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$108+ 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 4/6. Fares are subject to change and may not be available on all flights or dates of travel.
SAT — RIC
feb. 25 — mar. 41
mar. 2/25
mar. 3/4
1 adult, Economy
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The best prices from San Antonio to Chesapeake are usually found in May or September, 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 febrero 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$190
(Booking.com)

One-way from

$108
(CheapOair)

Popular in

June

Cheapest in

May

Average price

$379
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. 2% potential increase in price ($8 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in February 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 febrero 20, 2025.

This Booking.com deal was found by Cheapflights users on 2/20. 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.
mar. 4/1510:51 amSAT - ORF
1 stop12h 28mMultiple Airlines
sáb. 4/193:36 pmORF - SAT
1 stop17h 37mMultiple Airlines
Deal found 2/20$190
This FlightHub deal was found by Cheapflights users on 2/20. 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.
jue. 5/110:51 amSAT - ORF
1 stop12h 28mSpirit Airlines
jue. 5/86:00 amORF - SAT
1 stop12h 18mSpirit Airlines
Deal found 2/20$223
This Gotogate deal was found by Cheapflights users on 2/20. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 2/228:04 pmSAT - ORF
1 stop20h 18mFrontier
sáb. 3/89:05 amORF - SAT
1 stop11h 32mFrontier
Deal found 2/20$334
This Southwest deal was found by Cheapflights users on 2/20. 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.
mar. 4/157:15 amSAT - ORF
2 stops8h 50mSouthwest
sáb. 4/195:40 pmORF - SAT
1 stop5h 15mSouthwest
Deal found 2/20$365
This American Airlines deal was found by Cheapflights users on 2/19. 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.
mar. 3/117:48 amSAT - ORF
1 stop5h 28mAmerican Airlines
sáb. 3/153:13 pmORF - SAT
1 stop8h 49mAmerican Airlines
Deal found 2/19$391
This United deal was found by Cheapflights users on 2/20. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 3/2012:30 pmSAT - ORF
2 stops9h 56mUnited Airlines
lun. 3/244:53 pmORF - SAT
1 stop7h 27mUnited Airlines
Deal found 2/20$421
This Delta deal was found by Cheapflights users on 2/20. 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.
sáb. 2/221:59 pmSAT - ORF
1 stop6h 22mDelta
sáb. 3/84:40 pmORF - SAT
1 stop6h 14mDelta
Deal found 2/20$632

Find flights from San Antonio to Chesapeake within your budget

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 febrero 20, 2025.

Fly from

San Antonio

Fly to

Chesapeake

Route

Depart

Return

Price

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

mar. 4/15

10:51 am-12:19 am

1 stop12h 28m

Norfolk

sáb. 4/19

3:36 pm-8:13 am

1 stop17h 37m

$190

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

jue. 5/1

10:51 am-12:19 am

1 stop12h 28m

Norfolk

jue. 5/8

6:00 am-5:18 pm

1 stop12h 18m

$223

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

mar. 4/15

7:15 am-5:05 pm

2 stops8h 50m

Norfolk

sáb. 4/19

5:40 pm-9:55 pm

1 stop5h 15m

$365

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

mar. 3/11

7:48 am-2:16 pm

1 stop5h 28m

Norfolk

sáb. 3/15

3:13 pm-11:02 pm

1 stop8h 49m

$391

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

jue. 3/20

12:30 pm-11:26 pm

2 stops9h 56m

Norfolk

lun. 3/24

4:53 pm-11:20 pm

1 stop7h 27m

$421

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

dom. 4/6

5:20 pm-6:46 pm

1 stop24h 26m

$108

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

sáb. 3/1

8:04 pm-5:22 pm

1 stop20h 18m

$137

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

dom. 3/9

2:53 pm-12:07 pm

2 stops20h 14m

$191

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

dom. 3/9

2:10 pm-9:44 pm

1 stop6h 34m

$286

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

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.

Travel insights for flights from San Antonio to Chesapeake

Get recent, data-driven insights about flights from San Antonio to Chesapeake including ideal travel times, pricing trends, and more.

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 February 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 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 febrero 20, 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 febrero 20, 2025.
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Overall

8.1

Entertainment

7.6

Comfort

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Overall

8.1

Entertainment

7.6

Comfort

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,765 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Overall

8.1

Entertainment

7.6

Comfort

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Overall

8.1

Entertainment

7.6

Comfort

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Spirit Airlines
6.3
Okay
8,013 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Overall

8.1

Entertainment

7.6

Comfort

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Frontier
6.0
Okay
3,355 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Overall

8.1

Entertainment

7.6

Comfort

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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?

    $108 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 $137 and $286, 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 febrero 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$110Average$238FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$253Average$451FlexibilityNo cancel feeOn-time71%
DeltaCheapest$302Average$417FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$334Average$471FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$336Average$532FlexibilityNo cancel feeOn-time69%
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