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Chesapeake

$58+ 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 1/28. Fares are subject to change and may not be available on all flights or dates of travel.
SAT — RIC
ene. 1 — ene. 81
jue. 1/1
jue. 1/8
1 adult, Economy
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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

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 diciembre 2, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/30. 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.
jue. 12/119:10 amSAT - ORF
1 stop21h 33mMultiple Airlines
lun. 12/158:38 amORF - SAT
2 stops33h 27mMultiple Airlines
Deal found 11/30$291
This Kiwi.com deal was found by Cheapflights users on 12/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/267:11 pmSAT - ORF
1 stop22h 34mMultiple Airlines
mié. 12/313:01 pmORF - SAT
1 stop9h 25mMultiple Airlines
Deal found 12/1$305
This Kiwi.com deal was found by Cheapflights users on 12/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/197:37 pmSAT - ORF
1 stop15h 33mMultiple Airlines
mar. 12/307:40 pmORF - SAT
1 stop17h 10mMultiple Airlines
Deal found 12/1$311
This Kiwi.com deal was found by Cheapflights users on 11/30. 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.
mar. 12/232:39 pmSAT - ORF
1 stop22h 27mSpirit Airlines
mié. 12/247:40 pmORF - SAT
1 stop17h 10mSpirit Airlines
Deal found 11/30$322
This Kiwi.com deal was found by Cheapflights users on 12/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/81:55 pmSAT - ORF
1 stop28h 21mMultiple Airlines
lun. 12/157:00 amORF - SAT
2 stops17h 26mMultiple Airlines
Deal found 12/2$334
This Kiwi.com deal was found by Cheapflights users on 11/30. 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.
mar. 12/232:39 pmSAT - ORF
1 stop22h 27mSpirit Airlines
jue. 12/257:40 pmORF - SAT
1 stop17h 10mSpirit Airlines
Deal found 11/30$338
This Mytrip deal was found by Cheapflights users on 12/2. 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.
mié. 12/176:10 pmSAT - ORF
3 stops18h 56mSpirit Airlines
dom. 12/217:40 pmORF - SAT
1 stop17h 10mSpirit Airlines
Deal found 12/2$340
This Kiwi.com deal was found by Cheapflights users on 12/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/262:39 pmSAT - ORF
2 stops27h 06mSpirit Airlines
mié. 12/313:01 pmORF - SAT
1 stop9h 25mSpirit Airlines
Deal found 12/1$341
This Mytrip deal was found by Cheapflights users on 11/30. 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.
lun. 12/812:37 pmSAT - ORF
3 stops29h 39mSpirit Airlines
lun. 12/158:38 amORF - SAT
2 stops15h 48mSpirit Airlines
Deal found 11/30$342
This Kiwi.com deal was found by Cheapflights users on 12/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/166:10 pmSAT - ORF
2 stops26h 53mMultiple Airlines
sáb. 12/207:40 pmORF - SAT
1 stop17h 10mMultiple Airlines
Deal found 12/1$345

Find 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 diciembre 2, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$189
(Spirit Airlines)

One-way from

$58
(Expedia)

Popular in

December

Cheapest in

August

Average price

$489
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 ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 diciembre 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

lun. 1/26

10:35 am-6:38 pm

1 stop7h 03m

Norfolk

jue. 1/29

7:33 pm-9:40 am

1 stop15h 07m

$189

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

jue. 1/8

6:30 am-9:50 pm

1 stop14h 20m

Norfolk

vie. 1/9

7:33 pm-9:40 am

1 stop15h 07m

$199

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

mié. 2/18

6:00 am-12:15 pm

1 stop29h 15m

Norfolk

lun. 2/23

11:36 am-3:14 pm

2 stops28h 38m

$227

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

mié. 2/18

10:22 am-10:42 pm

1 stop11h 20m

Norfolk

lun. 2/23

3:24 pm-10:53 pm

1 stop8h 29m

$233

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

mié. 2/18

6:00 am-12:15 pm

1 stop29h 15m

Norfolk

dom. 2/22

1:10 pm-9:30 am

2 stops21h 20m

$258

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

vie. 12/19

7:37 pm-12:10 pm

1 stop15h 33m

Norfolk

mar. 12/30

7:40 pm-11:50 am

1 stop17h 10m

$311

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

mié. 2/18

6:00 am-6:26 pm

3 stops35h 26m

Norfolk

dom. 2/22

7:31 pm-9:30 am

1 stop14h 59m

$340

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

mar. 12/16

6:10 pm-10:03 pm

2 stops26h 53m

Norfolk

sáb. 12/20

7:40 pm-11:50 am

1 stop17h 10m

$345

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

mié. 2/18

6:00 am-9:50 pm

1 stop14h 50m

Norfolk

lun. 2/23

7:31 pm-11:59 pm

3 stops29h 28m

$349

San AntonioNorfolk

SAT - ORF

SATORF

San Antonio

lun. 12/15

3:10 pm-7:16 pm

2 stops27h 06m

Norfolk

vie. 12/19

7:40 pm-11:50 am

1 stop17h 10m

$362

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/1

Showing 1-10 of 20 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 November 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 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 diciembre 2, 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 diciembre 2, 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
4,253 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Southwest
8.0
Very good
4,253 reviews
Southwest
8.0
Very good
4,253 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Delta
7.9
Good
8,011 reviews
Southwest
8.0
Very good
4,253 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
United Airlines
7.4
Good
9,063 reviews
Southwest
8.0
Very good
4,253 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
American Airlines
7.2
Good
11,045 reviews
Southwest
8.0
Very good
4,253 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Spirit Airlines
6.3
Okay
8,156 reviews
Southwest
8.0
Very good
4,253 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.

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 $189, Spirit Airlines can have you in Chesapeake from San Antonio in 7h 03m. Airlines will cover a distance of 1379 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    $127 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on American Airlines and Delta, with prices starting from $163 and $167, 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, 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

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Alternative routes for San Antonio to Chesapeake

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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 diciembre 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$134Average$301FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$238Average$460FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$253Average$367FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$253Average$456FlexibilityNo cancel feeOn-time71%
DeltaCheapest$256Average$436FlexibilityNo cancel feeOn-timeN/A

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