$41+ 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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Chesapeake to Walt Disney World 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.Cheapflights Tip: The best prices from Chesapeake to Walt Disney World are usually found in May or January, booked 40 days in advance, depart on a Thursday or Monday and return on a Thursday
Cheap flight deals from Chesapeake to Walt Disney World
Cheapest flights from Chesapeake to Walt Disney WorldExplore 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 diciembre 23, 2025.
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 diciembre 23, 2025.
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Travelocity 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Find 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 diciembre 23, 2025.
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $78 (Kiwi.com) |
One-way from | $41 (Expedia) |
Popular in | November |
Cheapest in | May |
Average price | $207 |
Cheapflights Fare Finder
Use the filters below to find and compare flights from Chesapeake to Bay Lake that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
NorfolkOrlando
ORF - MCO
ORFMCO
Norfolk
jue. 2/5
7:33 pm-11:59 pm
1 stop4h 26m
Orlando
dom. 2/8
7:50 pm-9:50 pm
Nonstop2h 00m
NorfolkOrlando
ORF - MCO
ORFMCO
Norfolk
lun. 1/12
12:25 pm-5:27 pm
1 stop5h 02m
Orlando
jue. 1/15
2:38 pm-4:44 pm
Nonstop2h 06m
NorfolkOrlando
ORF - MCO
ORFMCO
Norfolk
lun. 1/12
6:45 am-8:57 am
Nonstop2h 12m
Orlando
mié. 1/14
9:46 pm-6:38 pm
2 stops20h 52m
NorfolkOrlando
ORF - MCO
ORFMCO
Norfolk
mié. 4/15
8:24 pm-7:34 am
1 stop11h 10m
Orlando
vie. 4/17
2:54 pm-4:53 pm
Nonstop1h 59m
NorfolkOrlando
ORF - MCO
ORFMCO
Norfolk
lun. 1/5
8:20 am-10:35 am
Nonstop2h 15m
Orlando
dom. 1/11
7:10 am-4:50 pm
1 stop9h 40m
NorfolkOrlando
ORF - MCO
ORFMCO
Norfolk
mié. 1/28
12:40 pm-6:35 pm
1 stop5h 55m
Orlando
mié. 2/11
1:25 pm-3:25 pm
Nonstop2h 00m
NorfolkOrlando
ORF - MCO
ORFMCO
Norfolk
mié. 1/21
4:10 pm-6:25 pm
Nonstop2h 15m
Orlando
mié. 1/28
1:30 pm-3:30 pm
Nonstop2h 00m
NorfolkOrlando
ORF - MCO
ORFMCO
Norfolk
dom. 1/25
6:11 pm-12:03 am
1 stop5h 52m
Orlando
jue. 1/29
7:00 am-2:53 pm
1 stop7h 53m
NorfolkOrlando
ORF - MCO
ORFMCO
Norfolk
mar. 1/20
10:20 am-6:40 pm
2 stops8h 20m
Orlando
mar. 1/27
7:00 am-12:05 pm
1 stop5h 05m
NorfolkOrlando
ORF - MCO
ORFMCO
Norfolk
mié. 1/14
5:00 pm-9:09 pm
1 stop4h 09m
Orlando
dom. 1/18
5:00 am-9:32 am
1 stop4h 32m
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.
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 December 19, 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, September is the cheapest month in which you can book a flight from Chesapeake to Walt Disney World (average of $42). Flying from Chesapeake to Walt Disney World in June is currently the most expensive (average of $83). 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 diciembre 23, 2025.
A simple way to save on the total cost of your ticket is to fly from Chesapeake to Walt Disney World in the afternoon. If you’re flexible enough to do this you can expect to save up to 5% on your trip compared to booking a flight at noon.
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 December 20, 2025.
Travelers seeking maximum savings on their Chesapeake to Walt Disney World flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Wednesday 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 diciembre 23, 2025.
The most flights from C6E to W9D are scheduled on a Monday (6 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 on average).
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 diciembre 23, 2025.
Peruse reviews from past customers who have flown with Southwest, American Airlines, and Allegiant Air from Chesapeake to Bay Lake to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
Food
Entertainment
Comfort
Crew
Boarding
Reviews
Thomas,Dec 2025
SEA - DEN
Overall
Food
Entertainment
Comfort
Crew
Boarding
Reviews
Thomas,Dec 2025
SEA - DEN
Overall
Food
Entertainment
Comfort
Crew
Boarding
Reviews
Thomas,Dec 2025
SEA - DEN
Overall
Food
Entertainment
Comfort
Crew
Boarding
Reviews
Thomas,Dec 2025
SEA - DEN
Overall
Food
Entertainment
Comfort
Crew
Boarding
Reviews
Thomas,Dec 2025
SEA - DEN
Overall
Food
Entertainment
Comfort
Crew
Boarding
Reviews
Thomas,Dec 2025
SEA - DEN
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.
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Alternative routes for Chesapeake to Walt Disney World
See prices for flight routes from nearby airports that may be better suited for you.
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 diciembre 23, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$46 | Average$158 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$54 | Average$157 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$75 | Average$131 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$100 | Average$336 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$101 | Average$221 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$116 | Average$235 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$134 | Average$352 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$166 | Average$345 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$205 | Average$430 | FlexibilityNo cancel fee | On-time69% |