2019 Parade Award Recipients
| AWARD | WINNER | |
| 1 | Grand Marshal Award | Past Parade Queens & Honor Attendants |
| 2 | Queen | Taylor Besciglia |
| 3 | Honor Attendant | Claire Bohan |
| 4 | Tom Slater Sprit of the Parade 1st place | Connecticut Free Masons 4th Masonic District |
| 5 | Tom Slater Sprit of the Parade 2nd place | Boy Scout Troop 608 |
| 6 | Best Overall Unit | New Haven Fire Department |
| 7 | Best Float | West Haven Irish American Club |
| 8 | Best Charitable Organization | Wallingford 350th Jubilee |
| 9 | Best Entertainment | Midsummer Fantasy Renaissance Faire |
| 10 | Best Entertainment Vehicle | KC101 - iHeart Radio |
| 11 | Best Reenactment Unit 1st Place | 27th. Connecticut Volunteer Regiment |
| 12 | Best Reenactment Unit 2nd Place | 8th Regiment Connecticut Volunteer Infantry, Company A, Inc |
| 13 | Best Youth Group | John Paul II School Girl Scout Troop |
| 14 | Best Drill Team | The Elite Drill Squad & Drum Corps |
| 15 | Best Middle School Band | Nathan Hale Marching Patriots |
| 16 | Best Irish Dance Unit | The Brennan-Lucey Irish Dance Academy |
| 17 | Best Irish Marching Unit 1st Place | New Haven Gaelic Football & Hurling Club / Irish American Community Center |
| 18 | Best Irish Marching Unit 2nd Place | Knights of Saint Patrick |
| 19 | Best Drum and Bugle Corps | St. Peter's Drum Corps, Inc. |
| 20 | Best Pipe Band 1st Place | Police Pipes & Drums of Waterbury |
| 21 | Best Pipe Band, 2nd place | Fairfield County Police Pipes & Drums |
| 22 | Best Senior Fife and Drum Corps | Stony Creek Fife & Drum Corps |
| 23 | Best Junior Fife and Drum Corps | Deep River Junior Ancient Fife & Drum Corp |
| 24 | Best Senior Military Unit | New Haven Veterans - VFW |
| 25 | Best Junior Military Unit | CT Minuteman and Stratford Eagles Squadrons Civil Air Patrol |
| 26 | Best Police Marching Unit | Connecticut State Police |
| 27 | Best Police Honor Guard 1st Place | Judicial Marshals Honor Guard |
| 28 | Best Police Honor Guard 2nd Place | Bridgeport Police Honor Guard |
| 29 | Best Fire Honor Guard | Middletown Fire Department Honor Guard |
| 30 | Best Fire Department First place | New Haven Fire Department Local 825 |
| 31 | Best Volunteer Fire Department | M.P. Rice Hose Co. No. 2 |