Cheap Flights from Chicago (CHI) to San Juan (SJU)

Last minute flights from Chicago to San Juan

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Prices shown below were available within the past 3 days for the period specified and should not be considered the final price offered. Please note that availability and prices are subject to change.

Chicago San Juan

BEST

DEAL

Thu, 28 Nov MDW - SJU

Thu, 05 Dec SJU - MDW

$149 $143

Prime price per passenger

Chicago San Juan

BEST

DEAL

Mon, 20 Jan ORD - SJU

-18 %

$29 $24

Prime price per passenger

Chicago San Juan

BEST

DEAL

Sat, 30 Nov ORD - SJU

Wed, 04 Dec SJU - ORD

$110 $107

Prime price per passenger

Chicago San Juan

BEST

DEAL

Sun, 08 Dec ORD - SJU

Wed, 11 Dec SJU - ORD

$126 $120

Prime price per passenger

Chicago San Juan

BEST

DEAL

Tue, 17 Dec MDW - SJU

Wed, 25 Dec SJU - MDW

$148 $142

Prime price per passenger

Route information

Distance: 2055 miles

Chicago airports

O'hare International Airport (ORD) How far from city center: 14 miles

Midway Airport (MDW) How far from city center: 4 miles

San Juan airports

Luis Munoz Marin International (SJU) How far from city center: 7 miles

Are you searching for flights from Chicago to San Juan?

Are you planning to travel to San Juan for vacations, business or family visits? eDreams offers you the cheapest flights and best deals departing from Chicago. With our fast search engine you will get a large selection of airfares from standard and low cost airlines worldwide and easily book your tickets for this route. If you are flexible we help you identify the cheapest day to fly to San Juan and if you need to leave soon you can check our most convenient last minute fares. Read all the useful information about your next destination and proceed to the reservation, indicating your flight dates and completing your travel booking with hotels and car rental!

Frequently asked questions about flights from Chicago to San Juan

What are the benefits of booking flexible flight tickets?

Using the flexible flight ticket, you're guaranteed a refund or a rebooking option (without fees) in case of flight cancellations when travelling to Puerto Rico. At eDreams have you covered!

For flights from Chicago to San Juan, how can I find the cheapest price?

The cheapest price for a flight from Chicago to San Juan is $24. At eDreams we use different machine learned based methodologies to find our costumers the best option available, considering airline combinations, stopovers and direct flights as well as different criteria for inbound and outbound journeys.

When booking, when is the best time to get the best prices for flights from Chicago to San Juan?

The most popular months to book a trip from Chicago to San Juan are December, March and September, based on the searches of our customers.

When is the best time to travel from Chicago to San Juan?

The best time of the year to visit San Juan depends on lots of personal preferences, especially the price. Regarding popularity, December is the best month to fly to San Juan from Chicago in terms of searches from our customers, followed by July and June. If you prefer to avoid the busy season and get away from the crowds September, August and October are the months with fewer searches for Chicago - San Juan.

How long does the flight from Chicago to San Juan take?

Flight length from Chicago to San Juan is around 05:02 hours on average, at an average distance of 3,382 km, for flights for the route (which may have 1 or more stops in other cities in between).

Which airports have flights between Chicago and San Juan?

The main route from Chicago to San Juan is: O hare International Airport (ORD) to Luis Munoz Marin International (SJU). The following airlines fly this route: United Airlines. American Airlines.

The airlines that fly indirectly from Chicago to San Juan are:

American Airlines, stopping at Dallas during at least 61 minutes.

United Airlines, with 183 minutes of layover in Washington, D.C. (Arlington County), VA.

Flying Time 5 h and 2 m When flying from Chicago to San Juan, this can take around 5 h and 2 m in flying time, however this flight duration can vary due to other factors

Cheapest flight $24 The best price for flights from Chicago to San Juan offered by eDreams, which have been found by our customers in the last 3 days

Departure Airport Midway Airport Midway Airport is where you'll take off when flying from Chicago to San Juan

Arrival Airport Luis Munoz Marin International You'll land at Luis Munoz Marin International when flying from Chicago to San Juan