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Walt Disney World

$46+ Cheap flights from Chesapeake, VA to Bay Lake, FL

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 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — MCO
Apr 29 — May 61
Tue 4/29
Tue 5/6
1 adult, Economy
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Cheapflights Tip: The best prices from Chesapeake to Walt Disney World are usually found in May or March, booked 40 days in advance, depart on a Monday or Tuesday and return on a Thursday

Cheap flight deals from Chesapeake to Walt Disney World

Keep the following information in mind while searching for Chesapeake to Walt Disney World flight deals. Data was last updated April 24, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$87
(Cheapflightsfares)

One-way from

$46
(Kiwi.com)

Popular in

October

Cheapest in

May

Average price

$184
Provider with most accurate pricing for Norfolk-Orlando (ORL) flight deals.
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Provider most trusted by Cheapflights users for Norfolk-Orlando (ORL) flights.
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From Chesapeake to Walt Disney World
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One-way flight from Chesapeake to Walt Disney World
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Highest demand for flights based on searches. 17% potential increase in price ($41 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Chesapeake to Walt Disney World

Cheapest flights from Chesapeake to Walt Disney World
Explore the most affordable flight options available from Chesapeake to Walt Disney World. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 24, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/22. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1511:21 amORF - MCO
Nonstop2h 07mMultiple Airlines
Tue 5/208:29 amMCO - ORF
Nonstop2h 00mMultiple Airlines
Deal found 4/22$87
This Cheapflightsfares deal was found by Cheapflights users on 4/22. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/811:21 amORF - MCO
Nonstop2h 07mFrontier
Sun 5/118:25 amMCO - ORF
Nonstop2h 06mFrontier
Deal found 4/22$91
This Cheapflightsfares deal was found by Cheapflights users on 4/23. 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.
Mon 5/1912:13 pmORF - MCO
Nonstop2h 03mSpirit Airlines
Fri 5/238:29 amMCO - ORF
Nonstop2h 00mSpirit Airlines
Deal found 4/23$99
This Mytrip deal was found by Cheapflights users on 4/23. 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.
Mon 5/193:18 pmORF - SFB
Nonstop1h 55mAllegiant Air
Fri 5/237:45 amSFB - ORF
Nonstop1h 51mAllegiant Air
Deal found 4/23$101
This Mytrip deal was found by Cheapflights users on 4/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/23:11 pmORF - SFB
2 stops25h 33mMultiple Airlines
Mon 6/97:45 amSFB - ORF
Nonstop1h 53mMultiple Airlines
Deal found 4/22$206
This JetBlue deal was found by Cheapflights users on 4/22. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/286:00 pmORF - MCO
1 stop5h 59mJetBlue
Mon 6/27:35 amMCO - ORF
1 stop9h 30mJetBlue
Deal found 4/22$209

Cheapflights Fare Finder

Customize your flight search to find flights from Chesapeake to Walt Disney World 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 April 24, 2025.
Use the filters below to find and compare flights from Chesapeake to Bay Lake that are best for you.

Fly from

Chesapeake

Fly to

Walt Disney World

Route

Depart

Return

Price

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Thu 5/15

11:21 am-1:28 pm

Nonstop2h 07m

Orlando

Tue 5/20

8:29 am-10:29 am

Nonstop2h 00m

$87

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Thu 5/8

11:21 am-1:28 pm

Nonstop2h 07m

Orlando

Sun 5/11

8:25 am-10:31 am

Nonstop2h 06m

$94

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Mon 5/19

12:13 pm-2:16 pm

Nonstop2h 03m

Orlando

Wed 5/21

8:29 am-10:29 am

Nonstop2h 00m

$98

NorfolkOrlando

ORF - SFB

ORFSFB

Norfolk

Mon 5/19

3:18 pm-5:13 pm

Nonstop1h 55m

Orlando Sanford Intl

Fri 5/23

7:45 am-9:36 am

Nonstop1h 51m

$101

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Thu 6/5

6:00 pm-11:59 pm

1 stop5h 59m

Orlando

Sun 6/8

7:35 am-5:05 pm

1 stop9h 30m

$209

NorfolkOrlando

ORF - SFB

ORFSFB

Norfolk

Fri 6/13

3:19 pm-5:11 pm

Nonstop1h 52m

Orlando Sanford Intl

Sun 6/15

9:53 pm-3:16 pm

2 stops17h 23m

$228

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Wed 5/14

6:00 am-10:57 am

1 stop4h 57m

Orlando

Sun 5/18

5:00 am-8:39 am

1 stop3h 39m

$294

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Wed 5/21

6:40 am-2:25 pm

2 stops7h 45m

Orlando

Mon 5/26

9:00 am-11:00 am

Nonstop2h 00m

$312

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Sun 5/25

5:59 pm-11:23 pm

1 stop5h 24m

Orlando

Thu 5/29

7:00 am-11:50 am

1 stop4h 50m

$321

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Sun 5/11

11:21 am-1:28 pm

Nonstop2h 07m

$46

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

Showing 1-10 of 21 results
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Best time to book a flight from Chesapeake to Walt Disney World

Have a flexible travel schedule? Discover the best time to fly to Walt Disney World 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.

Cheapflights Insights

Everything you need to know about your flight from Chesapeake to Bay Lake

How far ahead should I book a flight from Chesapeake to Walt Disney World?

Use this chart to determine the optimal time to book a round-trip flight from Chesapeake to Walt Disney World. Price data was last updated on April 18, 2025.

To ensure you get the cheapest price possible for a flight from Chesapeake to Walt Disney World, you should look to book at least 40 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 Walt Disney World?

Currently, May is the cheapest month in which you can book a flight from Chesapeake to Walt Disney World (average of $206). Flying from Chesapeake to Walt Disney World 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 W9D?

Find hourly flight availability from Chesapeake to Walt Disney World. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 24, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chesapeake to Walt Disney World as you normally would.

What is the cheapest day to fly from Chesapeake to Walt Disney World?

Use this chart to determine the cheapest time to fly round-trip from Chesapeake to Walt Disney World. Price data was last updated on March 30, 2025.

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

Weekly flight availability from Chesapeake to Walt Disney World

Explore weekly flight availability from Chesapeake to Walt Disney World. 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 April 24, 2025.

The most flights from C6E to W9D are scheduled on a Monday (5 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 on average).

Rainfall in Walt Disney World by month

Plan your trip to Walt Disney World by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Walt Disney World 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 Walt Disney World when rainfall is around 2.4 in.

Temperature in Walt Disney World by month

Plan your trip to Walt Disney World by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Walt Disney World, 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 Walt Disney World

Get insights into the airlines that provide service to Walt Disney World. 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 Walt Disney World. Reviews last updated April 24, 2025.
Get a feel of what it's like to fly with Breeze Airways, Southwest and Delta from Chesapeake to Walt Disney World by reading reviews from past customers. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
159 reviews

Food

6.7

Crew

8.8

Comfort

8.2

Boarding

8.3

Entertainment

6.7

Overall

8.1

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
159 reviews
Breeze Airways
8.1
Very good
159 reviews

Food

6.7

Crew

8.8

Comfort

8.2

Boarding

8.3

Entertainment

6.7

Overall

8.1

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
4,287 reviews
Breeze Airways
8.1
Very good
159 reviews

Food

6.7

Crew

8.8

Comfort

8.2

Boarding

8.3

Entertainment

6.7

Overall

8.1

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
7,920 reviews
Breeze Airways
8.1
Very good
159 reviews

Food

6.7

Crew

8.8

Comfort

8.2

Boarding

8.3

Entertainment

6.7

Overall

8.1

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
8,685 reviews
Breeze Airways
8.1
Very good
159 reviews

Food

6.7

Crew

8.8

Comfort

8.2

Boarding

8.3

Entertainment

6.7

Overall

8.1

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
159 reviews

Food

6.7

Crew

8.8

Comfort

8.2

Boarding

8.3

Entertainment

6.7

Overall

8.1

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 Chesapeake to Walt Disney World. 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 Walt Disney World one-way?

    One-way options have recently been found by users for as low as $46 on Frontier. Other airlines that offer cheap prices include Allegiant Air from $49 and Spirit Airlines from $52 one-way.

  • What are the most reliable airlines from Chesapeake to Walt Disney World?

    Before booking your flight to Walt Disney World from Chesapeake, check out the most reliable airlines to get you to your destination on time: Spirit Airlines (95%), Southwest (80%), JetBlue( 76%).

  • What are the cheapest flights from Chesapeake to Walt Disney World?

    Looking at all options, your cheapest flight can be booked for $41. While the most popular route (Norfolk - Orlando) can be booked for $93 on average our data indicates $174 when flying from Chesapeake to Walt Disney World.

  • Can I find deals for flights from Chesapeake to Walt Disney World that include hotel bookings?

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

  • How can I find direct flights from Chesapeake to Walt Disney World?

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

  • Can I find deals for business class flights from Chesapeake to Walt Disney World?

    Yes. Cheapflights offers flight deals from Chesapeake to Walt Disney World 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 Walt Disney World?

    Currently, May is the cheapest month in which you can book a flight from Chesapeake to Walt Disney World (average of $206). Flying from Chesapeake to Walt Disney World 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

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Top 9 airlines flying from Chesapeake to Walt Disney World

Discover the top 9 airlines that operate flights from Chesapeake to Walt Disney World. 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 April 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$39Average$151FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$44Average$136FlexibilityNo cancel feeOn-time88%
FrontierCheapest$50Average$157FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$108Average$199FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$121Average$258FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$144Average$379FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$156Average$364FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$163Average$332FlexibilityNo cancel feeOn-time71%
DeltaCheapest$176Average$339FlexibilityNo cancel feeOn-timeN/A

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