Cheap flights from Chicago O'Hare Intl Airport to San Juan from £111

If you aren’t able to travel during the month of September, then book flights to San Juan Luis Munoz Marin Intl Airport from Chicago O'Hare Intl Airport during August instead. Flights to San Juan Luis Munoz Marin Intl Airport in August, while not as cheap as those in September, still average around £256.

In the evening is the cheapest time of day to fly from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport when you can find flight prices for as low as £280. Flying to San Juan Luis Munoz Marin Intl Airport in the evening is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are £436 on average. Flights to San Juan Luis Munoz Marin Intl Airport from Chicago O'Hare Intl Airport in the morning are generally more expensive because this time of day is more convenient for travellers’ schedules.

Fly from Chicago O'Hare Intl to San Juan Luis Munoz Marin Intl for the best Chicago O'Hare Intl - San Juan Luis Munoz Marin Intl flight prices

You are more likely to see cheaper flights to San Juan Luis Munoz Marin Intl Airport from Chicago O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to San Juan Luis Munoz Marin Intl Airport for around £296 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to San Juan Luis Munoz Marin Intl Airport from Chicago O'Hare Intl Airport for as low as £264 on momondo.

There is only 1 cabin class available to choose from on Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

As of August 2026, prices for Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport flights are approximately 8% cheaper when compared to flights at the same time last year.

Historically, on average around 23% of flights between Chicago and San Juan have experienced a delay on any given week. The average delay length over the past 12 months has been 139 minutes.

Generally, flights departing in the morning tend to experience fewer delays. Flights departing in the evening have, in the past, seen delays more frequently in comparison.

Thursday is statistically the day of the week that experiences the fewest delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.

According to our data, United Airlines have had the fewest delays on this route over the last 12 months, with about 19% of their flights experiencing any sort of delay.

As of August 2026, 9 flights take off from Chicago O'Hare Intl Airport and land in San Juan Luis Munoz Marin Intl Airport each day. The most common flight departure time for this route is 08:00, with 56% of daily flights taking off in the afternoon.

As of August 2026, there are 64 flights per week flying from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport. The most common day of the week flights depart is Mon, with 16% of flights taking off on this day.