Cheap flights from Chicago to San Juan
Travel > Caribbean > Puerto Rico > Chicago to San Juan flights
Travel tip: San Juan boasts numerous museums, hotels, historical buildings, beaches, restaurants and shopping centers. In San Juan there are a lot of attractions, for example: Ocean Park, Old San Juan, Isla Verde and CondadoCheck our current prices for flights from Chicago to San Juan. Please note that we also give you historical search data for this city connection. These are all airfares that people found in the past, in order to find more current flight information from Chicago to San Juan, you will need to run a search below.
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Cheap San Juan airfares from $176/RT are provided by Cheapoair.com. Outbound flight is leaving on 02/02/2023, 02:44 pm from Chicago Midway (MDW) airport and arrives at San Juan Marin Intl (SJU) at 11:37 pm. The flight time is 8 hours and 53 minutes. The Returning flight departes on 02/15/2023, 11:07 am (other return dates are also available). Date posted: 07 Dec 2022
Price evolution for flights From Chicago To San Juan
Recent Deals on Flights from Chicago to San Juan:Roundtrip / Oneway
- $176
Multiple Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (MDW) San Juan, PR (SJU) 02/02/2023 02:44 pm San Juan, PR (SJU) Chicago, IL (MDW) 02/15/2023 11:07 am - $188
Frontier Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (MDW) San Juan, PR (SJU) 02/02/2023 02:44 pm San Juan, PR (SJU) Chicago, IL (MDW) 02/15/2023 03:59 am - $191 Frontier Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (MDW) San Juan, PR (SJU) 02/04/2023 09:17 am San Juan, PR (SJU) Chicago, IL (MDW) 02/17/2023 12:44 am - $194 Multiple Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) San Juan, PR (SJU) 02/04/2023 06:46 pm San Juan, PR (SJU) Chicago, IL (ORD) 02/17/2023 12:44 am - $196 Frontier Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) San Juan, PR (SJU) 02/04/2023 06:09 pm San Juan, PR (SJU) Chicago, IL (ORD) 02/17/2023 12:44 am - $110 Frontier Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (MDW) San Juan, PR (SJU) 02/26/2023 03:05 pm - $126
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) San Juan, PR (SJU) 02/26/2023 05:30 pm - $128 Spirit Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) San Juan, PR (SJU) 02/23/2023 03:35 pm - $195 Frontier Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) San Juan, PR (SJU) 02/23/2023 08:52 pm - $306 Frontier Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (MDW) San Juan, PR (SJU) 02/23/2023 07:15 am
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Know what to do when flying to San Juan?
San Juan Travel Guide Located in the Caribbean, in the Northern Coastal Plains of the island Puerto Rico, San Juan is the capital of this island. Known as "La Ciudad Amurallada" (the walled city), San Juan is an important port and also the oldest city in [...]San Juan History San Juan, also known as “La Ciudad Amurallada”, occupies a land of 122 square kilometer and houses 442,447 inhabitants. The city is positioned in the Northern Coastal Plains and lying under the Karsts zone to the north of Caguas and [...]
San Juan Sightseeing Once you set foot on the soil of San Juan, you will feel as if you were taken back 500 years ago in 1508. In this city, you will experience firsthand what Latin American culture really is like. Though covered by a wall, San Juan never fails to [...]
San Juan Nightlife Like most cities, the San Juan night scene also comes alive during the weekends. Clubs, bars, discos and a lot more are to be found here. Whatever your action is, there is surely something for you in San Juan. The majority of those who go out [...]
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