$42+ Cheap flights from Chesapeake
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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
What to know about flights from Chesapeake
Discover essential information about flights departing from Chesapeake, including flight schedules, destinations, airlines operating at the Chesapeake airport, and any specific guidelines or requirements for travelers. Please note that the information is based on the most recent updates available. Data last updated octubre 28, 2025.
Cheapest one-way flight | $43 |
|---|---|
Cheapest round-trip flight | $83 |
Cheapest airline | American Airlines |
Most popular destination | Atlanta Hartsfield-Jackson (ATL) |
Find flights from Chesapeake
Cheapest flights from ChesapeakeExplore the most affordable flight options available from Chesapeake. Find the lowest fares based on data from user searches, with prices last updated on octubre 28, 2025.
Explore the most affordable flight options available from Chesapeake. Find the lowest fares based on data from user searches, with prices last updated on octubre 28, 2025.
This Priceline deal was found by Cheapflights users on 10/26. 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 Priceline deal was found by Cheapflights users on 10/26. 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 Trip.com deal was found by Cheapflights users on 10/28. 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 Trip.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 10/28. 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 Cheapflightsfares deal was found by Cheapflights users on 10/27. 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.
This Priceline deal was found by Cheapflights users on 10/28. 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 Cheapflightsfares deal was found by Cheapflights users on 10/28. 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.
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 Cheapflightsfares deal was found by Cheapflights users on 10/27. 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.
This Priceline deal was found by Cheapflights users on 10/27. 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 Booking.com deal was found by Cheapflights users on 10/27. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Mytrip deal was found by Cheapflights users on 10/28. 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.
Find flights from Chesapeake within your budget
Fly to
Route
Depart
Return
Price
NorfolkOrlando
ORF - MCO
ORFMCO
Norfolk
sáb. 4/25
7:25 am-9:35 am
Nonstop2h 10m
Orlando
mié. 4/29
10:15 am-12:15 pm
Nonstop2h 00m
NorfolkAtlanta
ORF - ATL
ORFATL
Norfolk
jue. 12/11
8:38 am-3:58 pm
1 stop7h 20m
Atlanta Hartsfield-Jackson
lun. 12/15
2:41 pm-4:20 pm
Nonstop1h 39m
NorfolkOrlando
ORF - MCO
ORFMCO
Norfolk
mié. 12/3
6:15 pm-10:30 pm
1 stop4h 15m
Orlando
sáb. 1/17
8:45 am-10:40 am
Nonstop1h 55m
NorfolkAtlanta
ORF - ATL
ORFATL
Norfolk
jue. 12/11
8:38 am-3:58 pm
1 stop7h 20m
Atlanta Hartsfield-Jackson
lun. 12/15
9:01 am-7:16 pm
1 stop10h 15m
NorfolkOrlando
ORF - MCO
ORFMCO
Norfolk
lun. 1/5
6:15 am-2:55 pm
2 stops8h 40m
Orlando
vie. 1/9
1:25 pm-3:25 pm
Nonstop2h 00m
NorfolkOrlando
ORF - MCO
ORFMCO
Norfolk
vie. 12/5
4:10 pm-6:15 pm
Nonstop2h 05m
Orlando
mar. 12/9
1:40 pm-3:30 pm
Nonstop1h 50m
NorfolkOrlando
ORF - MCO
ORFMCO
Norfolk
dom. 12/7
6:00 pm-8:10 pm
Nonstop2h 10m
Orlando
sáb. 12/13
8:55 am-10:50 am
Nonstop1h 55m
NorfolkOrlando
ORF - MCO
ORFMCO
Norfolk
lun. 12/8
10:05 am-4:15 pm
1 stop6h 10m
Orlando
mié. 12/10
1:40 pm-3:30 pm
Nonstop1h 50m
NorfolkAtlanta
ORF - ATL
ORFATL
Norfolk
sáb. 11/22
4:00 pm-6:05 pm
Nonstop2h 05m
Atlanta Hartsfield-Jackson
sáb. 11/29
2:26 pm-4:08 pm
Nonstop1h 42m
NorfolkAtlanta
ORF - ATL
ORFATL
Norfolk
sáb. 11/22
7:18 pm-12:15 am
1 stop4h 57m
Atlanta Hartsfield-Jackson
dom. 11/23
5:45 am-8:31 pm
1 stop14h 46m
Best time to book a flight from Chesapeake
Have a flexible travel schedule? Discover the best time to fly from Chesapeake with our price prediction graph.
Travel insights for flights from Chesapeake
Get recent, data-driven insights about flights from Chesapeake including ideal travel times, pricing trends, and more.
When is the best time to book a flight from Chesapeake?
Use this chart to determine the optimal time to book a round-trip flight from Chesapeake to Orlando. Price data was last updated on October 24, 2025.
To ensure you get the cheapest price possible for a flight from Chesapeake, you should look to book at least 31 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?
Currently, September is the cheapest month in which you can book a flight from Chesapeake (average of $40). Flying from Chesapeake in December will prove the most costly (average of $86). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.
When is the cheapest time to fly from Chesapeake?
Use this chart to determine the cheapest time to fly round-trip from Chesapeake to Orlando. Price data was last updated on October 26, 2025.
Those who are seeking the cheapest fare on flights departing from Chesapeake would be wise to consider leaving during Tuesday evenings when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Wednesday at noon when fares are usually the most expensive.
Which airlines fly from Chesapeake?
For flights departing from Chesapeake check dates and pricing for the following: Spirit Airlines, Southwest, Frontier, American Airlines, Delta. These airlines depart to the following popular destinations: Orlando.
Airline reviews for flights from Chesapeake
Read reviews and ratings of airlines operating flights from Chesapeake. Gain insights into the quality of service, in-flight amenities, customer experiences, and overall satisfaction to choose the best airline for your Chesapeake travel. Please note that the reviews are sourced from user searches and were last updated on octubre 28, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.
Get a feel of what it's like to fly with Southwest, Delta, and American Airlines from Chesapeake by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
Crew
Entertainment
Comfort
Boarding
Overall
Reviews
Mike,Aug 2025
OKC - AUS
Food
Crew
Entertainment
Comfort
Boarding
Overall
Reviews
Mike,Aug 2025
OKC - AUS
Food
Crew
Entertainment
Comfort
Boarding
Overall
Reviews
Mike,Aug 2025
OKC - AUS
Food
Crew
Entertainment
Comfort
Boarding
Overall
Reviews
Mike,Aug 2025
OKC - AUS
Food
Crew
Entertainment
Comfort
Boarding
Overall
Reviews
Mike,Aug 2025
OKC - AUS
Food
Crew
Entertainment
Comfort
Boarding
Overall
Reviews
Mike,Aug 2025
OKC - AUS