HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Orlando

$49+ 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 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — ORL
Dec 27 — Jan 31
Fri 12/27
Fri 1/3
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chesapeake to Orlando with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 December 22, 2024.

Round-trip from

$82
(FlightHub)

One-way from

$49
(Mytrip)

Popular in

November

Cheapest in

February

Average price

$250
From Chesapeake to Orlando (ORL)
Search Deals
One-way flight from Chesapeake to Orlando (ORL)
Search Deals
High demand for flights, 16% potential price rise
Search Deals
Best time to find cheap flights, 2% potential price drop
Search Deals
Average for round-trip flights in December 2024
Search Deals

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 December 22, 2024.

This Cheapflightsfares deal was found by Cheapflights users on 12/21. 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.
Thu 12/261:42 pmORF - MCO
Nonstop2h 15mMultiple Airlines
Fri 1/109:58 pmMCO - ORF
Nonstop2h 01mMultiple Airlines
Deal found 12/21$244
This FlightHub deal was found by Cheapflights users on 12/22. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/269:45 amORF - MCO
Nonstop2h 14mSpirit Airlines
Mon 12/306:43 amMCO - ORF
Nonstop2h 07mSpirit Airlines
Deal found 12/22$264
This Frontier deal was found by Cheapflights users on 12/21. 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.
Thu 12/261:42 pmORF - MCO
Nonstop2h 15mFrontier
Fri 1/105:25 amMCO - ORF
1 stop9h 32mFrontier
Deal found 12/21$268
This American Airlines deal was found by Cheapflights users on 12/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/285:00 amORF - MCO
1 stop4h 05mAmerican Airlines
Wed 1/85:28 pmMCO - ORF
1 stop4h 56mAmerican Airlines
Deal found 12/21$508
This Mytrip deal was found by Cheapflights users on 12/21. 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.
Sat 12/289:34 pmORF - MCO
1 stop11h 42mBreeze Airways
Sat 1/46:41 pmMCO - ORF
1 stop13h 57mBreeze Airways
Deal found 12/21$580
This Southwest deal was found by Cheapflights users on 12/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2512:35 pmORF - MCO
Nonstop2h 10mSouthwest
Wed 1/1510:20 amMCO - ORF
Nonstop2h 00mSouthwest
Deal found 12/21$590
This United deal was found by Cheapflights users on 12/20. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/286:00 amORF - MCO
1 stop18h 44mUnited Airlines
Wed 1/87:15 amMCO - ORF
2 stops11h 18mUnited Airlines
Deal found 12/20$636
This Delta deal was found by Cheapflights users on 12/22. 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.
Sun 12/2211:00 amORF - MCO
1 stop7h 24mDelta
Sat 12/286:30 pmMCO - ORF
1 stop5h 28mDelta
Deal found 12/22$795
This Mytrip deal was found by Cheapflights users on 12/20. 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.
Sat 12/219:36 pmORF - SFB
2 stops20h 20mMultiple Airlines
Sat 12/288:55 pmSFB - ORF
2 stops26h 20mMultiple Airlines
Deal found 12/20$873

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 December 22, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Mon 1/20

5:25 am-7:35 am

Nonstop2h 10m

Orlando

Tue 1/28

3:26 pm-5:25 pm

Nonstop1h 59m

$82

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Sat 3/1

7:16 pm-9:35 pm

Nonstop2h 19m

Orlando

Wed 3/5

4:55 pm-6:59 pm

Nonstop2h 04m

$83

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Sun 2/16

6:12 pm-8:30 pm

Nonstop2h 18m

Orlando

Thu 2/20

11:10 am-1:15 pm

Nonstop2h 05m

$89

NorfolkOrlando

ORF - SFB

ORFSFB

Norfolk

Fri 2/28

3:05 pm-5:05 pm

Nonstop2h 00m

Orlando Sanford Intl

Fri 3/7

6:05 am-7:54 am

Nonstop1h 49m

$114

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Tue 1/21

4:19 pm-8:39 pm

1 stop4h 20m

Orlando

Wed 1/29

5:40 pm-10:54 pm

1 stop5h 14m

$236

NorfolkOrlando

ORF - SFB

ORFSFB

Norfolk

Mon 3/10

12:50 pm-12:07 pm

2 stops23h 17m

Orlando Sanford Intl

Fri 3/14

6:05 am-7:54 am

Nonstop1h 49m

$278

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Sun 2/16

4:10 pm-6:20 pm

Nonstop2h 10m

Orlando

Fri 2/21

8:00 am-3:25 pm

2 stops7h 25m

$282

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Thu 1/30

5:25 am-7:35 am

Nonstop2h 10m

$49

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Mon 1/20

3:46 pm-10:15 pm

1 stop6h 29m

$54

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Sun 2/2

12:51 pm-7:58 pm

1 stop7h 07m

$80

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

Showing 1-10 of 16 results
1
2

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 December 20, 2024.

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 December 22, 2024.

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 December 22, 2024.

The most flights from C6E to ORL are scheduled on a Sunday (5 on average). You will have fewer flight options on Tuesday, 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 December 22, 2024.
Read reviews from past customers who have flown Frontier, Spirit Airlines and Delta 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
4,804 reviews

Crew

8.7

Food

7.2

Overall

8.1

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
4,804 reviews
Southwest
8.1
Very good
4,804 reviews

Crew

8.7

Food

7.2

Overall

8.1

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
135 reviews
Southwest
8.1
Very good
4,804 reviews

Crew

8.7

Food

7.2

Overall

8.1

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
8,594 reviews
Southwest
8.1
Very good
4,804 reviews

Crew

8.7

Food

7.2

Overall

8.1

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
9,028 reviews
Southwest
8.1
Very good
4,804 reviews

Crew

8.7

Food

7.2

Overall

8.1

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
822 reviews
Southwest
8.1
Very good
4,804 reviews

Crew

8.7

Food

7.2

Overall

8.1

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 $49 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $54 and Breeze Airways from $80 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 (94%), Azul (74%) and JetBlue (74%).

  • What are the cheapest flights from Chesapeake to Orlando?

    The cheapest flight price from Chesapeake to Orlando is $58. On average you can expect to pay $217. The most popular route, (Norfolk - Orlando), can usually be booked for $67.

  • 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chesapeake to Orlando

See prices for flight routes from nearby airports that may be better suited for you.
Reagan-National to Miami flights
Dulles Intl to Orlando flights
Dulles Intl to Miami flights
Reagan-National to Orlando flights
Dulles Intl to Fort Lauderdale flights
Reagan-National to Fort Lauderdale flights
Dulles Intl to Tampa flights
Reagan-National to Tampa flights
Raleigh to Miami flights
Raleigh to Orlando flights
Dulles Intl to West Palm Beach flights
Raleigh to Fort Lauderdale flights
Reagan-National to West Palm Beach flights
Dulles Intl to Fort Myers flights
Raleigh to Tampa flights
Richmond to Orlando flights
Richmond to Fort Lauderdale flights
Dulles Intl to Key West flights
Reagan-National to Fort Myers flights
Dulles Intl to Jacksonville flights
Richmond to Miami flights
Reagan-National to Sarasota flights
Reagan-National to Key West flights
Norfolk to Orlando flights
Norfolk to Miami flights
Reagan-National to Jacksonville flights
Greensboro to Miami flights
Greensboro to Orlando flights
Reagan-National to Pensacola flights
Dulles Intl to Pensacola flights
Norfolk to Tampa flights
Dulles Intl to Daytona Beach flights
Norfolk to Fort Lauderdale flights
Dulles Intl to Panama City flights
Dulles Intl to Sarasota flights
Raleigh to Fort Myers flights
Reagan-National to Panama City flights
Greensboro to Fort Lauderdale flights
Greensboro to Tampa flights
Dulles Intl to Valparaiso flights
Dulles Intl to Melbourne flights
Richmond to West Palm Beach flights
Reagan-National to Valparaiso flights
Greensboro to West Palm Beach flights
Raleigh to Key West flights
Charlottesville to Orlando flights
Roanoke to Orlando flights
Reagan-National to Daytona Beach flights
Dulles Intl to Orlando Sanford Intl flights
Richmond to Fort Myers flights

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 December 22, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$38Average$133FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$45Average$135FlexibilityNo cancel feeOn-time88%
JetBlueCheapest$59Average$251FlexibilityNo cancel feeOn-time62%
FrontierCheapest$78Average$155FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$81Average$188FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$158Average$335FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$164Average$385FlexibilityNo cancel feeOn-time69%
DeltaCheapest$176Average$347FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$227Average$363FlexibilityNo cancel feeOn-time63%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.