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MSSA Cup Champions

The Rowland & Stewart Cups are Maryland's oldest cup competitions.
The H.C.W. Rowland Challenge Cup was donated by Mrs. H.C.W. Rowland in the interest of Association Football in 1914. It is Maryland's open championship.
The Harry A. Stewart Trophy was established in 1932 as the Amateur Challenge Cup Competition.
It is believed that in the past that these competitions qualified Maryland sides into the respective national tournaments. Since 2013, the winners have advanced to the USASA Region I qualifiers, the Rowland Cup to the Werner Fricker Cup and the Stewart Cup to the Amateur Cup.
The Morton Cup was named after Darwin "Lefty" Morton, former Vice President of the Maryland State Soccer Association. Lefty coached for many years and was also an administrator for MSSA with the Cups program & registration. Lefty could be seen every Sunday at a pitch somewhere in the state checking the local scene. The Morton Cup is a state only competition. The Maryland-District-Virginia Cup was established in 2024 as part of the Centennial Celebration of the Maryland State Soccer Association. It drew the top sides from both sides of the Potomac River. After the first year success, it was decided to continue the competition for the bragging rights as the best in the MDV area.
The Maryland Over-30, Over-40 & Over-50 Cups qualify teams to represent the state at USASA Region I play.
Year
Rowland Cup
Stewart Cup
Morton Cup
MD-DC-VA Cup
2025
Ristozi FC
Christos FC
ACFC
Ristozi FC
2024
Steel Pulse FC
Christos FC
FC 4188
Ristozi FC
2023
Christos FC
Sure Sports FC
Das Bierhalle FC

2022
Christos FC
Christos FC
Das Bierhalle FC

2021
Columbia FC
Christos FC
Dream Team FC

2020
Christos FC
Christos FC
All Star United

2019
Yinz United
Christos FC
Colombia FC

2018
Christos FC
Christos FC
Starliners FC

2017
Christos FC
Christos FC
Catonsville FC Orange

2016
Christos FC
Christos FC
Brothers United

2015
Dulles Sportsplex Aegean Hawks FC
Maryland Bays
Sierra Rangers

2014
Maryland Bays
Maryland Bays
FC Reina

2013
Screaming Eagles
Maryland Bays
FC Reina

2012
Maryland Bays
Maryland Bays


2011
Maryland Bays
Maryland Bays


2010
Baltimore Bays Chelsea
Baltimore Bays Chelsea


2009
Christos FC
Green Turtle


2008
Baltimore Colts FC
Baltimore Colts FC


2007
Baltimore Colts FC
Baltimore Bays 89


2006
Baltimore Colts FC
Christos FC


2005
Baltimore Colts FC
Allied SC


2004
Baltimore Bays
Bethesda Internationals


2003
Hen's SC
Jerry D's


2002
Baltimore Colts FC
Christos FC


2001
DiPasquale FC
Christos FC


2000
Christos FC
Brookland United


1999
Baltimore Colts FC
Baltimore Colts FC


1998
AC Hellas
AC Hellas


1997
Casa Mia
Casa Mia


1996
*
La Dolce Vita


1995
La Dolce Vita
Baltimore Kickers


1994
La Dolce Vita
Harford House


1993
La Dolce Vita
Hummers SC


1992
La Dolce Vita
Hummers SC


1991
La Dolce Vita
Hummers Sports Café


1990
Sonfast Blitz
Hummers SC


1989
La Dolce Vita
Three Brothers SC


1988
La Dolce Vita
La Dolce Vita


1987
La Dolce Vita
Olney SC


1986
Tommy's Lounge
La Dolce Vita


1985
Nats SC
Baltimore SC


1984
Casa Bianco SC
*


1983
*
*


1982
Spain SC
Apollon SC


1981
Shiflett & Horn
Hellenic SC


1980
Spain SC
*


1979
*
*


1978
*
Oakleigh United SC


1977
*
St. Elizabeths SC


1976
*
Casa Bianco


1975
Casa Bianco St.
St. Elizabeths SC


1974
Casa Bianco St.
St. Elizabeths SC


1973
*
Baltimore Kickers


1972
Italia Casa Bianco
Italia Casa Bianco


1971
Dnipro
Dnipro


1970
Bud's Tavern
British Lions FC


1969
Baltimore Kickers
Baltimore Kickers

1968
British Lions FC
Leichling SC

1967
Britannica
British Lions FC

1966
British Lions FC
British Lions FC

1965
Washington Internationals SC
Washington Internationals SC

1964
British Lions FC
Good Counsel SC

1963
British Lions FC
Central Valet SC

1962
Central Valet SC
Central Valet SC

1961
Sledz's Lounge
Central Valet SC

1960
St. Gerards
Maggies SC

1959
St. Gerards
Central Valet SC

1958
Central Valet SC
Baltimore Kickers

1957
Central Valet SC
Community Jewelers SC

1956
Our Lady of Pompei SC
Our Lady of Pompei SC

1955
Community Jewelers SC
Community Jewelers SC

1954
Surf
*

1953
Parkville
Our Lady of Pompei SC

1952
Our Lady of Pompei SC
Our Lady of Pompei SC

1951
Our Lady of Pompei SC
Our Lady of Pompei SC

1950
Our Lady of Pompei SC
Our Lady of Pompei SC

1949
Ronald M. Davis SC
Ronald M. Davis SC

1948
Parkville
C.K. Enterprises SC

1947
Our Lady of Good Counsel
John Hasslinger SC

1946
John Hasslinger SC
John Hasslinger SC

1945
Combined British Services
No Competition

1944
Combined British Services
No Competition

1943
Santa Maria
No Competition

1942
Santa Maria K.C
No Competition

1941
Santa Maria K.C.
St. Casimir's SC

1940
Ruggiero
Our Lady of Pompei SC

1939
Sixth District
Little Joe's SC

1938
St. Gerards
Corinthian SC

1937
Stonewall D.C.
Lincoln SC

1936
Baltimore Canton
No Competition

1935
Stonewall D.C.
Shannon SC

1934
Bethlehem Steel
Maryland Collegians

1933
Patapsco Rangers
Lincoln SC

1932
Bethlehem Steel
Stonewall D.C.

1931
Baltimore Canton


1930
Baltimore Canton


1929
Baltimore Canton


1928
Patapsco Rangers


1927
Patapsco Rangers


1926
Baltimore Canton


1925
Patapsco Ranger


1924
*


1923
Baltimore Soccer Club


1922
*


1921
*


1920
*


1919
*


1918
*


1917
*


1916
*


1915
*


1914
Sons of St. George


Year
Over-30 Cup
Over-40 Cup
Over-50 Cup
2025
Christos FC
Christos FC
Christos FC
2024
Christos FC
Christos FC
Christos FC
2023
Christos FC
Christos FC
Christos FC
2022
Christos FC
Christos FC

2021
Christos FC
Christos FC

2020
not played
not played

2019
Maryland Bays
Christos FC

2018
Christos FC
Christos FC

2017
Christos FC


2016
Christos FC


2015
ASA Charm City


2014
Christos FC


2013
Christos FC


2012
Christos FC


2011
Christos FC


*Missing record
No records of Rowland Cup from 1915 to 1924- It may be to the competition not played during WWI & not continued again until 1925.
Anyone who has any missing records or corrections, please email MSSAFalcone@msn.com
Thanks to Brian Bunk of Soccer History USA for providing several winners.
Werner Fricker CupNational Amateur Open Champion2005 - Baltimore Colts2014 - Maryland Bays 2016 - Christos FC 2018 - Christos FC
US Under-23 Cup2002 - Baltimore Bays
Maryland National Champions
National Challenge Cup(US Open Cup)1940 - Baltimore SC
US Amateur Cup1969 - British Lions SC2016 - Christos FC
Gerhard Mengel CupNational Over-30 Champion2012 - Christos FC O-302013 - Christos FC O-302014 - Christos FC O-302019 - Maryland Bays
National Over-50 Cup 2024 - Christos FC O-50
Still Getting our Kicks!
Copyright © 2024 Maryland State Soccer Assocation, Inc. All rights reserved.

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