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Chesapeake

$104+ 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 4/26. Fares are subject to change and may not be available on all flights or dates of travel.
SAT — RIC
Apr 7 — Apr 141
Mon 4/7
Mon 4/14
1 adult, Economy
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Cheapflights Tip: The best prices from San Antonio to Chesapeake are usually found in February or May, booked 85 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 April 2, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$196
(Mytrip)

One-way from

$104
(FlightHub)

Popular in

December

Cheapest in

February

Average price

$429
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. 7% potential increase in price ($34 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 2, 2025.

This Mytrip deal was found by Cheapflights users on 4/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/151:52 pmSAT - ORF
2 stops23h 24mSpirit Airlines
Sat 5/173:11 pmORF - SAT
2 stops22h 46mSpirit Airlines
Deal found 4/1$196
This Booking.com deal was found by Cheapflights users on 4/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/187:10 amSAT - ORF
1 stop10h 28mMultiple Airlines
Tue 6/2410:23 amORF - SAT
1 stop23h 58mMultiple Airlines
Deal found 4/1$298
This Southwest deal was found by Cheapflights users on 4/1. 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.
Wed 4/303:05 pmSAT - ORF
1 stop5h 30mSouthwest
Tue 5/63:05 pmORF - SAT
1 stop6h 50mSouthwest
Deal found 4/1$299
This Delta deal was found by Cheapflights users on 4/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/44:15 pmSAT - ORF
1 stop6h 09mDelta
Wed 7/1612:35 pmORF - SAT
1 stop5h 31mDelta
Deal found 4/1$317
This American Airlines deal was found by Cheapflights users on 4/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/236:05 pmSAT - ORF
1 stop4h 50mAmerican Airlines
Tue 5/275:00 amORF - SAT
1 stop6h 52mAmerican Airlines
Deal found 4/1$353
This United Airlines deal was found by Cheapflights users on 4/1. 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 7/186:45 amSAT - ORF
1 stop7h 29mUnited Airlines
Mon 7/216:00 amORF - SAT
1 stop6h 02mUnited Airlines
Deal found 4/1$434

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 April 2, 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 5/15

1:52 pm-2:16 pm

2 stops23h 24m

Norfolk

Sat 5/17

3:11 pm-12:57 pm

2 stops22h 46m

$196

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Wed 6/18

7:10 am-6:38 pm

1 stop10h 28m

Norfolk

Tue 6/24

10:23 am-9:21 am

1 stop23h 58m

$298

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Wed 4/30

3:05 pm-9:35 pm

1 stop5h 30m

Norfolk

Tue 5/6

3:05 pm-8:55 pm

1 stop6h 50m

$299

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Wed 6/4

4:15 pm-11:24 pm

1 stop6h 09m

Norfolk

Wed 7/16

12:35 pm-5:06 pm

1 stop5h 31m

$317

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Fri 5/23

6:05 pm-11:55 pm

1 stop4h 50m

Norfolk

Tue 5/27

5:00 am-10:52 am

1 stop6h 52m

$353

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Fri 7/18

6:45 am-3:14 pm

1 stop7h 29m

Norfolk

Mon 7/21

6:00 am-11:02 am

1 stop6h 02m

$434

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Sat 4/26

12:13 pm-7:40 pm

1 stop6h 27m

$104

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Sat 4/12

12:21 pm-4:37 pm

1 stop27h 16m

$146

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

Sat 4/26

2:11 pm-11:30 pm

2 stops8h 19m

$174

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/1

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 March 28, 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 85 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 June is currently the most expensive (average of $372). 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 April 2, 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.

Rainfall in Chesapeake by month

Plan your trip to Chesapeake by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chesapeake ranges from 2.9 - 5.8 inches per month. July is typically the wettest month, when rainfall can reach 5.8 in. November is typically the driest time to visit Chesapeake when rainfall is around 2.9 in.

Temperature in Chesapeake by month

Plan your trip to Chesapeake by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chesapeake, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 42.8 F).

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 April 2, 2025.
See what other customers who have flown with Southwest, Delta and United Airlines from San Antonio to Chesapeake have to say. 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
4,272 reviews

Entertainment

7.6

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,272 reviews
Southwest
8.0
Very good
4,272 reviews

Entertainment

7.6

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,898 reviews
Southwest
8.0
Very good
4,272 reviews

Entertainment

7.6

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,616 reviews
Southwest
8.0
Very good
4,272 reviews

Entertainment

7.6

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,272 reviews

Entertainment

7.6

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Spirit Airlines
6.3
Okay
7,886 reviews
Southwest
8.0
Very good
4,272 reviews

Entertainment

7.6

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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?

    $104 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 Frontier and United Airlines, with prices starting from $146 and $174, 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 June is currently the most expensive (average of $372). 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 April 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$123Average$239FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$253Average$442FlexibilityNo cancel feeOn-time71%
DeltaCheapest$302Average$417FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$334Average$466FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$336Average$514FlexibilityNo cancel feeOn-time69%

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