
$34 Cheap flight deals from Chicago (CHI) to Port Charlotte (RSW)
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This Weekend's Flight Deals from Chicago to Port Charlotte
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 $34 One Way, $68 Round Trip from Chicago to Port Charlotte
Prices starting at $68 for return flights and $34 for one-way flights to Port Charlotte were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Port Charlotte economy flight packages

Edison Beach House
Dec 11 - Dec 18
Chicago (CHI) to Fort Myers (RSW)
Reviewed on Oct 13, 2025

Matanzas Inn Bayside Resort and Marina
Dec 11 - Dec 18
Chicago (CHI) to Fort Myers (RSW)
Reviewed on Sep 14, 2025

LaPlaya Beach & Golf Resort - A Noble House Resort
Dec 3 - Dec 7
Chicago (CHI) to Fort Myers (RSW)
Fort Myers (RSW) to Chicago (CHI)
Reviewed on Jul 1, 2025
Port Charlotte first class flight packages

Holiday Inn Express & Suites Tampa East - Ybor City by IHG
Nov 25 - Nov 28
Chicago (ORD) to Sarasota (SRQ)
Reviewed on Aug 27, 2025


Ramada by Wyndham Tampa Westshore Airport South
Nov 25 - Nov 28
Chicago (ORD) to Sarasota (SRQ)
Reviewed on Oct 6, 2025
More About Flying To Port Charlotte from Chicago
Route Information for Flights from Chicago to Port Charlotte
Origin Airport IATA Code | CHI |
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Destination Airport IATA Code | RSW |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Port Charlotte
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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.