$51 Cheap flight deals from Boston (BOS) to Port Charlotte (RSW)

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This Weekend's Flight Deals from Boston 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.

Sat, Oct 25 - Mon, Oct 27
PVD
T.F. Green
RSW
Southwest Florida Intl.
$169 Roundtrip, found 14 hours ago
$169
Roundtrip
found 14 hours ago
Select Southwest Airlines flight, departing Sat, Oct 25 from T.F. Green to Southwest Florida Intl., returning Mon, Oct 27, priced at $169 found 14 hours ago
Sat, Oct 25 - Sat, Nov 1
PVD
T.F. Green
SRQ
Sarasota-Bradenton Intl.
$190 Roundtrip, found 11 hours ago
$190
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Sat, Oct 25 from T.F. Green to Sarasota-Bradenton Intl., returning Sat, Nov 1, priced at $190 found 11 hours ago
Sat, Oct 25 - Sat, Nov 8
MHT
Manchester-Boston Regional
RSW
Southwest Florida Intl.
$229 Roundtrip, found 1 hour ago
$229
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Sat, Oct 25 from Manchester-Boston Regional to Southwest Florida Intl., returning Sat, Nov 8, priced at $229 found 1 hour ago
Sun, Oct 26 - Thu, Oct 30
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$261 Roundtrip, found 1 day ago
$261
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, Oct 26 from Logan Intl. to Southwest Florida Intl., returning Thu, Oct 30, priced at $261 found 1 day ago

Airfares from $51 One Way, $102 Round Trip from Boston to Port Charlotte

Prices starting at $102 for return flights and $51 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.

Sat, Jan 31 - Sat, Feb 7
PSM
Portsmouth
RSW
Fort Myers
$102 Roundtrip, found 9 hours ago
$102
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Sat, Jan 31 from Portsmouth to Fort Myers, returning Sat, Feb 7, priced at $102 found 9 hours ago
Mon, Jan 19 - Fri, Jan 23
PVD
Providence
SRQ
Sarasota
$122 Roundtrip, found 1 day ago
$122
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Jan 19 from Providence to Sarasota, returning Fri, Jan 23, priced at $122 found 1 day ago
Thu, Nov 13 - Thu, Nov 20
MHT
Manchester
RSW
Fort Myers
$126 Roundtrip, found 6 days ago
$126
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Nov 13 from Manchester to Fort Myers, returning Thu, Nov 20, priced at $126 found 6 days ago
Wed, Nov 5 - Wed, Nov 12
PVD
Providence
RSW
Fort Myers
$126 Roundtrip, found 1 hour ago
$126
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Wed, Nov 5 from Providence to Fort Myers, returning Wed, Nov 12, priced at $126 found 1 hour ago
Sat, Nov 8 - Wed, Nov 12
BOS
Boston
RSW
Fort Myers
$140 Roundtrip, found 2 days ago
$140
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sat, Nov 8 from Boston to Fort Myers, returning Wed, Nov 12, priced at $140 found 2 days ago

Port Charlotte economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Ft Myers
3.0-star property

Hilton Garden Inn Ft Myers

8.6/10 Excellent! (1,005 reviews)

Dec 3 - Dec 7

4 night stay

Boston (BOS) to Fort Myers (RSW)

Breeze Airways • Coach

Fort Myers (RSW) to Boston (BOS)

Frontier Airlines • Coach
Save 100% on your flight
Price was $526, price is now $293 per person
$293
per person
found 1 day ago
Very clean rooms and common areas. Comfortable. Great pool and hot tub. Everything was wonderful for my entire stay until the last 35 min prior to check out. The housekeepers knocked on my door at 1125am when check out is 12pm. I was on a call so I said through the door that I would be out of the room in about 15 min. Then the room phone rang and it was the front desk telling me the housekeeper told her I was checking out late. I told her that I told the housekeeper that I would be out in about 15 min. , isn't check out at 12pm? It's 1130am. She said yes. I said ok l, I will be out of the room before 12pm and I was. Way to push your customers out and ruin a nice stay.

Reviewed on Oct 5, 2025

Hyatt Place Fort Myers/at The Forum
3.0-star property

Hyatt Place Fort Myers/at The Forum

8.2/10 Very Good! (1,009 reviews)

Dec 3 - Dec 7

4 night stay

Boston (BOS) to Fort Myers (RSW)

Breeze Airways • Coach

Fort Myers (RSW) to Boston (BOS)

Frontier Airlines • Coach
Save 100% on your flight
Price was $539, price is now $336 per person
$336
per person
found 1 day ago
The staff was very friendly and helpful. The rooms as well as main spaces were clean. The complimentary breakfast was good. My overall experience was great. I’d highly recommend staying here

Reviewed on Jun 22, 2025

Hotel Alba, Tapestry Collection by Hilton
4.0-star property

Hotel Alba, Tapestry Collection by Hilton

8.8/10 Excellent! (2,272 reviews)

Dec 3 - Dec 7

4 night stay

Boston (BOS) to Sarasota (SRQ)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $744, price is now $475 per person
$475
per person
found 1 day ago
Rooms were clean. Staff was friendly and hotel is just a great place to stay.

Reviewed on Oct 12, 2025

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More About Flying To Port Charlotte from Boston

Route Information for Flights from Boston to Port Charlotte

Origin Airport IATA Code
BOS
Destination Airport IATA Code
RSW
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Boston 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.