Best Cities in North America to Live, Work & Travel Sort by Alphabetical Global Score Population Safety Cost of Living Climate Environment Culture Transportation Healthcare Education Commerce & Services Economic Opportunities Austin United States 8.2/10 980,000 inhabitants Profile: Digital Nomads Professionals Nightlife View City Boston United States 8.2/10 675,647 inhabitants Profile: Students Professionals Digital Nomads View City New York United States 8.2/10 8,336,000 inhabitants Profile: Nightlife Foodies Professionals View City Calgary Canada 8.2/10 1,336,000 inhabitants Profile: Outdoor Professionals Families View City Montreal Canada 8.2/10 1,762,949 inhabitants Profile: Students Foodies Nightlife View City Chicago United States 7.9/10 2,700,000 inhabitants Profile: Foodies Nightlife Professionals View City Denver United States 7.8/10 715,522 inhabitants Profile: Outdoor Professionals Leisure View City Los Angeles United States 7.8/10 3,849,297 inhabitants Profile: Foodies Outdoor Leisure View City Miami United States 7.8/10 442,241 inhabitants Profile: Nightlife Leisure Outdoor View City Guadalajara Mexico 7.8/10 5,264,000 inhabitants Profile: Foodies Digital Nomads Students View City Mexico City Mexico 7.8/10 9,209,944 inhabitants Profile: Foodies Nightlife Leisure View City Panama City Panama 7.4/10 880,691 inhabitants Profile: Professionals Retirees Nightlife View City Kingston Jamaica 6.8/10 600,000 inhabitants Profile: Nightlife Foodies Leisure View City Havana Cuba 6.2/10 2,137,000 inhabitants Profile: Nightlife Leisure Budget View City Page 1 / 1