The 1999 Big League World Series took place from August 8–14 in Tucson, Arizona, United States. Orlando, Florida defeated Fraser Valley, Canada in the championship game.

This was the first BLWS held in Tucson; it also featured the debut of round-robin pool play.

United States	International
Tucson, Arizona District 5 Host	Fraser Valley, British Columbia, Canada Fraser Valley Canada
Oak Lawn, Illinois District 15 Central	Kaunas, Lithuania Europe
Dover, Delaware District 1 East	Saipan, Northern Mariana Islands Saipan Far East
Orlando, Florida District 14 South	Puerto Rico Latin America
Aiea, Hawaii District 6 West

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United States Pool

Team W L Rs Ra Florida 4 0 35 20 Hawaii 3 1 33 24 Illinois 1 3 34 28 Delaware 1 3 13 32 Arizona 1 3 24 35

Arizona – 7–8 3–8 5–11 9–8 Delaware 8–7 – 1–6 2–6 2–13 Florida 8–3 6–1 – 11–9 10–7 Hawaii 11–5 6–2 9–11 – 7–6 Illinois 8–9 13–2 7–10 6–7 –

International Pool

Team W L Rs Ra Canada 3 0 42 12 Puerto Rico 2 1 47 11 Northern Mariana Islands 1 2 24 45 Lithuania 0 3 4 49

Canada – 18–0 16–6 8–6 Lithuania 0–18 – 1–18 3–13 Northern Mariana Islands 6–16 18–1 – 0–28 Puerto Rico 6–8 13–3 28–0 –

Elimination Round

	Semifinals					World Championship
	4–0	Florida	13
	3–1	Hawaii	12
						5–0	Florida	14
						4–0	Canada	2
	3–0	Canada	6
	2–1	Puerto Rico	1

1999 Big League World Series Champions
District 14 Orlando, Florida