ISS Pro Evolution (known as World Soccer: Jikkyou Winning Eleven 4 in Japan) is the third video game in the ISS Pro series, developed exclusively for the PlayStation by Konami Computer Entertainment Tokyo, a division of Konami.

The number of international teams has been increased from the previous release. The teams are still not licensed, although they have their original home, away and goalkeeper kits with emblems and logos resembling their official emblems. However, like in ISS Pro 98, player names are misspelled, but most of them sound right while being pronounced, such as Nigel Martyn being known in the game as "Martin" (the unlicensed name has the same pronunciation as the real name). Nonetheless, some players have their real names. These players include Rafael Márquez, Sol Campbell, David Regis and Maik Taylor. Each team consists of 22 players.

In ISS Pro Evolution, for the very first time in the series club teams have been included (there are 16 clubs featured in the game, such as FC Barcelona) along with national teams; however, they could only be played in the new mode Master League, unless the player has exported the team on the memory card. Club teams are named with their respective city names in reference to their real-life equivalents, such as "London" and "Amsterdam" for Arsenal and Ajax, respectively. Just like national teams, club teams consist of 22 players. The line-ups reflect the actual squads of the 1998/1999 season, as well as the uniforms.

The 10 different stadiums included in ISS Pro Evolution are no longer generic stadiums named in letters order like in previous versions (although there is an imitation of the old Wembley Stadium in ISS Pro 98). The stadiums' fictional names stand for their real-life equivalents; for example, Stamford Bridge is named "Blue Bridge", while Old Trafford appears as "Trad Brick Stadium".