Cheap flights from Chicago (CHI) to Port Charlotte (RSW)

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Lowest round trip fares by airline from Chicago and Port Charlotte

Cheapest prices ($53 One Way, $120 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Great Deals On Cheap Hotels in Port Charlotte

Punta Gorda Waterfront Hotel and Suites

Punta Gorda Waterfront Hotel and Suites

2.5 out of 5
300 Retta Esplanade, Punta Gorda, FL, 33950
Stay at this beach hotel in Punta Gorda. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. ...
3.6/5 Good! (1,382 reviews)
"Amazing place, close to everything!"

Reviewed on Sep 27, 2022

Punta Gorda Waterfront Hotel and Suites
Microtel Inn & Suites by Wyndham Port Charlotte

Microtel Inn & Suites by Wyndham Port Charlotte

2.5 out of 5
4056 Tamiami Trl, Port Charlotte, FL, 33952
The price is $153 per night from Feb 26 to Feb 27
$153
per night
Feb 26 - Feb 27
Stay at this business-friendly hotel in Port Charlotte. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
3.9/5 Good! (1,018 reviews)
"Very clean"

Reviewed on Jan 28, 2023

Microtel Inn & Suites by Wyndham Port Charlotte
Sun Coast Inn

Sun Coast Inn

2.5 out of 5
2073 S McCall Rd, Englewood, FL, 34224
The price is $240 per night from Feb 8 to Feb 9
$240
per night
Feb 8 - Feb 9
Stay at this business-friendly motel in Englewood. Enjoy free WiFi, free parking, and 2 beach bars. Our guests praise the helpful staff and the clean rooms in ...
4/5 Very Good! (623 reviews)
"There was a diesel truck running outside our room the first night. Very disturbing. The rooms are clean, convenient to family. I would stay there again."

Reviewed on Dec 29, 2022

Sun Coast Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Fly From Chicago to Port Charlotte

Origin
Chicago
Destination
Port Charlotte
Number of Daily Flights
21
Earliest Flight Departure Date
Feb 13
Latest Flight Departure Date
Feb 14
Popular Airlines
American Airlines

Cheap flights from Chicago to Port Charlotte

Are you ready to book your flight, but feeling nervous about paying too much if prices drop in a few days? Don't play the waiting game. Our Best Price Guarantee means if you see a better fare for the same flight, we'll give you the difference in CheapCash, plus $50 more in CheapCash, which you can use to save on your hotel reservation.

If you have a frequent flier account, add it to your reservation to earn miles. And don't worry about getting stuck in a middle seat. Choose your seats when you book, so you'll be right where you want to be on departure day.

Save Even More Time and Money With a Port Charlotte Travel Package

Once your flights are booked, why start all over again searching for a cheap hotel? Book your flight and hotel together, and save yourself more than time and energy. You'll also be able to take advantage of discounts and coupons on your Port Charlotte vacation that you can't get when you book flights and hotel separately.

Relax in Port Charlotte With Confidence and Convenience

Going cheap doesn't mean giving up great service. Our agents are available 24/7 to help you find the right cheap flights and hotel, and to answer questions about your trip.

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.