Only three of the eight Maryland incumbents were re-elected.
| District | Incumbent | Party | First elected | Result | Candidates | |||
|---|---|---|---|---|---|---|---|---|
| George Dent | Federalist | 1792 | Incumbent retired. New member elected. Federalist hold. | nowrap | √ John Campbell (Federalist) 76.6% Frances Digges (Democratic-Republican) 23.4% | |||
| John C. Thomas | Federalist | 1798 | Incumbent lost re-election. New member elected. Democratic-Republican gain. | nowrap | √ Richard Sprigg, Jr. (Democratic-Republican) 65.0% John C. Thomas (Federalist) 35.0% | |||
| William Craik | Federalist | 1796 (Special) | Incumbent retired. New member elected. Federalist hold | nowrap | √ Thomas Plater (Federalist) 53.1% Patrick Magruder (Democratic-Republican) 46.9% | |||
| George Baer, Jr. | Federalist | 1796 | Incumbent retired. New member elected. Democratic-Republican gain. | nowrap | √ Daniel Hiester (Democratic-Republican) 57.4% Eli Williams (Federalist) 42.6% | |||
| Samuel Smith | Democratic-Republican | 1792 | Incumbent re-elected. | nowrap | √ Samuel Smith[1] (Democratic-Republican) Charles Ridgely (Federalist) | |||
| Gabriel Christie | Democratic-Republican | 1792 1794 (Lost) 1798 | Incumbent retired. New member elected. Democratic-Republican hold. | nowrap | √ John Archer (Democratic-Republican) 95.7% John Carlisle (Federalist) 3.9% Philip Thomas (Federalist) 0.4% | |||
| Joseph H. Nicholson | Democratic-Republican | 1798 (Special) | Incumbent re-elected. | nowrap | √ Joseph H. Nicholson (Democratic-Republican) 99.7% Solomon Jones 0.3% | |||
| John Dennis | Federalist | 1796 | Incumbent re-elected. | nowrap | √ John Dennis (Federalist) 89.4% William Polk (Democratic-Republican) 10.6% |