$115+ Cheap flights from Chesapeake, VA to San Diego (SAN)
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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Chesapeake to San Diego 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 San Diego are usually found in September or May, booked 56 days in advance, depart on a Thursday or Friday and return on a Tuesday
Cheap flight deals from Chesapeake to San Diego
Keep the following information in mind while searching for Chesapeake to San Diego flight deals. Data was last updated March 31, 2025.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $318 (FlightHub) |
One-way from | $115 (FlightHub) |
Popular in | March |
Cheapest in | September |
Average price | $549 |
Find flight deals from Chesapeake to San Diego
Cheapest flights from Chesapeake to San DiegoExplore the most affordable flight options available from Chesapeake to San Diego. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 31, 2025.
Explore the most affordable flight options available from Chesapeake to San Diego. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 31, 2025.
This FlightHub deal was found by Cheapflights users on 3/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This CheapOair deal was found by Cheapflights users on 3/30. 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 Delta deal was found by Cheapflights users on 3/30. 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 Southwest deal was found by Cheapflights users on 3/31. 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 American Airlines deal was found by Cheapflights users on 3/30. 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 United Airlines deal was found by Cheapflights users on 3/30. 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 Expedia deal was found by Cheapflights users on 3/30. 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 Expedia 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 Chesapeake to San Diego 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 March 31, 2025.
Use the filters below to find and compare flights from Chesapeake to San Diego that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
NorfolkSan Diego
ORF - SAN
ORFSAN
Norfolk
Sat 5/10
3:11 pm-7:13 am
2 stops19h 02m
San Diego
Fri 5/16
6:58 pm-10:29 am
2 stops12h 31m
NorfolkSan Diego
ORF - SAN
ORFSAN
Norfolk
Fri 8/15
9:32 am-12:13 pm
Nonstop5h 41m
San Diego
Mon 8/18
12:58 pm-9:19 pm
Nonstop5h 21m
NorfolkSan Diego
ORF - SAN
ORFSAN
Norfolk
Wed 5/7
5:40 pm-10:05 pm
1 stop7h 25m
San Diego
Tue 5/13
7:35 am-9:55 pm
2 stops11h 20m
NorfolkSan Diego
ORF - SAN
ORFSAN
Norfolk
Thu 5/1
5:00 am-9:15 am
1 stop7h 15m
San Diego
Mon 5/5
11:21 am-11:10 pm
1 stop8h 49m
NorfolkSan Diego
ORF - SAN
ORFSAN
Norfolk
Thu 9/4
12:35 pm-5:11 pm
1 stop7h 36m
San Diego
Mon 9/8
12:50 pm-10:50 pm
1 stop7h 00m
NorfolkSan Diego
ORF - SAN
ORFSAN
Norfolk
Sat 5/3
6:27 am-1:46 pm
2 stops10h 19m
San Diego
Wed 5/7
11:10 am-11:30 pm
1 stop9h 20m
NorfolkSan Diego
ORF - SAN
ORFSAN
Norfolk
Wed 4/30
5:49 am-12:39 pm
1 stop9h 50m
San Diego
Wed 5/7
12:48 pm-9:10 pm
Nonstop5h 22m
NorfolkSan Diego
ORF - SAN
ORFSAN
Norfolk
Mon 5/5
6:13 pm-7:34 am
2 stops16h 21m
NorfolkSan Diego
ORF - SAN
ORFSAN
Norfolk
Mon 5/5
9:22 am-12:03 pm
Nonstop5h 41m
NorfolkSan Diego
ORF - SAN
ORFSAN
Norfolk
Tue 5/20
6:49 am-12:48 pm
1 stop8h 59m
Best time to book a flight from Chesapeake to San Diego
Have a flexible travel schedule? Discover the best time to fly to San Diego from Chesapeake with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from Chesapeake to San Diego
How far ahead should I book a flight from Chesapeake to San Diego?
Use this chart to determine the optimal time to book a round-trip flight from Chesapeake to San Diego. Price data was last updated on March 28, 2025.
The price you pay for your flight from Chesapeake to San Diego may vary depending on when you book. For the best chance of a lower fare, look to book 56 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Chesapeake to San Diego?
Currently, August is the cheapest month in which you can book a flight from Chesapeake to San Diego (average of $286). Flying from Chesapeake to San Diego in March is currently the most expensive (average of $366). 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 SAN?
Find hourly flight availability from Chesapeake to San Diego. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 31, 2025.
When flying from Chesapeake to San Diego, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
What is the cheapest day to fly from Chesapeake to San Diego?
Use this chart to determine the cheapest time to fly round-trip from Chesapeake to San Diego. Price data was last updated on March 30, 2025.
Travelers seeking maximum savings on their Chesapeake to San Diego flight should consider departing on Thursday mornings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Rainfall in San Diego by month
Plan your trip to San Diego by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in San Diego ranges from 0.0 - 2.3 inches per month. February is typically the wettest month, when rainfall can reach 2.3 in. July is typically the driest time to visit San Diego when rainfall is around 0.0 in.
Temperature in San Diego by month
Plan your trip to San Diego by taking into account the average temperature totals by month.
If weather is an important factor for your trip to San Diego, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 71.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 57.2 F).
Reviews of airlines servicing San Diego
Get insights into the airlines that provide service to San Diego. 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 San Diego. Reviews last updated March 31, 2025.
Crew
Comfort
Boarding
Entertainment
Overall
Food
Reviews
Dena,Dec 2024
LAS - BDL
Crew
Comfort
Boarding
Entertainment
Overall
Food
Reviews
Dena,Dec 2024
LAS - BDL
Crew
Comfort
Boarding
Entertainment
Overall
Food
Reviews
Dena,Dec 2024
LAS - BDL
Crew
Comfort
Boarding
Entertainment
Overall
Food
Reviews
Dena,Dec 2024
LAS - BDL
Crew
Comfort
Boarding
Entertainment
Overall
Food
Reviews
Dena,Dec 2024
LAS - BDL
Crew
Comfort
Boarding
Entertainment
Overall
Food
Reviews
Dena,Dec 2024
LAS - BDL
Related info for your journey
Find useful and relevant information for your journey from Chesapeake to San Diego. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chesapeake?
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Alternative routes for Chesapeake to San Diego
See prices for flight routes from nearby airports that may be better suited for you.
Top 8 airlines flying from Chesapeake to San Diego
Discover the top 8 airlines that operate flights from Chesapeake to San Diego. 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 March 31, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$135 | Average$302 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$144 | Average$283 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$152 | Average$289 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$197 | Average$319 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$213 | Average$464 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$248 | Average$484 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$274 | Average$492 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$348 | Average$477 | FlexibilityNo cancel fee | On-time63% |