Cheap Flights from Chicago to San Juan, CHI to SJU

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Cheap Flights from Chicago to San Juan

Book your flights from Chicago to San Juan and on airfares. Check out the Spanish heritage or take a stroll in its colonial neighborhoods, San Juan is one of the pleasant destinations to visit and explore. It is the capital and the most populous municipality in Puerto Rico. To reach San Juan from Chicago, you can choose amongst the top airline that includes US Airways and American Airlines. Your flight to San Juan from Chicago takes about seven hours thirty minutes to cover a distance of about 2051 miles excluding layover time. For passing time watching in-flight movie is the best bet.

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This promo is applicable for your first app booking only, considering bookings post 1st Jan 2026.
Maximum savings of $100 calculated as up to $20 per person for up to five (5) travelers off service fees for qualified airline tickets.
This Promo Code and Instant Savings offers can be used and combined only up to the amount of service fees. Cannot be combined with any other coupon, promotion or special offer.
May be withdrawn at any time without notice. Void where prohibited.

Questions?: Please email feedback@onetravel.com Valid until Jun 30

We offer a number of discount and savings opportunities to our customers. When searching for airfares, discount and savings claims are based on multiple factors, including searching over 500 airlines to find the available fare. Coupon codes are valid for savings for qualified bookings off our service fees. Seniors and youth may find specific discounted fares offered by certain airlines subject to airline qualifications. Military, bereavement and visually impaired travelers are eligible for discounts off our post-booking service fees as outlined in our compassion exception policy.

Fare Disclosures

* Unless otherwise noted, fares are one way/roundtrip. Fares include all fuel surcharges, taxes & fees and our service fees . Displayed fares are based on historical data, are subject to change. Tickets are nonrefundable, nontransferable, non-assignable and subject to airline restrictions. Name changes are not permitted. There is a higher probability of seats at the stated fare being available on Tuesday, Wednesday and Thursday, and it may require an advance purchase of up to 21 days and/or a Saturday night stay at the destination. Certain blackout dates may apply. Holidays and weekend travel may have a surcharge. See Terms and conditions for other restrictions..

Coupon Codes

Expires Jun 30, 2026. Discount applies to service fees for qualified airline tickets, hotel, car rental and vacation package bookings. Amount of service fee discount varies: for air bookings maximum savings of $10 per person applied to bookings from one (1) traveler up to two (2) travelers; the maximum discount applied is $20; for hotel bookings maximum savings of $12 applied on qualified purchases; for car rental bookings maximum savings of $8 applied on qualified bookings; for vacation package bookings maximum savings of $20 applied on qualified bookings. Promo Code and Instant Savings offers can be combined up to the amount of our service fees but cannot be used or combined with any other coupons, promotions or special offers. May be withdrawn at any time without notice. No cash value, void where prohibited.

Flights from Chicago to San Juan (CHI to SJU)

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