HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Fort Myers

$93+ Cheap flights from Chesapeake, VA to Fort Myers (RSW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/12. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — RSW
May 4 — May 111
Sun 5/4
Sun 5/11
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chesapeake to Fort Myers with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Chesapeake to Fort Myers SW Florida Intl are usually found in January or November, booked 48 days in advance, depart on a Thursday or Tuesday and return on a Wednesday

Cheap flight deals from Chesapeake to Fort Myers

Keep the following information in mind while searching for Chesapeake to Fort Myers flight deals. Data was last updated April 29, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$119
(CheapOair)

One-way from

$93
(CheapOair)

Popular in

February

Cheapest in

January

Average price

$318
Provider with most accurate pricing for Norfolk-Fort Myers SW Florida Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Norfolk-Fort Myers SW Florida Intl flights.
Search Deals
From Chesapeake to Fort Myers SW Florida Intl
Search Deals
One-way flight from Chesapeake to Fort Myers SW Florida Intl
Search Deals
High demand for flights, 9% potential price rise
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

Find flight deals from Chesapeake to Fort Myers

Cheapest flights from Chesapeake to Fort Myers
Explore the most affordable flight options available from Chesapeake to Fort Myers. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 29, 2025.

This CheapOair deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1511:50 amORF - RSW
Nonstop2h 25mBreeze Airways
Sun 5/189:00 amRSW - ORF
Nonstop2h 10mBreeze Airways
Deal found 4/29$119
This American Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/228:28 amORF - RSW
1 stop7h 56mAmerican Airlines
Sun 5/255:21 pmRSW - ORF
1 stop6h 34mAmerican Airlines
Deal found 4/28$274
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/268:00 amORF - RSW
1 stop4h 22mDelta
Mon 6/25:30 amRSW - ORF
1 stop6h 20mDelta
Deal found 4/28$277
This JetBlue deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/125:57 pmORF - RSW
1 stop6h 12mJetBlue
Thu 6/1911:13 amRSW - ORF
1 stop5h 49mJetBlue
Deal found 4/28$306
This FlightHub deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/291:51 pmORF - RSW
Nonstop2h 23mMultiple Airlines
Sun 6/15:09 pmRSW - ORF
1 stop24h 14mMultiple Airlines
Deal found 4/29$319
This CheapOair deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/295:02 pmORF - RSW
1 stop23h 01mSpirit Airlines
Sun 6/15:09 pmRSW - ORF
1 stop24h 14mSpirit Airlines
Deal found 4/29$334
This Southwest deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/86:25 amORF - RSW
2 stops10h 50mSouthwest
Sun 5/117:05 amRSW - ORF
1 stop6h 35mSouthwest
Deal found 4/28$354
This United Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/266:15 amORF - RSW
2 stops14h 02mUnited Airlines
Mon 6/25:51 pmRSW - ORF
1 stop5h 53mUnited Airlines
Deal found 4/28$476

Cheapflights Fare Finder

Customize your flight search to find flights from Chesapeake to Fort Myers that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 29, 2025.
Use the filters below to find and compare flights from Chesapeake to Fort Myers that are best for you.

Fly from

Chesapeake

Fly to

Fort Myers

Route

Depart

Return

Price

NorfolkFort Myers

ORF - RSW

ORFRSW

Norfolk

Thu 5/15

11:50 am-2:15 pm

Nonstop2h 25m

Fort Myers SW Florida Intl

Sun 5/18

9:00 am-11:10 am

Nonstop2h 10m

$119

NorfolkFort Myers

ORF - RSW

ORFRSW

Norfolk

Thu 5/22

8:28 am-4:24 pm

1 stop7h 56m

Fort Myers SW Florida Intl

Sun 5/25

5:21 pm-11:55 pm

1 stop6h 34m

$274

NorfolkFort Myers

ORF - RSW

ORFRSW

Norfolk

Mon 5/26

8:00 am-12:22 pm

1 stop4h 22m

Fort Myers SW Florida Intl

Mon 6/2

5:30 am-11:50 am

1 stop6h 20m

$277

NorfolkFort Myers

ORF - RSW

ORFRSW

Norfolk

Thu 6/12

5:57 pm-12:09 am

1 stop6h 12m

Fort Myers SW Florida Intl

Thu 6/19

11:13 am-5:02 pm

1 stop5h 49m

$306

NorfolkFort Myers

ORF - RSW

ORFRSW

Norfolk

Thu 5/29

1:51 pm-4:14 pm

Nonstop2h 23m

Fort Myers SW Florida Intl

Sun 6/1

5:09 pm-5:23 pm

1 stop24h 14m

$319

NorfolkFort Myers

ORF - RSW

ORFRSW

Norfolk

Thu 5/29

5:02 pm-4:03 pm

1 stop23h 01m

Fort Myers SW Florida Intl

Sun 6/1

5:09 pm-5:23 pm

1 stop24h 14m

$334

NorfolkFort Myers

ORF - RSW

ORFRSW

Norfolk

Fri 5/30

6:25 am-5:15 pm

2 stops10h 50m

Fort Myers SW Florida Intl

Sun 6/1

7:10 pm-11:55 pm

1 stop4h 45m

$368

NorfolkFort Myers

ORF - RSW

ORFRSW

Norfolk

Mon 5/26

6:15 am-8:17 pm

2 stops14h 02m

Fort Myers SW Florida Intl

Mon 6/2

5:51 pm-11:44 pm

1 stop5h 53m

$476

NorfolkFort Myers

ORF - RSW

ORFRSW

Norfolk

Thu 6/12

1:51 pm-4:14 pm

Nonstop2h 23m

$93

NorfolkFort Myers

ORF - RSW

ORFRSW

Norfolk

Fri 5/30

6:00 pm-11:59 pm

1 stop5h 59m

$108

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 14 results
1
2

Best time to book a flight from Chesapeake to Fort Myers

Have a flexible travel schedule? Discover the best time to fly to Fort Myers from Chesapeake with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chesapeake to Fort Myers

How far ahead should I book a flight from Chesapeake to Fort Myers?

Use this chart to determine the optimal time to book a round-trip flight from Chesapeake to Fort Myers. Price data was last updated on April 25, 2025.

The best time to book flights from Chesapeake to Fort Myers is 48 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Chesapeake to Fort Myers?

Currently, January is the cheapest month in which you can book a flight from Chesapeake to Fort Myers (average of $205). Flying from Chesapeake to Fort Myers in June is currently the most expensive (average of $297). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from C6E to RSW?

Find hourly flight availability from Chesapeake to Fort Myers. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 29, 2025.

When flying from Chesapeake to Fort Myers, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from Chesapeake to Fort Myers?

Use this chart to determine the cheapest time to fly round-trip from Chesapeake to Fort Myers. Price data was last updated on March 30, 2025.

Travelers seeking maximum savings on their Chesapeake to Fort Myers flight should consider departing on Friday afternoons when fares are most often at their lowest. Friday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Fort Myers by month

Plan your trip to Fort Myers by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Fort Myers ranges from 1.7 - 10.1 inches per month. June is typically the wettest month, when rainfall can reach 10.1 in. December is typically the driest time to visit Fort Myers when rainfall is around 1.7 in.

Temperature in Fort Myers by month

Plan your trip to Fort Myers by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Fort Myers, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 64.4 F).

Reviews of airlines servicing Fort Myers

Get insights into the airlines that provide service to Fort Myers. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Fort Myers. Reviews last updated April 29, 2025.
Read through reviews of airlines operating flights from Chesapeake to Fort Myers, such as Breeze Airways, Southwest and Delta. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
160 reviews

Boarding

8.3

Crew

8.8

Entertainment

6.6

Overall

8.1

Food

6.7

Comfort

8.2

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
160 reviews
Breeze Airways
8.1
Very good
160 reviews

Boarding

8.3

Crew

8.8

Entertainment

6.6

Overall

8.1

Food

6.7

Comfort

8.2

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Southwest
8.0
Very good
4,295 reviews
Breeze Airways
8.1
Very good
160 reviews

Boarding

8.3

Crew

8.8

Entertainment

6.6

Overall

8.1

Food

6.7

Comfort

8.2

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Delta
8.0
Very good
7,929 reviews
Breeze Airways
8.1
Very good
160 reviews

Boarding

8.3

Crew

8.8

Entertainment

6.6

Overall

8.1

Food

6.7

Comfort

8.2

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
United Airlines
7.4
Good
8,696 reviews
Breeze Airways
8.1
Very good
160 reviews

Boarding

8.3

Crew

8.8

Entertainment

6.6

Overall

8.1

Food

6.7

Comfort

8.2

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
JetBlue
7.3
Good
2,922 reviews
Breeze Airways
8.1
Very good
160 reviews

Boarding

8.3

Crew

8.8

Entertainment

6.6

Overall

8.1

Food

6.7

Comfort

8.2

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

Related info for your journey

Find useful and relevant information for your journey from Chesapeake to Fort Myers. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Fort Myers from Chesapeake?

    If you book a flight to Fort Myers from Chesapeake, you will be flying to SW Florida Intl, which is the city’s only airport. Fort Myers SW Florida Intl (RSW) is located 10.0 mi from the center of Fort Myers. There are 0 flights from Chesapeake to SW Florida Intl per day from 4 different airlines.

  • What are the cheapest airlines to fly from Chesapeake to Fort Myers one-way?

    The cheapest airline one-way is Breeze Airways, with whom users have recently found tickets for as low as $93. However, be on the lookout for offers from JetBlue and Delta, as they are both options that can get you from Chesapeake to Fort Myers for a low price.

  • What are the cheapest flights from Chesapeake to Fort Myers?

    While on average a flight from Chesapeake to Fort Myers is generally $162, our data shows the cheapest flight currently is $79. When looking at the most popular route, (Norfolk - Fort Myers SW Florida Intl), you can expect to pay $119 for that flight.

  • Can I find deals for flights from Chesapeake to Fort Myers that include hotel bookings?

    Yes. In addition to deals on Chesapeake to Fort Myers flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chesapeake to Fort Myers?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chesapeake to Fort Myers.

  • Can I find deals for business class flights from Chesapeake to Fort Myers?

    Yes. Cheapflights offers flight deals from Chesapeake to Fort Myers by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chesapeake to Fort Myers?

    Currently, January is the cheapest month in which you can book a flight from Chesapeake to Fort Myers (average of $205). Flying from Chesapeake to Fort Myers in June is currently the most expensive (average of $297). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chesapeake?

Book flights to Chesapeake if you plan to visit one of these locations
Sanibel
North Fort Myers
Estero
Lehigh Acres

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chesapeake to Fort Myers

See prices for flight routes from nearby airports that may be better suited for you.
Reagan-National to Miami flights
Dulles Intl to Miami flights
Dulles Intl to Orlando flights
Reagan-National to Orlando flights
Dulles Intl to Fort Lauderdale flights
Dulles Intl to Tampa flights
Reagan-National to Tampa flights
Raleigh to Miami flights
Reagan-National to Fort Lauderdale flights
Raleigh to Orlando flights
Dulles Intl to Fort Myers flights
Richmond to Fort Lauderdale flights
Raleigh to Fort Lauderdale flights
Dulles Intl to West Palm Beach flights
Richmond to Orlando flights
Dulles Intl to Jacksonville flights
Richmond to Miami flights
Reagan-National to Pensacola flights
Reagan-National to Fort Myers flights
Dulles Intl to Pensacola flights
Raleigh to Tampa flights
Reagan-National to Jacksonville flights
Reagan-National to West Palm Beach flights
Norfolk to Miami flights
Reagan-National to Sarasota flights
Reagan-National to Key West flights
Greensboro to Miami flights
Dulles Intl to Key West flights
Greensboro to Orlando flights
Norfolk to Fort Lauderdale flights
Norfolk to Orlando flights
Norfolk to Tampa flights
Richmond to Tampa flights
Dulles Intl to Panama City flights
Dulles Intl to Tallahassee flights
Reagan-National to Tallahassee flights
Dulles Intl to Valparaiso flights
Reagan-National to Panama City flights
Richmond to West Palm Beach flights
Raleigh to West Palm Beach flights
Greensboro to Tampa flights
Raleigh to Key West flights
Richmond to Jacksonville flights
Greensboro to Fort Lauderdale flights
Dulles Intl to Daytona Beach flights
Roanoke to Orlando flights
Reagan-National to Valparaiso flights
Dulles Intl to Sarasota flights
Raleigh to Pensacola flights
Richmond to Key West flights

Top 4 airlines flying from Chesapeake to Fort Myers

Discover the top 4 airlines that operate flights from Chesapeake to Fort Myers. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$103Average$208FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$176Average$315FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$198Average$372FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$226Average$396FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.