Cheap flights To Port Charlotte (RSW) from $45

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Cheap Flights to Port Charlotte from $45 One Way, $79 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sat, Apr 25 - Thu, Apr 30
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$79 Roundtrip, found 5 days ago
$79
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Apr 25 from O'Hare Intl. to Southwest Florida Intl., returning Thu, Apr 30, priced at $79 found 5 days ago
Sun, May 3 - Thu, May 7
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$80 Roundtrip, found 2 days ago
$80
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, May 3 from O'Hare Intl. to Southwest Florida Intl., returning Thu, May 7, priced at $80 found 2 days ago
Mon, May 11 - Sat, May 16
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$91 Roundtrip, found 2 days ago
$91
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, May 11 from Philadelphia Intl. to Southwest Florida Intl., returning Sat, May 16, priced at $91 found 2 days ago
Sun, Apr 12 - Tue, Apr 14
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$100 Roundtrip, found 7 hours ago
$100
Roundtrip
found 7 hours ago
Select Spirit Airlines flight, departing Sun, Apr 12 from Logan Intl. to Southwest Florida Intl., returning Tue, Apr 14, priced at $100 found 7 hours ago
Sat, May 16 - Tue, Jun 2
CLE
Hopkins Intl.
SRQ
Sarasota-Bradenton Intl.
$112 Roundtrip, found 1 day ago
$112
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, May 16 from Hopkins Intl. to Sarasota-Bradenton Intl., returning Tue, Jun 2, priced at $112 found 1 day ago
Mon, Apr 13 - Thu, Apr 16
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$124 Roundtrip, found 5 days ago
$124
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Mon, Apr 13 from Hopkins Intl. to Southwest Florida Intl., returning Thu, Apr 16, priced at $124 found 5 days ago
Sat, May 2 - Sat, May 16
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$152 Roundtrip, found 12 hours ago
$152
Roundtrip
found 12 hours ago
Select Southwest Airlines flight, departing Sat, May 2 from O'Hare Intl. to Southwest Florida Intl., returning Sat, May 16, priced at $152 found 12 hours ago
Sun, Mar 22 - Wed, Mar 25
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$163 Roundtrip, just found
$163
Roundtrip
just found
Select Spirit Airlines flight, departing Sun, Mar 22 from Newark Liberty Intl. Airport to Southwest Florida Intl., returning Wed, Mar 25, priced at $163 just found
Sat, Apr 11 - Sat, Apr 18
PHL
Philadelphia Intl.
SRQ
Sarasota-Bradenton Intl.
$163 Roundtrip, found 13 hours ago
$163
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Sat, Apr 11 from Philadelphia Intl. to Sarasota-Bradenton Intl., returning Sat, Apr 18, priced at $163 found 13 hours ago
Sat, Apr 11 - Sat, Apr 18
PSM
Portsmouth Intl.
RSW
Southwest Florida Intl.
$165 Roundtrip, found 18 hours ago
$165
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Sat, Apr 11 from Portsmouth Intl. to Southwest Florida Intl., returning Sat, Apr 18, priced at $165 found 18 hours ago

Port Charlotte Flight Information

Traveling To
Port Charlotte
Destination Airport IATA Code
RSW
Number of Airlines Serving
Airlines
Frontier Airlines, Spirit Airlines, Breeze Airways, United, Southwest Airlines
Flight Price
$79
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Port Charlotte economy flight packages

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Fort Myers Cape Coral
3.0-star property

Courtyard by Marriott Fort Myers Cape Coral

Apr 20 - Apr 27

7 night stay

Boston (BOS) to Fort Myers (RSW)

United • Non-stop • Coach

Fort Myers (RSW) to Boston (BOS)

Southwest Airlines • Non-stop • Coach
Price was $692, price is now $458 per person
$458
per person
found 1 day ago
Matanzas Inn Bayside Resort and Marina
3.0-star property

Matanzas Inn Bayside Resort and Marina

Apr 18 - Apr 25

7 night stay

Boston (BOS) to Fort Myers (RSW)

JetBlue Airways • Coach

Fort Myers (RSW) to Boston (BOS)

Delta • Coach
Save 100% on your flight
Price was $2,074, price is now $1,362 per person
$1,362
per person
found 1 day ago
The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0-star property

The Suites at Fishermen’s Village- 2 Bedroom Suites

Apr 16 - Apr 21

5 night stay

Boston (BOS) to Fort Myers (RSW)

Spirit Airlines • Coach

Fort Myers (RSW) to Boston (BOS)

American Airlines • Coach
Save 100% on your flight
Price was $1,298, price is now $862 per person
$862
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Boston to Port Charlotte
View all trips

Port Charlotte premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Boat House
2.0-star property

The Boat House

9.2/10 Wonderful! (669 reviews)

Apr 22 - Apr 26

4 night stay

Cleveland (CLE) to Fort Myers (RSW)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $1,665, price is now $1,377 per person
$1,377
per person
found 1 day ago
Good spot old town Marco

Reviewed on Aug 2, 2025

LaPlaya Beach & Golf Resort - A Noble House Resort
4.5-star property

LaPlaya Beach & Golf Resort - A Noble House Resort

9/10 Wonderful! (1,001 reviews)

Apr 22 - Apr 26

4 night stay

Cleveland (CLE) to Fort Myers (RSW)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $2,147, price is now $1,758 per person
$1,758
per person
found 1 day ago
Great customer service and guest services. Nice resort and good food.....we will definitely be back again.....

Reviewed on Jul 1, 2025

The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5-star property

The Residences at Siesta Key Beach by Hyatt Vacation Club

9.8/10 Exceptional! (320 reviews)

Apr 28 - May 1

3 night stay

Minneapolis (MSP) to Sarasota (SRQ)

Delta • Roundtrip • PremiumEconomy
Price was $1,909, price is now $1,514 per person
$1,514
per person
found 17 hours ago
We had a fantastic vacation at the Hyatt. The rooms are immaculate and have everything you need for your vacation. Beach staff was wonderful with daily umbrella service and the continental breakfast was very convenient. We look forward to returning!

Reviewed on May 10, 2025

Don't see what you're looking for?
See all available trips from Cleveland to Port Charlotte
View all trips

Port Charlotte first class flight packages

Price found within the past 48 hours. Click for updated prices.
Cedar Cove Resort and Cottages
3.0-star property

Cedar Cove Resort and Cottages

9.2/10 Wonderful! (492 reviews)

Apr 9 - Apr 12

3 night stay

Detroit (DTW) to Sarasota (SRQ)

Delta • Roundtrip • FirstClass
Price was $2,129, price is now $1,758 per person
$1,758
per person
found 12 hours ago
Extremely clean. Friendly, helpful staff that went above and beyond. I traveled with my teenage daughter and her friend and we never once felt unsafe. I was fine using the free trolley transportation up and down the island, but the girls talked me into renting a golf cart. That did provide more freedom for our short time there. The resort has golf carts for rent. We will definitely be back!

Reviewed on Aug 10, 2025

Waterline Villas & Marina, Autograph Collection
4.0-star property

Waterline Villas & Marina, Autograph Collection

9.6/10 Exceptional! (91 reviews)

Apr 9 - Apr 12

3 night stay

Detroit (DTW) to Sarasota (SRQ)

Delta • Roundtrip • FirstClass
Price was $2,418, price is now $2,003 per person
$2,003
per person
found 12 hours ago
Hotel was great! Beautiful accomodations. Rooms were spacious and very comfortable. Stayed 3 nights with 2 kids and we had a great time. Walkable distance to shops and restaurants. The pool was nice and seemed to be heated which was great since it was chilly on our last day. We were even fortunate to see a manatee right from our balcony at the marina docks below along with several pelicans.. Amazing!

Reviewed on Jan 10, 2019

Seaside at Anna Maria Island Inn
3.0-star property

Seaside at Anna Maria Island Inn

9.6/10 Exceptional! (74 reviews)

Apr 9 - Apr 12

3 night stay

Detroit (DTW) to Sarasota (SRQ)

Delta • Roundtrip • FirstClass
Price was $2,787, price is now $2,331 per person
$2,331
per person
found 12 hours ago
Don't see what you're looking for?
See all available trips from Detroit to Port Charlotte
View all trips

More to Explore

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.