C$ 151 Find Cheap Flights from Chicago to San Juan – Compare and Save

The cheapest month for flights from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport is August, where tickets cost C$ 468 (return) on average. On the other hand, the most expensive months are December and June, where the average cost of round-trip tickets is C$ 742 and C$ 642 respectively.

To get a below average price on the flight from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.

In the past 5 days, the cheapest round-trip tickets from Chicago to San Juan were found on United Airlines (C$ 300) and JetBlue (C$ 314).

Chicago and San Juan are connected by different airlines. The airlines that fly that route the most regularly are United Airlines (7 flights per week), Frontier (2 flights per week), and American Airlines (one flight per week).

Weekly flights between Chicago and San Juan historically see delays in approximately 23% of cases, with the average delay over the past year being 143 minutes.

Typically, flights leaving in the morning tend to face fewer delays, whereas flights in the evening have historically encountered delays more often.

Statistically, Wednesday is the day of the week with the fewest delays on this flight route, while Monday has typically experienced more delays than other days.

Based on our data, United Airlines have experienced the fewest delays on this route in the past 12 months, with only about 18% of their flights encountering any delays.

There is only one cabin class option available for the route, which is Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

Each day, there are between 1 and 3 nonstop flights that take off from Chicago O'Hare Intl Airport and land in San Juan Luis Munoz Marin Intl Airport, with an average flight time of 4h 49m. The most common departure time is 8:00 a.m. and most flights take off in the morning. Each week, there are 10 flights. The most frequent day of departure is Monday, when 30% of all weekly flights depart. The fewest flights depart on a Wednesday.