
$95 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 $95 One Way, $189 Round Trip from Chicago to Port Charlotte
Prices starting at $189 for return flights and $95 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

The Perry Hotel Naples
Sep 3 - Sep 7
Chicago (CHI) to Fort Myers (RSW)
Reviewed on Jul 8, 2026

LaPlaya Beach & Golf Resort - A Noble House Resort
Sep 3 - Sep 7
Chicago (CHI) to Fort Myers (RSW)
Reviewed on Jul 6, 2026

Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach
Aug 28 - Sep 2
Chicago (CHI) to Fort Myers (RSW)
Fort Myers (RSW) to Chicago (CHI)
Port Charlotte first class flight packages

Stay Inn & Suites
Aug 16 - Aug 19
Chicago (CHI) to Fort Myers (RSW)
Reviewed on Jul 7, 2026


Quality Inn Fort Myers Cape Coral
Aug 28 - Aug 30
Rockford (RFD) to Fort Myers (RSW)
Reviewed on Jul 8, 2026
More About Flying To Port Charlotte from Chicago
Route Information for Flights from Chicago to Port Charlotte
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | RSW |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Port Charlotte
Orbitz assures that you will receive cheap air fares on flights from Chicago to Port Charlotte and special deals that give you guaranteed low prices on hotels, cruises, car rentals, and anything else you need on your trip.
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Low fares on Chicago to Port Charlotte flights
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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.



