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Where to go in October from Chicago

Where to go in October from Chicago for the weather you want, based on 30 years of climate averages. Travel times are rough estimates from Chicago (MDW). Places in their rainy season, and countries under a US “Do not travel” advisory, are left out.

Pleasant weather within about 4 hours of Chicago

El Paso TX, United States · 82°F / 28°C highs · about 3 h flightStays in El Paso Flights from Chicago75
Chihuahua Mexico · 83°F / 28°C highs · about 4 h flightStays in Chihuahua Flights from Chicago75
Fort Worth TX, United States · 80°F / 27°C highs · about 2 h flightStays in Fort Worth Flights from Chicago72
Dallas TX, United States · 80°F / 27°C highs · about 2 h flightStays in Dallas Flights from Chicago69

Warm and dry in October

Tijuana Mexico · 79°F / 26°C highs · about 4 h flightStays in Tijuana Flights from Chicago79
San Diego CA, United States · 78°F / 26°C highs · about 4 h flightStays in San Diego Flights from Chicago78
Los Angeles CA, United States · 82°F / 28°C highs · about 4 h flightStays in Los Angeles Flights from Chicago78
Marrakesh Morocco · 82°F / 28°C highs · about 9 h flightStays in Marrakesh Flights from Chicago83
Long Beach CA, United States · 78°F / 25°C highs · about 4 h flightStays in Long Beach Flights from Chicago76
Salta Argentina · 81°F / 27°C highs · about 10 h flightStays in Salta Flights from Chicago84
Irbid Jordan · 82°F / 28°C highs · about 13 h flightStays in Irbid Flights from Chicago86
Jerusalem Israel · 78°F / 25°C highs · about 13 h flightStays in Jerusalem Flights from Chicago82

Beach weather in October

Mazatlán Mexico · 92°F / 33°C highs · about 4 h flightStays in Mazatlán Flights from Chicago86
Cumaná Venezuela · 91°F / 33°C highs · about 6 h flightStays in Cumaná Flights from Chicago86
João Pessoa Brazil · 88°F / 31°C highs · about 10 h flightStays in João Pessoa Flights from Chicago90
Dakar Senegal · 89°F / 32°C highs · about 10 h flightStays in Dakar Flights from Chicago86
Serekunda Gambia · 91°F / 33°C highs · about 10 h flightStays in Serekunda Flights from Chicago85
Tampa FL, United States · 85°F / 30°C highs · about 3 h flightStays in Tampa Flights from Chicago74
Honolulu HI, United States · 87°F / 31°C highs · about 9 h flightStays in Honolulu Flights from Chicago80
San Juan Puerto Rico · 90°F / 32°C highs · about 5 h flightStays in San Juan Flights from Chicago73

Mild and pleasant in October

San Francisco CA, United States · 72°F / 22°C highs · about 4 h flightStays in San Francisco Flights from Chicago85
Mexico City Mexico · 76°F / 25°C highs · about 4 h flightStays in Mexico City Flights from Chicago82
San Jose CA, United States · 79°F / 26°C highs · about 4 h flightStays in San Jose Flights from Chicago81
San Diego CA, United States · 78°F / 26°C highs · about 4 h flightStays in San Diego Flights from Chicago81
Oujda Morocco · 77°F / 25°C highs · about 10 h flightStays in Oujda Flights from Chicago87
Constantine Algeria · 75°F / 24°C highs · about 10 h flightStays in Constantine Flights from Chicago86
San Salvador de Jujuy Argentina · 79°F / 26°C highs · about 10 h flightStays in San Salvador de Jujuy Flights from Chicago85
İzmir Türkiye · 75°F / 24°C highs · about 12 h flightStays in İzmir Flights from Chicago85

Plan your own October trip from Chicago

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