Cheap flights from San Juan Luis Munoz Marin Intl Airport to Chicago from $109

The month of January is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from San Juan Luis Munoz Marin Intl Airport averaging around $257.

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Friday when prices can be found for as low as $380. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from San Juan Luis Munoz Marin Intl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $569.

Flying to Chicago O'Hare Intl Airport from San Juan Luis Munoz Marin Intl Airport in the evening is the least expensive time of day to depart. momondo users have found prices as low as $267 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $487. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from San Juan Luis Munoz Marin Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $326 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from San Juan Luis Munoz Marin Intl Airport for as low as $286 on momondo.

There are 4 cabin classes available to choose from on San Juan Luis Munoz Marin Intl to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

You could potentially save up to 8% on your flight if you consider stops on a San Juan Luis Munoz Marin Intl Airport to Chicago O'Hare Intl Airport flight.

As of March 2026, prices for San Juan Luis Munoz Marin Intl Airport to Chicago O'Hare Intl Airport flights are approximately 41% cheaper when compared to flights at the same time last year.

Delta, Spirit Airlines, and United Airlines are the most popular carriers operating from San Juan Luis Munoz Marin Intl to Chicago O'Hare Intl

United Airlines, Spirit Airlines and American Airlines are the top three most popular airlines that fly to Chicago O'Hare Intl Airport from San Juan Luis Munoz Marin Intl Airport according to our data. United Airlines is the first choice among our users, with 36% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 7 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.

Historically, on average around 9% of flights between San Juan and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 187 minutes.

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

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

According to our data, United Airlines have had the least number of delays on this route over the last 12 months; with about 5% of their flights experiencing any sort of delay.

New York (JFK) was the most common stop: 67% of momondo users choosing 1-stop flights on this route connected there.

Flights via New York (JFK) offer the lowest average round-trip price of $148.

Flights connecting via Atlanta (ATL) have the shortest average one-way travel time: 7h 03m.

Atlanta (ATL) has the shortest average layover time for this route: 1h 19m.

The number of flights available between San Juan Luis Munoz Marin Intl Airport and Chicago O'Hare Intl Airport is 5 per day as of March 2026. The most frequent departure time is 4:00PM, with 50% of daily flights leaving at noon.

The number of flights available between San Juan Luis Munoz Marin Intl Airport and Chicago O'Hare Intl Airport is 41 per week as of March 2026. The most frequent departure day is Thu, with 29% of weekly flights leaving on this day.