On HolidayPrice.com you will find 4 direct and 6 connecting flights from Chicago to San Juan at a price of from $63. You can compare airfare deals from airlines and multiple travel sites, book and save on cheap plane tickets and last minute offers. Also check out CHI - SJU flight schedule to find best flight time, convenient departure and arrival airports.
The cost of airline tickets from Chicago to San Juan (Puerto Rico) and back without transfers can be found with the help of the calendar. Specify the search parameters: one way or round-trip, payment currency, click on the month/day you need and we will search for flights to San Juan.
Below are the prices of tickets for direct one-way flights from Chicago to San Juan. The cheapest flight from Chicago to San Juan starts from $ 63 – the departure date for this flight is 11 January 2022.
Flights from Chicago to San Juan are most popular in January, June, December. During this period, the average price of fly tickets is from $ 141. In the low season in February, March, April, air tickets become cheaper and the average price will be from $ 40 one way.
You can buy a round-trip ticket from Chicago to San Juan (Puerto Rico) and back using the table below. The best offer starts from $ 137, the flight dates are: there on 14 January 2022 year and back on 20 January 2022 year.
The current flight schedule for the route from Chicago to San Juan for today, tomorrow and the next few days. This schedule will help you decide on the time of departure and arrival, the airline, the flight number and the day of the week.
*Schedule is indicated only for direct scheduled flights and low-cost airlines.
Flying to San Juan from Chicago takes 04:56 minutes (excluding transfers). The distance between Chicago and San Juan is 2049 miles (3299 kilometers). Planes depart from Chicago between 00:30 and 23:30. The fastest flight from the company American Airlines with flight number AA 1174. Flies for just 04:38 minutes with departure from O'Hare and arrival in Luis Munoz Marin.
Average flight time
The earliest flight
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There are 4 airlines that fly directly from Chicago to San Juan. The most popular company carrying out non-stop flights is Southwest Airlines.
Flights with Transfers
Flights with transfers from Chicago to San Juan can be bought from 6 airlines:
Airports serving the air communication between Chicago and San Juan. You can fly to San Juan from 2 Chicago airports. Planes arrive at 1 airport in San Juan.
Chicago airports:Chicago Midway ~ 14 km* from $ 99O'Hare ~ 25 km* from $ 67
San Juan airports:Luis Munoz Marin ~ 12 km* from $ 35
*Distance from the airport to the city center
You can fly from Chicago to San Juan on board of 4 airlines that utilize 4 aircraft models.
The list of cities on transfer flights to San Juan from Chicago. The best options are to fly through: New York, Grand Rapids, Tampa, West Palm Beach, Orlando, Philadelphia, Houston, , Baltimore, Atlanta, Hartford, Charlotte, Boston.
Here is a list of flights from Chicago to Puerto Rico purchased on HolidayPrice.com in the past 48 hours. If you find an interesting offer for cheap tickets, do not delay your purchase, prices change every 15 minutes.
Here are the cheapest flight bookings from United States to San Juan made by users of our website. If you didn’t find your flight destination, use the search bar at the top of the page.
Chicago – San Juan – Chicago round-trip route are always cheaper than tickets purchased there and back separately.