$39+ 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 2/22. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — MCO
Mar 16 — Mar 231
1 adult, Economy
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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 March, booked 56 days in advance, depart on a Sunday or Thursday and return on a Thursday
Cheap flight deals from Chesapeake to Walt Disney World
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Best
Last-minute
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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 February 14, 2026.
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 February 14, 2026.
This Priceline deal was found by Cheapflights users on 2/11. 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.
Sat 5/166:05 am
ORF
- MCO
Nonstop2h 02m
Multiple Airlines
Sat 5/163:44 pm
MCO
- ORF
Nonstop2h 05m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$76
This Priceline deal was found by Cheapflights users on 2/9. 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.
Sat 2/2112:29 pm
ORF
- MCO
Nonstop2h 15m
Multiple Airlines
Wed 2/257:50 pm
MCO
- ORF
Nonstop2h 00m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$77
This Kiwi.com deal was found by Cheapflights users on 2/11. 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.
Sat 5/166:43 pm
ORF
- MCO
Nonstop2h 12m
Multiple Airlines
Wed 5/208:59 pm
MCO
- ORF
Nonstop1h 59m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$78
This Priceline deal was found by Cheapflights users on 2/10. 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.
Wed 3/187:05 am
ORF
- MCO
Nonstop2h 10m
Multiple Airlines
Wed 3/257:50 pm
MCO
- ORF
Nonstop1h 57m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$80
This Kiwi.com deal was found by Cheapflights users on 2/12. 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.
Sun 2/156:45 am
ORF
- MCO
Nonstop2h 12m
Multiple Airlines
Fri 2/2711:40 am
MCO
- ORF
Nonstop2h 06m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$81
This Super.com deal was found by Cheapflights users on 2/11. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/151:44 pm
ORF
- MCO
Nonstop2h 16m
Frontier
Thu 2/194:22 pm
MCO
- ORF
Nonstop2h 06m
Frontier
Deal found 2/11![Frontier logo]()
$84
This CheapOair deal was found by Cheapflights users on 2/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/143:26 pm
ORF
- MCO
Nonstop2h 15m
Multiple Airlines
Tue 3/177:50 pm
MCO
- ORF
Nonstop1h 57m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$86
This Super.com deal was found by Cheapflights users on 2/13. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2112:29 pm
ORF
- MCO
Nonstop2h 15m
Frontier
Tue 2/2410:00 am
MCO
- ORF
Nonstop2h 05m
Frontier
Deal found 2/13![Frontier logo]()
$87
This Frontier deal was found by Cheapflights users on 2/13. 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.
Tue 3/31:02 pm
ORF
- MCO
Nonstop2h 16m
Frontier
Fri 3/612:24 pm
MCO
- ORF
Nonstop2h 07m
Frontier
Deal found 2/13![Frontier logo]()
$88
This Super.com deal was found by Cheapflights users on 2/12. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/86:45 am
ORF
- MCO
Nonstop2h 12m
Spirit Airlines
Wed 3/117:50 pm
MCO
- ORF
Nonstop2h 00m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$90
This Priceline deal was found by Cheapflights users on 2/12. 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.
Fri 2/276:45 am
ORF
- MCO
Nonstop2h 12m
Multiple Airlines
Tue 3/310:00 am
MCO
- ORF
Nonstop2h 05m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$91
This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
Wed 2/257:31 pm
ORF
- MCO
1 stop4h 23m
Multiple Airlines
Thu 2/264:22 pm
MCO
- ORF
Nonstop2h 06m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$92
Best flights from Chesapeake to Walt Disney WorldDiscover carefully curated flight deals from Chesapeake to Walt Disney World that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 14, 2026.
Discover carefully curated flight deals from Chesapeake to Walt Disney World that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/11. 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.
Mon 3/306:45 am
ORF
- MCO
Nonstop2h 06m
Multiple Airlines
Thu 4/26:05 am
MCO
- ORF
Nonstop2h 04m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$108
This Breeze Airways deal was found by Cheapflights users on 2/10. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/225:24 pm
ORF
- MCO
Nonstop2h 16m
Breeze Airways
Fri 5/298:20 pm
MCO
- ORF
Nonstop2h 18m
Breeze Airways
Deal found 2/10![Breeze Airways logo]()
$158
This American Airlines deal was found by Cheapflights users on 2/12. 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.
Wed 4/89:25 am
ORF
- MCO
1 stop4h 48m
American Airlines
Wed 4/87:55 pm
MCO
- ORF
1 stop4h 04m
American Airlines
Deal found 2/12![American Airlines logo]()
$187
This Cheapflightsfares deal was found by Cheapflights users on 2/9. 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 3/128:41 pm
ORF
- MCO
1 stop11h 13m
Spirit Airlines
Sat 3/1410:25 am
MCO
- ORF
1 stop9h 21m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$192
This Southwest deal was found by Cheapflights users on 2/10. 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 3/109:55 am
ORF
- MCO
1 stop7h 30m
Southwest
Tue 3/173:40 pm
MCO
- ORF
2 stops6h 55m
Southwest
Deal found 2/10![Southwest logo]()
$222
This Delta deal was found by Cheapflights users on 2/13. 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.
Mon 3/165:13 pm
ORF
- MCO
1 stop4h 44m
Delta
Tue 3/1710:01 am
MCO
- ORF
1 stop8h 02m
Delta
Deal found 2/13![Delta logo]()
$247
This United Airlines deal was found by Cheapflights users on 2/11. 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 5/96:00 am
ORF
- MCO
2 stops9h 58m
United Airlines
Sat 5/164:21 pm
MCO
- ORF
1 stop7h 23m
United Airlines
Deal found 2/11![United Airlines logo]()
$252
This Breeze Airways deal was found by Cheapflights users on 2/10. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/315:24 pm
ORF
- MCO
Nonstop2h 16m
Breeze Airways
Sat 8/87:27 pm
MCO
- ORF
Nonstop2h 18m
Breeze Airways
Deal found 2/10![Breeze Airways logo]()
$168
This Breeze Airways deal was found by Cheapflights users on 2/11. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/105:24 pm
ORF
- MCO
Nonstop2h 16m
Breeze Airways
Mon 7/208:20 pm
MCO
- ORF
Nonstop2h 18m
Breeze Airways
Deal found 2/11![Breeze Airways logo]()
$178
This Southwest deal was found by Cheapflights users on 2/12. 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 3/319:55 am
ORF
- MCO
2 stops8h 10m
Southwest
Thu 4/26:50 am
MCO
- ORF
1 stop4h 50m
Southwest
Deal found 2/12![Southwest logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 2/13. 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.
Sat 3/710:31 pm
ORF
- SFB
1 stop23h 21m
Multiple Airlines
Sun 3/157:19 pm
SFB
- ORF
2 stops48h 27m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$298
This Kiwi.com deal was found by Cheapflights users on 2/12. 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.
Sat 4/1110:31 pm
ORF
- SFB
1 stop24h 48m
Multiple Airlines
Fri 4/176:39 pm
SFB
- ORF
2 stops39h 45m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$330
This Kiwi.com deal was found by Cheapflights users on 2/13. 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.
Mon 6/811:25 am
ORF
- SFB
1 stop12h 10m
Multiple Airlines
Thu 6/118:58 am
SFB
- ORF
1 stop25h 42m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$382
This Kiwi.com deal was found by Cheapflights users on 2/12. 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.
Sat 3/1410:31 pm
ORF
- SFB
1 stop24h 51m
Multiple Airlines
Sat 3/218:30 am
SFB
- ORF
2 stops11h 16m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$400
This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
Sat 3/2110:31 pm
ORF
- SFB
1 stop25h 08m
Multiple Airlines
Sat 3/285:19 pm
SFB
- ORF
2 stops26h 27m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$458
This Kiwi.com deal was found by Cheapflights users on 2/11. 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.
Thu 6/410:38 am
ORF
- SFB
2 stops22h 02m
Multiple Airlines
Thu 6/118:58 am
SFB
- ORF
1 stop25h 42m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$464
This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
Fri 5/2211:25 am
ORF
- SFB
1 stop12h 13m
Multiple Airlines
Sun 5/249:02 am
SFB
- ORF
2 stops7h 45m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$576
This Kiwi.com deal was found by Cheapflights users on 2/11. 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.
Sat 6/1310:31 pm
ORF
- SFB
1 stop12h 52m
Multiple Airlines
Sat 6/207:14 pm
SFB
- ORF
2 stops21h 56m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$614
This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
Sat 4/410:31 pm
ORF
- SFB
1 stop24h 42m
Multiple Airlines
Sat 4/114:23 pm
SFB
- ORF
2 stops29h 41m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$741
Last-minute flights from Chesapeake to Walt Disney WorldDiscover last-minute flight deals from Chesapeake to Walt Disney World. Data last updated February 14, 2026 and is based on user searches.
Discover last-minute flight deals from Chesapeake to Walt Disney World. Data last updated February 14, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 2/12. 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.
Sun 2/156:45 am
ORF
- MCO
Nonstop2h 12m
Multiple Airlines
Fri 2/2711:40 am
MCO
- ORF
Nonstop2h 06m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$81
This Super.com deal was found by Cheapflights users on 2/11. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/151:44 pm
ORF
- MCO
Nonstop2h 16m
Frontier
Thu 2/194:22 pm
MCO
- ORF
Nonstop2h 06m
Frontier
Deal found 2/11![Frontier logo]()
$84
This Kiwi.com deal was found by Cheapflights users on 2/12. 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.
Sun 2/156:45 am
ORF
- MCO
Nonstop2h 12m
Multiple Airlines
Sat 2/219:30 am
MCO
- ORF
Nonstop2h 05m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$94
This Priceline deal was found by Cheapflights users on 2/9. 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.
Sat 2/2112:29 pm
ORF
- MCO
Nonstop2h 15m
Multiple Airlines
Wed 2/257:50 pm
MCO
- ORF
Nonstop2h 00m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$77
This Super.com deal was found by Cheapflights users on 2/13. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2112:29 pm
ORF
- MCO
Nonstop2h 15m
Frontier
Tue 2/2410:00 am
MCO
- ORF
Nonstop2h 05m
Frontier
Deal found 2/13![Frontier logo]()
$87
This Priceline deal was found by Cheapflights users on 2/10. 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.
Tue 2/247:31 pm
ORF
- MCO
1 stop4h 23m
Multiple Airlines
Fri 2/2711:40 am
MCO
- ORF
Nonstop2h 06m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$93
This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
Wed 2/257:31 pm
ORF
- MCO
1 stop4h 23m
Multiple Airlines
Thu 2/264:22 pm
MCO
- ORF
Nonstop2h 06m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$92
This Priceline deal was found by Cheapflights users on 2/12. 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.
Fri 2/276:45 am
ORF
- MCO
Nonstop2h 12m
Multiple Airlines
Tue 3/310:00 am
MCO
- ORF
Nonstop2h 05m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$91
This Frontier deal was found by Cheapflights users on 2/13. 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.
Tue 3/31:02 pm
ORF
- MCO
Nonstop2h 16m
Frontier
Fri 3/612:24 pm
MCO
- ORF
Nonstop2h 07m
Frontier
Deal found 2/13![Frontier logo]()
$88
This Super.com deal was found by Cheapflights users on 2/12. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/86:45 am
ORF
- MCO
Nonstop2h 12m
Spirit Airlines
Wed 3/117:50 pm
MCO
- ORF
Nonstop2h 00m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$90
This CheapOair deal was found by Cheapflights users on 2/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/143:26 pm
ORF
- MCO
Nonstop2h 15m
Multiple Airlines
Tue 3/177:50 pm
MCO
- ORF
Nonstop1h 57m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$86
This Priceline deal was found by Cheapflights users on 2/10. 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.
Wed 3/187:05 am
ORF
- MCO
Nonstop2h 10m
Multiple Airlines
Wed 3/257:50 pm
MCO
- ORF
Nonstop1h 57m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$80
One-way flights from Chesapeake to Walt Disney WorldSearch for one-way flight options from Chesapeake to Walt Disney World. Find affordable one-way fares based on user searches. Data last updated February 14, 2026.
Search for one-way flight options from Chesapeake to Walt Disney World. Find affordable one-way fares based on user searches. Data last updated February 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
Sun 2/221:44 pm
ORF
- MCO
Nonstop2h 16m
Frontier
Deal found 2/10![Frontier logo]()
$39
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Tue 5/126:05 am
ORF
- MCO
Nonstop2h 12m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$41
This Super.com deal was found by Cheapflights users on 2/12. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/226:45 am
ORF
- MCO
Nonstop2h 12m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$43
This Super.com deal was found by Cheapflights users on 2/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/203:18 pm
ORF
- MCO
Nonstop2h 15m
Frontier
Deal found 2/9![Frontier logo]()
$44
This Frontier deal was found by Cheapflights users on 2/11. 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.
Wed 4/83:20 pm
ORF
- MCO
Nonstop2h 10m
Frontier
Deal found 2/11![Frontier logo]()
$47
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Mon 5/115:24 pm
ORF
- MCO
Nonstop2h 16m
Breeze Airways
Deal found 2/9![Breeze Airways logo]()
$48
This Kiwi.com deal was found by Cheapflights users on 2/12. 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.
Sun 3/16:45 am
ORF
- MCO
Nonstop2h 12m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$50
This Frontier deal was found by Cheapflights users on 2/13. 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.
Fri 4/104:05 pm
ORF
- MCO
Nonstop2h 11m
Frontier
Deal found 2/13![Frontier logo]()
$51
This Kiwi.com deal was found by Cheapflights users on 2/13. 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.
Tue 4/146:45 am
ORF
- MCO
Nonstop2h 06m
Spirit Airlines
Deal found 2/13![Spirit Airlines logo]()
$53
This Kiwi.com deal was found by Cheapflights users on 2/12. 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.
Sun 3/86:45 am
ORF
- MCO
Nonstop2h 12m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$56
This Super.com deal was found by Cheapflights users on 2/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/237:31 pm
ORF
- MCO
1 stop4h 23m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$57
This Kiwi.com deal was found by Cheapflights users on 2/13. 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.
Sat 3/1410:31 pm
ORF
- SFB
1 stop24h 51m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$123
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 February 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $76 (Priceline) |
One-way from | $39 (Kiwi.com) |
Popular in | November |
Cheapest in | May |
Average price | $152 |
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 February 14, 2026.
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
Mon 3/30
6:45 am-8:51 am
Nonstop2h 06m
Orlando
Thu 4/2
6:05 am-8:09 am
Nonstop2h 04m
$108
NorfolkOrlando
ORF - MCO
ORFMCO
Norfolk
Fri 5/22
5:24 pm-7:40 pm
Nonstop2h 16m
Orlando
Fri 5/29
8:20 pm-10:38 pm
Nonstop2h 18m
$158
NorfolkOrlando
ORF - MCO
ORFMCO
Norfolk
Fri 7/31
5:24 pm-7:40 pm
Nonstop2h 16m
Orlando
Sat 8/8
7:27 pm-9:45 pm
Nonstop2h 18m
$168
NorfolkOrlando
ORF - MCO
ORFMCO
Norfolk
Fri 7/10
5:24 pm-7:40 pm
Nonstop2h 16m
Orlando
Mon 7/20
8:20 pm-10:38 pm
Nonstop2h 18m
$178
NorfolkOrlando
ORF - MCO
ORFMCO
Norfolk
Wed 4/8
9:25 am-2:13 pm
1 stop4h 48m
Orlando
Wed 4/8
7:55 pm-11:59 pm
1 stop4h 04m
$187
NorfolkOrlando
ORF - MCO
ORFMCO
Norfolk
Thu 3/12
8:41 pm-7:54 am
1 stop11h 13m
Orlando
Sat 3/14
10:25 am-7:46 pm
1 stop9h 21m
$192
NorfolkOrlando
ORF - MCO
ORFMCO
Norfolk
Tue 3/10
9:55 am-5:25 pm
1 stop7h 30m
Orlando
Tue 3/17
3:40 pm-10:35 pm
2 stops6h 55m
$222
NorfolkOrlando
ORF - MCO
ORFMCO
Norfolk
Tue 3/31
9:55 am-6:05 pm
2 stops8h 10m
Orlando
Thu 4/2
6:50 am-11:40 am
1 stop4h 50m
$237
NorfolkOrlando
ORF - MCO
ORFMCO
Norfolk
Mon 3/16
5:13 pm-9:57 pm
1 stop4h 44m
Orlando
Tue 3/17
10:01 am-6:03 pm
1 stop8h 02m
$247
NorfolkOrlando
ORF - MCO
ORFMCO
Norfolk
Sat 5/9
6:00 am-3:58 pm
2 stops9h 58m
Orlando
Sat 5/16
4:21 pm-11:44 pm
1 stop7h 23m
$252
Showing 1-10 of 39 results
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.
ORF-MCO
ORF-SFB
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
C6E-W9D
ORF-MCO
ORF-SFB
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 February 6, 2026.
To ensure you get the cheapest price possible for a flight from Chesapeake to Walt Disney World, you should look to book at least 56 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 December is currently the most expensive (average of $84). 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 February 14, 2026.
A simple way to save on the total cost of your ticket is to fly from Chesapeake to Walt Disney World in the evening. If you’re flexible enough to do this you can expect to save up to 27% 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 February 7, 2026.
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. Saturday mornings 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 February 14, 2026.
The most flights from C6E to W9D are scheduled on a Thursday (5 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (1 on average).
How much does it cost to fly round-trip from Chesapeake to Walt Disney World?
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 February 14, 2026.
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.
Food
7.0
Overall
8.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Overall
8.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Overall
8.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Overall
8.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Overall
8.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Overall
8.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,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.
Complete your trip
Complete your trip to Walt Disney World by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chesapeake to Walt Disney World by cabin class
Find flights from Chesapeake to Walt Disney World, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chesapeake and Walt Disney World flights
Browse other Chesapeake and Walt Disney World flight options. Last updated on February 14, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Chesapeake to Walt Disney World flights
Consider these flights traveling from Chesapeake to Walt Disney World.
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 February 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$41 | Average$140 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$50 | Average$134 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$57 | Average$150 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$88 | Average$329 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$89 | Average$220 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$98 | Average$216 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$100 | Average$334 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$138 | Average$437 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$163 | Average$347 | FlexibilityNo cancel fee | On-time71% |