Users have found that flying from Chicago to San Juan on a Saturday typically leans towards higher prices. However, this doesn’t mean you still can’t find a deal. Flexibility with other aspects of your flight can still land a great price for your trip.
Travelers have found it’s best to book a flight 41 days in advance to save up to 11% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 41 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Chicago to San Juan 1-2 weeks in advance for as low as $380, or $415 for flights within the next 24 hours.
The best pricing can be found in the month of September. Prices to San Juan from Chicago average $380. You can even find prices in September for less than $380, as users have found deals to San Juan from as low as $194. The month of December appears to be one of the more expensive times to travel to San Juan from Chicago. Flying in the targeted month can save you up to 41%.
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|Early morning Midnight to 6 AM||0% of CHI to SJU departures|
|Afternoon Noon to 6 PM||0% of CHI to SJU departures|
|Evening 6 PM to midnight||0% of CHI to SJU departures|