October 1, 1999
- China
- National Day
- Cyprus
- Cyprus Independence Day
- Hong Kong
- National Day
- Nigeria
- Independence Day
- San Marino
- Cerimonia di investitura dei Capitani Reggenti
- Uzbekistan
- Teachers and Instructors Day
October 3, 1999
- China
- National Day
- Germany
- National Holiday
- Honduras
- Soldier's Day
- South Korea
- National Foundation Day
October 4, 1999
- Australia
- Labour Day (SA)
- Queen's Birthday (QLD)
- St. Lucia
- Thanksgiving
- Lesotho
- Independence Day
- Mozambique
- Peace and Reconciliation Day
October 5, 1999
- Brazil
- Criação do estado
- Spain
- Nuestra Señora de Guadalupe
- Canary Islands
- Nuestra Señora de Guadalupe
- Portugal
- Implantação da República
- Vanuatu
- Constitution Day
October 6, 1999
- Christmas Island
- Territory Day
- Egypt
- Armed Forces Day
October 8, 1999
- Argentina
- Bridge Day
- People's Republic of Bangladesh
- Durga Puja
- Croatia
- Independence Day
- Peru
- Battle of Angamos
- Cambodia
- Pchum Ben Day
October 9, 1999
- St. Barths
- Abolition of Slavery
- France
- Abolition of Slavery
- South Korea
- Hangul Day
- Malaysia
- Sarawak State Governor's Birthday
- Sint Maarten
- Constitution Day
- Uganda
- Independence Day
- Cambodia
- Pchum Ben Day
October 11, 1999
- Argentina
- Day of Respect for Cultural Diversity
- American Samoa
- Columbus Day
- Brazil
- Criação do estado
- Belize
- Day of the Americas
- Canada
- Thanksgiving
- Chile
- Columbus Day
- Fiji
- Fiji Day (substitute day)
- Guam
- Columbus Day
- Japan
- Sports Day (substitute day)
- Kenya
- Moi Day (substitute day)
- Macedonia
- Revolution Day
- Puerto Rico
- Columbus Day
- Turks & Caicos Islands
- National Heritage Day
- Taiwan
- National Day / Double Tenth Day (substitute day)
- United States of America
- Columbus Day
- U.S. Virgin Islands
- Virgin Islands–Puerto Rico Friendship Day
October 12, 1999
- Brazil
- Our Lady of Aparecida
- Bahamas
- National Heroes' Day
- Costa Rica
- Columbus Day
- Spain
- Fiesta Nacional de España
- Republic of Equatorial Guinea
- Independence Day
- Honduras
- Columbus Day
- Canary Islands
- Fiesta Nacional de España
- Nicaragua
- Indigenous Resistance Day
- Venezuela
- Day of Indigenous Resistance
October 16, 1999
- Vatican City
- Anniversary of the election of Pope John Paul II
October 18, 1999
- Azerbaijan
- Independence Day
- Colombia
- Columbus Day
- Hong Kong
- Chung Yeung Festival (substitute day)
- Jamaica
- National Heroes Day
- United States of America
- Alaska Day
October 19, 1999
- Brazil
- Dia do Piauí (PI)
October 22, 1999
- New Zealand
- Provincial anniversary day
- British Virgin Islands
- St. Ursula’s Day
- Iran
- Birthday of Imam Ali
October 25, 1999
- Grenada
- Thanksgiving Day
- Ireland
- October Bank Holiday
- New Zealand
- Labour Day
- Zambia
- Independence Day (substitute day)
- Kazakhstan
- Republic Day
October 26, 1999
- Austria
- National Holiday
- Cook Islands
- National Gospel Day
October 27, 1999
- St. Vincent & Grenadines
- Independence Day
October 28, 1999
- Cyprus
- National Holiday
- Czech Republic
- Independent Czechoslovak State Day
- Greece
- National Holiday
October 29, 1999
- Turkey
- Republic Day
- United States of America
- Nevada Day
- Vanuatu
- Jour de l'Unité
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