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Chesapeake

$114+ 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 7/23. Fares are subject to change and may not be available on all flights or dates of travel.
SAT — RIC
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
1 adult, Economy
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Cheapflights Tip: The best prices from San Antonio to Chesapeake are usually found in February or August, 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 3, 2025.

Round-trip from

$230
(FlightHub)

One-way from

$114
(Mytrip)

Popular in

June

Cheapest in

February

Average price

$426
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. 4% potential increase in price ($22 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 July 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 July 3, 2025.

This FlightHub deal was found by Cheapflights users on 7/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/297:10 amSAT - ORF
1 stop8h 15mMultiple Airlines
Thu 7/317:39 pmORF - SAT
1 stop14h 51mMultiple Airlines
Deal found 7/2$230
This Mytrip deal was found by Cheapflights users on 7/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/307:45 amSAT - ORF
1 stop13h 50mSpirit Airlines
Thu 7/315:50 amORF - SAT
1 stop14h 32mSpirit Airlines
Deal found 7/2$232
This American Airlines deal was found by Cheapflights users on 7/3. 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 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 9/22:50 pmORF - SAT
1 stop7h 20mAmerican Airlines
Deal found 7/3$265
This Southwest deal was found by Cheapflights users on 7/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/236:50 amSAT - ORF
2 stops7h 10mSouthwest
Sat 9/272:10 pmORF - SAT
1 stop7h 40mSouthwest
Deal found 7/1$270
This Delta deal was found by Cheapflights users on 7/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/65:45 pmSAT - ORF
1 stop5h 40mDelta
Sat 9/1311:41 amORF - SAT
1 stop5h 34mDelta
Deal found 7/3$291
This United Airlines deal was found by Cheapflights users on 7/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/155:30 amSAT - ORF
2 stops8h 44mUnited Airlines
Mon 8/185:05 pmORF - SAT
1 stop6h 33mUnited Airlines
Deal found 7/1$299
This Frontier deal was found by Cheapflights users on 7/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/178:14 pmSAT - ORF
2 stops12h 26mFrontier
Mon 7/2110:25 amORF - SAT
1 stop7h 27mFrontier
Deal found 7/2$349

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 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

Tue 7/29

7:10 am-4:25 pm

1 stop8h 15m

Norfolk

Thu 7/31

7:39 pm-9:30 am

1 stop14h 51m

$230

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Wed 7/30

7:45 am-10:35 pm

1 stop13h 50m

Norfolk

Thu 7/31

5:50 am-7:22 pm

1 stop14h 32m

$232

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Sat 8/30

6:10 am-2:47 pm

1 stop7h 37m

Norfolk

Tue 9/2

2:50 pm-9:10 pm

1 stop7h 20m

$265

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-8:50 pm

1 stop7h 40m

$270

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Sat 9/6

5:45 pm-12:25 am

1 stop5h 40m

Norfolk

Sat 9/13

11:41 am-4:15 pm

1 stop5h 34m

$291

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Thu 7/17

8:14 pm-9:40 am

2 stops12h 26m

Norfolk

Mon 7/21

10:25 am-4:52 pm

1 stop7h 27m

$349

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Sat 8/30

12:57 pm-9:52 pm

1 stop7h 55m

Norfolk

Tue 9/2

6:15 am-5:42 pm

2 stops12h 27m

$350

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Wed 7/23

7:45 am-10:35 pm

1 stop13h 50m

$114

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Tue 8/19

12:57 pm-9:52 pm

1 stop7h 55m

$120

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Tue 8/19

7:00 am-3:00 pm

2 stops7h 00m

$125

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

Showing 1-10 of 13 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 June 27, 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 3, 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 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
4,266 reviews

Boarding

8.2

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.6

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
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.6

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
7,982 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.6

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
8,861 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.6

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
4,266 reviews

Boarding

8.2

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.6

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
8,086 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.6

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?

    $114 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on United Airlines and Southwest, with prices starting from $120 and $125, 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

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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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$160Average$290FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$268Average$442FlexibilityNo cancel feeOn-time71%
DeltaCheapest$316Average$412FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$324Average$507FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$334Average$464FlexibilityNo cancel feeOn-time63%

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