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Chesapeake

$44+ Cheap flights from Orlando (ORL) 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 3/26. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — RIC
Apr 18 — Apr 251
Sat 4/18
Sat 4/25
1 adult, Economy
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Cheap flight deals from Orlando to Chesapeake

Cheapest flights from Orlando to Chesapeake
Explore the most affordable flight options available from Orlando to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 19, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/17. 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.
Wed 4/112:37 pm
MCO
-
ORF
Nonstop2h 06m
Frontier
Mon 4/133:54 pm
ORF
-
MCO
Nonstop2h 10m
Frontier
Deal found 3/17$79
This Frontier deal was found by Cheapflights users on 3/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/235:40 pm
MCO
-
ORF
Nonstop2h 06m
Frontier
Mon 4/279:02 pm
ORF
-
MCO
Nonstop2h 13m
Frontier
Deal found 3/16$80
This Kiwi.com deal was found by Cheapflights users on 3/18. 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.
Wed 4/112:37 pm
MCO
-
ORF
Nonstop2h 06m
Frontier
Fri 4/242:09 pm
ORF
-
MCO
Nonstop2h 11m
Frontier
Deal found 3/18$83
This Super.com deal was found by Cheapflights users on 3/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/205:45 am
MCO
-
ORF
Nonstop2h 00m
Frontier
Mon 3/233:26 pm
ORF
-
MCO
Nonstop2h 15m
Frontier
Deal found 3/15$86
This Cheapflightsfares deal was found by Cheapflights users on 3/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/207:50 pm
MCO
-
ORF
Nonstop1h 57m
Spirit Airlines
Sun 3/226:45 am
ORF
-
MCO
Nonstop2h 06m
Spirit Airlines
Deal found 3/15$87
This Frontier deal was found by Cheapflights users on 3/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/296:11 pm
MCO
-
ORF
Nonstop2h 06m
Frontier
Mon 6/89:12 pm
ORF
-
MCO
Nonstop2h 16m
Frontier
Deal found 3/17$88
This CheapOair deal was found by Cheapflights users on 3/16. 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.
Sat 3/217:50 pm
MCO
-
ORF
Nonstop1h 57m
Multiple Airlines
Sun 3/2212:35 pm
ORF
-
MCO
Nonstop2h 15m
Multiple Airlines
Deal found 3/16$93
This Trip.com deal was found by Cheapflights users on 3/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/2112:24 pm
MCO
-
ORF
Nonstop2h 07m
Frontier
Mon 3/233:26 pm
ORF
-
MCO
Nonstop2h 15m
Frontier
Deal found 3/17$96
This Super.com deal was found by Cheapflights users on 3/16. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/156:11 pm
MCO
-
ORF
Nonstop2h 06m
Frontier
Sun 5/179:12 pm
ORF
-
MCO
Nonstop2h 16m
Frontier
Deal found 3/16$97
This Super.com deal was found by Cheapflights users on 3/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/146:11 pm
MCO
-
ORF
Nonstop2h 06m
Frontier
Mon 5/189:12 pm
ORF
-
MCO
Nonstop2h 16m
Frontier
Deal found 3/15$98
This Kiwi.com deal was found by Cheapflights users on 3/14. 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 4/165:40 pm
MCO
-
ORF
Nonstop2h 06m
Frontier
Mon 4/206:02 pm
ORF
-
MCO
Nonstop2h 12m
Frontier
Deal found 3/14$99

Find flight deals from Orlando to Chesapeake

Keep the following information in mind while searching for Orlando to Chesapeake flight deals. Data was last updated March 19, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$79
(Kiwi.com)

One-way from

$44
(Super.com)

Popular in

April

Cheapest in

May

Average price

$179
Provider with most accurate pricing for Orlando (ORL)-Norfolk flight deals.
Search Deals
Provider most trusted by Cheapflights users for Orlando (ORL)-Norfolk flights.
Search Deals
From Orlando (ORL) to Chesapeake
Search Deals
One-way flight from Orlando (ORL) to Chesapeake
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($37 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Orlando 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 March 19, 2026.
Use the filters below to find and compare flights from Orlando to Chesapeake that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

OrlandoNorfolk

MCO - ORF

MCOORF

Orlando

Wed 4/15

6:50 pm-8:50 pm

Nonstop2h 00m

Norfolk

Wed 4/22

8:40 am-3:00 pm

2 stops6h 20m

$212

OrlandoNorfolk

MCO - ORF

MCOORF

Orlando

Wed 5/27

6:50 pm-8:50 pm

Nonstop2h 00m

Norfolk

Wed 6/10

12:25 pm-7:30 pm

2 stops7h 05m

$232

OrlandoNorfolk

MCO - ORF

MCOORF

Orlando

Wed 4/8

7:20 am-11:55 am

1 stop4h 35m

Norfolk

Thu 4/16

5:25 pm-12:05 am

1 stop6h 40m

$267

OrlandoNorfolk

MCO - ORF

MCOORF

Orlando

Thu 4/16

6:05 pm-10:55 pm

1 stop4h 50m

Norfolk

Mon 4/20

10:05 am-7:00 pm

2 stops8h 55m

$272

OrlandoNorfolk

MCO - ORF

MCOORF

Orlando

Thu 4/16

2:00 pm-10:55 pm

2 stops8h 55m

Norfolk

Thu 4/23

5:25 pm-12:05 am

1 stop6h 40m

$284

OrlandoNorfolk

MCO - ORF

MCOORF

Orlando

Sat 5/9

7:03 pm-11:50 pm

1 stop4h 47m

Norfolk

Tue 5/12

6:15 am-3:58 pm

2 stops9h 43m

$292

OrlandoNorfolk

MCO - ORF

MCOORF

Orlando

Sat 5/30

4:55 pm-11:05 pm

1 stop6h 10m

Norfolk

Mon 6/1

2:30 pm-9:15 pm

2 stops6h 45m

$293

OrlandoNorfolk

MCO - ORF

MCOORF

Orlando

Mon 4/20

6:05 pm-10:55 pm

1 stop4h 50m

Norfolk

Thu 4/23

5:25 pm-12:05 am

1 stop6h 40m

$319
Cheapest one-way

OrlandoNorfolk

MCO - ORF

MCOORF

Orlando

Mon 6/15

8:20 pm-10:38 pm

Nonstop2h 18m

$79

OrlandoNorfolk

MCO - ORF

MCOORF

Orlando

Wed 4/15

1:51 pm-3:51 pm

Nonstop2h 00m

$89

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/14

Showing 1-10 of 19 resultsSorted by cheapest first
1
2

Best time to book a flight from Orlando to Chesapeake

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

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

Currently, July is the cheapest month in which you can book a flight from Orlando to Chesapeake (average of $43). Flying from Orlando to Chesapeake in June is currently the most expensive (average of $87). 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 ORL to C6E?

Find hourly flight availability from Orlando 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 March 19, 2026.

Unlike at noon, when flights are generally more expensive, you can save up to 13% on flights from Orlando to Chesapeake by exploring options for tickets in the afternoon.

What is the cheapest day to fly from Orlando to Chesapeake?

Use this chart to determine the cheapest time to fly round-trip from Orlando to Chesapeake. Price data was last updated on March 14, 2026.

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

Weekly flight availability from Orlando to Chesapeake

Explore weekly flight availability from Orlando to Chesapeake. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated March 19, 2026.

The most flights from ORL to C6E are scheduled on a Monday (6 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 on average).

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 March 19, 2026.
Get a feel of what it's like to fly with Breeze Airways,Southwest, andAmerican Airlines from Orlando to Chesapeake by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
271 reviews

Overall

8.1

Food

6.6

Comfort

8.2

Crew

8.7

Entertainment

6.6

Boarding

8.3

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
8.1
Very good
271 reviews
Breeze Airways
8.1
Very good
271 reviews

Overall

8.1

Food

6.6

Comfort

8.2

Crew

8.7

Entertainment

6.6

Boarding

8.3

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.
Southwest
8.0
Very good
4,320 reviews
Breeze Airways
8.1
Very good
271 reviews

Overall

8.1

Food

6.6

Comfort

8.2

Crew

8.7

Entertainment

6.6

Boarding

8.3

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
7.1
Good
11,476 reviews
Breeze Airways
8.1
Very good
271 reviews

Overall

8.1

Food

6.6

Comfort

8.2

Crew

8.7

Entertainment

6.6

Boarding

8.3

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.
Spirit Airlines
6.3
Okay
8,530 reviews
Breeze Airways
8.1
Very good
271 reviews

Overall

8.1

Food

6.6

Comfort

8.2

Crew

8.7

Entertainment

6.6

Boarding

8.3

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.
Frontier
5.7
Fair
3,024 reviews
Breeze Airways
8.1
Very good
271 reviews

Overall

8.1

Food

6.6

Comfort

8.2

Crew

8.7

Entertainment

6.6

Boarding

8.3

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 Orlando to Chesapeake. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Orlando to Chesapeake?

    A quick flight from Orlando to Chesapeake can take about 2h. Southwest provides one of the quickest options available for as low as $212. Orlando and Chesapeake are separated by a distance of 655 mi. Generally, flights for this route are nonstop.

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

    $34 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Spirit Airlines and Breeze Airways, with prices starting from $42 and $49, respectively.

  • What are the most reliable airlines from Orlando to Chesapeake?

    The top 3 most reliable airlines when flying from Orlando to Chesapeake are Azul (84%), JetBlue (69%) and Spirit Airlines (54%).

  • What are the cheapest flights from Orlando to Chesapeake?

    While on average a flight from Orlando to Chesapeake is generally $188, our data shows the cheapest flight currently is $36. When looking at the most popular route, (Orlando - Norfolk), you can expect to pay $84 for that flight.

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

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

  • How can I find direct flights from Orlando to Chesapeake?

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

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

    Yes. Cheapflights offers flight deals from Orlando 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 Orlando to Chesapeake?

    Currently, July is the cheapest month in which you can book a flight from Orlando to Chesapeake (average of $43). Flying from Orlando to Chesapeake in June is currently the most expensive (average of $87). 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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Alternative routes for Orlando to Chesapeake

See prices for flight routes from nearby airports that may be better suited for you.
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Top 8 airlines flying from Orlando to Chesapeake

Discover the top 8 airlines that operate flights from Orlando 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 March 19, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$46Average$111FlexibilityNo cancel feeOn-time65%
FrontierCheapest$48Average$116FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$76Average$109FlexibilityNo cancel feeOn-time88%
JetBlueCheapest$78Average$186FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$79Average$261FlexibilityNo cancel feeOn-time63%
DeltaCheapest$88Average$275FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$103Average$136FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$162Average$308FlexibilityNo cancel feeOn-time71%

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