Tottenham Hotspur will face a trip to Bulgaria in the Europa League second qualifying round after being paired with Lokomotiv Plovdiv in Monday's draw.
The tie will be played on September 17, four days after Jose Mourinho's side kick off their Premier League football campaign at home to Everton.
Should they beat Lokomotiv, Spurs must get past the third round and then the playoff round on October 1 to enter the Europa League proper.
Lokomotiv qualified for the Europa League by winning the Bulgarian Cup for the second year running. Spurs qualified by coming sixth in the Premier League.
Meanwhile, League of Ireland side Shamrock Rovers have been handed a glamour tie at home to seven-time former European champions AC Milan in Dublin.
Steven Gerrard's Rangers have been drawn away at Lincoln Red Imps of Gibraltar, the minnows who beat Celtic 1-0 at home in a Champions League qualifier in 2016 before losing the return in Glasgow.
After being knocked out of this season's Champions League at home by Ferencvaros in the second qualifying round last week, Celtic will enter the Europa League in the third qualifying round, the draw for which takes place on Tuesday.
Complications caused by the coronavirus pandemic mean that all qualifying ties are being played as one-off matches at the home of the first team drawn from the hat, rather than over two legs.
All European ties are going ahead behind closed doors.
The delayed 2019/20 Europa League was only completed on August 21, with Sevilla beating Inter Milan in the final behind closed doors in Cologne to win the trophy for the sixth time in 15 years.
