Roma have been paired with the arduous task of taking on 2004 Champions FC Porto meanwhile Sassuolo, continue on their maiden European voyage and will contest with Serbian outfit Crvena Zvezda otherwise known to most as Red Star Belgrade for a place in the Europa League group stage.
The Giallorossi will firstly travel to the Portuguese sides Estadio Do Dragao on 17 August and will hope to have the upperhand when Porto make the journey to the capital a week later on the 23 August.
Sassuolo on the other hand start their tie off at their home on 18 August and then visit the Serbs, whose 1991 Champions League triumph remains as one of the biggest shocks in the respective competition, on the 25 August.
How did they get here?
Roma recieved a by to the playoff round as a result of finishing third in Serie A last term as did opponents Porto who also finished as bronze medalists behind arch rivals Sporting Lisbon and champions Benfica.
Sassuolo were placed in the third qualifying round as a result of a sixth placed finish and Juventus seeing off Milan in the Coppa Italia. Had the result went the other way, the neroverdi wouldn't be in the competiton this year.
The Domenico Berardi inspired neroverdi saw off Swiss opposition FC Luzern 4-1 on aggregate with the youngster grabbing all three of the four goals, including a brace in the second leg.
Sassuolo's european fairytale is only at the beginning but it is a real testament to the work that's been done at the MAPEI Stadium in recent years with their first participation in Serie A only coming three seasons ago.