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Chesapeake

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

SAN — RIC
Dec 4 — Dec 111
Fri 12/4
Fri 12/11
1 adult, Economy
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Cheapflights Tip: The best prices from San Diego to Chesapeake are usually found in May or October, booked 87 days in advance, depart on a Wednesday or Thursday and return on a Thursday

Find flight deals from San Diego to Chesapeake

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

April

Cheapest in

May

Average price

$502
Provider with most accurate pricing for San Diego-Norfolk flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Diego-Norfolk flights.
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($40 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 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 San Diego to Chesapeake

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

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.

Reviews of airlines servicing Chesapeake

Read reviews from past customers who have flown Breeze Airways,Southwest, andDelta from San Diego to Chesapeake. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.2
Very good
324 reviews

Entertainment

6.8

Food

6.7

Boarding

8.4

Comfort

8.2

Overall

8.2

Crew

8.8

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

Entertainment

6.8

Food

6.7

Boarding

8.4

Comfort

8.2

Overall

8.2

Crew

8.8

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
4,212 reviews
Breeze Airways
8.2
Very good
324 reviews

Entertainment

6.8

Food

6.7

Boarding

8.4

Comfort

8.2

Overall

8.2

Crew

8.8

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
8,697 reviews
Breeze Airways
8.2
Very good
324 reviews

Entertainment

6.8

Food

6.7

Boarding

8.4

Comfort

8.2

Overall

8.2

Crew

8.8

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

Entertainment

6.8

Food

6.7

Boarding

8.4

Comfort

8.2

Overall

8.2

Crew

8.8

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
12,230 reviews
Breeze Airways
8.2
Very good
324 reviews

Entertainment

6.8

Food

6.7

Boarding

8.4

Comfort

8.2

Overall

8.2

Crew

8.8

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 from for flights from San Diego to Chesapeake?

    For a flight from San Diego to Chesapeake, you will be flying from San Diego. San Diego (SAN) is just 2.6 mi from the center of the city. San Diego is the only San Diego airport and it handles 0 outbound flights to Chesapeake per day. 7 airlines have flights to Chesapeake from San Diego on a regular basis.

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

    The cheapest airline one-way is Breeze Airways, with whom users have recently found tickets for as low as $129. However, be on the lookout for offers from Delta and American Airlines, as they are both options that can get you from San Diego to Chesapeake for a low price.

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

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

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

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

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

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

See more FAQs

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Top 7 airlines flying from San Diego to Chesapeake

AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$146Average$418FlexibilityNo cancel feeOn-time62%
DeltaCheapest$195Average$460FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$196Average$356FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$198Average$390FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$310Average$496FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$318Average$527FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$350Average$543FlexibilityNo cancel feeOn-time69%

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