$158+ 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 6/1. Fares are subject to change and may not be available on all flights or dates of travel.
SAT — RIC
Jun 5 — Jun 121
Round-trip
1 adult, Economy
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Find cheap flights from San Antonio to Chesapeake with Cheapflights
1. Tell us where you want to go
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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Best
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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 May 6, 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 May 6, 2026.
This Trip.com deal was found by Cheapflights users on 5/3. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/227:51 pm
SAT
- ORF
2 stops14h 30m
Frontier
Tue 7/2812:21 pm
ORF
- SAT
2 stops31h 33m
Frontier
Deal found 5/3![Frontier logo]()
$297
This Kiwi.com deal was found by Cheapflights users on 5/1. 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.
Wed 6/107:51 pm
SAT
- ORF
2 stops14h 35m
Multiple Airlines
Sun 6/145:07 pm
ORF
- SAT
1 stop25h 55m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$329
This Kiwi.com deal was found by Cheapflights users on 5/1. 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.
Mon 6/224:22 pm
SAT
- ORF
1 stop25h 18m
Frontier
Mon 6/2912:21 pm
ORF
- SAT
2 stops32h 50m
Frontier
Deal found 5/1![Frontier logo]()
$333
This Kiwi.com deal was found by Cheapflights users on 5/1. 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.
Fri 6/127:07 pm
SAT
- ORF
2 stops39h 19m
Multiple Airlines
Wed 6/177:35 pm
ORF
- SAT
1 stop21h 39m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$336
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 6/49:55 am
SAT
- ORF
2 stops24h 16m
Multiple Airlines
Thu 6/119:35 pm
ORF
- SAT
1 stop19h 02m
Multiple Airlines
Deal found 5/4![Multiple Airlines logo]()
$339
This Trip.com deal was found by Cheapflights users on 5/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/77:54 pm
SAT
- ORF
2 stops14h 17m
Frontier
Sat 6/1312:06 pm
ORF
- SAT
2 stops31h 50m
Frontier
Deal found 5/2![Frontier logo]()
$360
This Kiwi.com deal was found by Cheapflights users on 5/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/34:26 pm
SAT
- ORF
1 stop27h 13m
Frontier
Mon 8/1012:21 pm
ORF
- SAT
2 stops31h 33m
Frontier
Deal found 5/3![Frontier logo]()
$362
This Southwest deal was found by Cheapflights users on 5/1. 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 6/97:00 am
SAT
- ORF
1 stop7h 50m
Southwest
Tue 6/165:15 am
ORF
- SAT
1 stop7h 05m
Southwest
Deal found 5/1![Southwest logo]()
$363
This Kiwi.com deal was found by Cheapflights users on 5/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/34:26 pm
SAT
- ORF
1 stop27h 13m
Frontier
Sun 8/912:21 pm
ORF
- SAT
2 stops31h 33m
Frontier
Deal found 5/3![Frontier logo]()
$380
This American Airlines deal was found by Cheapflights users on 5/5. 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 6/96:01 am
SAT
- ORF
1 stop5h 33m
American Airlines
Tue 6/236:48 pm
ORF
- SAT
1 stop6h 11m
American Airlines
Deal found 5/5![American Airlines logo]()
$383
This Kiwi.com deal was found by Cheapflights users on 5/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/34:26 pm
SAT
- ORF
1 stop27h 13m
Frontier
Tue 8/1112:21 pm
ORF
- SAT
2 stops31h 33m
Frontier
Deal found 5/3![Frontier logo]()
$392
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 May 6, 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 May 6, 2026.
This Delta deal was found by Cheapflights users on 5/4. 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 6/92:40 pm
SAT
- ORF
1 stop6h 02m
Delta
Tue 6/2310:16 am
ORF
- SAT
1 stop8h 16m
Delta
Deal found 5/4![Delta logo]()
$363
This Southwest deal was found by Cheapflights users on 5/1. 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.
Fri 6/123:45 pm
SAT
- ORF
1 stop6h 50m
Southwest
Wed 6/173:00 pm
ORF
- SAT
1 stop7h 35m
Southwest
Deal found 5/1![Southwest logo]()
$405
This United Airlines deal was found by Cheapflights users on 5/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/25:30 pm
SAT
- ORF
1 stop6h 27m
United Airlines
Wed 6/310:48 am
ORF
- SAT
1 stop6h 42m
United Airlines
Deal found 5/3![United Airlines logo]()
$453
This Delta deal was found by Cheapflights users on 5/3. 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.
Tue 8/45:20 am
SAT
- ORF
1 stop5h 19m
Delta
Tue 8/114:36 pm
ORF
- SAT
1 stop5h 38m
Delta
Deal found 5/3![Delta logo]()
$405
This Southwest deal was found by Cheapflights users on 5/5. 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 7/111:50 am
SAT
- ORF
1 stop5h 30m
Southwest
Mon 7/64:30 pm
ORF
- SAT
2 stops8h 20m
Southwest
Deal found 5/5![Southwest logo]()
$440
This Delta deal was found by Cheapflights users on 5/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/254:00 pm
SAT
- ORF
1 stop6h 29m
Delta
Tue 6/306:22 pm
ORF
- SAT
1 stop7h 11m
Delta
Deal found 5/2![Delta logo]()
$405
This Southwest deal was found by Cheapflights users on 5/1. 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 6/1011:25 am
SAT
- ORF
2 stops9h 25m
Southwest
Sun 6/146:20 am
ORF
- SAT
2 stops8h 00m
Southwest
Deal found 5/1![Southwest logo]()
$445
This Delta deal was found by Cheapflights users on 5/3. 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.
Thu 7/234:12 pm
SAT
- ORF
1 stop6h 32m
Delta
Wed 7/298:00 am
ORF
- SAT
1 stop6h 32m
Delta
Deal found 5/3![Delta logo]()
$447
This Delta deal was found by Cheapflights users on 5/3. 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.
Mon 7/204:00 pm
SAT
- ORF
1 stop6h 32m
Delta
Mon 7/275:15 am
ORF
- SAT
1 stop5h 28m
Delta
Deal found 5/3![Delta logo]()
$447
This Delta deal was found by Cheapflights users on 5/3. 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.
Wed 7/222:40 pm
SAT
- ORF
1 stop6h 03m
Delta
Wed 7/2910:16 am
ORF
- SAT
1 stop5h 54m
Delta
Deal found 5/3![Delta logo]()
$447
Last-minute flights from San Antonio to ChesapeakeDiscover last-minute flight deals from San Antonio to Chesapeake. Data last updated May 6, 2026 and is based on user searches.
Discover last-minute flight deals from San Antonio to Chesapeake. Data last updated May 6, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 6/49:55 am
SAT
- ORF
2 stops24h 16m
Multiple Airlines
Thu 6/119:35 pm
ORF
- SAT
1 stop19h 02m
Multiple Airlines
Deal found 5/4![Multiple Airlines logo]()
$339
This Southwest deal was found by Cheapflights users on 5/5. 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 6/65:30 am
SAT
- ORF
1 stop8h 00m
Southwest
Wed 6/107:00 pm
ORF
- SAT
1 stop5h 40m
Southwest
Deal found 5/5![Southwest logo]()
$394
This Trip.com deal was found by Cheapflights users on 5/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/77:54 pm
SAT
- ORF
2 stops14h 17m
Frontier
Sat 6/1312:06 pm
ORF
- SAT
2 stops31h 50m
Frontier
Deal found 5/2![Frontier logo]()
$360
This Southwest deal was found by Cheapflights users on 5/1. 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 6/97:00 am
SAT
- ORF
1 stop7h 50m
Southwest
Tue 6/165:15 am
ORF
- SAT
1 stop7h 05m
Southwest
Deal found 5/1![Southwest logo]()
$363
This American Airlines deal was found by Cheapflights users on 5/5. 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 6/96:01 am
SAT
- ORF
1 stop5h 33m
American Airlines
Tue 6/236:48 pm
ORF
- SAT
1 stop6h 11m
American Airlines
Deal found 5/5![American Airlines logo]()
$383
This Kiwi.com deal was found by Cheapflights users on 5/1. 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.
Wed 6/107:51 pm
SAT
- ORF
2 stops14h 35m
Multiple Airlines
Sun 6/145:07 pm
ORF
- SAT
1 stop25h 55m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$329
This American Airlines deal was found by Cheapflights users on 5/4. 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.
Wed 6/108:00 am
SAT
- ORF
1 stop4h 46m
American Airlines
Sun 6/145:05 am
ORF
- SAT
1 stop5h 05m
American Airlines
Deal found 5/4![American Airlines logo]()
$405
This Kiwi.com deal was found by Cheapflights users on 5/1. 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.
Fri 6/127:07 pm
SAT
- ORF
2 stops39h 19m
Multiple Airlines
Wed 6/177:35 pm
ORF
- SAT
1 stop21h 39m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$336
This Kiwi.com deal was found by Cheapflights users on 5/1. 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.
Mon 6/224:22 pm
SAT
- ORF
1 stop25h 18m
Frontier
Mon 6/2912:21 pm
ORF
- SAT
2 stops32h 50m
Frontier
Deal found 5/1![Frontier logo]()
$333
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 May 6, 2026.
Search for one-way flight options from San Antonio to Chesapeake. Find affordable one-way fares based on user searches. Data last updated May 6, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 6/111:30 am
SAT
- ORF
3 stops22h 41m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 6/49:55 am
SAT
- ORF
2 stops24h 16m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 5/319:55 am
SAT
- ORF
2 stops24h 16m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$188
This American Airlines deal was found by Cheapflights users on 5/5. 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 7/79:00 am
SAT
- ORF
1 stop7h 12m
American Airlines
Deal found 5/5![American Airlines logo]()
$192
This United Airlines deal was found by Cheapflights users on 5/5. 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 7/75:30 am
SAT
- ORF
2 stops9h 13m
United Airlines
Deal found 5/5![United Airlines logo]()
$197
This Southwest deal was found by Cheapflights users on 5/5. 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 6/14:30 pm
SAT
- ORF
1 stop5h 25m
Southwest
Deal found 5/5![Southwest logo]()
$203
This Southwest deal was found by Cheapflights users on 5/5. 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.
Thu 5/281:55 pm
SAT
- ORF
2 stops8h 00m
Southwest
Deal found 5/5![Southwest logo]()
$208
This Trip.com deal was found by Cheapflights users on 5/3. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/187:54 pm
SAT
- ORF
2 stops14h 17m
Frontier
Deal found 5/3![Frontier logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 5/1. 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.
Fri 5/2211:30 am
SAT
- ORF
3 stops22h 45m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$233
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 May 6, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $297 (Trip.com) |
One-way from | $158 (Kiwi.com) |
Popular in | January |
Cheapest in | August |
Average price | $424 |
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 May 6, 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
Tue 6/9
2:40 pm-9:42 pm
1 stop6h 02m
Norfolk
Tue 6/23
10:16 am-5:32 pm
1 stop8h 16m
$363
San AntonioNorfolk
SAT - ORF
SATORF
San Antonio
Fri 6/12
3:45 pm-11:35 pm
1 stop6h 50m
Norfolk
Wed 6/17
3:00 pm-9:35 pm
1 stop7h 35m
$405
Quickest round-trip
San AntonioNorfolk
SAT - ORF
SATORF
San Antonio
Tue 8/4
5:20 am-11:39 am
1 stop5h 19m
Norfolk
Tue 8/11
4:36 pm-9:14 pm
1 stop5h 38m
$405
San AntonioNorfolk
SAT - ORF
SATORF
San Antonio
Thu 6/25
4:00 pm-11:29 pm
1 stop6h 29m
Norfolk
Tue 6/30
6:22 pm-12:33 am
1 stop7h 11m
$405
San AntonioNorfolk
SAT - ORF
SATORF
San Antonio
Wed 7/1
11:50 am-6:20 pm
1 stop5h 30m
Norfolk
Mon 7/6
4:30 pm-11:50 pm
2 stops8h 20m
$440
San AntonioNorfolk
SAT - ORF
SATORF
San Antonio
Wed 6/10
11:25 am-9:50 pm
2 stops9h 25m
Norfolk
Sun 6/14
6:20 am-1:20 pm
2 stops8h 00m
$445
San AntonioNorfolk
SAT - ORF
SATORF
San Antonio
Thu 7/23
4:12 pm-11:44 pm
1 stop6h 32m
Norfolk
Wed 7/29
8:00 am-1:32 pm
1 stop6h 32m
$447
San AntonioNorfolk
SAT - ORF
SATORF
San Antonio
Mon 7/20
4:00 pm-11:32 pm
1 stop6h 32m
Norfolk
Mon 7/27
5:15 am-9:43 am
1 stop5h 28m
$447
San AntonioNorfolk
SAT - ORF
SATORF
San Antonio
Wed 7/22
2:40 pm-9:43 pm
1 stop6h 03m
Norfolk
Wed 7/29
10:16 am-3:10 pm
1 stop5h 54m
$447
San AntonioNorfolk
SAT - ORF
SATORF
San Antonio
Tue 6/2
5:30 pm-12:57 am
1 stop6h 27m
Norfolk
Wed 6/3
10:48 am-4:30 pm
1 stop6h 42m
$453
Showing 1-10 of 18 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 May 6, 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.
Comfort
8.0
Crew
8.6
Food
7.0
Overall
7.9
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Crew
8.6
Food
7.0
Overall
7.9
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Crew
8.6
Food
7.0
Overall
7.9
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Crew
8.6
Food
7.0
Overall
7.9
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Crew
8.6
Food
7.0
Overall
7.9
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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Top 4 airlines flying from San Antonio to Chesapeake
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| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$229 | Average$334 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$238 | Average$466 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$238 | Average$483 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$256 | Average$456 | FlexibilityNo cancel fee | On-timeN/A |