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Chesapeake

$39+ 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 2/20. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — RIC
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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The best prices from Orlando to Chesapeake are usually found in February or March, booked 43 days in advance, depart on a Thursday or Tuesday and return on a Tuesday

Cheap flight deals from Orlando to Chesapeake

Discover tips and strategies to find the most affordable flight options for your journey from Orlando (ORL) to Chesapeake (C6E). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$95
(eDestinos)

One-way from

$39
(Frontier)

Popular in

August

Cheapest in

February

Average price

$218
From Orlando (ORL) to Chesapeake
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One-way flight from Orlando (ORL) to Chesapeake
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Highest demand for flights based on searches. 10% potential increase in price ($21 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in January 2025
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Find 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 January 21, 2025.

This eDestinos deal was found by Cheapflights users on 1/19. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/183:28 pmMCO - ORF
Nonstop2h 06mFrontier
Tue 2/253:37 pmORF - MCO
1 stop8h 29mFrontier
Deal found 1/19$95
This Cheapflightsfares deal was found by Cheapflights users on 1/20. 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.
Thu 2/69:58 pmMCO - ORF
Nonstop2h 01mSpirit Airlines
Sat 2/85:25 amORF - MCO
Nonstop2h 10mSpirit Airlines
Deal found 1/20$97
This Cheapflightsfares deal was found by Cheapflights users on 1/20. 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 2/289:25 pmMCO - ORF
Nonstop1h 56mMultiple Airlines
Sun 3/26:12 pmORF - MCO
Nonstop2h 18mMultiple Airlines
Deal found 1/20$101
This Southwest deal was found by Cheapflights users on 1/20. 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 2/1910:20 amMCO - ORF
Nonstop2h 00mSouthwest
Wed 2/2612:55 pmORF - MCO
Nonstop2h 10mSouthwest
Deal found 1/20$242
This Mytrip deal was found by Cheapflights users on 1/21. 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 3/77:00 amMCO - ORF
3 stops30h 02mBreeze Airways
Sun 3/93:00 pmORF - MCO
1 stop6h 10mBreeze Airways
Deal found 1/21$268
This Delta deal was found by Cheapflights users on 1/20. 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 2/125:30 amMCO - ORF
1 stop6h 41mDelta
Fri 2/217:05 pmORF - MCO
1 stop5h 30mDelta
Deal found 1/20$288
This United Airlines deal was found by Cheapflights users on 1/20. 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.
Wed 2/1212:35 pmMCO - ORF
2 stops10h 51mUnited Airlines
Thu 2/208:00 pmORF - MCO
1 stop4h 30mUnited Airlines
Deal found 1/20$312
This American Airlines deal was found by Cheapflights users on 1/20. 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.
Sat 3/1510:54 amMCO - ORF
1 stop4h 56mAmerican Airlines
Tue 3/186:42 amORF - MCO
1 stop4h 22mAmerican Airlines
Deal found 1/20$394

Find flights from Orlando to Chesapeake within your budget

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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

OrlandoNorfolk

MCO - ORF

MCOORF

Orlando

Thu 2/6

9:58 pm-11:59 pm

Nonstop2h 01m

Norfolk

Mon 2/10

5:25 am-7:35 am

Nonstop2h 10m

$97

OrlandoNorfolk

MCO - ORF

MCOORF

Orlando

Thu 2/13

11:10 am-1:15 pm

Nonstop2h 05m

Norfolk

Sun 2/16

6:12 pm-8:30 pm

Nonstop2h 18m

$98

OrlandoNorfolk

MCO - ORF

MCOORF

Orlando

Fri 2/28

6:00 am-3:32 pm

1 stop9h 32m

Norfolk

Sun 3/2

6:12 pm-8:30 pm

Nonstop2h 18m

$100

OrlandoNorfolk

MCO - ORF

MCOORF

Orlando

Wed 2/19

10:20 am-12:20 pm

Nonstop2h 00m

Norfolk

Wed 2/26

12:55 pm-3:05 pm

Nonstop2h 10m

$242

OrlandoNorfolk

MCO - ORF

MCOORF

Orlando

Fri 3/7

7:00 am-1:02 pm

3 stops30h 02m

Norfolk

Sun 3/9

3:00 pm-9:10 pm

1 stop6h 10m

$268

OrlandoNorfolk

MCO - ORF

MCOORF

Orlando

Thu 2/27

7:09 pm-11:36 pm

1 stop4h 27m

Norfolk

Tue 3/4

6:00 am-3:18 pm

2 stops9h 18m

$312

OrlandoNorfolk

MCO - ORF

MCOORF

Orlando

Tue 5/20

9:00 am-2:03 pm

1 stop5h 03m

Norfolk

Fri 5/30

3:05 pm-8:37 pm

1 stop5h 32m

$361

OrlandoNorfolk

MCO - ORF

MCOORF

Orlando

Fri 3/7

5:27 pm-10:51 pm

1 stop5h 24m

Norfolk

Sun 3/9

6:16 pm-12:41 am

1 stop6h 25m

$395

OrlandoNorfolk

MCO - ORF

MCOORF

Orlando

Thu 2/20

11:10 am-1:15 pm

Nonstop2h 05m

$39

OrlandoNorfolk

MCO - ORF

MCOORF

Orlando

Sat 2/8

6:12 pm-8:15 pm

Nonstop2h 03m

$47

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 15 results
1
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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.

Travel insights for flights from Orlando to Chesapeake

Get recent, data-driven insights about flights from Orlando to Chesapeake including ideal travel times, pricing trends, and more.

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

Use this chart to determine the optimal time to book a round-trip flight from Orlando to Chesapeake. Price data was last updated on January 17, 2025.

To ensure you get the cheapest price possible for a flight from Orlando to Chesapeake, you should look to book at least 43 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, January is the cheapest month in which you can book a flight from Orlando to Chesapeake (average of $281). Flying from Orlando to Chesapeake in June is currently the most expensive (average of $372). 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 January 21, 2025.

When flying from Orlando 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 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 December 16, 2024.

Travelers seeking maximum savings on their Orlando to Chesapeake flight should consider departing on Wednesday evenings when fares are most often at their lowest. Friday evenings 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 January 21, 2025.

The most flights from ORL to C6E are scheduled on a Friday (5 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (2 on average).

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 January 21, 2025.
Read through reviews of airlines operating flights from Orlando to Chesapeake, such as Delta and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,662 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Breeze Airways
8.1
Very good
143 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,521 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,985 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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.

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

    $39 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 Southwest, with prices starting from $48 and $109, 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 (82%), JetBlue (82%) and Spirit Airlines (72%).

  • What are the cheapest flights from Orlando to Chesapeake?

    While on average a flight from Orlando to Chesapeake is generally $174, our data shows the cheapest flight currently is $52. When looking at the most popular route, (Orlando - Norfolk), you can expect to pay $88 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, January is the cheapest month in which you can book a flight from Orlando to Chesapeake (average of $281). Flying from Orlando to Chesapeake in June is currently the most expensive (average of $372). 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.

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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 7 airlines flying from Orlando to Chesapeake

Discover the top 7 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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$37Average$112FlexibilityNo cancel feeOn-time65%
FrontierCheapest$73Average$118FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$74Average$117FlexibilityNo cancel feeOn-time88%
JetBlueCheapest$85Average$220FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$158Average$302FlexibilityNo cancel feeOn-time71%
DeltaCheapest$176Average$266FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$207Average$303FlexibilityNo cancel feeOn-time63%
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