Tottenham are facing another gruelling away trip in the Europa League after being drawn away at Romania's Botoşani or Macdeonia's Shkëndija if they win the second qualifying round.
Spurs are already set a trip to Bulgaria to face FC Lokomotiv Plovdiv in the second qualifying round on September 17 and if they win they will return to the Balkans the following week to face one of the minnows on September 24.
All qualifiers for this year's Europa League will be decided over one leg, with the draw determining which team plays at home.
After being handed an unwelcome roundtrip to Bulgaria four days after they begin the new Premier League season at Everton on September 13, Spurs now face another arduous journey between the league matches against Southampton and Newcastle on September 20 and September 26, respectively.
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With the EFL Cup third-round due to be played on September 22/23, Spurs are also having to deal with the likelihood of two midweek matches and may have to play their Under-23 side in one of the competitions, as Liverpool did in the League Cup last season.
If the win in Bulgaria and Romania or Macedonia, Spurs will also have to play a play-off, scheduled for October 1, to reach the Europa League group stage, which would also potentially clash with the EFL Cup fourth-round, set for September 29/30.
Spurs finished sixth in the Premier League last season to qualifying for Uefa's secondary club competition but were forced into qualifying after rivals Arsenal won the FA Cup.