The 1999 DFB-Ligapokal was the third edition of the DFB-Ligapokal, and, for the third consecutive year, was won by Bayern Munich. Bayern, the previous year's League champions, beat Werder Bremen in the final, a reverse of the previous year's cup final.

A total of six teams qualified for the competition. The labels in the parentheses show how each team qualified for the place of its starting round:

• 1st, 2nd, 3rd, 4th, etc.: League position
• CW: Cup winners
• TH: Title holders

10 July 1999

17:45

Bayer Leverkusen	3–1	1. FC Kaiserslautern
Brdarić 30' Schneider 37' Kirsten 78'	Report	Pettersson 16'

Ernst-Abbe-Sportfeld, Jena

Attendance: 8,000

Referee: Helmut Fleischer

11 July 1999

17:45

Hertha BSC	1–2	Borussia Dortmund
Sverrisson 62'	Report	Bobic 53' Herzog 90' (o.g.)

Stadion an der Bremer Brücke, Osnabrück

Attendance: 11,000

Referee: Uwe Kemmling

13 July 1999

17:45

Werder Bremen	2–1	Bayer Leverkusen
Seidel 28' Bode 77'	Report	Kirsten 6'

Erzgebirgsstadion, Aue

Attendance: 7,000

Referee: Torsten Koop

14 July 1999

19:45

Bayern Munich	1–0	Borussia Dortmund
Wörns 66' (o.g.)	Report

Rosenaustadion, Augsburg

Attendance: 24,500

Referee: Alfons Berg

17 July 1999 (1999-07-17)

17:45 CEST

Werder Bremen	1–2	Bayern Munich
Seidel 56'	Report	Paulo Sérgio 37' Tarnat 43'

BayArena, Leverkusen

Attendance: 13,000

Referee: Hans-Jürgen Weber (Essen)