$70 Cheap flight deals from Chicago (CHI) to San Juan (SJU)
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This Weekend's Flight Deals from Chicago to San Juan
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Airfares from $70 One Way, $187 Round Trip from Chicago to San Juan
Prices starting at $187 for return flights and $70 for one-way flights to San Juan were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
San Juan economy flight packages
Hotel Puerto Valdes
Sep 17 - Sep 22
Chicago (CHI) to San Juan (SJU)
Reviewed on Sep 3, 2024
Fairmont El San Juan Hotel
Sep 17 - Sep 22
Chicago (CHI) to San Juan (SJU)
Reviewed on Jul 30, 2025
Fortaleza Suites
Sep 17 - Sep 22
Chicago (CHI) to San Juan (SJU)
Reviewed on Jun 8, 2025
San Juan packages with premium economy flights
Hotel Puerto Valdes
Sep 13 - Sep 20
Chicago (CHI) to San Juan (SJU)
Reviewed on Sep 3, 2024
Las Casitas Village at El Conquistador
Sep 13 - Sep 20
Chicago (CHI) to San Juan (SJU)
Reviewed on Mar 14, 2025
San Juan first class flight packages
Hotel Puerto Valdes
Sep 13 - Sep 21
Chicago (CHI) to San Juan (SJU)
San Juan (SJU) to Chicago (CHI)
Reviewed on Sep 3, 2024
Aire de O:live
Sep 13 - Sep 19
Chicago (CHI) to San Juan (SJU)
Reviewed on Apr 9, 2025
OLV Fifty Five - Adults Only
Sep 13 - Sep 19
Chicago (CHI) to San Juan (SJU)
Reviewed on Aug 7, 2023
More About Flying To San Juan from Chicago
Route Information for Flights from Chicago to San Juan
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | SJU |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to San Juan
Whether you want to book cheap flights from Chicago to San Juan or are looking for the perfect package holiday, Orbitz is your one-stop source. Taking the stress and expense out of travel, Orbitz helps you find the best fares for Chicago to San Juan flights.
Make the Most of Your Vacation
Not only does Orbitz have cheap deals for Chicago to San Juan flights, we can also help you plan your vacation in advance. Why wait in lengthy lines for tickets to shows, amusement parks, and other attractions when you could be making the most of your holiday? Add activities to your flight booking for fewer hassles once you arrive in San Juan.
Planning on the Go
Book your flights from Chicago to San Juan wherever you are with the Orbitz app for Android and iPhone. Or simply use m.orbitz.com on your mobile browser to search and book the Chicago to San Juan flights that you want. And if you’re running late, you check your flight status and baggage claim information on your mobile device too too.
Craft Your Perfect Vacation
Orbitz takes the stress out of vacation planning with great deals on flights from Chicago to San Juan, hotels, car rentals, cruises, and more. Mix and match results for your perfect trip, or book a complete vacation package.
Keep Informed With Orbitz
With Orbitz’s free alerts service, you will stay informed of flight or services disruptions to your Chicago to San Juan flights. The alerts can be sent straight to your mobile phone or email.
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San Juan Airports
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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.