$141+ Cheap flights from San Diego (SAN) to Chesapeake, VA
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 7/2. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from San Diego to Chesapeake 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 San Diego to Chesapeake are usually found in August or October, booked 56 days in advance, depart on a Tuesday or Thursday and return on a Sunday
Cheap flight deals from San Diego to Chesapeake
Keep the following information in mind while searching for San Diego to Chesapeake flight deals. Data was last updated May 28, 2025.
Most accurate provider | Mytrip 3 stars |
|---|---|
Most trusted provider | Mytrip 3 stars |
Round-trip from | $199 (CheapOair) |
One-way from | $141 (FlightHub) |
Popular in | March |
Cheapest in | August |
Average price | $307 |
Find flight deals from San Diego to Chesapeake
Cheapest flights from San Diego to ChesapeakeExplore the most affordable flight options available from San Diego to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 28, 2025.
Explore the most affordable flight options available from San Diego to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 28, 2025.
This CheapOair deal was found by Cheapflights users on 5/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Spirit deal was found by Cheapflights users on 5/27. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 5/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This American Airlines deal was found by Cheapflights users on 5/27. 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 American Airlines 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 5/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This United Airlines deal was found by Cheapflights users on 5/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Southwest deal was found by Cheapflights users on 5/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Alaska Airlines deal was found by Cheapflights users on 5/28. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Cheapflights Fare Finder
Customize your flight search to find flights from San Diego to Chesapeake 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 May 28, 2025.
Use the filters below to find and compare flights from San Diego to Chesapeake that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
San DiegoNorfolk
SAN - ORF
SANORF
San Diego
Mon 8/25
12:58 pm-9:20 pm
Nonstop5h 22m
Norfolk
Sat 9/6
9:21 am-12:27 pm
Nonstop6h 06m
San DiegoNorfolk
SAN - ORF
SANORF
San Diego
Thu 7/3
5:50 pm-12:56 pm
2 stops16h 06m
Norfolk
Mon 7/7
3:01 pm-11:29 pm
2 stops11h 28m
San DiegoNorfolk
SAN - ORF
SANORF
San Diego
Tue 7/15
9:55 pm-11:40 am
1 stop10h 45m
Norfolk
Tue 7/22
6:50 pm-11:29 pm
1 stop7h 39m
San DiegoNorfolk
SAN - ORF
SANORF
San Diego
Thu 7/3
6:15 am-9:02 pm
2 stops35h 47m
Norfolk
Sun 7/6
3:01 pm-7:13 am
2 stops19h 12m
San DiegoNorfolk
SAN - ORF
SANORF
San Diego
Tue 7/15
10:41 am-9:40 pm
1 stop7h 59m
Norfolk
Tue 7/22
5:05 pm-11:44 pm
2 stops9h 39m
San DiegoNorfolk
SAN - ORF
SANORF
San Diego
Mon 8/25
6:30 am-9:25 pm
2 stops11h 55m
Norfolk
Sat 9/6
3:45 pm-8:15 pm
1 stop7h 30m
San DiegoNorfolk
SAN - ORF
SANORF
San Diego
Fri 8/15
6:16 am-5:42 pm
1 stop8h 26m
Norfolk
Mon 8/18
2:55 pm-7:25 pm
1 stop7h 30m
San DiegoNorfolk
SAN - ORF
SANORF
San Diego
Tue 7/15
7:00 am-10:40 pm
2 stops12h 40m
Norfolk
Wed 7/23
6:06 pm-8:53 am
2 stops17h 47m
San DiegoNorfolk
SAN - ORF
SANORF
San Diego
Wed 7/2
7:31 pm-10:39 am
2 stops12h 08m
San DiegoNorfolk
SAN - ORF
SANORF
San Diego
Tue 7/29
6:20 am-5:41 pm
1 stop8h 21m
Best time to book a flight from San Diego to Chesapeake
Have a flexible travel schedule? Discover the best time to fly to Chesapeake from San Diego with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from San Diego to Chesapeake
How far ahead should I book a flight from San Diego to Chesapeake?
Use this chart to determine the optimal time to book a round-trip flight from San Diego to Chesapeake. Price data was last updated on May 23, 2025.
Booking 56 days in advance of your planned departure date is, on average, the best time to get cheap flights from San Diego to Chesapeake. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest month to book a flight from San Diego to Chesapeake?
Currently, January is the cheapest month in which you can book a flight from San Diego to Chesapeake (average of $281). Flying from San Diego to Chesapeake in March is currently the most expensive (average of $351). 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 SAN to C6E?
Find hourly flight availability from San Diego to Chesapeake. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 28, 2025.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from San Diego to Chesapeake as you normally would.
What is the cheapest day to fly from San Diego to Chesapeake?
Use this chart to determine the cheapest time to fly round-trip from San Diego to Chesapeake. Price data was last updated on May 25, 2025.
Travelers seeking maximum savings on their San Diego to Chesapeake flight should consider departing on Saturday afternoons when fares are most often at their lowest. Friday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Rainfall in Chesapeake by month
Plan your trip to Chesapeake by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Chesapeake ranges from 2.9 - 5.8 inches per month. July is typically the wettest month, when rainfall can reach 5.8 in. November is typically the driest time to visit Chesapeake when rainfall is around 2.9 in.
Temperature in Chesapeake by month
Plan your trip to Chesapeake by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Chesapeake, 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 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 42.8 F).
Reviews of airlines servicing Chesapeake
Get insights into the airlines that provide service to Chesapeake. 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 Chesapeake. Reviews last updated May 28, 2025.
Get a feel of what it's like to fly with Breeze Airways, Alaska Airlines and Southwest from San Diego to Chesapeake by reading reviews from past customers. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
Boarding
Entertainment
Overall
Crew
Comfort
Reviews
Dena,Dec 2024
LAS - BDL
Food
Boarding
Entertainment
Overall
Crew
Comfort
Reviews
Dena,Dec 2024
LAS - BDL
Food
Boarding
Entertainment
Overall
Crew
Comfort
Reviews
Dena,Dec 2024
LAS - BDL
Food
Boarding
Entertainment
Overall
Crew
Comfort
Reviews
Dena,Dec 2024
LAS - BDL
Food
Boarding
Entertainment
Overall
Crew
Comfort
Reviews
Dena,Dec 2024
LAS - BDL
Food
Boarding
Entertainment
Overall
Crew
Comfort
Reviews
Dena,Dec 2024
LAS - BDL
Related info for your journey
Find useful and relevant information for your journey from San Diego to Chesapeake. 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 San Diego to Chesapeake
See prices for flight routes from nearby airports that may be better suited for you.
Top 7 airlines flying from San Diego to Chesapeake
Discover the top 7 airlines that operate flights from San Diego to Chesapeake. 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 May 28, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$135 | Average$281 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$145 | Average$300 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$158 | Average$380 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$191 | Average$454 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$206 | Average$466 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$298 | Average$468 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$356 | Average$474 | FlexibilityNo cancel fee | On-time63% |