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Chesapeake

Cheap flights from San Antonio (SAT) to Chesapeake, VA

SAT — RIC
Oct 24 — Oct 311
Sat 10/24
Sat 10/31
1 adult, Economy
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Find flight deals from San Antonio to Chesapeake

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

January

Cheapest in

March

Average price

$465
Provider with most accurate pricing for San Antonio-Norfolk flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Antonio-Norfolk flights.
Search Deals
Highest demand for flights based on searches. 20% potential increase in price ($124 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease ($44 potential savings vs. average RT price).
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Average for round-trip flights in September 2026
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Reviews of airlines servicing Chesapeake

Peruse reviews from past customers who have flown with Southwest,Delta, andAmerican Airlines from San Antonio to Chesapeake to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,199 reviews

Boarding

8.1

Crew

8.6

Overall

8.0

Entertainment

7.5

Food

7.0

Comfort

8.0

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
Southwest
8.0
Very good
4,199 reviews
Southwest
8.0
Very good
4,199 reviews

Boarding

8.1

Crew

8.6

Overall

8.0

Entertainment

7.5

Food

7.0

Comfort

8.0

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
Delta
7.8
Good
8,593 reviews
Southwest
8.0
Very good
4,199 reviews

Boarding

8.1

Crew

8.6

Overall

8.0

Entertainment

7.5

Food

7.0

Comfort

8.0

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
American Airlines
7.0
Good
12,073 reviews
Southwest
8.0
Very good
4,199 reviews

Boarding

8.1

Crew

8.6

Overall

8.0

Entertainment

7.5

Food

7.0

Comfort

8.0

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.

Related info for your journey

  • What airport do you fly from for flights from San Antonio to Chesapeake?

    If you book a flight to Chesapeake from San Antonio, you will be flying from San Antonio, which is the city’s only airport. San Antonio (SAT) is located 7.6 mi from the center of San Antonio. There are 0 flights from San Antonio to Chesapeake per day from 3 different airlines.

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

    $127 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on American Airlines and Delta, with prices starting from $127 and $173, respectively.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from San Antonio 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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Alternative routes for San Antonio to Chesapeake

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Top 3 airlines flying from San Antonio to Chesapeake

AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$286Average$458FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$329Average$506FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$365Average$474FlexibilityNo cancel feeOn-time63%

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