Trip to San Juan

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Flights found

Planes from Chicago to San Juan

🛫 Flying from Chicago Midway Airport to San Juan Airport is convenient with a direct flight that takes only 4 hours and 30 minutes with Southwest Airlines. ✈️ The journey from Chicago to San Juan by plane typically lasts around 7 hours and 35 minutes, offering passengers a comfortable and efficient travel experience. 💸 Travelers can find flight prices between San Juan and Chicago ranging from $484 to $1167, providing options to suit different budgets and preferences.

Where to stay in San Juan

There are over 447 hotels to stay in San Juan. Prices range from $23 per night.

Accomodation
  • Southwest Airlines is the main carrier providing direct flights from Chicago Midway Airport to San Juan Airport in Puerto Rico. They offer convenient and affordable options for travelers looking to make this journey. While other airlines may also offer connecting flights on this route, Southwest Airlines is the most popular choice for non-stop service.
  • The flight from Chicago to San Juan typically takes approximately 7 hours and 35 minutes. This duration may vary slightly depending on factors such as weather conditions and air traffic. Passengers can expect a direct flight without layovers when traveling between these two destinations. Plan ahead to ensure a comfortable journey on your way to San Juan from Chicago.
  • The cost of a flight from Chicago to San Juan can vary depending on the time of booking and availability. On average, prices for this route range from $484 to $1167, with factors such as airline, cabin class, and travel dates influencing the final price. It is recommended to book in advance or look out for promotions to secure a more affordable fare for your trip from Chicago to San Juan.