Cheap flights from Chicago to San Juan, Puerto Rico (CHI - 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 184€ on Frontier Airlines, departing on 01.05.2025 and returning on 06.05.2025.
The price for these dates could change. Use search to get the best price.
AirlineDeparture dateReturn datePrice
Frontier Airlines01.05.202506.05.2025from 184€

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

MonatRound-Trip
März 2025find now
April 202503.04 - 08.04from 198€
Mai 202501.05 - 06.05from 184€
Juni 2025find now
Juli 2025find now
August 2025find now
September 2025find now
Oktober 2025find now
November 2025find now
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Januar 2026find now
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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.

Airlines are flying from Chicago to San Juan

Southwest Airlines
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