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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 5/15. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — RIC
May 5 — May 121
Mon 5/5
Mon 5/12
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 48 days in advance, depart on a Wednesday or Tuesday and return on a Thursday

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 April 30, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$149
(CheapOair)

One-way from

$69
(CheapOair)

Popular in

March

Cheapest in

January

Average price

$298
Provider with most accurate pricing for Fort Myers SW Florida Intl-Norfolk flight deals.
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Provider most trusted by Cheapflights users for Fort Myers SW Florida Intl-Norfolk flights.
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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. 4% potential increase in price ($13 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 30, 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 5/159:00 amRSW - ORF
Nonstop2h 10mBreeze Airways
Sun 5/1811:50 amORF - RSW
Nonstop2h 25mBreeze Airways
Deal found 4/29$149
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 7/246:45 amRSW - ORF
Nonstop2h 09mMultiple Airlines
Sun 8/39:35 amORF - RSW
1 stop9h 25mMultiple Airlines
Deal found 4/29$259
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/215:30 amRSW - ORF
1 stop6h 21mDelta
Wed 5/284:30 pmORF - RSW
1 stop4h 19mDelta
Deal found 4/29$271
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/211:34 amRSW - ORF
1 stop5h 51mAmerican Airlines
Mon 5/56:40 amORF - RSW
2 stops6h 14mAmerican Airlines
Deal found 4/29$302
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/97:25 amRSW - ORF
1 stop7h 00mSouthwest
Mon 7/141:10 pmORF - RSW
2 stops10h 20mSouthwest
Deal found 4/29$324
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/26:05 pmRSW - ORF
3 stops25h 35mSpirit Airlines
Mon 5/57:25 pmORF - RSW
1 stop14h 27mSpirit Airlines
Deal found 4/29$489
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1211:13 amRSW - ORF
1 stop5h 49mJetBlue
Sun 6/155:57 pmORF - RSW
1 stop6h 12mJetBlue
Deal found 4/29$511
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.
Thu 5/2212:14 pmRSW - ORF
1 stop9h 24mUnited Airlines
Mon 5/266:15 amORF - RSW
2 stops28h 46mUnited Airlines
Deal found 4/28$538

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 April 30, 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

Thu 5/15

9:00 am-11:10 am

Nonstop2h 10m

Norfolk

Sun 5/18

11:50 am-2:15 pm

Nonstop2h 25m

$149

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Thu 7/24

6:45 am-8:54 am

Nonstop2h 09m

Norfolk

Sun 8/3

9:35 am-7:00 pm

1 stop9h 25m

$259

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Wed 5/21

5:30 am-11:51 am

1 stop6h 21m

Norfolk

Wed 5/28

4:30 pm-8:49 pm

1 stop4h 19m

$271

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Wed 7/9

7:25 am-2:25 pm

1 stop7h 00m

Norfolk

Mon 7/14

1:10 pm-11:30 pm

2 stops10h 20m

$324

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Sun 7/6

7:55 am-2:42 pm

1 stop6h 47m

Norfolk

Mon 7/7

6:10 am-11:12 am

1 stop5h 02m

$367

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Fri 6/13

11:13 am-5:02 pm

1 stop5h 49m

Norfolk

Fri 6/20

5:57 pm-11:59 pm

1 stop6h 02m

$369

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Thu 5/22

12:14 pm-9:38 pm

1 stop9h 24m

Norfolk

Mon 5/26

6:15 am-11:01 am

2 stops28h 46m

$538

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Thu 5/15

9:00 am-11:10 am

Nonstop2h 10m

$80

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Thu 5/15

2:37 pm-7:50 pm

1 stop5h 13m

$139

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Mon 5/5

5:45 am-4:11 pm

2 stops34h 26m

$171

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 13 results
1
2

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 April 25, 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 47 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 June is currently the most expensive (average of $367). 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 April 30, 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 March 30, 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 April 30, 2025.
Breeze Airways
8.1
Very good
160 reviews

Crew

8.8

Entertainment

6.6

Boarding

8.3

Comfort

8.2

Food

6.7

Overall

8.1

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

Crew

8.8

Entertainment

6.6

Boarding

8.3

Comfort

8.2

Food

6.7

Overall

8.1

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

Crew

8.8

Entertainment

6.6

Boarding

8.3

Comfort

8.2

Food

6.7

Overall

8.1

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
7,936 reviews
Breeze Airways
8.1
Very good
160 reviews

Crew

8.8

Entertainment

6.6

Boarding

8.3

Comfort

8.2

Food

6.7

Overall

8.1

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

Crew

8.8

Entertainment

6.6

Boarding

8.3

Comfort

8.2

Food

6.7

Overall

8.1

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

Crew

8.8

Entertainment

6.6

Boarding

8.3

Comfort

8.2

Food

6.7

Overall

8.1

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 American Airlines from $139 and Spirit Airlines from $171 one-way.

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

    The cheapest flight price from Fort Myers to Chesapeake is $71. On average you can expect to pay $158. The most popular route, (Fort Myers SW Florida Intl - Norfolk), can usually be booked for $139.

  • 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 June is currently the most expensive (average of $367). 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 April 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$78Average$203FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$176Average$312FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$198Average$387FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$247Average$334FlexibilityNo cancel feeOn-time63%

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