Cheap flights from Chicago to San Juan, Puerto Rico (MDW - SJU)

As a rule, buying flight tickets from Chicago to San Juan expends a lot. Using our service of searching for cheap flight tickets, you will be able to save a significant sum of money! We will help tip to buy flight tickets from Chicago to San Juan at the most favorable prices.

Out service helps you to find tickets from Chicago to San Juan in the most reliable travel agencies and booking systems, including all the airline companies. We don't sell tickets and don't do any surcharges, we just find the best offers - you choose yourself where you want to buy flight tickets Chicago - San Juan at the best price!

We also recommend you to look through the prices for return tickets from San Juan to Chicago.

Airfares found by our users in the past 24 hours

The cheapest flight from Chicago to San Juan is 325 on Frontier Airlines, departing on 28.11.2024 and returning on 02.12.2024.
The price for these dates could change. Use search to get the best price.
AirlineDeparture dateReturn datePrice
Frontier Airlines28.11.202402.12.2024from 325

Average round-trip airfares from Chicago to San Juan by months

MesRound-Trip
Noviembre 202428.11 - 02.12from 325
Diciembre 2024find now
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Marzo 2025find now
Abril 202512.04 - 26.04from 739
Mayo 2025find now
Junio 2025find now
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Septiembre 2025find now
Octubre 2025find now

The price which were found by our clients for the latest several days. Given ticket prices could change. It's connected with the presence of flight tickets while booking.

Airports

Other airports in Chicago: Merrill C Meigs (CGX), Burqin (CHI), Melville Hall (DPA), Pevek (PWK).

Airports in San Juan: Isla Grande (SIG), Luis Munoz Marin (SJU).

Find Flights to San Juan