 |
 |
| Months as Worst in the World : | 120 |
| When : | March 1999 – October 1999 (8 months) May 2001 – December 2002 (19 months) February 2003 – October 2004 (21 months) August 2006 – November 2006 (4 months) January 2007 – September 2012 (68 months) |
| All-Time Worst in the World Ranking : | 1st |
| Montserrat on FIFA Website | |
| Montserrat on CONCACAF Website | |
| Matches played as Worst in the World | |||||
|---|---|---|---|---|---|
| 30th June 2002 | Friendly |  |
Bhutan 4-0 Montserrat | |
Report |
| 29th February 2004 | World Cup Qualifier |  |
Bermuda 13-0 Montserrat | |
|
| 21st March 2004 | World Cup Qualifier | |
Montserrat 0-7 Bermuda | |
|
| 31st October 2004 | Caribbean Cup Qualifier |  |
St Kitts & Nevis 6-1 Montserrat | |
|
| 2nd November 2004 | Caribbean Cup Qualifier | |
Montserrat 4-5 Antigua & Barbuda |  |
|
| 4th November 2004 | Caribbean Cup Qualifier |  |
St Lucia 3-0 Montserrat | |
|
| 23rd March 2008 | World Cup Qualifier | |
Montserrat 1-7 Suriname |  |
|
| 6th October 2010 | Caribbean Championship |  |
St Vincent & the Grenadines 7-0 Montserrat | |
|
| 8th October 2010 | Caribbean Championship | |
Montserrat 0-5 Barbados |  |
|
| 10th October 2010 | Caribbean Championship | |
St Kitts & Nevis 4-0 Montserrat | |
|
| 15th June 2011 | World Cup Qualifier | |
Montserrat 2-5 Belize |  |
Report |
| 17th July 2011 | World Cup Qualifier | |
Belize 3-1 Montserrat | |
|
| 5th September2012 | Caribbean Cup Qualifiers | |
Montserrat 1-7 Suriname | |
Report |
| 9th September2012 | Caribbean Cup Qualifiers |  |
British Virgin Islands 0-7 Montserrat | |
Report |
The Worst in the World 