Under Maryland law for the election for the 1st and 2nd Congresses "candidates were elected at-large but had to be residents of a specific district with the statewide vote determining winners from each district."
| District | Incumbent | Party | First elected | Result | Candidates | ||||
|---|---|---|---|---|---|---|---|---|---|
| Michael J. Stone | Anti-Administration | 1789 | Incumbent lost re-election. New member elected. Pro-Administration gain. | nowrap | √ Philip Key (Pro-Administration) 56.8% Michael J. Stone (Anti-Administration) 43.2% | ||||
| Joshua Seney | Anti-Administration | 1789 | Incumbent re-elected. | nowrap | √ Joshua Seney (Anti-Administration) 57.1% James Tilghman 42.9% | ||||
| Benjamin Contee | Anti-Administration | 1789 | Incumbent lost re-election. New member elected. Pro-Administration gain. Winner later resigned due to questions of ineligibility due to his residence[1] and was replaced in a special election by John Francis Mercer (Anti-Administration). | nowrap | √ William Pinkney (Pro-Administration) 61.6% Benjamin Contee (Anti-Administration) 38.4% | ||||
| William Smith | Anti-Administration | 1789 | Incumbent retired. New member elected. Anti-Administration hold. | nowrap | √ Samuel Sterett (Anti-Administration) 100% | ||||
| George Gale | Pro-Administration | 1789 | Incumbent lost re-election. New member elected. Pro-Administration hold. | nowrap | √ William V. Murray (Pro-Administration) 56.4% George Gale (Pro-Administration) 43.6% | ||||
| Daniel Carroll | Pro-Administration | 1789 | Incumbent lost re-election. New member elected. Anti-Administration gain. | nowrap | √ Upton Sheredine (Anti-Administration) 55.5% Daniel Carroll (Pro-Administration) 44.5% |