
$109 Cheap flight deals from San Juan (SJU) to Chicago (CHI)
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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 $109 One Way, $191 Round Trip from San Juan to Chicago
Prices starting at $191 for return flights and $109 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

Hotel Riu Plaza Chicago
Dec 2 - Dec 6
San Juan (SJU) to Chicago (ORD)
Reviewed on Sep 2, 2025

Viceroy Chicago
Dec 2 - Dec 7
San Juan (SJU) to Chicago (ORD)
Chicago (ORD) to San Juan (SJU)
Reviewed on Sep 23, 2025

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 | 11:20PM UTC |
Latest Flight Arrival | 12:03AM UTC |
San Juan to Chicago
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Frequently asked questions
Flights to Chicago
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Flights from San Juan
- San Juan to Orlando
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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.