
$84 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 $84 One Way, $168 Round Trip from San Juan to Chicago
Prices starting at $168 for return flights and $84 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 Allegro Royal Sonesta Hotel Chicago Loop
Oct 29 - Nov 4
San Juan (SJU) to Chicago (ORD)
Reviewed on Jun 13, 2025

Hotel Riu Plaza Chicago
Oct 29 - Nov 4
San Juan (SJU) to Chicago (ORD)
Reviewed on Sep 2, 2025

Level Chicago - River North
Oct 29 - Nov 4
San Juan (SJU) to Chicago (ORD)
Reviewed on Jul 8, 2024
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 | Air Canada, Air New Zealand, United Airlines, Spirit Airlines |
Earliest Flight Arrival | 12:03AM UTC |
Latest Flight Arrival | 3:56AM UTC |
San Juan to Chicago
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Frequently asked questions
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Flights from San Juan
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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.