$59 Cheap flight deals from Chicago (CHI) to Isabela (SJU)
Earn rewards on top of your airline miles with Orbitz Rewards
Many airlines offer flexible change policies
Sign up to receive text alerts about your trip
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 $59 One Way, $129 Round Trip from Chicago to Isabela
Prices starting at $129 for return flights and $59 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
Urbana Hotel
Feb 11 - Feb 16
Chicago (CHI) to San Juan (SJU)
San Juan (SJU) to Chicago (CHI)
Reviewed on Sep 26, 2025
Romeo Gay Hotel
Feb 11 - Feb 16
Chicago (CHI) to San Juan (SJU)
San Juan (SJU) to Chicago (CHI)
Aire de O:live
Mar 3 - Mar 7
Chicago (CHI) to San Juan (SJU)
Reviewed on Apr 9, 2025
Isabela business class flight packages
Ola Boutique Hotel
Feb 18 - Feb 21
Chicago (ORD) to San Juan (SJU)
San Juan (SJU) to Chicago (ORD)
Reviewed on Jan 4, 2025
The Condado Plaza Hotel
Feb 18 - Feb 21
Chicago (ORD) to San Juan (SJU)
San Juan (SJU) to Chicago (ORD)
Reviewed on Dec 10, 2025
OLV Fifty Five - Adults Only
Feb 18 - Feb 21
Chicago (ORD) to San Juan (SJU)
San Juan (SJU) to Chicago (ORD)
Reviewed on Aug 7, 2023
Isabela first class flight packages
Aire de O:live
Mar 4 - Mar 8
Chicago (ORD) to San Juan (SJU)
Reviewed on Apr 9, 2025
The Condado Plaza Hotel
Mar 4 - Mar 8
Chicago (ORD) to San Juan (SJU)
Reviewed on Dec 10, 2025
More About Flying To Isabela from Chicago
Route Information for Flights from Chicago to Isabela
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | SJU |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Isabela
Orbitz combines guaranteed low prices with cutting-edge mobile tools for travel from Chicago to Isabela to give you a travel experience that is second to none.
Bargain Travel at Your Fingertips
Orbitz provides the cheapest fares from Chicago to Isabela. When reserving your flight you can mix and match a range of low cost airlines for you departing and returning domestic or international flights. This way you can travel on a budget while selecting the flights that suit your schedule.
Modern Tools for Fast-Paced Travel
Orbitz makes use of the latest technology to ensure that you are always kept up-to-date on the status of your Chicago to Isabela flights. Through easy-to-use mobile Android and iPhone apps you can book low cost flights from Chicago to Isabela and choose a range of cheap hotels to stay in.
Enjoy Stress-Free Travel with Flight Alerts
Once you have booked your flights from Chicago to Isabela on Orbitz you will always be kept informed of any changes to your flight. When you opt into Orbitz’s free email and SMS alerts on your Chicago to Isabela flights you can ask Orbitz to send the flight details to up to 6 other contacts, so keeping your family and business team informed is a cinch.
Frequent Flyer Program
For loyal Orbitz customers who fly from Chicago to Isabela the chance to join our frequent flyer program is an added bonus. Simply log-on to your online account and input your frequent flyer number for future flights.
Flights from Chicago
- Chicago to Orlando
- Chicago to Houston
- Chicago to New York
- Chicago to Phoenix
- Chicago to Dallas
- Chicago to London
- Chicago to Los Angeles
- Chicago to New Orleans
- Chicago to Rome
- Chicago to Paris
- Chicago to Washington
- Chicago to Toronto
- Chicago to San Francisco
- Chicago to Cleveland
- Chicago to Detroit
- Chicago to Montreal
- Chicago to Sacramento
- Chicago to Kansas City
- Chicago to Hartford
- Chicago to Atlantic City
More Destinations
- Guest Houses in Aguadilla
- Beach Resorts & in Aguadilla
- Gay Friendly Hotels in Aguadilla
- Hotels with Bar in Aguadilla
- Aguadilla Hotels
- Vacation Homes in Aguadilla
- Villas in Aguadilla
- Villas in Terranova
- Quebradillas Hotels
- B&B in Moca
- Guest Houses in Moca
- Moca Hotels
- Guest Houses in Aguacate
- Hotels near Guajataca Beach
- Hotels near Jobos Beach
- Flights to Aguadilla
- Flights from Killeen to Aguadilla
- Flights from Wilmington to Aguadilla
- Flights from Atlanta to Aguadilla
- Flights from Austin to Aguadilla
- Flights from Chicago to Aguadilla
- Flights from Cleveland to Aguadilla
- Flights from Dallas to Aguadilla
- Flights from Denver to Aguadilla
- Flights from Detroit to Aguadilla
- Flights from Houston to Aguadilla
- Flights from Las Vegas to Aguadilla
- Flights from Los Angeles to Aguadilla
- Flights from Memphis to Aguadilla
- Flights from Nashville to Aguadilla
- Flights from New York to Aguadilla
- Flights from Orlando to Aguadilla
- Flights from Philadelphia to Aguadilla
- Flights from Portland to Aguadilla
- Flights from Salt Lake City to Aguadilla
- Flights from Seattle to Aguadilla
- Flights from St. Petersburg - Clearwater to Aguadilla
- Flights from Washington to Aguadilla
- Flights from Omaha to Aguadilla
- Flights from Ponce to Aguadilla
- Flights from Pittsburgh to Aguadilla
- Flights from Fort Lauderdale to Aguadilla
- Flights from Newark to Aguadilla
- Flights from Richmond to Aguadilla
- Flights from Scranton to Aguadilla
- Flights from Milwaukee to Aguadilla
- Flights from Fort Myers to Aguadilla
- Flights from Norfolk - Virginia Beach to Aguadilla
- Flights from Allentown to Aguadilla
- Flights from White Plains to Aguadilla
- Flights from Albany to Aguadilla
- Flights from Savannah to Aguadilla
- Flights from Gainesville to Aguadilla
- Flights from Puerto Plata to Aguadilla
- Flights from Aguadilla
- Flights from Palm Beach to Aguadilla
- Flights from Maleza Alta
- Flights to Quebradillas
- Flights from Quebradillas
- Flights from Minneapolis - St. Paul to Manati
- Flights from The Valley to Mayagüez
- Flights from Gustavus to Mayagüez
- Flights from San Francisco to Mayagüez
- Flights from Velas to Mayagüez
- Flights from Puerto del Rosario to Mayagüez
- Flights from Los Mochis to Mayagüez
- Flights from McGrath to Mayagüez
- Flights from Maringá to Mayagüez
- Flights from Moline to Mayagüez
- Flights from Brandon to Mayagüez
- Flights from Andrés Avelino Cáceres Dorregaray to Mayagüez
- Flights from Unorganized Kenora District to Mayagüez
- Flights from Tulsa to Mayagüez
- Flights from Varzea Grande to Mayagüez
- Flights from Prerov to Mayagüez
- Flights from Zanzibar Town to Mayagüez
- Flights from Sidi Kaouki to Mayagüez
- Flights from Narita to Mayagüez
- Flights from Windsor to Mayagüez
- Flights from Moca
- Flights from Aguacate
- Flights from Nashville to Desecheo Island
- Flights from St. Louis to Desecheo Island
- Flights from Buffalo to Desecheo Island
- Flights from Jacksonville to Desecheo Island
- Flights from Charleston to Desecheo Island
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.