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$48+ Cheap flights from Chesapeake, VA to Orlando (ORL)

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 1/27. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — ORL
ene. 26 — feb. 21
dom. 1/26
dom. 2/2
1 adult, Economy
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The best prices from Chesapeake to Orlando are usually found in February or January, booked 43 days in advance, depart on a Tuesday or Saturday and return on a Thursday

Cheap flight deals from Chesapeake to Orlando

Discover tips and strategies to find the most affordable flight options for your journey from Chesapeake (C6E) to Orlando (ORL). 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 enero 21, 2025.

Round-trip from

$83
(Frontier)

One-way from

$48
(Cheapflightsfares)

Popular in

November

Cheapest in

February

Average price

$173
From Chesapeake to Orlando (ORL)
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One-way flight from Chesapeake to Orlando (ORL)
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Highest demand for flights based on searches. 16% potential increase in price ($44 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 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 Chesapeake to Orlando

Cheapest flights from Chesapeake to Orlando
Explore the most affordable flight options available from Chesapeake to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on enero 21, 2025.

This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 3/17:16 pmORF - MCO
Nonstop2h 19mFrontier
mar. 3/43:28 pmMCO - ORF
Nonstop2h 06mFrontier
Deal found 1/21$83
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 2/247:00 amORF - MCO
Nonstop2h 16mMultiple Airlines
jue. 2/2711:10 amMCO - ORF
Nonstop2h 05mMultiple Airlines
Deal found 1/21$87
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.
lun. 3/33:05 pmORF - SFB
Nonstop2h 00mAllegiant Air
lun. 3/3112:34 pmSFB - ORF
Nonstop1h 49mAllegiant Air
Deal found 1/20$89
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 1/305:25 amORF - MCO
Nonstop2h 10mSpirit Airlines
sáb. 2/16:12 pmMCO - ORF
Nonstop2h 03mSpirit Airlines
Deal found 1/21$95
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/1912:59 pmORF - SFB
1 stop4h 31mMultiple Airlines
vie. 5/237:45 amSFB - ORF
Nonstop1h 51mMultiple Airlines
Deal found 1/20$230
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 3/18:00 pmORF - MCO
1 stop4h 30mUnited Airlines
mar. 3/45:24 pmMCO - ORF
1 stop6h 02mUnited Airlines
Deal found 1/21$237
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.
mar. 2/1112:55 pmORF - MCO
Nonstop2h 10mSouthwest
dom. 2/168:00 amMCO - ORF
2 stops7h 25mSouthwest
Deal found 1/20$257

Find flights from Chesapeake to Orlando within your budget

Customize your flight search to find flights from Chesapeake to Orlando 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 enero 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

dom. 2/16

6:12 pm-8:30 pm

Nonstop2h 18m

Orlando

jue. 2/20

11:10 am-1:15 pm

Nonstop2h 05m

$87

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

lun. 2/10

5:25 am-7:35 am

Nonstop2h 10m

Orlando

jue. 2/13

11:10 am-1:15 pm

Nonstop2h 05m

$89

NorfolkOrlando

ORF - SFB

ORFSFB

Norfolk

lun. 3/3

3:05 pm-5:05 pm

Nonstop2h 00m

Orlando Sanford Intl

lun. 3/31

12:34 pm-2:23 pm

Nonstop1h 49m

$89

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

dom. 2/2

5:25 am-7:35 am

Nonstop2h 10m

Orlando

mié. 2/5

6:09 am-3:36 pm

1 stop9h 27m

$96

NorfolkOrlando

ORF - SFB

ORFSFB

Norfolk

lun. 5/19

12:59 pm-5:30 pm

1 stop4h 31m

Orlando Sanford Intl

vie. 5/23

7:45 am-9:36 am

Nonstop1h 51m

$230

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

sáb. 3/1

8:00 pm-12:30 am

1 stop4h 30m

Orlando

mar. 3/4

4:20 pm-11:36 pm

1 stop7h 16m

$237

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

mar. 2/11

12:55 pm-3:05 pm

Nonstop2h 10m

Orlando

dom. 2/16

8:00 am-3:25 pm

2 stops7h 25m

$257

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

dom. 2/16

6:10 pm-12:31 am

1 stop6h 21m

Orlando

jue. 2/20

6:03 am-10:17 am

1 stop4h 14m

$262

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

lun. 1/27

5:25 am-7:35 am

Nonstop2h 10m

$48

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

dom. 3/23

7:11 pm-9:30 pm

Nonstop2h 19m

$52

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/19

Showing 1-10 of 17 results
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Best time to book a flight from Chesapeake to Orlando

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

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

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

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

To ensure you get the cheapest price possible for a flight from Chesapeake to Orlando, 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 Chesapeake to Orlando?

Currently, May is the cheapest month in which you can book a flight from Chesapeake to Orlando (average of $206). Flying from Chesapeake to Orlando in November is currently the most expensive (average of $289). 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 C6E to ORL?

Find hourly flight availability from Chesapeake to Orlando. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated enero 21, 2025.

When flying from Chesapeake to Orlando, 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 Chesapeake to Orlando?

Use this chart to determine the cheapest time to fly round-trip from Chesapeake to Orlando. Price data was last updated on December 16, 2024.

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

Weekly flight availability from Chesapeake to Orlando

Explore weekly flight availability from Chesapeake to Orlando. 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 enero 21, 2025.

The most flights from C6E to ORL 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 Orlando by month

Plan your trip to Orlando by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Orlando ranges from 2.4 - 8.7 inches per month. June is typically the wettest month, when rainfall can reach 8.7 in. November is typically the driest time to visit Orlando when rainfall is around 2.4 in.

Temperature in Orlando by month

Plan your trip to Orlando by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Orlando, 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 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 60.8 F).

Reviews of airlines servicing Orlando

Get insights into the airlines that provide service to Orlando. 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 Orlando. Reviews last updated enero 21, 2025.
Read reviews from past customers who have flown Spirit Airlines, Frontier and United Airlines from Chesapeake to Orlando. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,662 reviews

Crew

8.7

Overall

8.1

Food

7.2

Boarding

8.2

Comfort

8.1

Entertainment

7.7

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

Crew

8.7

Overall

8.1

Food

7.2

Boarding

8.2

Comfort

8.1

Entertainment

7.7

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

Crew

8.7

Overall

8.1

Food

7.2

Boarding

8.2

Comfort

8.1

Entertainment

7.7

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

Crew

8.7

Overall

8.1

Food

7.2

Boarding

8.2

Comfort

8.1

Entertainment

7.7

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

Crew

8.7

Overall

8.1

Food

7.2

Boarding

8.2

Comfort

8.1

Entertainment

7.7

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.

Allegiant Air
7.4
Good
801 reviews
Southwest
8.1
Very good
4,662 reviews

Crew

8.7

Overall

8.1

Food

7.2

Boarding

8.2

Comfort

8.1

Entertainment

7.7

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 Chesapeake to Orlando. 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 Chesapeake to Orlando one-way?

    One-way options have recently been found by users for as low as $48 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $52 and Breeze Airways from $73 one-way.

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

    The top 3 most reliable airlines when flying from Chesapeake to Orlando are Spirit Airlines (72%), Azul (63%) and JetBlue (63%).

  • What are the cheapest flights from Chesapeake to Orlando?

    The cheapest flight price from Chesapeake to Orlando is $70. On average you can expect to pay $196. The most popular route, (Norfolk - Orlando), can usually be booked for $88.

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

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from Chesapeake to Orlando (average of $206). Flying from Chesapeake to Orlando in November is currently the most expensive (average of $289). 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 Chesapeake to Orlando

See prices for flight routes from nearby airports that may be better suited for you.
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Top 9 airlines flying from Chesapeake to Orlando

Discover the top 9 airlines that operate flights from Chesapeake to Orlando. 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 enero 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$37Average$132FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$45Average$138FlexibilityNo cancel feeOn-time88%
JetBlueCheapest$59Average$252FlexibilityNo cancel feeOn-time62%
FrontierCheapest$78Average$164FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$109Average$204FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$133Average$359FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$158Average$324FlexibilityNo cancel feeOn-time71%
DeltaCheapest$176Average$356FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$227Average$372FlexibilityNo cancel feeOn-time63%
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