$144+ 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 8/11. Fares are subject to change and may not be available on all flights or dates of travel.
SAT — RIC
Aug 12 — Aug 191
Round-trip
1 adult, Economy
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Find cheap flights from San Antonio to Chesapeake with Cheapflights
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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
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Best
Last-minute
One-way
Cheapest flights from San Antonio to ChesapeakeExplore 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 13, 2026.
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 13, 2026.
This Delta deal was found by Cheapflights users on 7/9. 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.
Fri 8/1412:37 pm
SAT
- ORF
1 stop9h 36m
Delta
Mon 8/171:51 pm
ORF
- SAT
1 stop5h 55m
Delta
Deal found 7/9![Delta logo]()
$287
This Southwest deal was found by Cheapflights users on 7/7. 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.
Mon 8/105:00 am
SAT
- ORF
1 stop6h 10m
Southwest
Thu 8/136:45 pm
ORF
- SAT
1 stop5h 30m
Southwest
Deal found 7/7![Southwest logo]()
$288
This American Airlines deal was found by Cheapflights users on 7/10. 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 8/141:33 pm
SAT
- ORF
1 stop8h 09m
American Airlines
Mon 8/173:00 pm
ORF
- SAT
2 stops6h 57m
American Airlines
Deal found 7/10![American Airlines logo]()
$292
This American Airlines deal was found by Cheapflights users on 7/11. 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.
Tue 8/116:00 am
SAT
- ORF
2 stops7h 02m
American Airlines
Mon 8/174:00 pm
ORF
- SAT
2 stops7h 00m
American Airlines
Deal found 7/11![American Airlines logo]()
$298
This Frontier deal was found by Cheapflights users on 7/11. 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.
Fri 8/79:51 am
SAT
- ORF
1 stop10h 07m
Frontier
Sun 8/169:34 pm
ORF
- SAT
1 stop12h 22m
Frontier
Deal found 7/11![Frontier logo]()
$299
This American Airlines deal was found by Cheapflights users on 7/7. 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 8/2912:36 pm
SAT
- ORF
2 stops7h 18m
American Airlines
Tue 9/13:00 pm
ORF
- SAT
2 stops6h 57m
American Airlines
Deal found 7/7![American Airlines logo]()
$300
This United Airlines deal was found by Cheapflights users on 7/8. 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.
Mon 8/176:30 am
SAT
- ORF
1 stop6h 47m
United Airlines
Fri 8/216:15 am
ORF
- SAT
2 stops8h 14m
United Airlines
Deal found 7/8![United Airlines logo]()
$328
This Southwest deal was found by Cheapflights users on 7/10. 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 9/1611:30 am
SAT
- ORF
2 stops8h 20m
Southwest
Fri 9/251:05 pm
ORF
- SAT
2 stops9h 30m
Southwest
Deal found 7/10![Southwest logo]()
$338
This Delta deal was found by Cheapflights users on 7/11. 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.
Tue 8/116:25 am
SAT
- ORF
1 stop5h 20m
Delta
Mon 8/176:14 pm
ORF
- SAT
1 stop7h 14m
Delta
Deal found 7/11![Delta logo]()
$347
This Kiwi.com deal was found by Cheapflights users on 7/11. 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.
Mon 8/319:51 am
SAT
- ORF
1 stop29h 20m
Multiple Airlines
Sat 9/51:20 pm
ORF
- SAT
2 stops20h 55m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$350
Best flights from San Antonio to ChesapeakeDiscover carefully curated flight deals from San Antonio to Chesapeake that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 13, 2026.
Discover carefully curated flight deals from San Antonio to Chesapeake that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 13, 2026.
This Delta deal was found by Cheapflights users on 7/8. 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 8/225:20 am
SAT
- ORF
1 stop6h 25m
Delta
Sat 8/298:31 am
ORF
- SAT
1 stop6h 07m
Delta
Deal found 7/8![Delta logo]()
$287
This Southwest deal was found by Cheapflights users on 7/8. 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.
Sat 8/227:20 am
SAT
- ORF
2 stops8h 35m
Southwest
Sat 8/299:55 am
ORF
- SAT
2 stops9h 40m
Southwest
Deal found 7/8![Southwest logo]()
$299
This United Airlines deal was found by Cheapflights users on 7/9. 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.
Tue 8/256:30 am
SAT
- ORF
1 stop6h 47m
United Airlines
Sat 8/295:02 pm
ORF
- SAT
1 stop6h 49m
United Airlines
Deal found 7/9![United Airlines logo]()
$377
This Southwest deal was found by Cheapflights users on 7/9. 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.
Mon 8/171:00 pm
SAT
- ORF
2 stops7h 35m
Southwest
Fri 8/211:55 pm
ORF
- SAT
2 stops8h 40m
Southwest
Deal found 7/9![Southwest logo]()
$377
This United Airlines deal was found by Cheapflights users on 7/10. 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 8/261:00 pm
SAT
- ORF
1 stop9h 02m
United Airlines
Mon 8/315:02 pm
ORF
- SAT
1 stop6h 48m
United Airlines
Deal found 7/10![United Airlines logo]()
$377
This Delta deal was found by Cheapflights users on 7/8. 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.
Mon 8/310:46 am
SAT
- ORF
1 stop7h 16m
Delta
Sat 8/85:00 pm
ORF
- SAT
1 stop5h 04m
Delta
Deal found 7/8![Delta logo]()
$387
This United Airlines deal was found by Cheapflights users on 7/8. 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.
Tue 8/255:30 am
SAT
- ORF
2 stops7h 45m
United Airlines
Wed 8/265:02 pm
ORF
- SAT
1 stop6h 48m
United Airlines
Deal found 7/8![United Airlines logo]()
$382
This Delta deal was found by Cheapflights users on 7/12. 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.
Fri 10/26:35 am
SAT
- ORF
1 stop6h 34m
Delta
Tue 10/65:22 pm
ORF
- SAT
1 stop8h 05m
Delta
Deal found 7/12![Delta logo]()
$397
Last-minute flights from San Antonio to ChesapeakeDiscover last-minute flight deals from San Antonio to Chesapeake. Data last updated July 13, 2026 and is based on user searches.
Discover last-minute flight deals from San Antonio to Chesapeake. Data last updated July 13, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 7/11. 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.
Fri 8/79:51 am
SAT
- ORF
1 stop10h 07m
Frontier
Sun 8/169:34 pm
ORF
- SAT
1 stop12h 22m
Frontier
Deal found 7/11![Frontier logo]()
$299
This Southwest deal was found by Cheapflights users on 7/7. 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.
Mon 8/105:00 am
SAT
- ORF
1 stop6h 10m
Southwest
Thu 8/136:45 pm
ORF
- SAT
1 stop5h 30m
Southwest
Deal found 7/7![Southwest logo]()
$288
This American Airlines deal was found by Cheapflights users on 7/11. 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.
Mon 8/107:00 am
SAT
- ORF
1 stop7h 10m
American Airlines
Mon 8/173:00 pm
ORF
- SAT
2 stops6h 57m
American Airlines
Deal found 7/11![American Airlines logo]()
$352
This American Airlines deal was found by Cheapflights users on 7/11. 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.
Tue 8/116:00 am
SAT
- ORF
2 stops7h 02m
American Airlines
Mon 8/174:00 pm
ORF
- SAT
2 stops7h 00m
American Airlines
Deal found 7/11![American Airlines logo]()
$298
This Delta deal was found by Cheapflights users on 7/11. 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.
Tue 8/116:25 am
SAT
- ORF
1 stop5h 20m
Delta
Mon 8/176:14 pm
ORF
- SAT
1 stop7h 14m
Delta
Deal found 7/11![Delta logo]()
$347
This Delta deal was found by Cheapflights users on 7/9. 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.
Fri 8/1412:37 pm
SAT
- ORF
1 stop9h 36m
Delta
Mon 8/171:51 pm
ORF
- SAT
1 stop5h 55m
Delta
Deal found 7/9![Delta logo]()
$287
This American Airlines deal was found by Cheapflights users on 7/9. 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 8/141:33 pm
SAT
- ORF
1 stop8h 09m
American Airlines
Mon 8/173:00 pm
ORF
- SAT
2 stops6h 57m
American Airlines
Deal found 7/9![American Airlines logo]()
$292
This United Airlines deal was found by Cheapflights users on 7/8. 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.
Mon 8/176:30 am
SAT
- ORF
1 stop6h 47m
United Airlines
Fri 8/216:15 am
ORF
- SAT
2 stops8h 14m
United Airlines
Deal found 7/8![United Airlines logo]()
$328
This American Airlines deal was found by Cheapflights users on 7/7. 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 8/2912:36 pm
SAT
- ORF
2 stops7h 18m
American Airlines
Tue 9/13:00 pm
ORF
- SAT
2 stops6h 57m
American Airlines
Deal found 7/7![American Airlines logo]()
$300
This Kiwi.com deal was found by Cheapflights users on 7/11. 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.
Mon 8/319:51 am
SAT
- ORF
1 stop29h 20m
Multiple Airlines
Sat 9/51:20 pm
ORF
- SAT
2 stops20h 55m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$350
One-way flights from San Antonio to ChesapeakeSearch for one-way flight options from San Antonio to Chesapeake. Find affordable one-way fares based on user searches. Data last updated July 13, 2026.
Search for one-way flight options from San Antonio to Chesapeake. Find affordable one-way fares based on user searches. Data last updated July 13, 2026.
This Delta deal was found by Cheapflights users on 7/9. 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.
Tue 8/115:20 am
SAT
- ORF
1 stop5h 19m
Delta
Deal found 7/9![Delta logo]()
$144
This United Airlines deal was found by Cheapflights users on 7/9. 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.
Tue 8/115:30 am
SAT
- ORF
2 stops7h 51m
United Airlines
Deal found 7/9![United Airlines logo]()
$149
This Priceline deal was found by Cheapflights users on 7/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/39:51 am
SAT
- ORF
1 stop9h 48m
Frontier
Deal found 7/8![Frontier logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 7/9. 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.
Sun 10/119:25 am
SAT
- ORF
2 stops25h 37m
Multiple Airlines
Deal found 7/9![Multiple Airlines logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 7/11. 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.
Mon 8/3111:30 am
SAT
- ORF
3 stops23h 55m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 7/8. 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.
Wed 7/299:32 pm
SAT
- ORF
2 stops12h 43m
Frontier
Deal found 7/8![Frontier logo]()
$166
This Kiwi.com deal was found by Cheapflights users on 7/8. 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.
Thu 7/309:55 am
SAT
- ORF
2 stops24h 20m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$170
This American Airlines deal was found by Cheapflights users on 7/11. 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.
Mon 8/318:55 am
SAT
- ORF
1 stop5h 15m
American Airlines
Deal found 7/11![American Airlines logo]()
$174
This Trip.com deal was found by Cheapflights users on 7/8. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/17:39 pm
SAT
- ORF
2 stops14h 36m
Frontier
Deal found 7/8![Frontier logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 7/10. 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.
Fri 8/149:51 am
SAT
- ORF
2 stops24h 30m
Frontier
Deal found 7/10![Frontier logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 7/8. 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.
Sun 8/29:55 am
SAT
- ORF
2 stops24h 20m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$182
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 July 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $287 (Delta) |
One-way from | $144 (Delta) |
Popular in | January |
Cheapest in | February |
Average price | $446 |
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 13, 2026.
Use the filters below to find and compare flights from San Antonio to Chesapeake that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San AntonioNorfolk
SAT - ORF
SATORF
San Antonio
Sat 8/22
5:20 am-12:45 pm
1 stop6h 25m
Norfolk
Sat 8/29
8:31 am-1:38 pm
1 stop6h 07m
$287
San AntonioNorfolk
SAT - ORF
SATORF
San Antonio
Sat 8/22
7:20 am-4:55 pm
2 stops8h 35m
Norfolk
Sat 8/29
9:55 am-6:35 pm
2 stops9h 40m
$299
San AntonioNorfolk
SAT - ORF
SATORF
San Antonio
Tue 8/25
6:30 am-2:17 pm
1 stop6h 47m
Norfolk
Sat 8/29
5:02 pm-10:51 pm
1 stop6h 49m
$377
San AntonioNorfolk
SAT - ORF
SATORF
San Antonio
Mon 8/17
1:00 pm-9:35 pm
2 stops7h 35m
Norfolk
Fri 8/21
1:55 pm-9:35 pm
2 stops8h 40m
$377
San AntonioNorfolk
SAT - ORF
SATORF
San Antonio
Wed 8/26
1:00 pm-11:02 pm
1 stop9h 02m
Norfolk
Mon 8/31
5:02 pm-10:50 pm
1 stop6h 48m
$377
San AntonioNorfolk
SAT - ORF
SATORF
San Antonio
Tue 8/25
5:30 am-2:15 pm
2 stops7h 45m
Norfolk
Wed 8/26
5:02 pm-10:50 pm
1 stop6h 48m
$382
Quickest round-trip
San AntonioNorfolk
SAT - ORF
SATORF
San Antonio
Mon 8/3
10:46 am-7:02 pm
1 stop7h 16m
Norfolk
Sat 8/8
5:00 pm-9:04 pm
1 stop5h 04m
$387
San AntonioNorfolk
SAT - ORF
SATORF
San Antonio
Fri 10/2
6:35 am-2:09 pm
1 stop6h 34m
Norfolk
Tue 10/6
5:22 pm-12:27 am
1 stop8h 05m
$397
Cheapest one-way
Quickest one-way
San AntonioNorfolk
SAT - ORF
SATORF
San Antonio
Tue 8/11
5:20 am-11:39 am
1 stop5h 19m
$144
San AntonioNorfolk
SAT - ORF
SATORF
San Antonio
Tue 8/25
5:30 am-2:15 pm
2 stops7h 45m
$149
Showing 1-10 of 17 resultsSorted by cheapest first
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.
SAT-ORF
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
SAT-C6E
SAT-ORF
How much does it cost to fly round-trip from San Antonio to Chesapeake?
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 13, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andAmerican 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.
Entertainment
7.5
Comfort
8.0
Overall
7.9
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Comfort
8.0
Overall
7.9
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Comfort
8.0
Overall
7.9
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Comfort
8.0
Overall
7.9
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
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.
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Find flights from San Antonio to Chesapeake, based on your preferred cabin class, be it economy, premium economy, business, or first class.
San Antonio and Chesapeake flights
Browse other San Antonio and Chesapeake flight options. Last updated on July 13, 2026.
Other flights from San Antonio
Browse through other flights departing from San Antonio. Flights are based on user searches made on Cheapflights and were last updated on July 13, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
San Antonio to Chesapeake flights
Consider these flights traveling from San Antonio to Chesapeake.
Top 3 airlines flying from San Antonio to Chesapeake
Discover the top 3 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 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$238 | Average$466 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$256 | Average$462 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$298 | Average$484 | FlexibilityNo cancel fee | On-time71% |