FA Cup 2023/24, Third Qualifying Round |
 | 30.09.2023 | | Rushall Olympic | – | Boston United | | 0:1 (0:1) |
| Walsall |
FA Cup 2023/24, Second Qualifying Round |
| 16.09.2023 | | Boston United | – | Leamington | | 4:0 (2:0) |
| Boston |
FA Cup 2022/23, Second Qualifying Round |
| 17.09.2022 | | Lichfield City | – | Boston United | | 0:4 (0:2) |
| Lichfield |
FA Cup 2021/22, Third qualifying round |
| 02.10.2021 | | Boston United | – | East Thurrock United | | 4:0 (1:0) |
| Boston |
FA Cup 2021/22, Second qualifying round |
| 18.09.2021 | | Boston United | – | Corby Town | | 6:0 (4:0) |
| Boston |
FA Cup 2020/21, Third Qualifying Round |
| 13.10.2020 | | Boston United | – | Hemel Hempstead Town | | +:- |
| Boston |
FA Cup 2020/21, Second Qualifying Round |
| 03.10.2020 | | Boston United | – | AFC Mansfield | | 4:2 |
| Boston |
FA Cup 2019/20, First Round Proper |
| 09.11.2019 | | Carshalton Athletic | – | Boston United | | 1:4 (0:2) |
| Carshalton |
FA Cup 2019/20, Fourth Qualifying Round |
| 19.10.2019 | | Hednesford Town | – | Boston United | | 0:1 (0:1) |
| Hednesford |
FA Cup 2019/20, Third Qualifying Round |
| 05.10.2019 | | Sutton Coldfield Town | – | Boston United | | 0:1 (0:0) |
| Sutton Coldfield |
FA Cup 2019/20, Second Qualifying Round |
| 21.09.2019 | | Stamford | – | Boston United | | 0:4 (0:1) |
| Stamford |
FA Cup 2017/18, Third Qualifying Round |
| 30.09.2017 | | AFC Mansfield | – | Boston United | | 0:2 (0:1) |
| Clipstone The Forest Town Stadium |
FA Cup 2017/18, Second Qualifying Round |
| 19.09.2017 | | Haughmond | – | Boston United | | 0:5 (0:2) * |
| Shrewsbury |
FA Cup 2016/17, Second Qualifying Round |
| 17.09.2016 | | Kirby Muxloe | – | Boston United | | 1:2 |
| Kirby Muxloe |
FA Cup 2014/15, Second Qualifying Round |
| 27.09.2014 | | Boston United | – | Dereham Town | | 3:1 (2:1) |
| Boston |
FA Cup 2013/14, Second Qualifying Round |
| 28.09.2013 | | Stafford Rangers | – | Boston United | | 0:4 |
| Stafford |
FA Cup 2012/13, Third Qualifying Round |
| 06.10.2012 | | Tadcaster Albion | – | Boston United | | 0:2 (0:0) |
| Tadcaster |
FA Cup 2012/13, Second Qualifying Round |
| 22.09.2012 | | Boston United | – | Kettering Town | | 1:0 (0:0) |
| Boston |
FA Cup 2009/10, First Qualifying Round |
| 12.09.2009 | | Boston United | – | Loughborough Dynamo | | 4:2 |
| |
FA Cup 2008/09, Third Qualifying Round |
| 11.10.2008 | | Southport | – | Boston United | | 0:2 (0:1) |
| |
FA Cup 2008/09, Second Qualifying Round |
| 27.09.2008 | | Boston United | – | Stamford | | 2:1 |
| |
FA Cup 2008/09, First Qualifying Round |
| 13.09.2008 | | Boston United | – | Glapwell | | 6:1 |
| |
FA Cup 2007/08, Third Qualifying Round |
| 14.10.2007 | | Boston United | – | Hinckley United | | 4:1 |
| |
FA Cup 2007/08, Second Qualifying Round |
| 29.09.2007 | | Boston United | – | Buxton | | 4:1 |
| |
FA Cup 2005/06, First Round Proper |
| 16.11.2005 | | Boston United | – | Swindon Town | | 4:1 (4:0) * |
| Boston |
FA Cup 2004/05, Second Round Proper |
| 04.12.2004 | | Hereford United | – | Boston United | | 2:3 (1:1) |
| Hereford |
FA Cup 2004/05, First Round Proper |
| 13.11.2004 | | Boston United | – | Hornchurch | | 5:2 (0:1) |
| |
FA Cup 1999/00, Third Qualifying Round |
| | | Boston United | – | Purfleet | | 4:0 |
| |
FA Cup 1999/00, Second Qualifying Round |
| | | Boston United | – | Oldbury United | | 3:1 |
| |
FA Cup 1997/98, Fourth Qualifying Round |
| | | Knypersley Victoria | – | Boston United | | 0:1 |
| |
FA Cup 1996/97, First Round Proper |
| 16.11.1996 | | Boston United | – | Morecambe | | 3:0 (1:0) |
| |
FA Cup 1996/97, Fourth Qualifying Round |
| | | Bedworth United | – | Boston United | | 0:2 |
| |
FA Cup 1996/97, Third Qualifying Round |
| | | Boston United | – | Sudbury Wanderers | | 10:1 |
| |
FA Cup 1996/97, Second Qualifying Round |
| | | Boston United | – | Bishop's Stortford | | 3:0 |
| |
FA Cup 1996/97, First Qualifying Round |
| | | Maldon Town | – | Boston United | | 2:7 |
| |
FA Cup 1994/95, Second Qualifying Round |
| | | Boston United | – | Halstead Town | | 3:0 |
| |
FA Cup 1994/95, First Qualifying Round |
| | | Boston United | – | Harwich & Parkeston | | 2:0 |
| |
FA Cup 1993/94, First Qualifying Round |
| | | Braintree Town | – | Boston United | | 1:2 * |
| |
FA Cup 1992/93, First Qualifying Round |
| | | Boston United | – | King's Lynn | | 2:1 |
| |
FA Cup 1991/92, First Qualifying Round |
| | | Blakenall | – | Boston United | | 1:2 |
| |
FA Cup 1990/91, Fourth Qualifying Round |
| | | Boston United | – | Dartford | | 2:1 * |
| |
FA Cup 1990/91, Third Qualifying Round |
| | | Boston United | – | Boreham Wood | | 4:0 * |
| |
FA Cup 1990/91, Second Qualifying Round |
| | | Boston United | – | Valley Sports Rugby | | 3:1 |
| |
FA Cup 1990/91, First Qualifying Round |
| | | Boston United | – | Lowestoft Town | | 7:0 |
| |
FA Cup 1989/90, Second Qualifying Round |
| | | Boston United | – | Alfreton Town | | 1:0 |
| |
FA Cup 1989/90, First Qualifying Round |
| | | Leek Town | – | Boston United | | 0:3 * |
| |
FA Cup 1988/89, Second Qualifying Round |
| | | Boston United | – | Mile Oak Rovers & Youth | | 5:0 |
| |
FA Cup 1988/89, First Qualifying Round |
| | | Boston United | – | Coventry Sporting | | 8:1 |
| |
FA Cup 1986/87, Fourth Qualifying Round |
| | | Boston United | – | Gainsborough Trinity | | 6:0 |
| |
FA Cup 1983/84, Fourth Qualifying Round |
| | | Boston United | – | Stafford Rangers | | 3:1 |
| |
FA Cup 1982/83, First Round Proper |
| 20.11.1982 | | Boston United | – | Crewe Alexandra | | 3:1 |
| |
FA Cup 1982/83, Fourth Qualifying Round |
| | | Boston United | – | Shifnal Town | | 4:1 |
| |
FA Cup 1981/82, Fourth Qualifying Round |
| | | Boston United | – | Dunstable | | 3:1 |
| |
FA Cup 1981/82, Third Qualifying Round |
| | | Boston United | – | North Ferriby United | | 4:0 |
| |
FA Cup 1981/82, Second Qualifying Round |
| | | Boston United | – | Alfreton Town | | 2:0 |
| |
FA Cup 1981/82, First Qualifying Round |
| | | Boston United | – | Sutton Town | | 2:1 |
| |
FA Cup 1980/81, Fourth Qualifying Round |
| | | Corby Town | – | Boston United | | 0:1 |
| |
FA Cup 1980/81, Third Qualifying Round |
| | | Boston United | – | Barton Town | | 2:0 |
| |
FA Cup 1980/81, Second Qualifying Round |
| | | Grantham | – | Boston United | | 1:3 |
| |
FA Cup 1980/81, First Qualifying Round |
| | | Boston United | – | Skegness Town | | 3:0 |
| |
FA Cup 1979/80, Third Qualifying Round |
| | | Wisbech Town | – | Boston United | | 1:5 |
| |
FA Cup 1979/80, Second Qualifying Round |
| | | Stamford | – | Boston United | | 0:5 |
| |
FA Cup 1979/80, First Qualifying Round |
| | | Ely City | – | Boston United | | 1:2 |
| |
FA Cup 1978/79, Fourth Qualifying Round |
| | | Kettering Town | – | Boston United | | 1:3 |
| |
FA Cup 1978/79, Third Qualifying Round |
| | | Boston United | – | Gainsborough Trinity | | 3:0 |
| |
FA Cup 1978/79, Second Qualifying Round |
| | | Retford Town | – | Boston United | | 1:4 |
| |
FA Cup 1978/79, First Qualifying Round |
| | | Boston United | – | Sutton Town | | 4:0 * |
| |
FA Cup 1978/79, Preliminary Round |
| | | Heanor Town | – | Boston United | | 0:3 |
| |
FA Cup 1975/76, Fourth Qualifying Round |
| | | Kettering Town | – | Boston United | | 3:4 |
| |
FA Cup 1974/75, Fourth Qualifying Round |
| | | Enderby Town | – | Boston United | | 1:2 |
| |
FA Cup 1973/74, Second Round Proper |
| 15.12.1973 | | Boston United | – | Hitchin Town | | 1:0 |
| |
FA Cup 1973/74, First Round Proper |
| 28.11.1973 | | Hayes | – | Boston United | | 1:2 * |
| |
FA Cup 1973/74, Fourth Qualifying Round |
| | | Corby Town | – | Boston United | | 1:2 |
| |
FA Cup 1972/73, Fourth Qualifying Round |
| | | Bury Town | – | Boston United | | 1:3 |
| |
FA Cup 1971/72, Second Round Proper |
| 11.12.1971 | | Boston United | – | Hartlepool | | 2:1 |
| |
FA Cup 1971/72, First Round Proper |
| 20.11.1971 | | Ellesmere Port Town | – | Boston United | | 0:3 |
| |
FA Cup 1971/72, Fourth Qualifying Round |
| | | Winterton Rangers | – | Boston United | | 0:3 |
| |
FA Cup 1970/71, First Round Proper |
| 21.11.1970 | | Southport | – | Boston United | | 0:2 |
| |
FA Cup 1970/71, Fourth Qualifying Round |
| | | Frickley Colliery | – | Boston United | | 1:3 |
| |
FA Cup 1970/71, Third Qualifying Round |
| | | Boston | – | Boston United | | 0:4 |
| |
FA Cup 1970/71, Second Qualifying Round |
| | | Boston United | – | Lincoln United | | 1:0 |
| |
FA Cup 1970/71, First Qualifying Round |
| | | Boston United | – | Holbeach United | | 4:0 |
| |
FA Cup 1969/70, Second Qualifying Round |
| | | Boston United | – | Bourne Town | | 2:0 * |
| |
FA Cup 1969/70, First Qualifying Round |
| | | Spalding United | – | Boston United | | 0:4 |
| |
FA Cup 1969/70, Preliminary Round |
| | | Boston United | – | Wisbech Town | | 2:1 |
| |
FA Cup 1967/68, First Round Proper |
| 09.12.1967 | | Corby Town | – | Boston United | | 0:3 |
| |
FA Cup 1967/68, Fourth Qualifying Round |
| | | Bedford Town | – | Boston United | | 2:3 * |
| |
FA Cup 1967/68, Third Qualifying Round |
| | | Boston United | – | King's Lynn | | 2:0 |
| |
FA Cup 1967/68, Second Qualifying Round |
| | | Boston United | – | Louth United | | 1:0 |
| |
FA Cup 1967/68, First Qualifying Round |
| | | Holbeach United | – | Boston United | | 0:2 * |
| |
FA Cup 1966/67, Third Qualifying Round |
| | | King's Lynn | – | Boston United | | 2:5 |
| |
FA Cup 1966/67, Second Qualifying Round |
| | | Boston United | – | Spalding United | | 2:0 |
| |
FA Cup 1966/67, First Qualifying Round |
| | | Boston United | – | Stamford | | 4:0 |
| |
FA Cup 1962/63, Fourth Qualifying Round |
| | | Boston United | – | Kettering Town | | 2:0 |
| |
FA Cup 1962/63, Third Qualifying Round |
| | | Boston United | – | Skegness Town | | 1:0 |
| |
FA Cup 1962/63, Second Qualifying Round |
| | | Boston United | – | Grantham | | 3:2 |
| |
FA Cup 1962/63, First Qualifying Round |
| | | Spalding United | – | Boston United | | 1:3 |
| |
FA Cup 1958/59, Fourth Qualifying Round |
| | | Sheffield | – | Boston United | | 0:3 |
| |
FA Cup 1958/59, Third Qualifying Round |
| | | Gainsborough Trinity | – | Boston United | | 1:3 * |
| |
FA Cup 1958/59, Second Qualifying Round |
| | | Skegness Town | – | Boston United | | 0:3 |
| |
FA Cup 1958/59, First Qualifying Round |
| | | Boston United | – | Louth United | | 5:2 |
| |
FA Cup 1958/59, Preliminary Round |
| | | Boston United | – | Alford United | | 3:0 |
| |
FA Cup 1957/58, First Round Proper |
| 16.11.1957 | | Boston United | – | Billingham Synthonia | | 5:2 |
| |
FA Cup 1957/58, Fourth Qualifying Round |
| | | Boston United | – | Alford United | | 4:0 |
| |
FA Cup 1956/57, Fourth Qualifying Round |
| | | Boston United | – | Grantham | | 6:3 |
| |
FA Cup 1955/56, Second Round Proper |
| 10.12.1955 | | Derby County | – | Boston United | | 1:6 |
| |
FA Cup 1955/56, First Round Proper |
| 19.11.1955 | | Boston United | – | Northwich Victoria | | 3:2 |
| |
FA Cup 1955/56, Fourth Qualifying Round |
| | | Sutton Town | – | Boston United | | 2:8 |
| |
FA Cup 1954/55, Fourth Qualifying Round |
| | | Peterborough United | – | Boston United | | 1:2 |
| |
FA Cup 1954/55, Third Qualifying Round |
| | | Skegness Town | – | Boston United | | 2:6 |
| |
FA Cup 1954/55, Second Qualifying Round |
| | | Boston United | – | Grantham | | 1:0 * |
| |
FA Cup 1954/55, First Qualifying Round |
| | | Brigg Town | – | Boston United | | 0:2 |
| |
FA Cup 1953/54, Fourth Qualifying Round |
| | | Shirebrook Miners Welfare | – | Boston United | | 2:5 |
| |
FA Cup 1953/54, Third Qualifying Round |
| | | Ashby Institute | – | Boston United | | 2:3 |
| |
FA Cup 1953/54, Second Qualifying Round |
| | | Lysaght's Sports | – | Boston United | | 0:4 |
| |
FA Cup 1953/54, First Qualifying Round |
| | | Bourne Town | – | Boston United | | 1:4 |
| |
FA Cup 1952/53, Fourth Qualifying Round |
| | | Boston United | – | Frickley Colliery | | 3:2 |
| |
FA Cup 1952/53, Third Qualifying Round |
| | | Boston United | – | Skegness Town | | 3:2 |
| |
FA Cup 1952/53, Second Qualifying Round |
| | | Retford Town | – | Boston United | | 1:4 |
| |
FA Cup 1952/53, First Qualifying Round |
| | | Boston United | – | Alford United | | 5:4 |
| |
FA Cup 1952/53, Preliminary Round |
| | | Boston United | – | Barton Town | | 7:1 |
| |
FA Cup 1951/52, Second Qualifying Round |
| | | Boston United | – | Retford Town | | 6:1 |
| |
FA Cup 1951/52, First Qualifying Round |
| | | Boston United | – | Barton Town | | 5:3 |
| |
FA Cup 1950/51, First Qualifying Round |
| | | Boston United | – | Grantham | | 4:1 * |
| |
FA Cup 1950/51, Preliminary Round |
| | | Boston United | – | South Normanton Miners Welfare | | 3:2 |
| |
FA Cup 1950/51, Extra Preliminary Round |
| | | Skegness Town | – | Boston United | | 3:10 |
| |
FA Cup 1949/50, Preliminary Round |
| | | Boston United | – | Teversal & Silverhill Colliery Welfare | | 2:1 |
| |
FA Cup 1949/50, Extra Preliminary Round |
| | | Boston United | – | Holbeach United | | 7:0 |
| |
FA Cup 1947/48, First Qualifying Round |
| | | Boston United | – | Gedling Colliery | | 5:3 |
| |
FA Cup 1946/47, Third Qualifying Round |
| | | Boston United | – | Ransome & Marles | | 3:1 |
| |
FA Cup 1946/47, Second Qualifying Round |
| | | Grantham | – | Boston United | | 1:2 |
| |
FA Cup 1934/35, First Round Proper |
| 24.11.1934 | | Darwen | – | Boston United | | 1:2 |
| |
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