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Chesapeake

$121+ Cheap flights from San Antonio (SAT) 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 11/19. Fares are subject to change and may not be available on all flights or dates of travel.
SAT — RIC
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Cheapflights Tip: The best prices from San Antonio to Chesapeake are usually found in August or February, booked 52 days in advance, depart on a Wednesday or Saturday and return on a Tuesday

Cheap flight deals from San Antonio to Chesapeake

Keep the following information in mind while searching for San Antonio to Chesapeake flight deals. Data was last updated November 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$244
(Kiwi.com)

One-way from

$121
(Trip.com)

Popular in

October

Cheapest in

August

Average price

$431
Provider with most accurate pricing for San Antonio-Norfolk flight deals.
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Provider most trusted by Cheapflights users for San Antonio-Norfolk flights.
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From San Antonio to Chesapeake
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One-way flight from San Antonio to Chesapeake
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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 ($8 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find flight deals from San Antonio to Chesapeake

Cheapest flights from San Antonio to Chesapeake
Explore the most affordable flight options available from San Antonio to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 3, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/247:37 pmSAT - ORF
1 stop22h 30mSpirit Airlines
Tue 12/28:02 pmORF - SAT
1 stop23h 30mSpirit Airlines
Deal found 11/2$244
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/187:37 pmSAT - ORF
1 stop22h 21mSpirit Airlines
Tue 12/28:02 pmORF - SAT
1 stop23h 30mSpirit Airlines
Deal found 11/1$245
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/176:10 pmSAT - ORF
2 stops27h 48mMultiple Airlines
Sat 1/108:32 pmORF - SAT
1 stop23h 07mMultiple Airlines
Deal found 11/3$252
This Kiwi.com deal was found by Cheapflights users on 10/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/227:04 pmSAT - ORF
1 stop17h 11mMultiple Airlines
Tue 11/258:02 pmORF - SAT
1 stop23h 30mMultiple Airlines
Deal found 10/31$254
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/267:37 pmSAT - ORF
1 stop21h 46mSpirit Airlines
Mon 12/18:02 pmORF - SAT
1 stop23h 30mSpirit Airlines
Deal found 11/1$267
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/307:39 pmSAT - ORF
1 stop13h 04mMultiple Airlines
Sun 12/78:11 pmORF - SAT
1 stop28h 15mMultiple Airlines
Deal found 11/2$277
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/277:37 pmSAT - ORF
2 stops23h 54mSpirit Airlines
Sat 12/68:11 pmORF - SAT
1 stop28h 15mSpirit Airlines
Deal found 11/3$291
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/164:54 pmSAT - ORF
1 stop18h 30mSpirit Airlines
Tue 11/187:53 pmORF - SAT
1 stop23h 39mSpirit Airlines
Deal found 11/1$294

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Antonio 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 November 3, 2025.
Use the filters below to find and compare flights from San Antonio to Chesapeake that are best for you.

Fly from

San Antonio

Fly to

Chesapeake

Route

Depart

Return

Price

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Mon 11/24

7:37 pm-7:07 pm

1 stop22h 30m

Norfolk

Tue 12/2

8:02 pm-6:32 pm

1 stop23h 30m

$244

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Tue 11/18

7:37 pm-6:58 pm

1 stop22h 21m

Norfolk

Tue 12/2

8:02 pm-6:32 pm

1 stop23h 30m

$245

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Wed 12/17

6:10 pm-10:58 pm

2 stops27h 48m

Norfolk

Sat 1/10

8:32 pm-6:39 pm

1 stop23h 07m

$252

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Sat 11/22

7:04 pm-1:15 pm

1 stop17h 11m

Norfolk

Tue 11/25

8:02 pm-6:32 pm

1 stop23h 30m

$254

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Wed 11/26

7:37 pm-6:23 pm

1 stop21h 46m

Norfolk

Mon 12/1

8:02 pm-6:32 pm

1 stop23h 30m

$267

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Thu 11/27

7:37 pm-7:07 pm

1 stop22h 30m

Norfolk

Sat 12/6

8:11 pm-11:26 pm

1 stop28h 15m

$299

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Wed 11/19

7:37 pm-6:23 pm

1 stop21h 46m

$121

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Wed 11/19

7:37 pm-12:14 pm

2 stops15h 37m

$122

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Sun 12/28

12:45 pm-6:45 pm

1 stop29h 00m

$190

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Wed 11/26

11:58 am-7:18 pm

1 stop6h 20m

$219

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/3

Showing 1-10 of 12 results
1
2

Best time to book a flight from San Antonio to Chesapeake

Have a flexible travel schedule? Discover the best time to fly to Chesapeake from San Antonio with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

How far ahead should I book a flight from San Antonio to Chesapeake?

Use this chart to determine the optimal time to book a round-trip flight from San Antonio to Chesapeake. Price data was last updated on October 31, 2025.

The price you pay for your flight from San Antonio to Chesapeake may vary depending on when you book. For the best chance of a lower fare, look to book 52 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 San Antonio to Chesapeake?

Currently, March is the cheapest month in which you can book a flight from San Antonio to Chesapeake (average of $115). Flying from San Antonio to Chesapeake in April is currently the most expensive (average of $288). 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 SAT to C6E?

Find hourly flight availability from San Antonio 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 November 3, 2025.

It’s optimal to fly from San Antonio to Chesapeake in the afternoon. By choosing this option you can save up to 7% on the cost of your flight, compared to a flight at noon.

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 November 3, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and United 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
4,238 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
8,002 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,997 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,038 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,115 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from San Antonio to Chesapeake. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • 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 5 different airlines.

  • How long is the flight from San Antonio to Chesapeake?

    For as low as $244, Spirit Airlines can have you in Chesapeake from San Antonio in 22h 30m. Airlines will cover a distance of 1379 mi.

  • 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.

  • What is the cheapest month to book a flight from San Antonio to Chesapeake?

    Currently, March is the cheapest month in which you can book a flight from San Antonio to Chesapeake (average of $115). Flying from San Antonio to Chesapeake in April is currently the most expensive (average of $288). 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.

See more FAQs

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Top 5 airlines flying from San Antonio to Chesapeake

Discover the top 5 airlines that operate flights from San Antonio 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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$134Average$301FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$238Average$462FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$253Average$368FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$253Average$453FlexibilityNo cancel feeOn-time71%
DeltaCheapest$298Average$437FlexibilityNo cancel feeOn-timeN/A

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