Drogheda United 2 Levadia Tallinn 1
Goals from Ollie Cahill and recent signing Fahrudin Kuduzovic saw Drogheda come from behind to keep them very much in contention to advance to the second qualifying round of the Champions League.
Estonians Levadia left Dalymount Park still in contention for a second round meeting with Dinamo Kiev, however, ahead of next week's return in Tallinn, courtesy of Tarmo Kink's potentially vital away goal.
Levadia were the more composed side in the first half, and though it stemmed from a mistake, were good value for their 1-0 interval lead.
That came on 27 minutes when, under no pressure at all, Graham Gartland played a backpass that fell short and Kink nipped in to take the ball round Dan Connor and slide it home.
Connor, making his first start of the season following injury, had been forced into a good stop earlier from Kink, before having to block away a stinging drive from Nikita Andreev with his face two minutes after Drogheda had fallen behind.
Having gone off to boos from their own fans at the break, Drogheda were better on the resumption with Shane Robinson bursting through to shoot inches wide before they equalised on 50 minutes.
Stuart Byrne crossed from the right and Cahill's looping header beat Martin Kaalma to clip down of the underside of his crossbar.
Gartland then redeemed his first-half error with a brilliant block to deprive Andreev four minutes later.
But Drogheda remained the better side and got a deserved winner on the night on 68 minutes. Richie Baker's long-range free-kick came back off a post and Kuduzovic followed up to tap home.
Adam Hughes might have extended that lead minutes later, but shot wide from Baker's header back across goal.
Drogheda United: Connor; Byrne, Maher, Gartland, Kendrick; Robinson, Keegan (Zayed, 51), Hughes; Baker, Kuduzovic, Cahill.
Levadia Tallinn: Kaalma; Sisov, Lemsalu, Kalimullin, Teniste; S. Puri (Leitan, 65), Petrenko (Marmor, 82), Nahk, Kink; Malov; Andreev (Zelinski, 90).
Referee: Gabriele Rossi (San Marino).