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Chesapeake

$96+ 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 2/20. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — RIC
Mar 6 — Mar 131
Fri 3/6
Fri 3/13
1 adult, Economy
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Cheap 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 February 4, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Thu 2/268:00 am
RSW
-
ORF
1 stop9h 05m
Multiple Airlines
Sun 3/111:32 am
ORF
-
RSW
1 stop24h 29m
Multiple Airlines
Deal found 2/2$174
This Kiwi.com deal was found by Cheapflights users on 2/4. 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 2/202:41 pm
RSW
-
ORF
2 stops29h 08m
Multiple Airlines
Sun 3/111:32 am
ORF
-
RSW
1 stop24h 29m
Multiple Airlines
Deal found 2/4$196
This Mytrip deal was found by Cheapflights users on 2/1. 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 5/86:00 am
RSW
-
ORF
1 stop4h 40m
Breeze Airways
Sun 5/1010:38 am
ORF
-
RSW
Nonstop2h 25m
Breeze Airways
Deal found 2/1$206
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Thu 2/268:00 am
RSW
-
ORF
1 stop9h 05m
Multiple Airlines
Mon 3/27:31 pm
ORF
-
RSW
2 stops40h 30m
Multiple Airlines
Deal found 2/3$214
This Kiwi.com deal was found by Cheapflights users on 2/4. 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.
Thu 2/199:31 pm
RSW
-
ORF
2 stops38h 04m
Frontier
Sun 3/111:32 am
ORF
-
RSW
1 stop24h 29m
Frontier
Deal found 2/4$217
This Delta deal was found by Cheapflights users on 2/3. 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 3/43:35 pm
RSW
-
ORF
1 stop4h 53m
Delta
Mon 3/95:13 pm
ORF
-
RSW
1 stop4h 24m
Delta
Deal found 2/3$223
This Kiwi.com deal was found by Cheapflights users on 2/4. 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.
Thu 2/198:00 am
RSW
-
ORF
1 stop9h 05m
Multiple Airlines
Sun 3/111:32 am
ORF
-
RSW
1 stop24h 29m
Multiple Airlines
Deal found 2/4$227
This Breeze Airways deal was found by Cheapflights users on 2/2. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1610:15 am
RSW
-
ORF
Nonstop2h 09m
Breeze Airways
Sun 4/197:05 am
ORF
-
RSW
Nonstop2h 30m
Breeze Airways
Deal found 2/2$228
This Kiwi.com deal was found by Cheapflights users on 2/4. 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.
Thu 2/198:00 am
RSW
-
ORF
1 stop9h 05m
Multiple Airlines
Mon 3/27:31 pm
ORF
-
RSW
2 stops40h 30m
Multiple Airlines
Deal found 2/4$231
This Kiwi.com deal was found by Cheapflights users on 2/4. 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.
Thu 2/198:00 am
RSW
-
ORF
1 stop9h 05m
Multiple Airlines
Tue 3/37:31 pm
ORF
-
RSW
2 stops16h 30m
Multiple Airlines
Deal found 2/4$235
This Delta deal was found by Cheapflights users on 2/4. 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 2/196:35 am
RSW
-
ORF
1 stop4h 55m
Delta
Mon 3/23:30 pm
ORF
-
RSW
1 stop5h 13m
Delta
Deal found 2/4$237

Find 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 February 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$174
(Kiwi.com)

One-way from

$96
(Kiwi.com)

Popular in

November

Cheapest in

July

Average price

$198
Provider with most accurate pricing for Fort Myers SW Florida Intl-Norfolk flight deals.
Search Deals
Provider most trusted by Cheapflights users for Fort Myers SW Florida Intl-Norfolk flights.
Search Deals
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. 9% potential increase in price ($27 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 February 4, 2026.
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 2/26

8:00 am-5:05 pm

1 stop9h 05m

Norfolk

Sun 3/1

11:32 am-12:01 pm

1 stop24h 29m

$174

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Fri 2/20

2:41 pm-7:49 pm

2 stops29h 08m

Norfolk

Sun 3/1

11:32 am-12:01 pm

1 stop24h 29m

$196

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Wed 3/4

6:35 am-11:30 am

1 stop4h 55m

Norfolk

Mon 3/9

7:29 pm-12:36 am

1 stop5h 07m

$223

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Thu 2/19

7:50 pm-12:14 am

1 stop4h 24m

Norfolk

Tue 3/3

6:20 pm-12:33 am

1 stop6h 13m

$223

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Thu 4/16

10:15 am-12:24 pm

Nonstop2h 09m

Norfolk

Sun 4/19

7:05 am-9:35 am

Nonstop2h 30m

$228

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Thu 2/19

5:35 am-11:30 am

1 stop5h 55m

Norfolk

Sun 3/1

6:14 pm-11:17 pm

1 stop5h 03m

$237

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Thu 2/26

7:51 pm-6:26 pm

2 stops22h 35m

Norfolk

Mon 3/2

7:31 pm-9:20 pm

3 stops25h 49m

$253

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Thu 6/11

7:45 am-9:58 am

Nonstop2h 13m

Norfolk

Mon 6/15

11:25 am-4:06 pm

1 stop4h 41m

$256

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Fri 2/20

2:41 pm-7:49 pm

2 stops29h 08m

$96

Fort MyersNorfolk

RSW - ORF

RSWORF

Fort Myers SW Florida Intl

Fri 5/8

6:00 am-10:40 am

1 stop4h 40m

$111

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

Showing 1-10 of 17 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, February is the cheapest month in which you can book a flight from Fort Myers to Chesapeake (average of $78). 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 February 4, 2026.

It’s optimal to fly from Fort Myers to Chesapeake at noon. By choosing this option you can save up to 34% on the cost of your flight, compared to a flight in the afternoon.

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 February 4, 2026.
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
8.2
Very good
263 reviews

Entertainment

6.6

Food

6.7

Overall

8.2

Boarding

8.3

Crew

8.7

Comfort

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
Breeze Airways
8.2
Very good
263 reviews
Breeze Airways
8.2
Very good
263 reviews

Entertainment

6.6

Food

6.7

Overall

8.2

Boarding

8.3

Crew

8.7

Comfort

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
Delta
7.9
Good
8,146 reviews
Breeze Airways
8.2
Very good
263 reviews

Entertainment

6.6

Food

6.7

Overall

8.2

Boarding

8.3

Crew

8.7

Comfort

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
American Airlines
7.2
Good
11,222 reviews
Breeze Airways
8.2
Very good
263 reviews

Entertainment

6.6

Food

6.7

Overall

8.2

Boarding

8.3

Crew

8.7

Comfort

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.

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 $223, Delta can have you in Chesapeake from Fort Myers in 4h 55m. The distance from Fort Myers to Chesapeake is about 786 mi.

  • 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 $59 on Breeze Airways. Other airlines that offer cheap prices include Delta from $104 and Southwest from $135 one-way.

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

    The cheapest flight price from Fort Myers to Chesapeake is $60. On average you can expect to pay $171. The most popular route, (Fort Myers SW Florida Intl - Norfolk), can usually be booked for $174.

  • 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, February is the cheapest month in which you can book a flight from Fort Myers to Chesapeake (average of $78). 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 February 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$61Average$191FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$115Average$293FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$216Average$322FlexibilityNo cancel feeOn-time71%

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