| 01 May 1886 | | Germantown Second XI v Haverford College Second XI | Germantown Cricket Club Ground, Nicetown, Philadelphia | Results |
| 01 May 1886 | | Longwood v Harvard College | Longwood Cricket Club Ground, Boston | Results |
| 01 May 1886 | | Merion v Haverford College | Cricket Avenue, Ardmore | Results |
| 08 May 1886 | | Burlington and Missouri Railroad v Omaha High School | Omaha | Results |
| 12 May 1886 | | Baltimore v Germantown | Mount Washington, Baltimore | Results |
| 19 May 1886 | | Burlington and Missouri Railroad v Omaha High School | Omaha | Results |
| 15 May 1886 | | Brockton v Longwood | Prospect Hill, Brockton | Results |
| 21 May 1886 | | Philadelphia Cricket Club Juniors v Young America Juniors | St Martin's, Philadelphia | Results |
| 22 May 1886 | | Belmont Second XI v Young America Second XI | Belmont Cricket Club Ground, Philadelphia | Results |
| 22 May 1886 | | Isthmian v Old Hundred | St Paul's School, Concord | Results |
| 22 May 1886 | | Longwood v Thornton | Longwood Cricket Club Ground, Boston | Results |
| 22 May 1886 | | Merion Second XI v Haverford College Second XI | Cricket Avenue, Ardmore | Results |
| 22 May 1886 | Championship of Western Pennsylvania | Pittsburgh v Twin City Club | Brushton, Pittsburgh | Results |
| 22 May 1886 | | Young America v Oxford | Young America Cricket Club Ground, Philadelphia | Results |
| 24 May 1886 | | University of Pennsylvania Class of '87 v University of Pennsylvania Class of '88 | Germantown Cricket Club Ground, Nicetown, Philadelphia | Results |
| 28 May 1886 | | Merion Juniors v Belmont Juniors | Cricket Avenue, Ardmore | Results |
| 29 May 1886 | | Belmont Veterans v Young America Veterans | Belmont Cricket Club Ground, Philadelphia | Results |
| 29 May 1886 | | Germantown Second XI v Belmont Second XI | Germantown Cricket Club Ground, Nicetown, Philadelphia | Results |
| 29 May 1886 | | Isthmian v Old Hundred | St Paul's School, Concord | Results |
| 29 May 1886 | | Merion v Baltimore | Cricket Avenue, Ardmore | Results |
| 29 May 1886 | | Newark v International of Brooklyn | Johnson Avenue, Newark | Results |
| 29 May 1886 | | Philadelphia Cricket Club Second XI v Young America Second XI | St Martin's, Philadelphia | Results |
| 29 May 1886 | | Pittsburgh v Belmont | Brushton, Pittsburgh | Results |
| 31 May 1886 | | Manhattan Second XI v International Tile Company of Brooklyn Second XI | Prospect Park, Brooklyn | Results |
| 31 May 1886 | | Maumee Valley v Peninsular Cricket Club | Ash Street, Toledo | Results |
| 31 May 1886 | | New York Cricket Club v Staten Island Cricket Club Second XI | Central Park, New York | Results |
| 31 May 1886 | | Newark v Kings County | Johnson Avenue, Newark | Results |
| 01 Jun 1886 | | Young America Juniors v Germantown Juniors | Young America Cricket Club Ground, Philadelphia | Results |
| 05 Jun 1886 | | Belmont Second XI v Merion Second XI | Belmont Cricket Club Ground, Philadelphia | Results |
| 05 Jun 1886 | | Longwood v Harvard College | Longwood Cricket Club Ground, Boston | Results |
| 05 Jun 1886 | | Oxford v Chester City | Oxford Cricket Club Ground, Philadelphia | Results |
| 05 Jun 1886 | | Oxford Second XI v Germantown Second XI | Oxford Cricket Club Ground, Philadelphia | Results |
| 05 Jun 1886 | | Philadelphia Cricket Club Second XI v Quaker City | St Martin's, Philadelphia | Results |
| 05 Jun 1886 | | University of Pennsylvania v Haverford College | Germantown Cricket Club Ground, Nicetown, Philadelphia | Results |
| 09 Jun 1886 | | Baltimore v Belmont | Mount Washington, Baltimore | Results |
| 10 Jun 1886 | | Manhattan v Newark | Prospect Park, Brooklyn | Results |
| 11 Jun 1886 | | Albion Club of Highlandville v Longwood | Highlandville | Results |
| 11 Jun 1886 | | Belmont Juniors v Young America Juniors | Belmont Cricket Club Ground, Philadelphia | Results |
| 12 Jun 1886 | | Baltimore v Philadelphia Cricket Club | Mount Washington, Baltimore | Results |
| 12 Jun 1886 | | Germantown v Staten Island Cricket Club | Germantown Cricket Club Ground, Nicetown, Philadelphia | Results |
| 12 Jun 1886 | | Merion Second XI v Quaker City | Cricket Avenue, Ardmore | Results |
| 12 Jun 1886 | | ONT Athletic Club of Newark v Manhattan | ONT Athletic Club Ground, East Newark | Results |
| 12 Jun 1886 | | Oxford v Merion | Oxford Cricket Club Ground, Philadelphia | Results |
| 12 Jun 1886 | | Young America Veterans v Germantown Veterans | Young America Cricket Club Ground, Philadelphia | Results |
| 16 Jun 1886 | | Baltimore v Oxford | Mount Washington, Baltimore | Results |
| 16 Jun 1886 | | Merion Juniors v Young America Juniors | Cricket Avenue, Ardmore | Results |
| 17 Jun 1886 | | Longwood v All New England | Longwood Cricket Club Ground, Boston | Results |
| 17 Jun 1886 | | Newark v New York Cricket Club | Johnson Avenue, Newark | Results |
| 17 Jun 1886 | | Philadelphia Cricket Club Juniors v Germantown Juniors | St Martin's, Philadelphia | Results |
| 17 Jun 1886 | | St George's Club of New York v Staten Island Cricket Club | St George's Club New Ground, Hoboken | Results |
| 05 Jul 1886 | | Staten Island Cricket Club Americans v Staten Island Cricket Club English | West New Brighton, Staten Island | Results |
| 18 Jun 1886 | | Longwood Second XI v St Paul's School | Longwood Cricket Club Ground, Boston | Results |
| 10 Jun 1886 | | Belmont Veterans v Orpheus Club | Belmont Cricket Club Ground, Philadelphia | Results |
| 19 Jun 1886 | | Germantown Second XI v Young America Second XI | Germantown Cricket Club Ground, Nicetown, Philadelphia | Results |
| 19 Jun 1886 | | Longwood v Ashton | Longwood Cricket Club Ground, Boston | Results |
| 19 Jun 1886 | | Manhattan v Alma Club of Newark | Prospect Park, Brooklyn | Results |
| 19 Jun 1886 | | Merion Second XI v Philadelphia Cricket Club Second XI | Cricket Avenue, Ardmore | Results |
| 19 Jun 1886 | | New York Cricket Club Second XI v Staten Island Cricket Club Second XI | Central Park, New York | Results |
| 19 Jun 1886 | | Young America v Merion | Young America Cricket Club Ground, Philadelphia | Results |
| 22 Jun 1886 | | Merion Second XI v St Paul's School | Cricket Avenue, Ardmore | Results |
| 24 Jun 1886 | | Germantown Second XI v St Paul's School | Germantown Cricket Club Ground, Nicetown, Philadelphia | Results |
| 24 Jun 1886 | | Philadelphia Cricket Club Veterans v Orpheus Club | St Martin's, Philadelphia | Results |
| 24 Jun 1886 | | Young America Veterans v Belmont Veterans | Young America Cricket Club Ground, Philadelphia | Results |
| 26 Jun 1886 | | Chester City v Belmont Second XI | Chester City Cricket Club Ground, Chester | Results |
| 26 Jun 1886 | | Merion v Belmont | Cricket Avenue, Ardmore | Results |
| 26 Jun 1886 | | Oxford v Staten Island Cricket Club | Oxford Cricket Club Ground, Philadelphia | Results |
| 26 Jun 1886 | | Philadelphia Cricket Club Second XI v Germantown Second XI | St Martin's, Philadelphia | Results |
| 26 Jun 1886 | | Young America Second XI v Merion Second XI | Young America Cricket Club Ground, Philadelphia | Results |
| 28 Jun 1886 | | Belmont Juniors v Germantown Juniors | Belmont Cricket Club Ground, Philadelphia | Results |
| 28 Jun 1886 | | University of Pennsylvania Past v University of Pennsylvania Present | Germantown Cricket Club Ground, Nicetown, Philadelphia | Results |
| 29 Jun 1886 | | Wilmington Juniors v Young America Juniors | Elsmere, Wilmington | Results |
| 30 Jun 1886 | | Germantown Second XI v Merion Second XI | Germantown Cricket Club Ground, Nicetown, Philadelphia | Results |
| 30 Jun 1886 | | Young America Juniors Second XI v Germantown Juniors Second XI | Young America Cricket Club Ground, Philadelphia | Results |
| 01 Jul 1886 | | Belmont Veterans v Germantown Veterans | Belmont Cricket Club Ground, Philadelphia | Results |
| 02 Jul 1886 | | Germantown Juniors v Merion Juniors | Germantown Cricket Club Ground, Nicetown, Philadelphia | Results |
| 03 Jul 1886 | | Germantown Second XI v Baltimore Second XI | Germantown Cricket Club Ground, Nicetown, Philadelphia | Results |
| 03 Jul 1886 | | Young America Second XI v Belmont Second XI | Young America Cricket Club Ground, Philadelphia | Results |
| 05 Jul 1886 | | Belmont Second XI v Germantown Second XI | Belmont Cricket Club Ground, Philadelphia | Results |
| 05 Jul 1886 | | Duluth v Picked XI | Duluth | Results |
| 05 Jul 1886 | | Germantown v Merion | Germantown Cricket Club Ground, Nicetown, Philadelphia | Results |
| 05 Jul 1886 | | Merion Veterans v Young America Veterans | Cricket Avenue, Ardmore | Results |
| 05 Jul 1886 | | Philadelphia Cricket Club v Baltimore | St Martin's, Philadelphia | Results |
| 08 Jul 1886 | | Belmont Veterans v Merion Veterans | Belmont Cricket Club Ground, Philadelphia | Results |
| 08 Jul 1886 | | Philadelphia Cricket Club v Young America | St Martin's, Philadelphia | Results |
| 10 Jul 1886 | | Belmont Third XI v Pennsylvania Railroad | Belmont Cricket Club Ground, Philadelphia | Results |
| 10 Jul 1886 | | Germantown v Oxford | Germantown Cricket Club Ground, Nicetown, Philadelphia | Results |
| 19 Jul 1886 | | Peninsular Cricket Club v Maumee Valley | Recreation Park, Detroit | Results |
| 14 Jul 1886 | | Longwood v Fall River | Longwood Cricket Club Ground, Boston | Results |
| 17 Jul 1886 | | Belmont Second XI v Quaker City | Belmont Cricket Club Ground, Philadelphia | Results |
| 17 Jul 1886 | | Merion Juniors v Philadelphia Cricket Club Juniors | Cricket Avenue, Ardmore | Results |
| 17 Jul 1886 | | Philadelphia Cricket Club v Germantown | St Martin's, Philadelphia | Results |
| 17 Jul 1886 | | Staten Island Cricket Club v Merion | West New Brighton, Staten Island | Results |
| 19 Jul 1886 | | Longwood v Merion | Longwood Cricket Club Ground, Boston | Results |
| 20 Jul 1886 | | International Tile Company of Brooklyn v Essex | Prospect Park, Brooklyn | Results |
| 21 Jul 1886 | | New Haven v Manhattan | Hamilton Park, New Haven | Results |
| 24 Jul 1886 | | Germantown Wanderers v Wakefield | Germantown Cricket Club Ground, Nicetown, Philadelphia | Results |
| 24 Jul 1886 | | Young America Second XI v Philadelphia Cricket Club Second XI | Young America Cricket Club Ground, Philadelphia | Results |
| 26 Jul 1886 | | Staten Island Cricket Club v Riverside | West New Brighton, Staten Island | Results |
| 28 Jul 1886 | | Pittsburgh Juniors v Park Place | Brushton, Pittsburgh | Results |
| 31 Jul 1886 | | Longwood v Thornton | Longwood Cricket Club Ground, Boston | Results |
| 02 Aug 1886 | | Trenton v Manhattan | Trenton Cricket Club Ground, Trenton | Results |
| 07 Aug 1886 | | Ashton v Longwood | Ashton | Results |
| 07 Aug 1886 | | Dedham v Boston Zingari | Oakdale, Dedham | Results |
| 15 Aug 1886 | | Manhattan v New Haven | Prospect Park, Brooklyn | Results |
| 16 Aug 1886 | | Peninsular Cricket Club v Whittington XI | Recreation Park, Detroit | Results |
| 20 Aug 1886 | | Peninsular Cricket Club v Toledo | Alexandrine Avenue, Detroit | Results |
| 21 Aug 1886 | | Germantown Wanderers v Sherwood Club of Angora | Germantown Cricket Club Ground, Nicetown, Philadelphia | Results |
| 24 Aug 1886 | | Longwood v Brockton | Longwood Cricket Club Ground, Boston | Results |
| 25 Aug 1886 | | St George's Club of New York v Kings County | St George's Club New Ground, Hoboken | Results |
| 28 Aug 1886 | | Germantown Wanderers v Wakefield | Germantown Cricket Club Ground, Nicetown, Philadelphia | Results |
| 28 Aug 1886 | | Manhattan v Riverside | Prospect Park, Brooklyn | Results |
| 28 Aug 1886 | | Oxford v Trenton | Oxford Cricket Club Ground, Philadelphia | Results |
| 31 Aug 1886 | | Baltimore v Virginia | Mount Washington, Baltimore | Results |
| 08 Sep 1886 | | Newark v Manhattan | Johnson Avenue, Newark | Results |
| 11 Sep 1886 | | Philadelphia Cricket Club v Oxford | St Martin's, Philadelphia | Results |
| 12 Sep 1886 | | Manhattan v Trenton | Prospect Park, Brooklyn | Results |
| 14 Sep 1886 | | Young America Juniors v Belmont Juniors | Young America Cricket Club Ground, Philadelphia | Results |
| 18 Sep 1886 | | Belmont Veterans v Seabright | Belmont Cricket Club Ground, Philadelphia | Results |
| 21 Sep 1886 | | Young America Juniors v Philadelphia Cricket Club Juniors | Young America Cricket Club Ground, Philadelphia | Results |
| 25 Sep 1886 | | Isthmian v Old Hundred | St Paul's School, Concord | Results |
| 28 Sep 1886 | | Merion Juniors v Germantown Juniors | Cricket Avenue, Ardmore | Results |
| 02 Oct 1886 | | Pottsville v Port Carbon | Anthracite Park, Pottsville | Results |
| 02 Oct 1886 | | Young America Juniors v Germantown Juniors | Young America Cricket Club Ground, Philadelphia | Results |
| 04 Oct 1886 | | RS Newhall's XI v WE Roller's XI | Germantown Cricket Club Ground, Nicetown, Philadelphia | Results |
| 07 Oct 1886 | | Isthmian v Old Hundred | St Paul's School, Concord | Results |
| 09 Oct 1886 | | Merion v Philadelphia | Cricket Avenue, Ardmore | Results |
| 09 Oct 1886 | | St Paul's School v Longwood | St Paul's School, Concord | Results |
| 09 Oct 1886 | | Young America Second XI v Delaware | Young America Cricket Club Ground, Philadelphia | Results |
| 12 Oct 1886 | | Staten Island Cricket Club v Newark | Walker Park, Staten Island | Results |
| 13 Oct 1886 | | Germantown Veterans v Young America Veterans | Germantown Cricket Club Ground, Nicetown, Philadelphia | Results |
| 13 Oct 1886 | | Philadelphia Cricket Club Juniors v Germantown Juniors | St Martin's, Philadelphia | Results |
| 13 Oct 1886 | | Staten Island Cricket Club v Riverside | Walker Park, Staten Island | Results |
| 16 Oct 1886 | | Port Carbon v Pottsville | Port Carbon | Results |
| 21 Oct 1886 | | Germantown Third XI v Tioga Athletic Association | Germantown Cricket Club Ground, Nicetown, Philadelphia | Results |
| 23 Oct 1886 | | Young America Second XI v Young America Juniors | Young America Cricket Club Ground, Philadelphia | Results |
| 16 Oct 1886 | | Young America Second XI v Germantown Second XI | Young America Cricket Club Ground, Philadelphia | Results |
| 10 May 1886 | | Isthmian v Old Hundred | St Paul's School, Concord | Results |
| 15 May 1886 | | St Paul's School v St Paul's School Next XV | St Paul's School, Concord | Results |
| 08 May 1886 | | Longwood v Brockton | Longwood Cricket Club Ground, Boston | Results |
| 12 May 1886 | | Chicago v Albion Club of Chicago | Lincoln Park, Chicago | Results |
| 15 May 1886 | | Longwood v Quincy | Longwood Cricket Club Ground, Boston | Results |
| 29 May 1886 | | Fall River v Thornton | Fall River Park, Fall River | Results |
| 29 May 1886 | | International Club of Lowell v Boston | South Common, Lowell | Results |
| 29 May 1886 | | Wanderers v Chicago | 37th and Indiana Avenue, Chicago | Results |
| 31 May 1886 | | Longwood v Staten Island Cricket Club | Longwood Cricket Club Ground, Boston | Results |
| 31 May 1886 | | Mystic Club of Medford v Roxbury | Mystic Park, Medford | Results |
| 31 May 1886 | | Providence v Boston Zingari | Reservoir Avenue, Cranston | Results |
| 31 May 1886 | | Quincy v Boston | Quincy | Results |
| 05 Jun 1886 | | Albion Club of Chicago v St George's Club of Chicago | Douglas Park, Chicago | Results |
| 25 Sep 1886 | | Brockton v Quincy | Prospect Hill, Brockton | Results |
| 05 Jun 1886 | | Thornton v Providence | Thornton | Results |
| 09 Jun 1886 | | Longwood v Fall River | Longwood Cricket Club Ground, Boston | Results |
| 12 Jun 1886 | | Boston v Albion Club of Highlandville | Beacon Park, Boston | Results |
| 12 Jun 1886 | | Longwood v Quincy | Longwood Cricket Club Ground, Boston | Results |
| 12 Jun 1886 | | Thornton v Berkeley Athletic Club | Thornton | Results |
| 12 Jun 1886 | | Wanderers v St George's Club of Chicago | 37th and Indiana Avenue, Chicago | Results |
| 17 Jun 1886 | | Ashton v Boston Zingari | Ashton | Results |
| 17 Jun 1886 | | Dedham v Roxbury | Oakdale, Dedham | Results |
| 17 Jun 1886 | | Portsmouth v Boston | Portsmouth | Results |
| 17 Jun 1886 | | Quincy v Mystic Club of Medford | Quincy | Results |
| 18 Jun 1886 | | Providence v Boston Zingari | Reservoir Avenue, Cranston | Results |
| 19 Jun 1886 | | Albion Club of Chicago v Wanderers | Douglas Park, Chicago | Results |
| 19 Jun 1886 | | Brockton v Boston | Prospect Hill, Brockton | Results |
| 19 Jun 1886 | | Chicago v St George's Club of Chicago | Lincoln Park, Chicago | Results |
| 19 Jun 1886 | | Thornton v Boston Zingari | Thornton | Results |
| 10 Jul 1886 | | Wanderers v Albion Club of Chicago | 37th and Indiana Avenue, Chicago | Results |
| 26 Jun 1886 | | Albion Club of Chicago v Chicago | Douglas Park, Chicago | Results |
| 26 Jun 1886 | | Berkeley v Thornton | Berkeley | Results |
| 26 Jun 1886 | | Longwood v Albion Club of Highlandville | Longwood Cricket Club Ground, Boston | Results |
| 26 Jun 1886 | | St George's Club of Chicago v Wanderers | Lincoln Park, Chicago | Results |
| 05 Jul 1886 | | Albion Club of Highlandville v Thornton | Highlandville | Results |
| 05 Jul 1886 | | Fall River v Brockton | Fall River Park, Fall River | Results |
| 05 Jul 1886 | | Longwood v Quincy | Longwood Cricket Club Ground, Boston | Results |
| 05 Jul 1886 | | Mystic Club of Medford v Boston | Mystic Park, Medford | Results |
| 10 Jul 1886 | | Albion Club of Highlandville v Boston Zingari | Highlandville | Results |
| 10 Jul 1886 | | Providence v Thornton | Reservoir Avenue, Cranston | Results |
| 17 Jul 1886 | | Boston v Portsmouth | Beacon Park, Boston | Results |
| 17 Jul 1886 | | Quincy v International Club of Lowell | Quincy | Results |
| 17 Jul 1886 | | Thornton v Ashton | Thornton | Results |
| 24 Jul 1886 | | Boston v Quincy | Beacon Park, Boston | Results |
| 24 Jul 1886 | | Brockton v Longwood | Prospect Hill, Brockton | Results |
| 24 Jul 1886 | | International Club of Lowell v Mystic Club of Medford | South Common, Lowell | Results |
| 31 Jul 1886 | | Boston v Fall River | Beacon Park, Boston | Results |
| 31 Jul 1886 | | Quincy v Portsmouth | Quincy | Results |
| 07 Aug 1886 | | Albion Club of Chicago v Wanderers | Douglas Park, Chicago | Results |
| 07 Aug 1886 | | Brockton v Albion Club of Highlandville | Prospect Hill, Brockton | Results |
| 07 Aug 1886 | | International Club of Lowell v Quincy | South Common, Lowell | Results |
| 14 Aug 1886 | | Boston v International Club of Lowell | Beacon Park, Boston | Results |
| 14 Aug 1886 | | Longwood v Quincy | Longwood Cricket Club Ground, Boston | Results |
| 21 Aug 1886 | | Boston v Brockton | Beacon Park, Boston | Results |
| 21 Aug 1886 | | Quincy v Brockton | Quincy | Results |
| 21 Aug 1886 | | St George's Club of Chicago v Albion Club of Chicago | Lincoln Park, Chicago | Results |
| 21 Aug 1886 | | Thornton v Albion Club of Highlandville | Thornton | Results |
| 28 Aug 1886 | | Boston v Mystic Club of Medford | Beacon Park, Boston | Results |
| 28 Aug 1886 | | Boston Zingari v Thornton | Beacon Park, Boston | Results |
| 28 Aug 1886 | | Chicago v Wanderers | Douglas Park, Chicago | Results |
| 28 Aug 1886 | | Portsmouth v Quincy | Portsmouth | Results |
| 01 Sep 1886 | | St George's Club of Chicago v Wanderers | Lincoln Park, Chicago | Results |
| 04 Sep 1886 | | Albion Club of Chicago v Chicago | Douglas Park, Chicago | Results |
| 04 Sep 1886 | | Albion Club of Highlandville v Brockton | Highlandville | Results |
| 11 Sep 1886 | | Fall River v Boston | Fall River Park, Fall River | Results |
| 18 Sep 1886 | | Albion Club of Highlandville v Boston | Highlandville | Results |
| 18 Sep 1886 | | St George's Club of Chicago v Chicago | Lincoln Park, Chicago | Results |
| 25 Sep 1886 | | Longwood v Thornton | Longwood Cricket Club Ground, Boston | Results |
| 25 Sep 1886 | | Wanderers v Chicago | 37th and Indiana Avenue, Chicago | Results |
| 02 Oct 1886 | | Albion Club of Highlandville v Longwood | Highlandville | Results |
| 09 Oct 1886 | | Brockton v Fall River | Prospect Hill, Brockton | Results |
| 14 Sep 1886 | | Fall River v Newport | Fall River Park, Fall River | Results |
| 20 Sep 1886 | | North End Club of Fall River v Manhattan | Fall River Park, Fall River | Results |
| 21 Sep 1886 | | Brockton v Manhattan | Prospect Hill, Brockton | Results |
| 09 Oct 1886 | | Waltham v Brockton | South Street, Waltham | Results |
| 17 Oct 1886 | | Harvard College v Pawtucket | Longwood Cricket Club Ground, Boston | Results |
| 07 Apr 1886 | | H Clifton's XI v RC Lucius' XI | South Common, Lowell | Results |
| 24 Apr 1886 | | JG Hubbard's XI v G Wright's XI | Longwood Cricket Club Ground, Boston | Results |
| 01 May 1886 | | Lawrence v Lawrence Next XXII | South Side, Lawrence | Results |
| 15 May 1886 | | Boston v Boston Next XIII | East Cambridge | Results |
| 20 May 1886 | | Longwood v Harvard College | Longwood Cricket Club Ground, Boston | Results |
| 22 May 1886 | | Boston v Harvard College | East Cambridge | Results |
| 26 May 1886 | | Longwood v Harvard College | Longwood Cricket Club Ground, Boston | Results |
| 31 May 1886 | | Albion Club of Highlandville v Waltham | YMCA Ground, Needham | Results |
| 31 May 1886 | | Boston v Newport | East Cambridge | Results |
| 31 May 1886 | | Dover v Sanford | Dover | Results |
| 31 May 1886 | | Fall River v Thornton | Fall River Park, Fall River | Results |
| 31 May 1886 | | JW Dutton's XI v JG Hubbard's XI | Longwood Cricket Club Ground, Boston | Results |
| 05 Jun 1886 | | Roxbury v Dorchester | Franklin Field, Boston | Results |
| 26 Jun 1886 | | Brockton v Waltham | Prospect Hill, Brockton | Results |
| 26 Jun 1886 | | Lawrence v International Club of Lowell | South Side, Lawrence | Results |
| 26 Jun 1886 | | Mystic Club of Medford Second XI v Boston Second XI | Mystic Park, Medford | Results |
| 26 Jun 1886 | | Roxbury v Roxbury Carpet Factory | Franklin Field, Roxbury | Results |
| 05 Jul 1886 | | Dedham v East Dedham | Oakdale, Dedham | Results |
| 05 Jul 1886 | | Portsmouth v International Club of Lowell | Dover | Results |
| 05 Jul 1886 | | Roxbury v Worcester | Franklin Field, Roxbury | Results |
| 05 Jul 1886 | | Waltham v Quincy | South Street, Waltham | Results |
| 10 Jul 1886 | | International Club of Lowell v Waltham | South Common, Lowell | Results |
| 13 Jul 1886 | | Boston v Fall River | Cambridgeport | Results |
| 17 Jul 1886 | | National Club of Lowell v Brockton | South Common, Lowell | Results |
| 24 Jul 1886 | | Roxbury v Boston Zingari | Franklin Field, Boston | Results |
| 08 Aug 1886 | | Fall River v Providence | Fall River Park, Fall River | Results |
| 14 Aug 1886 | | Dedham v Walnut Hills | Oakdale, Dedham | Results |
| 14 Aug 1886 | | Roxbury v Boston Zingari | Franklin Field, Boston | Results |
| 21 Aug 1886 | | Longwood v Brockton | Longwood Cricket Club Ground, Boston | Results |
| 21 Aug 1886 | | Mystic Club of Medford v International Club of Lowell | Mystic Park, Medford | Results |
| 21 Aug 1886 | | Roxbury v Dedham | Franklin Field, Boston | Results |
| 24 Aug 1886 | | Dedham v Walnut Hills | Oakdale, Dedham | Results |
| 28 Aug 1886 | | Fall River v Longwood | Fall River Park, Fall River | Results |
| 28 Aug 1886 | | Waltham v Roxbury | South Street, Waltham | Results |
| 04 Sep 1886 | | Kidger's XI v HF Perkins XI | Mystic Park, Medford | Results |
| 11 Sep 1886 | | Longwood v Boston West Indian | Longwood Cricket Club Ground, Boston | Results |
| 11 Sep 1886 | | Mystic Club of Medford v Worcester | Mystic Park, Medford | Results |
| 11 Sep 1886 | | Quincy v Dedham | Quincy | Results |
| 07 Jun 1886 | | Boston v Roxbury | East Cambridge | Results |
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