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Flights from Chicago to San Juan

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Chicago - San Juan flight deals

Find a last minute deal or low cost flight from Chicago to San Juan!

Frontier Airlines
Tue, 05/21 (CHI) Chicago -> (SJU) San Juan
Direct
Frontier Airlines
Thu, 06/06 (SJU) San Juan -> (CHI) Chicago
Direct

Price found Yesterday
From $74
Frontier Airlines
Fri, 05/24 (CHI) Chicago -> (SJU) San Juan
Direct
Frontier Airlines
Wed, 06/26 (SJU) San Juan -> (CHI) Chicago
Direct

Price found Yesterday
From $81
Frontier Airlines
Thu, 05/30 (CHI) Chicago -> (SJU) San Juan
Direct
Frontier Airlines
Wed, 06/19 (SJU) San Juan -> (CHI) Chicago
Direct

Price found 5 days ago
From $81
Frontier Airlines
Tue, 05/21 (CHI) Chicago -> (SJU) San Juan
Direct
Frontier Airlines
Wed, 06/19 (SJU) San Juan -> (CHI) Chicago
Direct

Price found 5 days ago
From $82
Frontier Airlines
Tue, 05/21 (CHI) Chicago -> (SJU) San Juan
Direct
Frontier Airlines
Mon, 06/17 (SJU) San Juan -> (CHI) Chicago
Direct

Price found Yesterday
From $83
Frontier Airlines
Tue, 05/21 (CHI) Chicago -> (SJU) San Juan
Direct
Frontier Airlines
Sun, 06/09 (SJU) San Juan -> (CHI) Chicago
Direct

Price found 3 days ago
From $84
Frontier Airlines
Fri, 05/24 (CHI) Chicago -> (SJU) San Juan
Direct
Frontier Airlines
Wed, 06/19 (SJU) San Juan -> (CHI) Chicago
Direct

Price found 2 days ago
From $84
Frontier Airlines
Fri, 05/24 (CHI) Chicago -> (SJU) San Juan
Direct
Frontier Airlines
Fri, 06/07 (SJU) San Juan -> (CHI) Chicago
Direct

Price found 4 days ago
From $84
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Top airlines on the route Chicago - San Juan

Airlines providing flights to San Juan from Chicago

Find flights from Chicago to San Juan

Compare Chicago - San Juan flight deals and save! Find the best price for your cheap flight among the offers of more than 600 scheduled and low cost airlines: Jetcost compares in seconds the prices of available airline tickets and helps you find the best flight at the best price. Enter your travel dates and in seconds compare thousands of flight deals from Chicago to San Juan.

Flight prices from Chicago to San Juan

The cost of an airline ticket from Chicago to San Juan can vary greatly depending on the dates you choose for your trip, seasonality and local holidays. The lowest price found in the last 15 days for a flight from Chicago to San Juan is $71.

The airports of Chicago and San Juan

Chicago is approximately 2059 mi from San Juan. Departing from a different Chicago airport or arriving at a different San Juan airport (if any) can be even more convenient. Here are the currently available options for flights Chicago - San Juan:

  • Airports in Chicago: Chicago is served by 3 airports: Midway, O'Hare, Rockford. If you don't know which airport to choose, with Jetcost simply select a date and you can view the deals for all available airports in Chicago, so you can evaluate which is the most convenient for your trip.
  • Airports in San Juan: San Juan is served by another airport: Isla Grande. If you don't know which airport to choose, simply select a date and with Jetcost you can view the deals for all available airports in San Juan, so you can evaluate which is the most convenient for your trip.

Flights from Chicago to San Juan - Luis Muñoz Marín

Compare the prices of flights from Chicago to San Juan according to your preferences

Don't waste time comparing flight offers for Chicago - San Juan that don't interest you: with Jetcost you will only find flight offers that meet your needs. With Jetcost you will find the best offer for your flight from Chicago to San Juan quickly and easily, always according to your needs. Define the characteristics of your flight from Chicago to San Juan, such as the number of stopovers or the single airline to fly with.

Other popular destinations

If you are looking for a flight to Puerto Rico, you might also be interested in the popular destinations chosen by other users who, like you, have searched for flights to Puerto Rico. The most searched cities in Puerto Rico by our users are: Aguadilla, Culebra Airport, Mayaguez, Ponce, San Juan.

Frequently Asked Questions

Frequently asked questions about flights from Chicago to San Juan.

How much does an airline ticket from Chicago to San Juan cost?

The lowest price recorded in the last 15 days for a flight from Chicago to San Juan is $71.

How far is Chicago from San Juan?

Chicago is about 2059 mi from San Juan.

What are the airports in San Juan?

San Juan has another airport: Isla Grande.

What are the airports in Chicago?

Chicago has 3 airports: Midway, O'Hare, Rockford.

What are the most popular cities in Puerto Rico?

The most popular cities in Puerto Rico according to our users' searches are: Aguadilla, Culebra Airport, Mayaguez, Ponce, San Juan.

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

The best time to book a flight from Chicago to San Juan is 1 month in advance, while the worst time is 49 weeks in advance.

What is the cheapest month to fly from Chicago to San Juan?

The cheapest month to fly from Chicago to San Juan is September.

What is the most expensive month to fly from Chicago to San Juan?

The most expensive month to fly from Chicago to San Juan is July.

What is the best day of the week to fly from Chicago to San Juan?

For flights from Chicago to San Juan Friday is on average the cheapest day to fly, while Saturday is the most expensive day to fly.
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