Cheap Flight Deals From San Juan (SJU) to Chicago (CHI) Starting at $64

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This Weekend's Flight Deals from San Juan to Chicago

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 $64 One Way, $128 Round Trip from San Juan to Chicago

Prices starting at $128 for return flights and $64 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Chicago economy flight packages

The Langham, Chicago
Courtyard by Marriott Chicago Downtown River North
Sonesta Simply Suites Chicago O'Hare
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More About Flying To Chicago from San Juan

Route Information for Flights from San Juan to Chicago

Origin Airport IATA Code SJU
Destination Airport IATA Code CHI
Distance 2073 mi
Direct Flight Airlines American Airlines, Alaska Airlines, Air Canada, Air New Zealand, United Airlines
Earliest Flight Arrival 3:36PM UTC
Latest Flight Arrival 10:32PM UTC

San Juan to Chicago

If you are looking online for bargain San Juan to Chicago flights, Orbitz is your ideal destination. We understand that vacations can be expensive and offer guaranteed low prices on our domestic and international tickets.

Orbitz Uses Cutting-Edge Mobile Tools

Orbitz may offer low cost San Juan to Chicago flights but this does not mean that we skimp on giving you the latest mobile apps. You don’t have to worry about checking your flight status as we send the info for your flights from San Juan to Chicago directly to your smartphone.

Fly Cheap and Earn Miles on Your San Juan to Chicago Flights

Frequent flyer miles and points are great—and even better when you earn them on cheap flights from San Juan to Chicago. With Orbitz, you can earn miles for your frequent flyer program on qualified flights. Enter your frequent flyer number when you book with us to get rewarded for your flight.

Orbitz Takes the Hassle Out Of Flying

We know that flying can be stressful, particularly if you are traveling with young children. That’s why we make sure you are aware of any changes or delays to your flights from San Juan to Chicago via your phone or email address. We can even inform family members too.

Orbitz Flights Fit Around Your Lifestyle

Orbitz understands that you don’t necessarily want to fly at 5:00 a.m—and that sometimes you do. This is why we allow you to find the best San Juan to Chicago flights at the times you want with ease.

Frequently asked questions

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.