| 19 Jul 1919 | | Brockton v Athletics | Cross Street, Brockton | Results |
| 10 May 1919 | | Brockton v Canton | Cross Street, Brockton | Results |
| 27 Sep 1919 | | Brockton v Caribbean | Cross Street, Brockton | Results |
| 21 Jun 1919 | | Brockton v Everett | Cross Street, Brockton | Results |
| 07 Jun 1919 | | Brockton v Needham | Cross Street, Brockton | Results |
| 05 Jul 1919 | | Brockton v St George's Club of Boston | Cross Street, Brockton | Results |
| 13 Sep 1919 | | Brockton v Standard | Cross Street, Brockton | Results |
| 24 May 1919 | | Brockton v United Shoe Machinery, Beverly | Cross Street, Brockton | Results |
| 16 Aug 1919 | | Brockton v West Indian Wanderers | Cross Street, Brockton | Results |
| 30 Aug 1919 | | Brockton v West India Club A | Cross Street, Brockton | Results |
| 02 Aug 1919 | | Brockton v West India Club B | Cross Street, Brockton | Results |
| 14 Jun 1919 | | Canton v Athletics | Norfolk Street, Canton | Results |
| 26 Jul 1919 | | Brockton v Canton | Cross Street, Brockton | Results |
| 31 May 1919 | | Canton v Caribbean | Norfolk Street, Canton | Results |
| 20 Sep 1919 | | Canton v Everett | Norfolk Street, Canton | Results |
| 24 May 1919 | | Canton v Needham | Norfolk Street, Canton | Results |
| 23 Aug 1919 | | Canton v St George's Club of Boston | Norfolk Street, Canton | Results |
| 02 Aug 1919 | | Canton v Standard | Norfolk Street, Canton | Results |
| 06 Sep 1919 | | Canton v United Shoe Machinery, Beverly | Norfolk Street, Canton | Results |
| 12 Jul 1919 | | Canton v West Indian Wanderers | Norfolk Street, Canton | Results |
| 03 May 1919 | | Canton v West India Club A | Norfolk Street, Canton | Results |
| 28 Jun 1919 | | Canton v West India Club B | Norfolk Street, Canton | Results |
| 16 Aug 1919 | | Everett v Athletics | Corbett Park, Everett | Results |
| 06 Sep 1919 | | Brockton v Everett | Cross Street, Brockton | Results |
| 05 Jul 1919 | | Canton v Everett | Norfolk Street, Canton | Results |
| 02 Aug 1919 | | Everett v Caribbean | Corbett Park, Everett | Results |
| 10 May 1919 | | Everett v Needham | Corbett Park, Everett | Results |
| 24 May 1919 | | Everett v St George's Club of Boston | Corbett Park, Everett | Results |
| 03 May 1919 | | Everett v Standard | Corbett Park, Everett | Results |
| 23 Aug 1919 | | Everett v United Shoe Machinery, Beverly | Corbett Park, Everett | Results |
| 13 Sep 1919 | | Everett v West Indian Wanderers | Corbett Park, Everett | Results |
| 27 Sep 1919 | | Everett v West India Club A | Corbett Park, Everett | Results |
| 14 Jun 1919 | | Everett v West India Club B | Corbett Park, Everett | Results |
| 13 Sep 1919 | | Athletics v Needham | Franklin Field, Boston | Results |
| 23 Aug 1919 | | Needham v Brockton | YMCA Ground, Needham | Results |
| 09 Aug 1919 | | Needham v Canton | YMCA Ground, Needham | Results |
| 14 Jun 1919 | | Needham v Caribbean | YMCA Ground, Needham | Results |
| 26 Jul 1919 | | Needham v Everett | YMCA Ground, Needham | Results |
| 06 Sep 1919 | | Needham v St George's Club of Boston | YMCA Ground, Needham | Results |
| 31 May 1919 | | Needham v Standard | YMCA Ground, Needham | Results |
| 05 Jul 1919 | | Needham v United Shoe Machinery, Beverly | YMCA Ground, Needham | Results |
| 03 May 1919 | | Needham v West Indian Wanderers | YMCA Ground, Needham | Results |
| 17 May 1919 | | Needham v West India Club A | YMCA Ground, Needham | Results |
| 12 Jul 1919 | | Needham v West India Club B | YMCA Ground, Needham | Results |
| 12 Jul 1919 | | St George's Club of Boston v Athletics | North Chelmsford Common, North Chelmsford | Results |
| 20 Sep 1919 | | St George's Club of Boston v Brockton | Benn's Mohairs Cricket Club Ground, Greystone | Results |
| 07 Jun 1919 | | St George's Club of Boston v Canton | North Chelmsford Common, North Chelmsford | Results |
| 28 Jun 1919 | | St George's Club of Boston v Caribbean | North Chelmsford Common, North Chelmsford | Results |
| 09 Aug 1919 | | St George's Club of Boston v Everett | North Chelmsford Common, North Chelmsford | Results |
| 21 Jun 1919 | | St George's Club of Boston v Needham | North Chelmsford Common, North Chelmsford | Results |
| 30 Aug 1919 | | St George's Club of Boston v Standard | North Chelmsford Common, North Chelmsford | Results |
| 26 Jul 1919 | | St George's Club of Boston v United Shoe Machinery, Beverly | North Chelmsford Common, North Chelmsford | Results |
| 17 May 1919 | | St George's Club of Boston v West Indian Wanderers | North Chelmsford Common, North Chelmsford | Results |
| 16 Aug 1919 | | St George's Club of Boston v West India Club A | North Chelmsford Common, North Chelmsford | Results |
| 19 Jul 1919 | | St George's Club of Boston v West India Club B | North Chelmsford Common, North Chelmsford | Results |
| 17 May 1919 | | United Shoe Machinery, Beverly v Athletics | McKay Street Athletic Park, Beverly | Results |
| 09 Aug 1919 | | United Shoe Machinery, Beverly v Brockton | McKay Street Athletic Park, Beverly | Results |
| 21 Jun 1919 | | United Shoe Machinery, Beverly v Canton | McKay Street Athletic Park, Beverly | Results |
| 19 Jul 1919 | | United Shoe Machinery, Beverly v Caribbean | McKay Street Athletic Park, Beverly | Results |
| 07 Jun 1919 | | United Shoe Machinery, Beverly v Everett | McKay Street Athletic Park, Beverly | Results |
| 20 Sep 1919 | | United Shoe Machinery, Beverly v Needham | McKay Street Athletic Park, Beverly | Results |
| 10 May 1919 | | United Shoe Machinery, Beverly v St George's Club of Boston | McKay Street Athletic Park, Beverly | Results |
| 12 Jul 1919 | | Standard v United Shoe Machinery, Beverly | Franklin Field, Boston | Results |
| 30 Aug 1919 | | United Shoe Machinery, Beverly v West Indian Wanderers | McKay Street Athletic Park, Beverly | Results |
| 13 Sep 1919 | | United Shoe Machinery, Beverly v West India Club A | McKay Street Athletic Park, Beverly | Results |
| 31 May 1919 | | United Shoe Machinery, Beverly v West India Club B | McKay Street Athletic Park, Beverly | Results |
| 23 Aug 1919 | | West India Club A v Athletics | Franklin Field, Boston | Results |
| 14 Jun 1919 | | West India Club A v Brockton | Franklin Field, Boston | Results |
| 19 Jul 1919 | | West India Club A v Caribbean | Franklin Field, Boston | Results |
| 09 Aug 1919 | | West India Club A v Caribbean | Franklin Field, Boston | Results |
| 12 Jul 1919 | | West India Club A v Everett | Franklin Field, Boston | Results |
| 02 Aug 1919 | | West India Club A v Needham | Franklin Field, Boston | Results |
| 31 May 1919 | | West India Club A v St George's Club of Boston | Franklin Field, Boston | Results |
| 10 May 1919 | | West India Club A v Standard | Franklin Field, Boston | Results |
| 28 Jun 1919 | | West India Club A v United Shoe Machinery, Beverly | Franklin Field, Boston | Results |
| 06 Sep 1919 | | West India Club A v West Indian Wanderers | Franklin Field, Boston | Results |
| 20 Sep 1919 | | West India Club A v West India Club B | Franklin Field, Boston | Results |
| 26 Jul 1919 | | West India Club B v Athletics | Franklin Field, Boston | Results |
| 17 May 1919 | | West India Club B v Brockton | Franklin Field, Boston | Results |
| 13 Sep 1919 | | West India Club B v Canton | Franklin Field, Boston | Results |
| 21 Jun 1919 | | West India Club B v Caribbean | Franklin Field, Boston | Results |
| 30 Aug 1919 | | West India Club B v Everett | Franklin Field, Boston | Results |
| 27 Sep 1919 | | West India Club B v Needham | Franklin Field, Boston | Results |
| 03 May 1919 | | West India Club B v St George's Club of Boston | Franklin Field, Boston | Results |
| 24 May 1919 | | West India Club B v Standard | Franklin Field, Boston | Results |
| 16 Aug 1919 | | West India Club B v United Shoe Machinery, Beverly | Franklin Field, Boston | Results |
| 07 Jun 1919 | | West India Club B v West Indian Wanderers | Franklin Field, Boston | Results |
| 05 Jul 1919 | | West India Club B v West India Club A | Franklin Field, Boston | Results |
| 03 May 1919 | | Athletics v Brockton | Franklin Field, Boston | Results |
| 30 Aug 1919 | | Athletics v Canton | Franklin Field, Boston | Results |
| 20 Sep 1919 | | Athletics v Caribbean | Franklin Field, Boston | Results |
| 31 May 1919 | | Athletics v Everett | Franklin Field, Boston | Results |
| 28 Jun 1919 | | Needham v Athletics | YMCA Ground, Needham | Results |
| 27 Sep 1919 | | St George's Club of Boston v Athletics | Wood Island Park, Boston | Results |
| 06 Sep 1919 | | Athletics v Standard | Franklin Field, Boston | Results |
| 02 Aug 1919 | | Athletics v United Shoe Machinery, Beverly | Franklin Field, Boston | Results |
| 24 May 1919 | | Athletics v West Indian Wanderers | Franklin Field, Boston | Results |
| 07 Jun 1919 | | Athletics v West India Club A | Franklin Field, Boston | Results |
| 10 May 1919 | | Athletics v West India Club B | Franklin Field, Boston | Results |
| 05 Jul 1919 | | Caribbean v Athletics | Franklin Field, Boston | Results |
| 12 Jul 1919 | | Caribbean v Brockton | Franklin Field, Boston | Results |
| 16 Aug 1919 | | Caribbean v Canton | Franklin Field, Boston | Results |
| 17 May 1919 | | Caribbean v Everett | Franklin Field, Boston | Results |
| 30 Aug 1919 | | Caribbean v Needham | Franklin Field, Boston | Results |
| 13 Sep 1919 | | Caribbean v St George's Club of Boston | Franklin Field, Boston | Results |
| 07 Jun 1919 | | Caribbean v Standard | Franklin Field, Boston | Results |
| 03 May 1919 | | Caribbean v United Shoe Machinery, Beverly | Franklin Field, Boston | Results |
| 26 Jul 1919 | | Caribbean v West Indian Wanderers | Franklin Field, Boston | Results |
| 24 May 1919 | | Caribbean v West India Club A | Franklin Field, Boston | Results |
| 06 Sep 1919 | | Caribbean v West India Club B | Franklin Field, Boston | Results |
| 21 Jun 1919 | | Standard v Athletics | Franklin Field, Boston | Results |
| 28 Jun 1919 | | Standard v Brockton | Franklin Field, Boston | Results |
| 17 May 1919 | | Standard v Canton | Franklin Field, Boston | Results |
| 23 Aug 1919 | | Standard v Caribbean | Franklin Field, Boston | Results |
| 19 Jul 1919 | | Standard v Everett | Franklin Field, Boston | Results |
| 16 Aug 1919 | | Standard v Needham | Franklin Field, Boston | Results |
| 14 Jun 1919 | | Standard v St George's Club of Boston | Franklin Field, Boston | Results |
| 27 Sep 1919 | | Standard v United Shoe Machinery, Beverly | Franklin Field, Boston | Results |
| 20 Sep 1919 | | Standard v West Indian Wanderers | Franklin Field, Boston | Results |
| 26 Jul 1919 | | Standard v West India Club A | Franklin Field, Boston | Results |
| 09 Aug 1919 | | Standard v West India Club B | Franklin Field, Boston | Results |
| 09 Aug 1919 | | West Indian Wanderers v Athletics | Franklin Field, Boston | Results |
| 31 May 1919 | | West Indian Wanderers v Brockton | Franklin Field, Boston | Results |
| 27 Sep 1919 | | West Indian Wanderers v Canton | Franklin Field, Boston | Results |
| 10 May 1919 | | West Indian Wanderers v Caribbean | Franklin Field, Boston | Results |
| 28 Jun 1919 | | West Indian Wanderers v Everett | Franklin Field, Boston | Results |
| 19 Jul 1919 | | West Indian Wanderers v Needham | Franklin Field, Boston | Results |
| 02 Aug 1919 | | West Indian Wanderers v St George's Club of Boston | Franklin Field, Boston | Results |
| 05 Jul 1919 | | West Indian Wanderers v Standard | Franklin Field, Boston | Results |
| 14 Jun 1919 | | West Indian Wanderers v United Shoe Machinery, Beverly | Franklin Field, Boston | Results |
| 21 Jun 1919 | | West Indian Wanderers v West India Club A | Franklin Field, Boston | Results |
| 23 Aug 1919 | | West Indian Wanderers v West India Club B | Franklin Field, Boston | Results |
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