
$65 Cheap flight deals from Chicago (CHI) to Isabela (SJU)
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This Weekend's Flight Deals from Chicago to Isabela
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 $65 One Way, $138 Round Trip from Chicago to Isabela
Prices starting at $138 for return flights and $65 for one-way flights to Isabela were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Isabela economy flight packages


Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)
Mar 30 - Apr 4
Chicago (CHI) to San Juan (SJU)
San Juan (SJU) to Chicago (CHI)
Reviewed on Aug 9, 2025

Hotel Puerto Valdes
Mar 22 - Mar 26
Chicago (CHI) to San Juan (SJU)
Reviewed on Dec 28, 2025
Isabela business class flight packages

Aire de O:live
Apr 2 - Apr 6
Chicago (ORD) to San Juan (SJU)
Reviewed on Jan 20, 2026

Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)
Apr 2 - Apr 6
Chicago (ORD) to San Juan (SJU)
Reviewed on Aug 9, 2025

El Conquistador Resort
Apr 2 - Apr 6
Chicago (ORD) to San Juan (SJU)
Reviewed on Jan 7, 2026
More About Flying To Isabela from Chicago
Route Information for Flights from Chicago to Isabela
Origin Airport IATA Code | CHI |
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Destination Airport IATA Code | SJU |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Isabela
Trip-Planning Made Easy
Your search engine may give you thousands of pages of results when you search for cheap flights from Chicago to Isabela, but you can save yourself a lot of hassle and money by going straight to Orbitz.com. Not only do we offer great deals on Chicago to Isabela flights, but we make it easy to book hotels, car rentals, cruises, or a complete vacation package of your dreams.
Discount Chicago to Isabela Flights
Orbitz’s low price guarantee means you get the best fares around. Find the lowest prices for international and domestic tickets and for flights from Chicago to Isabela when you use Orbitz. It’s easy to add activities to your booking, so you can take advantage of all that Isabela has to offer.
Easily Book, Change, Cancel Flights From Chicago to Isabela
Orbitz now offers free mobile device apps, so even the busiest multi-taskers can plan their vacations while away from their desktop computer. Plus, instant alerts to your email or mobile phone help you stay on top of any delays or travel updates, so you avoid unpleasant surprises before boarding your Chicago to Isabela flights. Our Customer Service representatives are ready to assist you if you need to change your air travel plans.
Take Advantage of Frequent Flyer Options Through Orbitz
With Orbitz, you do not have to choose between a low fare and earning frequent flyer miles. Simply provide your frequent flyer information when you book your Chicago to Isabela flights.
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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.

