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Chesapeake

$48+ 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 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — RIC
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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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 October 30, 2025.

This Priceline deal was found by Cheapflights users on 10/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/118:22 pmRSW - ORF
Nonstop2h 07mBreeze Airways
Sun 12/145:15 pmORF - RSW
Nonstop2h 27mBreeze Airways
Deal found 10/28$102
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/57:00 pmRSW - ORF
2 stops13h 36mBreeze Airways
Sun 12/75:15 pmORF - RSW
Nonstop2h 27mBreeze Airways
Deal found 10/28$166
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/159:16 amRSW - ORF
3 stops27h 00mMultiple Airlines
Sun 11/165:15 pmORF - RSW
Nonstop2h 27mMultiple Airlines
Deal found 10/28$224
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/57:14 pmRSW - ORF
3 stops26h 49mMultiple Airlines
Sun 12/75:15 pmORF - RSW
Nonstop2h 27mMultiple Airlines
Deal found 10/28$230
This Delta deal was found by Cheapflights users on 10/30. 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.
Thu 12/412:04 pmRSW - ORF
1 stop5h 26mDelta
Tue 12/96:02 pmORF - RSW
1 stop6h 35mDelta
Deal found 10/30$247
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1512:14 pmRSW - ORF
1 stop20h 33mBreeze Airways
Sun 11/165:15 pmORF - RSW
Nonstop2h 27mBreeze Airways
Deal found 10/28$265
This Kiwi.com deal was found by Cheapflights users on 10/30. 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.
Tue 11/258:40 pmRSW - ORF
Nonstop2h 07mMultiple Airlines
Sun 11/309:26 pmORF - RSW
2 stops17h 48mMultiple Airlines
Deal found 10/30$288

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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$102
(Priceline)

One-way from

$48
(Kiwi.com)

Popular in

December

Cheapest in

July

Average price

$217
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
Search Deals
One-way flight from Fort Myers SW Florida Intl to Chesapeake
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($32 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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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 October 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 12/11

8:22 pm-10:29 pm

Nonstop2h 07m

Norfolk

Sun 12/14

5:15 pm-7:42 pm

Nonstop2h 27m

$102

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Sat 11/15

9:16 am-12:16 pm

3 stops27h 00m

Norfolk

Sun 11/16

5:15 pm-7:42 pm

Nonstop2h 27m

$224

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Fri 1/16

3:00 pm-9:30 pm

1 stop6h 30m

Norfolk

Mon 1/19

6:11 pm-11:03 pm

1 stop4h 52m

$231

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Thu 12/4

12:04 pm-5:30 pm

1 stop5h 26m

Norfolk

Tue 12/9

6:02 pm-12:37 am

1 stop6h 35m

$247

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Tue 11/25

8:40 pm-10:47 pm

Nonstop2h 07m

Norfolk

Sun 11/30

9:26 pm-3:14 pm

2 stops17h 48m

$288

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Thu 12/11

6:25 am-7:43 am

3 stops25h 18m

Norfolk

Sun 12/14

8:11 pm-7:23 pm

2 stops23h 12m

$317

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Sat 12/20

8:53 pm-10:59 pm

Nonstop2h 06m

Norfolk

Sun 12/28

5:15 pm-7:42 pm

Nonstop2h 27m

$321

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Fri 11/7

4:01 pm-4:57 pm

3 stops24h 56m

Norfolk

Sun 11/9

5:15 pm-7:42 pm

Nonstop2h 27m

$328

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Tue 11/18

6:55 am-11:31 am

1 stop4h 36m

Norfolk

Sun 11/23

5:15 am-9:44 am

1 stop4h 29m

$332

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Tue 12/16

7:20 am-11:40 am

1 stop4h 20m

Norfolk

Thu 12/18

4:15 pm-10:35 pm

1 stop6h 20m

$355

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 20 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

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

Currently, December is the cheapest month in which you can book a flight from Fort Myers to Chesapeake (average of $65). Flying from Fort Myers to Chesapeake in August is currently the most expensive (average of $135). 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 October 30, 2025.

It’s optimal to fly from Fort Myers to Chesapeake in the evening. By choosing this option you can save up to 15% on the cost of your flight, compared to a flight at noon.

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 Tuesday at noon when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost to fly round-trip from Fort Myers to Chesapeake?

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 October 30, 2025.
Read reviews from past customers who have flown Breeze Airways, Delta, and American Airlines from Fort Myers to Chesapeake. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
221 reviews

Crew

8.7

Comfort

8.2

Food

6.7

Entertainment

6.6

Boarding

8.3

Overall

8.1

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Breeze Airways
8.1
Very good
221 reviews
Breeze Airways
8.1
Very good
221 reviews

Crew

8.7

Comfort

8.2

Food

6.7

Entertainment

6.6

Boarding

8.3

Overall

8.1

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Delta
7.9
Good
7,993 reviews
Breeze Airways
8.1
Very good
221 reviews

Crew

8.7

Comfort

8.2

Food

6.7

Entertainment

6.6

Boarding

8.3

Overall

8.1

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
American Airlines
7.2
Good
11,030 reviews
Breeze Airways
8.1
Very good
221 reviews

Crew

8.7

Comfort

8.2

Food

6.7

Entertainment

6.6

Boarding

8.3

Overall

8.1

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

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. 3 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.

  • How long is the flight from Fort Myers to Chesapeake?

    For as low as $102, Breeze Airways can have you in Chesapeake from Fort Myers in 2h 07m. The distance from Fort Myers to Chesapeake is about 786 mi. This flight may include one or multiple stops.

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

    The cheapest flight price from Fort Myers to Chesapeake is $59. On average you can expect to pay $197. The most popular route, (Fort Myers SW Florida Intl - Norfolk), can usually be booked for $102.

  • 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, December is the cheapest month in which you can book a flight from Fort Myers to Chesapeake (average of $65). Flying from Fort Myers to Chesapeake in August is currently the most expensive (average of $135). 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 3 airlines flying from Fort Myers to Chesapeake

Discover the top 3 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$72Average$189FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$148Average$302FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$216Average$380FlexibilityNo cancel feeOn-time71%

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