What are the cheapest airlines to fly from Chesapeake to San Diego one-way?

To fly one-way, consider booking your trip with Breeze Airways, which is currently one of the cheapest options available, starting at $89. Delta flights start at $150 while deals on American Airlines start at $168 one-way.

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.

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).

What are the most popular airlines that fly from Chesapeake to San Diego?

The most popular airlines flying from Chesapeake to San Diego are American Airlines, Breeze Airways and Southwest. Something to consider prior to booking your flight.

What airport do you fly into for flights to San Diego from Chesapeake?

If you book a flight to San Diego from Chesapeake, you will be flying to San Diego, which is the city’s only airport. San Diego (SAN) is located 2.6 mi from the center of San Diego. There are 0 flights from Chesapeake to San Diego per day from 7 different airlines.

Can I find deals for flights from Chesapeake to San Diego that include hotel bookings?

Yes. In addition to deals on Chesapeake to San Diego flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Chesapeake to San Diego?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chesapeake to San Diego.

Can I find deals for business class flights from Chesapeake to San Diego?

Yes. Cheapflights offers flight deals from Chesapeake to San Diego by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

Find Cheap Flights from Chesapeake to San Diego

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Cheapflights Tip: The best prices from Chesapeake to San Diego are usually found in November or October, booked 44 days in advance, depart on a Thursday or Tuesday and return on a Wednesday

Find flight deals from Chesapeake to San Diego

Most accurate provider	FlightHub 3 stars
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Popular in	March
Cheapest in	November
Average price	$388

Provider with most accurate pricing for Norfolk-San Diego flight deals.

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Provider most trusted by Cheapflights users for Norfolk-San Diego flights.

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Highest demand for flights based on searches. 3% potential increase in price ($16 potential increase over avg. RT price).

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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).

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Average for round-trip flights in November 2026

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Cheapflights Insights

Everything you need to know about your flight from Chesapeake to San Diego

What is the cheapest time of day to fly from C6E to SAN?

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.

Reviews of airlines servicing San Diego

Get a feel of what it's like to fly with Breeze Airways,Southwest, andDelta from Chesapeake to San Diego by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Breeze Airways

8.2

Very good

324 reviews

Reviews

1 / 18

10.0

Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.

Breeze Airways

8.2

Very good

324 reviews

Breeze Airways

8.2

Very good

324 reviews

Reviews

1 / 18

10.0

Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.

Southwest

8.0

Very good

4,219 reviews

Breeze Airways

8.2

Very good

324 reviews

Reviews

1 / 18

10.0

Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.

Delta

7.8

Good

8,694 reviews

Breeze Airways

8.2

Very good

324 reviews

Reviews

1 / 18

10.0

Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.

United Airlines

7.3

Good

10,460 reviews

Breeze Airways

8.2

Very good

324 reviews

Reviews

1 / 18

10.0

Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.

American Airlines

7.0

Good

12,213 reviews

Breeze Airways

8.2

Very good

324 reviews

Reviews

1 / 18

10.0

Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.

Related info for your journey

What airport do you fly into for flights to San Diego from Chesapeake?
If you book a flight to San Diego from Chesapeake, you will be flying to San Diego, which is the city’s only airport. San Diego (SAN) is located 2.6 mi from the center of San Diego. There are 0 flights from Chesapeake to San Diego per day from 7 different airlines.
What are the cheapest airlines to fly from Chesapeake to San Diego one-way?
To fly one-way, consider booking your trip with Breeze Airways, which is currently one of the cheapest options available, starting at $89. Delta flights start at $150 while deals on American Airlines start at $168 one-way.
Can I find deals for flights from Chesapeake to San Diego that include hotel bookings?
Yes. In addition to deals on Chesapeake to San Diego flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Chesapeake to San Diego?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chesapeake to San Diego.
Can I find deals for business class flights from Chesapeake to San Diego?
Yes. Cheapflights offers flight deals from Chesapeake to San Diego by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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Top 7 airlines flying from Chesapeake to San Diego

Airline	Cheapest	Average	Flexibility	On-time
Frontier	Cheapest$147	Average$288	FlexibilityNo cancel fee	On-time62%
Delta	Cheapest$174	Average$487	FlexibilityNo cancel fee	On-timeN/A
Breeze Airways	Cheapest$177	Average$380	FlexibilityNo cancel fee	On-timeN/A
United Airlines	Cheapest$273	Average$529	FlexibilityNo cancel fee	On-time69%
JetBlue	Cheapest$283	Average$466	FlexibilityNo cancel fee	On-time62%
American Airlines	Cheapest$311	Average$572	FlexibilityNo cancel fee	On-time71%
Southwest	Cheapest$336	Average$518	FlexibilityNo cancel fee	On-time63%

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Cheap flights from Chesapeake, VA to San Diego (SAN)

Find cheap flights from Chesapeake to San Diego with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Find flight deals from Chesapeake to San Diego

Most accurate provider

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Popular in

Cheapest in

Average price

Cheapflights Insights

What is the cheapest time of day to fly from C6E to SAN?

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.

Reviews of airlines servicing San Diego

Get a feel of what it's like to fly with Breeze Airways,Southwest, andDelta from Chesapeake to San Diego by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

What airport do you fly into for flights to San Diego from Chesapeake?

What are the cheapest airlines to fly from Chesapeake to San Diego one-way?

Can I find deals for flights from Chesapeake to San Diego that include hotel bookings?

How can I find direct flights from Chesapeake to San Diego?

Can I find deals for business class flights from Chesapeake to San Diego?

Traveling to a place near San Diego?

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Alternative routes for Chesapeake to San Diego

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Complete your trip

Complete your trip to San Diego by adding a car rental and/or hotel reservation to your travel itinerary.

Search flights from Chesapeake to San Diego by cabin class

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Chesapeake and San Diego flights

Browse other Chesapeake and San Diego flight options. Last updated on November 2, 2026.

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Other flights to San Diego

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Top 7 airlines flying from Chesapeake to San Diego

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