Pompey moved back up to third in the League One table with a 3-3 draw against Southend.
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A first league goal of the season for Ben Close was not enough to secure a return to winning ways, as Pompey drew 1-1 with Plymouth.
Pompey were beaten 2-0 by QPR in a fourth round replay to end their FA Cup adventure at Loftus Road.
Omar Bogle scored on his Fratton debut as Pompey fought from behind to draw 1-1 with Doncaster on a chilly afternoon on the south coast.
Pompey twice fought from behind, but a late goal saw them leave League One leaders Luton empty-handed.
Pompey will head to Loftus Road for an Emirates FA Cup fourth round replay following a 1-1 draw with QPR.
A late strike from David Wheeler saw Pompey see off Peterborough to reach the semi-finals of the Checkatrade Trophy.
Pompey lost 2-1 at Oxford to ensure they suffered back-to-back defeats for the first time this season.
Pompey suffered their first defeat of 2019 as they lost by a single goal to Blackpool in a largely turgid encounter at Fratton Park.
A youthful Pompey side eased past Southend at Roots Hall to reach the last eight of the Checkatrade Trophy for the first time.
Andre Green came off the bench to net a stoppage-time winner as Pompey triumphed at Norwich to reach the fourth round of the Emirates FA Cup.
Pompey began 2019 with victory at Fratton Park, but were made to work hard for the points by a struggling AFC Wimbledon side.
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