Boston United Reserves meet Skegness Town with a place in the last four up-for-grabs.
The winners will travel to either Skegness United or Gainsborough Town on Saturday March 2.
Martyn Bunce’s ranks could be strengthened with Jordan Nuttell fit-again after an ankle problem while fellow striker Charley Sanders could be back in contention if he is not required for first team duty.
Midfielder Leon Kita is also available after being ineligible for the previous round win over Lincoln United Reserves.
The sides met in league action in September, with the Pilgrims winning 6-4.
Admission to the Fantasy Island Stand is available — priced £2 for adults and £1 for season ticket holders.
United (from): S Vince, Briers, Butler, Dawson, Delahoy, Elliott, Eyett, Gardner, Kita, J Nuttell, Ogden, M Price, Sanders, Steadman, Sturman, Thompson.