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Chesapeake

$69+ Cheap flights from Fort Myers (RSW) to Chesapeake, VA

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 7/13. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — RIC
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheapflights Tip: The best prices from Fort Myers SW Florida Intl to Chesapeake are usually found in January or February, booked 46 days in advance, depart on a Wednesday or Tuesday and return on a Saturday

Cheap flight deals from Fort Myers to Chesapeake

Keep the following information in mind while searching for Fort Myers to Chesapeake flight deals. Data was last updated June 12, 2025.

Round-trip from

$121
(Kiwi.com)

One-way from

$69
(CheapOair)

Popular in

March

Cheapest in

January

Average price

$325
From Fort Myers SW Florida Intl to Chesapeake
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One-way flight from Fort Myers SW Florida Intl to Chesapeake
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Highest demand for flights based on searches. 6% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Fort Myers to Chesapeake

Cheapest flights from Fort Myers to Chesapeake
Explore the most affordable flight options available from Fort Myers to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This Kiwi.com deal was found by Cheapflights users on 6/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/66:45 amRSW - ORF
Nonstop2h 09mBreeze Airways
Thu 7/101:51 pmORF - RSW
Nonstop2h 23mBreeze Airways
Deal found 6/10$121
This Southwest deal was found by Cheapflights users on 6/11. 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 11/67:15 amRSW - ORF
1 stop3h 40mSouthwest
Tue 11/1112:15 pmORF - RSW
1 stop4h 45mSouthwest
Deal found 6/11$253
This Mytrip deal was found by Cheapflights users on 6/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/66:45 amRSW - ORF
Nonstop2h 09mMultiple Airlines
Thu 7/106:30 pmORF - RSW
1 stop23h 55mMultiple Airlines
Deal found 6/10$273
This Delta deal was found by Cheapflights users on 6/11. 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 10/205:45 pmRSW - ORF
1 stop5h 43mDelta
Sat 10/2511:45 amORF - RSW
1 stop7h 07mDelta
Deal found 6/11$274
This American Airlines deal was found by Cheapflights users on 6/11. 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 6/192:34 pmRSW - ORF
1 stop5h 13mAmerican Airlines
Sun 6/226:23 amORF - RSW
1 stop4h 48mAmerican Airlines
Deal found 6/11$288
This United Airlines deal was found by Cheapflights users on 6/11. 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 8/117:15 amRSW - ORF
1 stop7h 59mUnited Airlines
Thu 8/146:20 amORF - RSW
1 stop8h 42mUnited Airlines
Deal found 6/11$315
This Mytrip deal was found by Cheapflights users on 6/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/68:09 pmRSW - ORF
1 stop17h 57mSpirit Airlines
Thu 7/105:20 pmORF - RSW
2 stops25h 05mSpirit Airlines
Deal found 6/10$391

Cheapflights Fare Finder

Customize your flight search to find flights from Fort Myers to Chesapeake 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 June 12, 2025.
Use the filters below to find and compare flights from Fort Myers to Chesapeake that are best for you.

Fly from

Fort Myers

Fly to

Chesapeake

Route

Depart

Return

Price

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Sun 7/6

6:45 am-8:54 am

Nonstop2h 09m

Norfolk

Thu 7/10

1:51 pm-4:14 pm

Nonstop2h 23m

$121

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Thu 11/6

7:15 am-10:55 am

1 stop3h 40m

Norfolk

Tue 11/11

12:15 pm-5:00 pm

1 stop4h 45m

$253

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Sun 7/6

6:45 am-8:54 am

Nonstop2h 09m

Norfolk

Thu 7/10

6:30 pm-6:25 pm

1 stop23h 55m

$273

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Mon 10/20

5:45 pm-11:28 pm

1 stop5h 43m

Norfolk

Sat 10/25

11:45 am-6:52 pm

1 stop7h 07m

$274

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Mon 8/11

7:15 am-3:14 pm

1 stop7h 59m

Norfolk

Thu 8/14

6:20 am-3:02 pm

1 stop8h 42m

$315

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Fri 6/27

7:26 pm-11:59 pm

1 stop4h 33m

Norfolk

Tue 7/1

5:31 pm-11:31 pm

1 stop6h 00m

$332

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Sun 7/6

8:09 pm-2:06 pm

1 stop17h 57m

Norfolk

Thu 7/10

5:20 pm-6:25 pm

2 stops25h 05m

$391

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Sun 7/13

6:45 am-8:54 am

Nonstop2h 09m

$69

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Mon 7/7

11:13 am-5:02 pm

1 stop5h 49m

$108

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Tue 8/5

7:00 am-2:46 pm

1 stop7h 46m

$119

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 15 results
1
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Best time to book a flight from Fort Myers to Chesapeake

Have a flexible travel schedule? Discover the best time to fly to Chesapeake from Fort Myers 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 Fort Myers to Chesapeake

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

Use this chart to determine the optimal time to book a round-trip flight from Fort Myers to Chesapeake. Price data was last updated on June 9, 2025.

The price you pay for your flight from Fort Myers to Chesapeake may vary depending on when you book. For the best chance of a lower fare, look to book 46 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, January is the cheapest month in which you can book a flight from Fort Myers to Chesapeake (average of $281). Flying from Fort Myers to Chesapeake in March is currently the most expensive (average of $351). 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 RSW to C6E?

Find hourly flight availability from Fort Myers to Chesapeake. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2025.

When flying from Fort Myers to Chesapeake, 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 Fort Myers to Chesapeake?

Use this chart to determine the cheapest time to fly round-trip from Fort Myers to Chesapeake. Price data was last updated on May 11, 2025.

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

Rainfall in Chesapeake by month

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

In terms of precipitation, rainfall in Chesapeake ranges from 2.9 - 5.8 inches per month. July is typically the wettest month, when rainfall can reach 5.8 in. November is typically the driest time to visit Chesapeake when rainfall is around 2.9 in.

Temperature in Chesapeake by month

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

If weather is an important factor for your trip to Chesapeake, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 42.8 F).

Reviews of airlines servicing Chesapeake

Get insights into the airlines that provide service to Chesapeake. 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 Chesapeake. Reviews last updated June 12, 2025.
See what other customers who have flown with Breeze Airways, Southwest and Delta from Fort Myers to Chesapeake have to say. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
178 reviews

Crew

8.8

Overall

8.1

Food

6.7

Comfort

8.2

Entertainment

6.6

Boarding

8.3

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
178 reviews
Breeze Airways
8.1
Very good
178 reviews

Crew

8.8

Overall

8.1

Food

6.7

Comfort

8.2

Entertainment

6.6

Boarding

8.3

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
4,287 reviews
Breeze Airways
8.1
Very good
178 reviews

Crew

8.8

Overall

8.1

Food

6.7

Comfort

8.2

Entertainment

6.6

Boarding

8.3

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
7,946 reviews
Breeze Airways
8.1
Very good
178 reviews

Crew

8.8

Overall

8.1

Food

6.7

Comfort

8.2

Entertainment

6.6

Boarding

8.3

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
8,790 reviews
Breeze Airways
8.1
Very good
178 reviews

Crew

8.8

Overall

8.1

Food

6.7

Comfort

8.2

Entertainment

6.6

Boarding

8.3

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
2,925 reviews
Breeze Airways
8.1
Very good
178 reviews

Crew

8.8

Overall

8.1

Food

6.7

Comfort

8.2

Entertainment

6.6

Boarding

8.3

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 Fort Myers to Chesapeake. 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 from for flights from Fort Myers to Chesapeake?

    For a flight from Fort Myers to Chesapeake, you will be flying from SW Florida Intl. Fort Myers SW Florida Intl (RSW) is just 10.0 mi from the center of the city. SW Florida Intl is the only Fort Myers airport and it handles 0 outbound flights to Chesapeake per day. 4 airlines have flights to Chesapeake from Fort Myers SW Florida Intl on a regular basis.

  • How popular is this Fort Myers to Chesapeake flight route?

    Flights from Fort Myers SW Florida Intl to Chesapeake have been viewed 1 times in the past calendar month.

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

    One-way options have recently been found by users for as low as $69 on Breeze Airways. Other airlines that offer cheap prices include JetBlue from $108 and American Airlines from $119 one-way.

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

    The cheapest flight price from Fort Myers to Chesapeake is $147. On average you can expect to pay $189. The most popular route, (Fort Myers SW Florida Intl - Norfolk), can usually be booked for $121.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Fort Myers to Chesapeake 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 Fort Myers to Chesapeake?

    Currently, January is the cheapest month in which you can book a flight from Fort Myers to Chesapeake (average of $281). Flying from Fort Myers to Chesapeake in March is currently the most expensive (average of $351). 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

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Top 4 airlines flying from Fort Myers to Chesapeake

Discover the top 4 airlines that operate flights from Fort Myers to Chesapeake. 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$78Average$203FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$176Average$318FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$176Average$389FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$247Average$345FlexibilityNo cancel feeOn-time63%

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