Freiburg started their DFB Pokal journey with a trip to Wurzburger Kickers. The Red Shorts, who play their football in Liga 3, the third tier of German football, fell to a 1 - 0 defeat at the hands of Freiburg. The single goal was scored by midfielder Jonathon Schmid.
The second round was much closer than Freiburg would’ve wanted it to be. The clash with VfL Osnabruck, another Liga 3 team, went all the way to penalties. Vincenzo Grifo opened the scoring for Freiburg, before Lukas Gugganig and Sebastian Klaas put Osnabruck in front. A Keven Schlotterbeck goal in the last minute of extra time kept Freiburg in the tie. Despite the tight game, Freiburg progressed 3 - 2 on penalties.
The Round of 16 was much more comfortable for Freiburg, who travelled to fellow Bundesliga club Hoffenheim. Though finally playing a club from the top tier, this was the highest-scoring match-up so far for Freiburg. Grifo scored twice, along with a goal from Kevin Schade and Ermedin Demirovic in the 4 - 1 thrashing.
The quarter-finals saw Freiburg return to extra time again. The Bundesliga match-up, this time with VfL Bochum, was much more balanced. The game finished 1 - 1 in normal time, a goal from Freiburg’s Niels Peterson and Bochum’s Sebastian Polter. Like their clash with Osnabruck, Freiburg once again scored in the last minute of extra time, this time Roland Sallai sent Freiburg to the semis.
The semi-finals saw Freiburg handed a clash with Bundesliga 2 club, Hamburg. Compared to their last outing in the DFB Pokal, this tie was much more controlled for Freiburg. First-half goals from Peterson, Nicolas Hofler and Grifo were enough for Freiburg to cruise to a 3 -1 win and a place in the DFB Pokal Final.