HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chesapeake

$120+ 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 8/6. Fares are subject to change and may not be available on all flights or dates of travel.
SAT — RIC
Jul 19 — Jul 261
Sat 7/19
Sat 7/26
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 September 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 July 14, 2025.

Round-trip from

$203
(Booking.com)

One-way from

$120
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$426
From San Antonio to Chesapeake
Search Deals
One-way flight from San Antonio to Chesapeake
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($42 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 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 July 14, 2025.

This Booking.com deal was found by Cheapflights users on 7/14. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/97:10 amSAT - ORF
1 stop8h 15mSpirit Airlines
Sat 8/165:30 amORF - SAT
1 stop11h 14mSpirit Airlines
Deal found 7/14$203
This American Airlines deal was found by Cheapflights users on 7/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/306:10 amSAT - ORF
1 stop7h 37mAmerican Airlines
Tue 9/26:10 amORF - SAT
1 stop4h 59mAmerican Airlines
Deal found 7/13$239
This United Airlines deal was found by Cheapflights users on 7/14. 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.
Wed 9/32:25 pmSAT - ORF
2 stops8h 28mUnited Airlines
Sat 9/66:15 amORF - SAT
1 stop5h 41mUnited Airlines
Deal found 7/14$244
This Delta deal was found by Cheapflights users on 7/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/316:40 amSAT - ORF
1 stop5h 12mDelta
Tue 9/26:05 pmORF - SAT
1 stop6h 52mDelta
Deal found 7/14$257
This Mytrip deal was found by Cheapflights users on 7/13. 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.
Mon 8/47:10 amSAT - ORF
1 stop8h 15mMultiple Airlines
Thu 8/79:05 amORF - SAT
2 stops23h 59mMultiple Airlines
Deal found 7/13$275
This Southwest deal was found by Cheapflights users on 7/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/155:10 amSAT - ORF
1 stop5h 15mSouthwest
Mon 8/185:30 amORF - SAT
1 stop5h 50mSouthwest
Deal found 7/14$323

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 July 14, 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

Sat 8/9

7:10 am-4:25 pm

1 stop8h 15m

Norfolk

Sat 8/16

5:30 am-3:44 pm

1 stop11h 14m

$203

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Sat 8/30

6:10 am-2:47 pm

1 stop7h 37m

Norfolk

Tue 9/2

6:10 am-10:09 am

1 stop4h 59m

$239

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Tue 9/23

6:50 am-3:00 pm

2 stops7h 10m

Norfolk

Sat 9/27

2:10 pm-6:30 pm

1 stop5h 20m

$244

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Sun 8/31

5:25 am-12:52 pm

1 stop6h 27m

Norfolk

Tue 9/2

6:05 pm-11:57 pm

1 stop6h 52m

$257

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Mon 8/4

7:10 am-4:25 pm

1 stop8h 15m

Norfolk

Thu 8/7

9:05 am-8:04 am

2 stops23h 59m

$275

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Sun 8/10

6:45 am-3:14 pm

1 stop7h 29m

Norfolk

Thu 8/14

6:10 am-11:02 am

1 stop5h 52m

$319

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Wed 8/6

7:30 am-1:58 pm

1 stop5h 28m

$120

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Sat 11/15

5:30 am-2:34 pm

2 stops8h 04m

$125

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Sat 7/26

7:10 am-4:25 pm

1 stop8h 15m

$166

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Sat 7/26

7:45 am-8:15 am

2 stops23h 30m

$198

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/13

Showing 1-10 of 11 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 July 11, 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, January is the cheapest month in which you can book a flight from San Antonio to Chesapeake (average of $281). Flying from San Antonio to Chesapeake in March is currently the most expensive (average of $351). 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 July 14, 2025.

When flying from San Antonio to Chesapeake, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 July 14, 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
4,243 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Entertainment

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,243 reviews
Southwest
8.0
Very good
4,243 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Entertainment

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,953 reviews
Southwest
8.0
Very good
4,243 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Entertainment

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,856 reviews
Southwest
8.0
Very good
4,243 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Entertainment

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,243 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Entertainment

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Spirit Airlines
6.3
Okay
8,047 reviews
Southwest
8.0
Very good
4,243 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Entertainment

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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.

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

    $120 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on United Airlines and Spirit Airlines, with prices starting from $125 and $170, 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, January is the cheapest month in which you can book a flight from San Antonio to Chesapeake (average of $281). Flying from San Antonio to Chesapeake in March is currently the most expensive (average of $351). 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 Norfolk flights
George Bush Intcntl to Norfolk flights
Hobby to Dulles Intl flights
Dallas/Fort Worth to Raleigh flights
Austin to Dulles Intl flights
Hobby to Reagan-National flights
Hobby to Raleigh flights
George Bush Intcntl to Dulles Intl flights
George Bush Intcntl to Raleigh flights
Dallas/Fort Worth to Norfolk flights
George Bush Intcntl to Reagan-National flights
Austin to Reagan-National flights
San Antonio to Dulles Intl flights
Love Field to Raleigh flights
Love Field to Reagan-National flights
Love Field to Dulles Intl flights
Dallas/Fort Worth to Richmond flights
Hobby to Richmond flights
Austin to Norfolk flights
Austin to Raleigh flights
George Bush Intcntl to Richmond flights
San Antonio to Reagan-National flights
Dallas/Fort Worth to Greensboro flights
San Antonio to Norfolk flights
Love Field to Richmond flights
Austin to Greensboro flights
San Antonio to Greensboro flights
San Antonio to Raleigh flights
Austin to Richmond flights
Hobby to Roanoke flights
Dallas/Fort Worth to Charlottesville flights
Love Field to Norfolk flights
Hobby to Greensboro flights
George Bush Intcntl to Roanoke flights
Austin to Charlottesville flights
San Antonio to Richmond flights
Hobby to Charlottesville flights
Dallas/Fort Worth to Blountville flights
Austin to Roanoke flights
George Bush Intcntl to Charlottesville flights
Hobby to Blountville flights
George Bush Intcntl to Greensboro flights
Corpus Christi to Richmond flights
El Paso to Dulles Intl flights
El Paso to Reagan-National flights
El Paso to Raleigh flights
San Antonio to Roanoke flights
Dallas/Fort Worth to Roanoke 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 July 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$183Average$291FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$253Average$436FlexibilityNo cancel feeOn-time71%
DeltaCheapest$316Average$415FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$324Average$498FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$334Average$464FlexibilityNo cancel feeOn-time63%

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.