Compare all flight tickets and find cheap flights from Chicago to San Juan

Cheapest flight tickets

$350

Price observed over the last 3 months for a round trip.

Average price of a round trip

$386

Average flight ticket price recorded over the last 3 months for a round trip.

Flight duration

4h34

A flight from Chicago to San Juan takes on average 4h34.

Best time

May

According to user searches, the ideal month to go to San Juan is May.

Tips for finding a cheap flight from Chicago to San Juan

Check out our tips for booking your flight to San Juan (Puerto Rico) from Chicago (USA) at the cheapest possible price.

Usually, the cheapest month to pick up a ticket on this route is September, with an average flight ticket price of $158 (calculation over the last two years). The most touristic season corresponds to the months of December, October and July.
For the cheapest flights, it is advisable to buy your ticket at least 25 days before the departure date.

The airline offering the cheapest flight tickets is Frontier Airlines. A ticket from the airline Frontier Airlines to San Juan costs on average $361.
The airlines that offer the most flights are .

Price of flight tickets from Chicago to San Juan

Here is some information and tips to know before booking your flight:

  • Flight ticket prices range from $350 to $404
  • The average price of a flight ticket is about $386
  • Prices are lowest for stays in the month of September
  • The month in which booking a ticket is cheaper is: December
info departure city :
Chicago, USA
airports :
Chicago-O'Hare International Airport (ORD)
Chicago-Midway International Airport (MDW)
Chicago-Merrill C. Meigs Field Airport (CGX)
Chicago FSS (CHI)
local time :

Chicago is a city in the country USA, the time zone is [[timezone]]. In Chicago, it is currently {fromLocalTime}, the temperature is on average -3°C, with a minimum of -5°C and a maximum of -2°C.

The city of Chicago (CHI) has 4 airport(s): Chicago-O'Hare, Chicago-Midway, Chicago-Merrill C. Meigs Field and Chicago FSS

destination info :
San Juan, Puerto Rico
airports :
Luis Muñoz Marín International Airport (SJU)
Fernando Luis Ribas Dominicci Airport (SIG)
local time :

San Juan is in the country Puerto Rico, the time zone is [[timezone]]. In San Juan, it is currently {toLocalTime}, the temperature is on average 26°C, with a minimum of 25°C and a maximum of 28°C.

The city of San Juan has 2 airport(s): Luis Muñoz Marín and Fernando Luis Ribas Dominicci

Useful info about San Juan

What is the least touristic period to go to San Juan?

If you want to visit San Juan during the least touristic period, choose the month of May.

What is the most popular time to travel to San Juan?

In San Juan, the most popular month is December. It is during this period that the prices offered by airlines are also the highest.

When should I book my flight from Chicago to San Juan?

According to our data, it is recommended to book your flight 25 days before your departure. If you book your flight ticket 4 weeks before your departure, you may find a price below average. You can also choose morning flights that are 100% cheaper than afternoon and evening flights. The cheapest day to book a flight from Chicago to San Juan is Sunday.

What are the arrival and destination airports when traveling between Chicago and San Juan?

When you leave, you can leave from Chicago-O'Hare, and you will arrive at .

How to reach Chicago airport from the city centre?

The airport Chicago-O'Hare is located 29 km, Chicago-Midway is located 12 km, Chicago-Merrill C. Meigs Field is located 4 km or Chicago FSS is located 29 km from the city centre. You can access it by using public transportation, taking a taxi, or renting a car.

Are there other means of transportation to go from Chicago to San Juan?

Airplane is the only means of transportation listed on Liligo for this journey.

Are there big differences in weather between Chicago and San Juan?

In summer, the average temperature is 28°C in San Juan and 22°C in Chicago. The average rainfall in summer is 77 mm in San Juan and 130 mm in Chicago. In summer, it is warmer in San Juan and it rains less in San Juan. In winter, it is colder in San Juan and it rains more in Chicago.

Prepare your stay in San Juan

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