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Lowest round trip fares by airline from Chicago and San Juan

Cheapest prices ($83 One Way, $154 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Great Deals On Cheap Hotels in San Juan

Coral by the Sea Hotel
2.5 out of 5.0
2.6 out of 5 (49 reviews)

Located in Isla Verde, this hotel is within a 10-minute walk of Isla Verde Beach and Carolina Beach. Pine Grove Beach and Balneario de Carolina are also within ...

I love the location! Close to everything, shops foods, the room needed upgrade like the ceiling was not fixed properly and the air conditioning system leaked. Otherwise overall was pleasant
  
Casa del Caribe Inn
2.0 out of 5.0
3.5 out of 5 (15 reviews)

Located in Condado, this inn is within 1 mi (2 km) of Atlantic Beach and Condado Beach. Puerto Rico Convention Center and Carolina Beach are also within 3 mi ...

Location was the best part. Roaches and no ameneties. Unfriendly staff.
  
CIQALA Luxury Suites
4.0 out of 5.0
4.2 out of 5 (29 reviews)

Located in Miramar, this condo building is within a 15-minute walk of Nuestra Senora de Lourdes Chapel and Puerto Rico Convention Center. Condado Beach and Pan ...

I enjoyed my stay Great service n friendly employees great food and
  

Flights Review

Sep 25, 2019

Departed & landed on time.

Aug 15, 2019

Great flight.

Jul 29, 2019

Great service.

Nov 6, 2018

Simply Amazing 😉

Sep 5, 2018

Great flight.

Jul 28, 2018

Overall happy

Apr 12, 2018

Good

Fly From Chicago to San Juan

OriginChicago
DestinationSan Juan
Number of Daily Flights
Earliest Flight Departure Date
Latest Flight Departure Date
Popular Airlines

Cheap flights from Chicago to San Juan

Chicago to San Juan

Cheap flights from Chicago to San Juan

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.