Take off on cheap flights from Chicago to San Juan, your adventure starts now!

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$246
Spirit Airlines outward: Jul 1, 2024
12:05p ORD » 11:11p SJU
Spirit Airlines 1 stop (11h06m)
Spirit Airlines inbound: Jul 6, 2024
1:06a SJU » 7:55a ORD
Spirit Airlines 1 stop (6h49m)
$282
Spirit Airlines outward: Jun 29, 2024
12:05p ORD » 11:52p SJU
Spirit Airlines 1 stop (11h47m)
Spirit Airlines inbound: Jul 4, 2024
12:00p SJU » 5:09p ORD
Spirit Airlines direct (5h09m)
Return
Departure
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Airlines operating flights from Chicago to San Juan

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  • Spirit Airlines
Spirit Airlines
outbound: Jul 1, 2024
Spirit Airlines 1 stop
return: Jul 5, 2024
Spirit Airlines 1 stop

Travel tips for flights Chicago - San Juan

Information on San Juan
Route

Average flight duration: 5h09m (direct flight)

  • Arrival city:
  • San Juan, Puerto Rico
  • Airport(s):
  • Fernando Luis Ribas Dominicci Airport (SIG)
  • Luis Muñoz Marín International Airport (SJU)
  • Local time:
  • Jun 26, 2024 5:16 PM, GMT-4
  • Weather:
  • min. 42ºF, max. 65ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Chicago Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Jun 26, 2024 4:16 PM, GMT-5
  • Weather:
  • min. 62ºF, max. 73ºF

Why travel by plane from Chicago to San Juan?

When traveling from Chicago to San Juan, travelers are able to take advantage of daily non-stop flights between the two cities, operated by a number of airlines including regular and low-cost operators. These include American Airlines, Southwest Airlines and United Airlines, which operate direct flights to San Juan with a flight time of around 4h 40m. Connecting flights are also available with a flight time of upwards of 6h. Departing from either O'Hare International Airport or Chicago Midway International Airport, flights touch down in San Juan's Luis Muñoz Marín International Airport.

What is there to see and do in San Juan?

The Puerto Rican capital city of San Juan is home to a host of activities and sights for visitors to enjoy. As well as the must-visit area of Old San Juan, filled with colorful houses and interesting attractions, there's also the opportunity to learn more about Bacardi rum at the Casa Bacardi factory and museum. Other museums to visit include the Museo de las Americas, the Museum of the Sea, and the Museum of Art Puerto Rico. After a day of exploring, relax in one of San Juan's restaurants or bars – the city boasts a lively nightlife scene!