HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chesapeake

$132+ 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 12/31. Fares are subject to change and may not be available on all flights or dates of travel.
SAT — RIC
Dec 18 — Dec 251
Thu 12/18
Thu 12/25
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.

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 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$182
(Kiwi.com)

One-way from

$132
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$428
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 November 2025
Search Deals

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 18, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/17. 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 12/37:37 pmSAT - ORF
1 stop22h 39mSpirit Airlines
Thu 12/118:11 pmORF - SAT
1 stop28h 15mSpirit Airlines
Deal found 11/17$232
This Kiwi.com deal was found by Cheapflights users on 11/17. 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 12/37:37 pmSAT - ORF
1 stop22h 39mMultiple Airlines
Fri 12/512:00 pmORF - SAT
2 stops44h 55mMultiple Airlines
Deal found 11/17$233
This Kiwi.com deal was found by Cheapflights users on 11/18. 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 12/77:56 pmSAT - ORF
2 stops19h 24mMultiple Airlines
Thu 12/118:11 pmORF - SAT
1 stop28h 15mMultiple Airlines
Deal found 11/18$236
This Kiwi.com deal was found by Cheapflights users on 11/17. 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 12/49:10 amSAT - ORF
2 stops24h 50mMultiple Airlines
Thu 12/118:11 pmORF - SAT
1 stop28h 15mMultiple Airlines
Deal found 11/17$239
This Kiwi.com deal was found by Cheapflights users on 11/17. 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 12/37:37 pmSAT - ORF
1 stop22h 39mSpirit Airlines
Sat 12/68:11 pmORF - SAT
1 stop28h 15mSpirit Airlines
Deal found 11/17$245
This Kiwi.com deal was found by Cheapflights users on 11/17. 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 12/41:55 pmSAT - ORF
1 stop28h 21mSpirit Airlines
Thu 12/118:11 pmORF - SAT
1 stop28h 15mSpirit Airlines
Deal found 11/17$251
This Kiwi.com deal was found by Cheapflights users on 11/17. 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 12/49:10 amSAT - ORF
2 stops24h 50mMultiple Airlines
Sun 12/78:11 pmORF - SAT
1 stop28h 15mMultiple Airlines
Deal found 11/17$252
This Kiwi.com deal was found by Cheapflights users on 11/17. 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 12/37:37 pmSAT - ORF
1 stop22h 39mMultiple Airlines
Mon 12/87:00 amORF - SAT
2 stops17h 26mMultiple Airlines
Deal found 11/17$255
This Kiwi.com deal was found by Cheapflights users on 11/17. 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 12/27:37 pmSAT - ORF
1 stop22h 30mSpirit Airlines
Thu 12/118:11 pmORF - SAT
1 stop28h 15mSpirit Airlines
Deal found 11/17$260
This Kiwi.com deal was found by Cheapflights users on 11/17. 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 12/117:56 pmSAT - ORF
2 stops14h 04mMultiple Airlines
Mon 12/158:38 amORF - SAT
1 stop6h 37mMultiple Airlines
Deal found 11/17$263

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 18, 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

Thu 1/8

6:30 am-9:50 pm

1 stop14h 20m

Norfolk

Fri 1/9

7:31 pm-9:40 am

1 stop15h 09m

$209

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Thu 1/22

6:30 am-3:06 pm

1 stop7h 36m

Norfolk

Mon 1/26

6:45 am-11:52 pm

1 stop18h 07m

$216

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Wed 12/3

7:37 pm-7:16 pm

1 stop22h 39m

Norfolk

Fri 12/5

12:00 pm-7:55 am

2 stops44h 55m

$233

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Wed 1/14

6:30 am-9:50 pm

1 stop14h 20m

Norfolk

Wed 1/21

8:00 am-7:33 pm

2 stops36h 33m

$248

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Fri 1/23

6:30 am-9:50 pm

1 stop14h 20m

Norfolk

Sun 1/25

6:45 am-9:40 am

3 stops27h 55m

$276

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Mon 12/1

5:07 pm-8:31 pm

2 stops26h 24m

Norfolk

Thu 12/11

8:38 am-2:15 pm

1 stop6h 37m

$292

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Mon 12/1

8:33 pm-8:31 pm

1 stop22h 58m

Norfolk

Thu 12/4

8:11 pm-11:26 pm

1 stop28h 15m

$298

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Sat 12/6

3:10 pm-7:43 am

1 stop15h 33m

Norfolk

Thu 12/11

8:11 pm-11:26 pm

1 stop28h 15m

$301

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Thu 12/4

12:37 pm-7:16 pm

3 stops29h 39m

Norfolk

Mon 12/8

8:38 am-2:15 pm

1 stop6h 37m

$303

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Fri 1/9

10:35 am-9:50 pm

3 stops34h 15m

Norfolk

Sun 1/11

7:31 pm-9:40 am

1 stop15h 09m

$312

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/17

Showing 1-10 of 21 results
1
2
3

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 November 14, 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 18, 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 18, 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
4,248 reviews

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

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
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

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
8,003 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

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
9,019 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

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
11,045 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

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
8,151 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

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 $209, Spirit Airlines can have you in Chesapeake from San Antonio in 14h 20m. 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

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
Dallas/Fort Worth to Raleigh flights
Hobby to Dulles Intl flights
Hobby to Reagan-National flights
Austin to Dulles Intl flights
George Bush Intcntl to Dulles Intl flights
George Bush Intcntl to Reagan-National flights
Austin to Reagan-National flights
Love Field to Dulles Intl flights
Hobby to Raleigh flights
Hobby to Richmond flights
Austin to Raleigh flights
San Antonio to Dulles Intl flights
George Bush Intcntl to Raleigh flights
Love Field to Raleigh flights
George Bush Intcntl to Richmond flights
Love Field to Reagan-National flights
Dallas/Fort Worth to Norfolk flights
San Antonio to Reagan-National flights
Hobby to Norfolk flights
Dallas/Fort Worth to Richmond flights
George Bush Intcntl to Norfolk flights
Dallas/Fort Worth to Greensboro flights
Austin to Richmond flights
San Antonio to Raleigh flights
El Paso to Dulles Intl flights
Austin to Norfolk flights
Dallas/Fort Worth to Charlottesville flights
Hobby to Roanoke flights
Love Field to Norfolk flights
Hobby to Greensboro flights
Love Field to Richmond flights
San Antonio to Norfolk flights
Dallas/Fort Worth to Roanoke flights
El Paso to Reagan-National flights
San Antonio to Greensboro flights
Austin to Roanoke flights
Love Field to Greensboro flights
San Antonio to Richmond flights
Austin to Greensboro flights
George Bush Intcntl to Roanoke flights
George Bush Intcntl to Greensboro flights
El Paso to Richmond flights
Corpus Christi to Dulles Intl flights
El Paso to Raleigh flights
Corpus Christi to Raleigh flights
Austin to Charlottesville flights
Austin to Blountville flights
Hobby to Lynchburg flights

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 18, 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

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.