Chicago, United States to San Juan, Puerto Rico for only $217 USD roundtrip
Cheap flights from Chicago, United States to San Juan, Puerto Rico for only $217 USD roundtrip.
September 07, 2026
BOOK ON GOOGLE FLIGHTS
⚠️ Heads up: Deals typically expire within 2 to 3 days after they are sent. Prices may also increase slightly after 30 minutes, so act quickly!
Alternative Checkout Options
Book on Kiwi
Book on CheapOair
Deal Details
How To Book
Travel Dates
| From Date | To Date |
|---|---|
| November 02, 2026 | November 06, 2026 |
Options
Subscribe to Chicago (ORD) Deals
We collect cheap flight deals from around the web, and provide our subscribers a more personalized flight deals feed, straight to their inbox. Join over 100,000 subscribers.
Subscribe nowFind the best hotel deals in your destination
