In 1990, in an effort to eliminate the need to schedule non-conference football games, the St. Paul and Minneapolis City Conferences agreed to play each other on the final week of the regular season. To stimulate interest and create fair competition, the results of the conference season would determine which teams would play each other. The first place teams from both cities would play each other, resuming the Twin Cities Football Game, which was discontinued in 1978. The runner-up teams in both leagues would play each other, third place playing third place, etc.

In 1997, with the addition of Arlington to the St. Paul City, there was an extra team which meant that one team from St. Paul would have to sit out each year. Since Arlington was the "new kid on the block" and first in alphabetical order, the Phoenix played a non-conference game not involving a Minneapolis school. This was done for two years so that home-and-home contracts could be agreed upon. In 1999, Cretin-Derham requested to play a non-conference game for a two-year period. In 2001, Central did not play in the interleague series. With Cretin-Derham becoming an independent in football in 2002, the series returned to its original format of all teams playing each other. In 2009, Arlington did not have a varsity team so only six games were played which is the format that was used until 2011 when only five teams from Minneapolis could compete. In 2012, a St. Paul team played a non-conference game in lieu of playing in the Inter-League Series.

The series was discontinued beginning in the 2013 season because both conferences played multiple non-conference games between themselves during the regular season.

St. Paul enjoyed a great deal of success over the years, having lost only three times in the annual series to its Minneapolis counterparts. Over the twenty-three years of competition, St. Paul posted 6-1 records three times; a 5-1 record twice; and 5-2 results four times with 4-3 game results eight times. In 2011, St. Paul posted a 4-1 record and in 2012 a 3-2 record. One year (1994) it swept all seven games played. St. Paul suffered its only losing years in 2002 and 2006 when Mpls. won five games and in 2003 when it was nipped by a 4-3 margin. St. Paul compiled a fantastic 101-52 record! Leading the way were the Knights from Harding with eighteen wins, the Johnson Governors with seventeen, and the Como Park Cougars at fifteen, Highland Park Scots and Humboldt Hawks with thirteen, the Central Minutemen with twelve wins and the Cretin-Derham Raiders with ten wins. Arlington recorded four wins during its time in the conference.

RESULTS
(teams are listed as they finished in the conference)

1990 (St. Paul wins 5-2)
Cretin-Derham 42, Edison 14
Washburn 7, Johnson 6
Highland Park 21, North 8
Como Park 24, Henry 8
Roosevelt 10, Central 0
Humboldt 34, South 14
Harding 12, Southwest 6

1991 (St. Paul wins 6-1)
Cretin-Derham 34, South 6
Highland Park 49, Washburn 34
North 24, Johnson 8
Como Park 21, Edison 17
Central 34, Roosevelt 20
Harding 13, Southwest 12
Humboldt 27, Henry 8

1992 (St. Paul wins 5-2)
Cretin-Derham 28, South 14
Washburn 21, Central 6
Johnson 35, Edison 12
North 12, Como Park 0
Humboldt 42, Roosevelt 8
Highland Park 42, Southwest 6
Harding 47, Henry 8

1993 (St. Paul wins 6-1)
Cretin-Derham 20, North 0
Johnson 34, Edison 6
Como Park 8, Washburn 0
Highland Park 48, South 6
Harding 20, Henry 6
Central 28, Southwest 0
Roosevelt 22, Humboldt 6

1994 (St. Paul wins 7-0)
Cretin-Derham 34, Edison 7
Harding 27, North 22
Johnson 21, Washburn 17
Central 56, Henry 0
Highland Park 20, Roosevelt 12 (ot)
Como Park 20, Southwest 6
Humboldt 12, South 7

1995 (St. Paul wins 4-3)
Johnson 42, Edison 0
Cretin-Derham 21, Washburn 0
North 20, Highland Park 8
Central 46, Southwest 12
Harding 21, Roosevelt 20
Henry 21, Como Park 8
South 25, Humboldt 8

1996 (St. Paul wins 4-3)
Cretin-Derham 13, Roosevelt 7 (game called at half due to lightning)
Edison 18, Highland Park 12
Washburn 22, Central 16
Johnson 26, North 14
South 35, Como Park 0
Harding 7, Henry 6
Humboldt 21, Southwest 6

1997 (St. Paul wins 5-2)
Cretin-Derham 26, Washburn 13
Johnson 28, Roosevelt 7
Highland Park 49, Edison 6
Central 20, South 12
Humboldt 24, Henry 19
North 33, Harding 0
Southwest 22, Como Park 20

1998 (St. Paul wins 6-1)
Cretin-Derham 21, North 18
Johnson 35, Washburn 22
Roosevelt 25, Highland Park 20
Humboldt 38, South 6
Central 14, Edison 12
Como Park 40, Southwest 0
Harding 33, Henry 6

1999 (St. Paul wins 4-3)
Edison 14, Highland Park 7
Arlington 33, Washburn 0
Roosevelt 35, Johnson 25
Central 44, Southwest 7
North 46, Como Park 29
Humboldt 22, South 8
Harding 28, Henry 6

2000 (St. Paul wins 4-3)
Edison 20, Central 15
North 36, Arlington 26
Como Park 34, Washburn 17
Highland Park 35, Southwest 20
Johnson 39, South 6
Harding 25, Roosevelt 7
Henry 39, Humboldt 32

2001 (St. Paul wins 4-3)
Cretin-Derham 35, Washburn 7
Johnson 36, Edison 7
Como Park 20, North 0
Roosevelt 38, Highland Park 27
Henry 38, Harding 25
Arlington 40, South 28
Southwest 9, Humboldt 8

2002 (Mpls. wins 5-2)
North 9, Johnson 6
Washburn 28, Highland Park 26
Edison 35, Central 34 (ot)
Harding 35, Henry 20
South 20, Humboldt 12
Roosevelt 38, Arlington 14
Como Park 29, Southwest 7

2003 (Mpls. wins 4-3)
Johnson 21, Washburn 10
South 25, Harding 21
Roosevelt 28, Highland Park 14
North 39, Central 2
Edison 21, Como Park 16
Humboldt 20, Henry 0
Arlington 41, Southwest 8

2004 (St. Paul wins 5-2)
Highland Park 40, Washburn 14
South 28, Como Park 0
Johnson 28, Edison 14
North 28, Central 18
Harding 36, Roosevelt 6
Arlington 49, Henry 16
Humboldt 28, Southwest 6

2005 (St. Paul wins 4-3)
Johnson 28, Washburn 21
Central 27, Roosevelt 8
Como Park 28, Edison 0
North 26, Harding 7
Highland Park 25, Henry 17
South 30, Humboldt 0
Southwest 58, Arlington 24

2006 (Mpls. wins 5-2)
Washburn 42, Johnson 13
Como Park 56, South 24
Harding 28, Henry 20
North 24, Highland Park 6
Southwest 48, Central 26
Roosevelt 33, Arlington 22
Edison 32, Humboldt 12

2007 (St. Paul wins 4-3)
Como Park 42, Washburn 35
Johnson 47, Southwest 30
Roosevelt 35, Central 27
Highland Park 32, South 14
Harding 29, North 18
Edison 34, Arlington 14
Henry 43, Humboldt 6

2008 (St. Paul wins 4-3)
Washburn 22, Central 6
Johnson 34, Southwest 12
South 13, Highland Park 12
Como Park 41, Roosevelt 0
North 28, Arlington 0
Harding 36, Henry 16
Humboldt 26, Edison 0

2009 (St. Paul wins 5-1)
Highland Park 20, Washburn 12
Central 18, North 16
Como Park 16, South 0
Johnson 49, Henry 14
Harding 21, Roosevelt 14
Southwest 32, Humboldt 6

2010 (St. Paul wins 5-1)
Central 56, Washburn 6
Southwest 20, Johnson 13
Highland Park 20, North 0
Humboldt 30, Henry 8
Como Park 47, Roosevelt 0
Harding 40, Edison 0

2011 (St. Paul wins 4-1)
Central 35, Washburn 0
Southwest 20, Johnson 14
Highland Park 34, Henry 6
Harding 29, Edison 13
Como Park 14, North 6

2012 (St. Paul wins 3-2)
Central 24, Washburn 21
Southwest 22, Highland Park 10
Henry 38, Harding 20
Johnson 62, North 36
Humboldt 44, Edison 14