HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chesapeake

$97+ 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 1/31. Fares are subject to change and may not be available on all flights or dates of travel.
SAT — RIC
févr. 1 — févr. 81
dim. 2/1
dim. 2/8
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from San Antonio to Chesapeake 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.

Cheap flight deals from San Antonio to Chesapeake

Best flights from San Antonio to Chesapeake
Discover carefully curated flight deals from San Antonio to Chesapeake that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated janvier 2, 2026.

This Kiwi.com deal was found by Cheapflights users on 12/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 2/76:30 amSAT - ORF
1 stop12h 45mMultiple Airlines
mar. 2/101:02 pmORF - SAT
1 stop11h 50mMultiple Airlines
Deal found 12/30$172
This Mytrip deal was found by Cheapflights users on 12/31. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 1/2910:35 amSAT - ORF
1 stop7h 03mSpirit Airlines
jeu. 2/57:33 pmORF - SAT
1 stop14h 57mSpirit Airlines
Deal found 12/31$173
This United Airlines deal was found by Cheapflights users on 12/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 1/202:05 pmSAT - ORF
1 stop6h 27mUnited Airlines
mer. 1/216:30 amORF - SAT
1 stop9h 20mUnited Airlines
Deal found 12/31$321
This Kiwi.com deal was found by Cheapflights users on 12/31. 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.
jeu. 1/296:30 amSAT - ORF
1 stop7h 36mMultiple Airlines
jeu. 2/56:45 amORF - SAT
2 stops27h 45mMultiple Airlines
Deal found 12/31$202
This Kiwi.com deal was found by Cheapflights users on 1/1. 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.
ven. 2/1310:48 pmSAT - ORF
2 stops34h 49mMultiple Airlines
sam. 2/218:44 pmORF - SAT
1 stop13h 46mMultiple Airlines
Deal found 1/1$233
This Kiwi.com deal was found by Cheapflights users on 1/1. 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.
mar. 2/245:36 pmSAT - ORF
2 stops27h 14mMultiple Airlines
mar. 3/107:31 pmORF - SAT
1 stop14h 59mMultiple Airlines
Deal found 1/1$235
This Kiwi.com deal was found by Cheapflights users on 12/31. 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.
ven. 1/2310:35 amSAT - ORF
1 stop7h 03mMultiple Airlines
dim. 1/259:37 pmORF - SAT
2 stops22h 56mMultiple Airlines
Deal found 12/31$241
This Kiwi.com deal was found by Cheapflights users on 1/1. 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.
mer. 6/106:00 amSAT - ORF
1 stop15h 59mSpirit Airlines
mar. 6/166:05 amORF - SAT
1 stop17h 24mSpirit Airlines
Deal found 1/1$365
This United Airlines deal was found by Cheapflights users on 12/30. 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.
sam. 2/72:05 pmSAT - ORF
2 stops8h 25mUnited Airlines
mar. 2/106:13 amORF - SAT
2 stops8h 06mUnited Airlines
Deal found 12/30$367

Find 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 janvier 2, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$172
(Kiwi.com)

One-way from

$97
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$466
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
From San Antonio to Chesapeake
Search Deals
One-way flight from San Antonio to Chesapeake
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($47 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 janvier 2, 2026.
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

sam. 2/7

6:30 am-8:15 pm

1 stop12h 45m

Norfolk

mar. 2/10

1:02 pm-11:52 pm

1 stop11h 50m

$172

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

jeu. 1/29

10:35 am-6:38 pm

1 stop7h 03m

Norfolk

jeu. 2/5

7:33 pm-9:30 am

1 stop14h 57m

$173

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

jeu. 1/29

6:30 am-3:06 pm

1 stop7h 36m

Norfolk

jeu. 2/5

6:45 am-9:30 am

2 stops27h 45m

$202

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

ven. 2/13

10:48 pm-10:37 am

2 stops34h 49m

Norfolk

sam. 2/21

8:44 pm-9:30 am

1 stop13h 46m

$233

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

mar. 2/24

5:36 pm-9:50 pm

2 stops27h 14m

Norfolk

mar. 3/10

7:31 pm-9:30 am

1 stop14h 59m

$235

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

ven. 1/23

10:35 am-6:38 pm

1 stop7h 03m

Norfolk

dim. 1/25

9:37 pm-7:33 pm

2 stops22h 56m

$241

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

mar. 1/20

2:05 pm-9:32 pm

1 stop6h 27m

Norfolk

mer. 1/21

6:30 am-2:50 pm

1 stop9h 20m

$321

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

mer. 6/10

6:00 am-10:59 pm

1 stop15h 59m

Norfolk

mar. 6/16

6:05 am-10:29 pm

1 stop17h 24m

$365

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

sam. 2/7

2:05 pm-11:30 pm

2 stops8h 25m

Norfolk

mar. 2/10

6:13 am-1:19 pm

2 stops8h 06m

$367

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

sam. 1/31

6:30 am-8:15 pm

1 stop12h 45m

$97

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/31

Showing 1-10 of 14 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 December 26, 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.

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 janvier 2, 2026.
Peruse reviews from past customers who have flown with Southwest, Delta, and American 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
4,255 reviews

Boarding

8.1

Food

7.0

Comfort

8.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,255 reviews
Southwest
8.0
Very good
4,255 reviews

Boarding

8.1

Food

7.0

Comfort

8.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,021 reviews
Southwest
8.0
Very good
4,255 reviews

Boarding

8.1

Food

7.0

Comfort

8.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,074 reviews
Southwest
8.0
Very good
4,255 reviews

Boarding

8.1

Food

7.0

Comfort

8.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Spirit Airlines
6.3
Okay
8,259 reviews
Southwest
8.0
Very good
4,255 reviews

Boarding

8.1

Food

7.0

Comfort

8.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 4 different airlines.

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

    For as low as $173, Spirit Airlines can have you in Chesapeake from San Antonio in 7h 03m. Airlines will cover a distance of 1379 mi.

  • 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 $163 and $163, 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.

  • 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for San Antonio to Chesapeake

See prices for flight routes from nearby airports that may be better suited for you.
Dallas/Fort Worth to Dulles Intl flights
Dallas/Fort Worth to Reagan-National flights
Hobby to Reagan-National flights
George Bush Intcntl to Reagan-National flights
Dallas/Fort Worth to Raleigh flights
Hobby to Dulles Intl flights
George Bush Intcntl to Dulles Intl flights
Austin to Dulles Intl flights
Austin to Reagan-National flights
Hobby to Raleigh flights
George Bush Intcntl to Raleigh flights
Love Field to Dulles Intl flights
Austin to Raleigh flights
Hobby to Richmond flights
Love Field to Reagan-National flights
Hobby to Norfolk flights
San Antonio to Dulles Intl flights
George Bush Intcntl to Norfolk flights
Dallas/Fort Worth to Richmond flights
Love Field to Raleigh flights
Dallas/Fort Worth to Greensboro flights
Dallas/Fort Worth to Norfolk flights
San Antonio to Reagan-National flights
George Bush Intcntl to Richmond flights
Dallas/Fort Worth to Roanoke flights
Austin to Roanoke flights
San Antonio to Raleigh flights
Austin to Norfolk flights
Love Field to Richmond flights
El Paso to Dulles Intl flights
McAllen to Dulles Intl flights
McAllen to Reagan-National flights
Love Field to Norfolk flights
El Paso to Reagan-National flights
San Antonio to Norfolk flights
Austin to Richmond flights
Hobby to Charlottesville flights
El Paso to Raleigh flights
Dallas/Fort Worth to Blountville flights
Dallas/Fort Worth to Charlottesville flights
Hobby to Roanoke flights
George Bush Intcntl to Charlottesville flights
Hobby to Greensboro flights
San Antonio to Greensboro flights
San Antonio to Roanoke flights
San Antonio to Richmond flights
Austin to Greensboro flights
George Bush Intcntl to Greensboro flights
Lubbock to Dulles Intl flights
Austin to Charlottesville flights

Top 4 airlines flying from San Antonio to Chesapeake

Discover the top 4 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 janvier 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$134Average$280FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$238Average$449FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$253Average$453FlexibilityNo cancel feeOn-time71%
DeltaCheapest$256Average$441FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.