celtic | 4
| 2
| Port Glasgow Athletic | Report | Pictures | |
18
| Glasgow League | Third Lanark | 2
| 3
| Celtic
| Report | Pictures | |
| 25 | Friendly | Blackburn Rovers | 3 | 1 | Celtic
| Report | Pictures | |
| APR | | | | | | | | |
01
| Friendly | Dundee | 2
| 2
| Celtic | Report | Pictures | |
03
| Friendly | Hibernian | 1 | 1 | Celtic
| Report | Pictures | |
03
| Glasgow League | Celtic | 2
| 1
| Third Lanark
| Report | Pictures | |
10
| Friendly
| Celtic
| 0
| 2
| Wigan County
| Report
| Pictures
| |
14
| Friendly
| Dumfries Hibs
| 0
| 10
| Celtic
| Report
| Pictures
| |
15
| Friendly
| Celtic
| 2
| 0
| Liverpool
| Report
| Pictures
| |
17
| Friendly
| Johnstone
| 0 | 5 | Celtic
| Report
| Pictures
| |
| 22 | Scottish Cup
| Celtic | 2
| 0
| Rangers | Report | Pictures | Scottish Cup Final, Celtic win for second time
|
25
| Friendly | Abercorn | 3
| 3 | Celtic
| Report | Pictures | |
26
| Glasgow League | Celtic | 3
| 0
| Partick Thistle
| Report | Pictures | |
29
| Glasgow League | Partick Thistle | 1
| 3
| Celtic
| Report | Pictures | |
MAY
| | | | | | | | |
1
| Friendly
| Aberdeen
| 1
| 5
| Celtic
| Report
| | |
1
| Friendly
| Fair City Athletic
| 1
| 10 | Celtic
| Report
| | |
| 3 | Friendly
| Stevenston Thistle
| 2 | 4 | Celtic
| Report | | |
6
| Glasgow League | Celtic | 4
| 1
| Rangers
| Report | Pictures | |
| 8 | Friendly | West Calder | 2 | 2 | Celtic
| Report | Pictures | |
10
| Glasgow League | Queen’s Park | 1
| 5
| Celtic
| Report | Pictures | |
11
| Friendly | Port Glasgow Athletic | 3 | 3 | Celtic
| Report | Pictures | |
13
| Glasgow League | Rangers | 1
| 1
| Celtic
| Report | Pictures | |
15
| Friendly
| Royal Albert
| 0 | 1 | Celtic
| Report
| | |
20
| Glasgow Charity Cup | Celtic | 4
| 0
| Queen’s Park
| Report | Pictures | |
27
| Glasgow Charity Cup
| Celtic
| 2
| 0
| Rangers
| Report
| | |
| | Season Review | | | | | | |
| | Statistics 1898-99 | | | | | | |
| | | | | | | | |
| | | | | | | | |
| | League Table 1898-99 | | | | | | |
| | Scottish Cup, Fixtures & Results 1898-99 | | | | | | |
| | | | | | | | |
| | | | | | | | |
| | Celtic Team Line-Up 1899-1900 | | | | | | |
| | | | | | | | | |
| AUG | | | | | | | | |
| 19 | League Division 1 | Celtic | 3
| 2
| Clyde | Report | Pictures | |
| 26 | League Division 1 | Kilmarnock | 2
| 2
| Celtic | Report | Pictures | Opening of Rugby Park
|
28
| Friendly
| Celtic
| 2
| 2
| Rangers
| Report
| Pictures
| Sandy McMahon Testimonial
|
| SEP | | | | | | | | |
| 2 | League Division 1 | Celtic | 5
| 2
| Third Lanark | Report | Pictures | |
| 9 | League Division 1 | Celtic | 2
| 1
| Hibernian | Report | Pictures | |
16
| Glasgow Cup 1st Rd
| Celtic
| 5
| 1
| Partick Thistle
| Report
| Pictures
| |
| 18 | League Division 1 | Hibernian | 1
| 1
| Celtic | Report | Pictures | |
21
| Friendly
| Celtic
| 2
| 0
| The Kaffirs
| Report
| Pictures
| South African side; The first black tourist team to play in the UK, Basuto XI
|
| 23 | League Division 1 | Clyde | 0
| 5
| Celtic | Report | Pictures | |
| 25 | League Division 1 | Third Lanark | 0
| 3
| Celtic | Report | Pictures | |
| 30 | League Division 1 | Celtic | 0
| 2
| Heart of Midlothian | Report | Pictures | |
| OCT | | | | | | | | |
| 7 | League Division 1 | Rangers | 3
| 3
| Celtic | Report | Pictures | |
14
| Glasgow Cup SF | Linthouse | 1
| 5
| Celtic | Report | Pictures | At Govandale Park. Att – 5,000. |
| 21 | League Division 1 | St Mirren | 2
| 2
| Celtic | Report
| Pictures
| |
| 28 | League Division 1 | Celtic | 5
| 0
| St Bernard’s | Report | Pictures | Opening of the Grand Stand later named the Grant Stand.
|
| NOV | | | | | | | | |
| 4 | League Division 1 | Heart of Midlothian | 3
| 2
| Celtic | Report | Pictures | |
11
| Glasgow Cup Final
| Rangers
| 1
| 1
| Celtic
| Report | pictures
| At Cathkin Park. Att – 10,000.
|
18
| Glasgow Cup Final Replay
| Rangers
| 1
| 0
| Celtic
| Report
| Pictures
| At Cathkin Park. Att – 8,000. |
| 25 | League Division 1 | Dundee | 1
| 2
| Celtic | Report | Pictures | |
| DEC | | | | | | | | |
| 2 | League Division 1 | St Bernard’s | 1
| 1
| Celtic | Report | Pictures | |
| 9 | League Division 1 | Celtic | 3
| 1
| St Mirren | Report | Pictures | |
| 16 | League Division 1 | Celtic | 3
| 3
| Kilmarnock | Report | Pictures | |
| 23 | League Division 1 | Celtic | 1
| 1
| Dundee | Report | Pictures | |
| 25 | Friendly | Blackburn Rovers | 3 | 2 | Celtic | Report | Pictures | |
| 29 | Inter-City League | Hibernian | 1
| 0
| Celtic | Report | Pictures | |
| | | | | | | | | |