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Chesapeake

$28+ 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 5/27. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — RIC
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
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Cheapflights Tip: The best prices from Orlando to Chesapeake are usually found in May or July, booked 49 days in advance, depart on a Thursday or Monday and return on a Monday

Cheap flight deals from Orlando to Chesapeake

Keep the following information in mind while searching for Orlando to Chesapeake flight deals. Data was last updated May 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$90
(Cheapflightsfares)

One-way from

$43
(FlightHub)

Popular in

November

Cheapest in

May

Average price

$128
Provider with most accurate pricing for Orlando (ORL)-Norfolk flight deals.
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Provider most trusted by Cheapflights users for Orlando (ORL)-Norfolk flights.
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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. 22% potential increase in price ($54 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in May 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 May 1, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2212:25 pmMCO - ORF
Nonstop2h 08mMultiple Airlines
Tue 5/2712:13 pmORF - MCO
Nonstop2h 03mMultiple Airlines
Deal found 4/30$90
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/138:29 amMCO - ORF
Nonstop2h 00mSpirit Airlines
Sat 8/167:44 pmORF - MCO
Nonstop2h 06mSpirit Airlines
Deal found 4/29$96
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.
Fri 5/237:52 pmMCO - ORF
1 stop4h 26mDelta
Mon 5/265:35 amORF - MCO
1 stop6h 11mDelta
Deal found 4/29$177
This Frontier deal was found by Cheapflights users on 4/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/158:25 amMCO - ORF
Nonstop2h 06mFrontier
Mon 5/193:49 pmORF - MCO
1 stop7h 39mFrontier
Deal found 4/30$186
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 5/3012:20 pmMCO - ORF
1 stop6h 05mAmerican Airlines
Sat 5/316:40 amORF - MCO
1 stop4h 04mAmerican Airlines
Deal found 4/29$199
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 6/57:35 amMCO - ORF
1 stop9h 30mJetBlue
Mon 6/96:00 pmORF - MCO
1 stop5h 59mJetBlue
Deal found 4/29$209
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.
Tue 6/310:15 amMCO - ORF
1 stop6h 50mSouthwest
Fri 6/62:50 pmORF - MCO
1 stop6h 10mSouthwest
Deal found 4/29$287
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/309:00 amMCO - ORF
2 stops12h 52mUnited Airlines
Sun 8/316:00 amORF - MCO
1 stop5h 57mUnited Airlines
Deal found 4/29$364

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 May 1, 2025.
Use the filters below to find and compare flights from Orlando to Chesapeake that are best for you.

Fly from

Orlando

Fly to

Chesapeake

Route

Depart

Return

Price

OrlandoNorfolk

MCO - ORF

MCOORF

Orlando

Thu 5/22

12:25 pm-2:33 pm

Nonstop2h 08m

Norfolk

Tue 5/27

12:13 pm-2:16 pm

Nonstop2h 03m

$90

OrlandoNorfolk

MCO - ORF

MCOORF

Orlando

Tue 5/13

8:29 am-10:29 am

Nonstop2h 00m

Norfolk

Sat 8/16

7:44 pm-9:50 pm

Nonstop2h 06m

$96

OrlandoNorfolk

MCO - ORF

MCOORF

Orlando

Fri 5/23

7:52 pm-12:18 am

1 stop4h 26m

Norfolk

Mon 5/26

5:35 am-11:46 am

1 stop6h 11m

$177

OrlandoNorfolk

MCO - ORF

MCOORF

Orlando

Thu 5/15

8:25 am-10:31 am

Nonstop2h 06m

Norfolk

Mon 5/19

3:49 pm-11:28 pm

1 stop7h 39m

$186

OrlandoNorfolk

MCO - ORF

MCOORF

Orlando

Fri 5/30

12:20 pm-6:25 pm

1 stop6h 05m

Norfolk

Sat 5/31

6:40 am-10:44 am

1 stop4h 04m

$199

OrlandoNorfolk

MCO - ORF

MCOORF

Orlando

Mon 6/23

10:05 am-12:05 pm

Nonstop2h 00m

Norfolk

Wed 6/25

4:00 pm-8:20 pm

1 stop4h 20m

$277

OrlandoNorfolk

MCO - ORF

MCOORF

Orlando

Mon 6/9

9:04 am-1:53 pm

1 stop4h 49m

Norfolk

Wed 6/11

10:30 am-3:04 pm

1 stop4h 34m

$381

OrlandoNorfolk

MCO - ORF

MCOORF

Orlando

Tue 5/27

8:29 am-10:29 am

Nonstop2h 00m

$28

OrlandoNorfolk

MCO - ORF

MCOORF

Orlando

Thu 6/5

7:40 am-9:53 am

Nonstop2h 13m

$48

OrlandoNorfolk

MCO - ORF

MCOORF

Orlando

Wed 6/11

8:17 am-10:45 am

1 stop26h 28m

$87

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 15 results
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

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 April 25, 2025.

To ensure you get the cheapest price possible for a flight from Orlando to Chesapeake, you should look to book at least 49 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 $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 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 May 1, 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 March 30, 2025.

Travelers seeking maximum savings on their Orlando to Chesapeake flight should consider departing on Wednesday evenings when fares are most often at their lowest. Sunday 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 May 1, 2025.

The most flights from ORL to C6E are scheduled on a Monday (6 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (1 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 May 1, 2025.
Read through reviews of airlines operating flights from Orlando to Chesapeake, such as Breeze Airways, Southwest and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
160 reviews

Boarding

8.3

Crew

8.8

Overall

8.1

Food

6.7

Entertainment

6.6

Comfort

8.2

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

Boarding

8.3

Crew

8.8

Overall

8.1

Food

6.7

Entertainment

6.6

Comfort

8.2

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
4,294 reviews
Breeze Airways
8.1
Very good
160 reviews

Boarding

8.3

Crew

8.8

Overall

8.1

Food

6.7

Entertainment

6.6

Comfort

8.2

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
7,934 reviews
Breeze Airways
8.1
Very good
160 reviews

Boarding

8.3

Crew

8.8

Overall

8.1

Food

6.7

Entertainment

6.6

Comfort

8.2

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

Boarding

8.3

Crew

8.8

Overall

8.1

Food

6.7

Entertainment

6.6

Comfort

8.2

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
2,924 reviews
Breeze Airways
8.1
Very good
160 reviews

Boarding

8.3

Crew

8.8

Overall

8.1

Food

6.7

Entertainment

6.6

Comfort

8.2

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 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?

    $43 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Frontier and Delta, with prices starting from $48 and $89, respectively.

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

    The top 3 most reliable airlines when flying from Orlando to Chesapeake are Spirit Airlines (93%), JetBlue (66%) and Southwest (58%).

  • What are the cheapest flights from Orlando to Chesapeake?

    While on average a flight from Orlando to Chesapeake is generally $125, our data shows the cheapest flight currently is $38. When looking at the most popular route, (Orlando - Norfolk), you can expect to pay $90 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 $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.

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Alternative routes for Orlando to Chesapeake

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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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$39Average$118FlexibilityNo cancel feeOn-time65%
FrontierCheapest$59Average$115FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$74Average$104FlexibilityNo cancel feeOn-time88%
JetBlueCheapest$103Average$223FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$137Average$301FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$158Average$282FlexibilityNo cancel feeOn-time71%
DeltaCheapest$176Average$261FlexibilityNo cancel feeOn-timeN/A

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