There are potentially four all Premiership ties so with 14 top flight sides still in this will drop to at least 10 when the games are over, making the chances of a lower league side making it to the new Wembley a distinct possibility.
The highlights of the draw see 2005 champions Arsenal play Bolton for the third time in this competition in the last three years at the Emirates. Man Utd host Pompey, a side they have scored three goals against in each of their last three games.
Premiership strugglers West Ham and Watford clash at Upton Park, while Chelsea look to have a relatively easy task at home to League One side Nottingham Forest.
In the betting Chelsea remain the favourites at around 9/4 with Man Utd 7/2 and Arsenal slightly more rewarding at 9/2.
The other sides of interest are Spurs are 12/1, Bolton could look a big price if they get by Arsenal at 28/1, while Championship leaders Birmingham can be backed at a huge 175/1.
*Prices correct at time of writing
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