
$40 Cheap flight deals from Chicago (CHI) to Naples (APF)
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This Weekend's Flight Deals from Chicago to Naples
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 $40 One Way, $72 Round Trip from Chicago to Naples
Prices starting at $72 for return flights and $40 for one-way flights to Naples were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Naples economy flight packages

Hyatt Place Fort Myers/at The Forum
Sep 12 - Sep 16
Chicago (CHI) to Fort Myers (RSW)
Fort Myers (RSW) to Chicago (CHI)
Reviewed on Jun 22, 2025

LaPlaya Beach & Golf Resort - A Noble House Resort
Sep 12 - Sep 16
Chicago (CHI) to Fort Myers (RSW)
Fort Myers (RSW) to Chicago (CHI)
Reviewed on Jul 1, 2025

Lani Kai Beachfront Resort
Sep 12 - Sep 16
Chicago (CHI) to Fort Myers (RSW)
Fort Myers (RSW) to Chicago (CHI)
Reviewed on Jul 8, 2025
More About Flying To Naples from Chicago
Route Information for Flights from Chicago to Naples
Origin Airport IATA Code | CHI |
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Destination Airport IATA Code | APF |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Naples
Orbitz has your best deals on Chicago to Naples flights. From guaranteed low prices to cutting-edge mobile tools, the perfect trip begins on Orbitz.
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Use our mobile apps for Android and iPhone to find the best price on flights from Chicago to Naples. Check your flight status, gate and baggage claim details, and book exclusive mobile deals on hotels — even on the same day.
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Budget Travel Planning Made Easy
It's easy to find discount air tickets for flights from Chicago to Naples on Orbitz. Mix and match airlines for your departing and your returning flights to find the lowest fares and the best schedule.
Frequently asked questions
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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.