$149+ 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 5/31. Fares are subject to change and may not be available on all flights or dates of travel.
SAT — RIC
May 29 — Jun 51
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
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from San Antonio to Chesapeake
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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 April 29, 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 April 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
Tue 5/197:54 pm
SAT
- ORF
2 stops14h 17m
Multiple Airlines
Thu 5/286:34 pm
ORF
- SAT
1 stop22h 42m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$338
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 stop27h 18m
Frontier
Sun 6/2812:21 pm
ORF
- SAT
2 stops31h 35m
Frontier
Deal found 4/27![Frontier logo]()
$355
This American Airlines deal was found by Cheapflights users on 4/29. 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 6/97:26 am
SAT
- ORF
1 stop8h 19m
American Airlines
Tue 6/235:05 am
ORF
- SAT
1 stop5h 05m
American Airlines
Deal found 4/29![American Airlines logo]()
$363
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 6/45:26 pm
SAT
- ORF
1 stop23h 13m
Multiple Airlines
Wed 6/1012:21 pm
ORF
- SAT
2 stops28h 55m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$365
This United Airlines deal was found by Cheapflights users on 4/28. 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 5/192:00 pm
SAT
- ORF
2 stops8h 50m
United Airlines
Tue 6/24:57 pm
ORF
- SAT
1 stop7h 00m
United Airlines
Deal found 4/28![United Airlines logo]()
$368
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 5/138:59 pm
SAT
- ORF
2 stops21h 40m
Multiple Airlines
Sun 5/176:34 pm
ORF
- SAT
1 stop22h 42m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$369
This Southwest deal was found by Cheapflights users on 4/25. 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 8/186:50 am
SAT
- ORF
2 stops8h 05m
Southwest
Wed 8/2612:40 pm
ORF
- SAT
2 stops8h 50m
Southwest
Deal found 4/25![Southwest logo]()
$373
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 6/155:26 pm
SAT
- ORF
2 stops41h 00m
Multiple Airlines
Mon 6/2210:09 am
ORF
- SAT
1 stop9h 28m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$382
This American Airlines deal was found by Cheapflights users on 4/28. 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 5/196:00 am
SAT
- ORF
1 stop6h 36m
American Airlines
Thu 5/283:16 pm
ORF
- SAT
1 stop7h 44m
American Airlines
Deal found 4/28![American Airlines logo]()
$384
This Southwest deal was found by Cheapflights users on 4/28. 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 5/261:40 pm
SAT
- ORF
2 stops7h 15m
Southwest
Wed 6/1012:25 pm
ORF
- SAT
1 stop6h 30m
Southwest
Deal found 4/28![Southwest logo]()
$389
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 6/37:54 pm
SAT
- ORF
2 stops23h 23m
Multiple Airlines
Sun 6/76:42 pm
ORF
- SAT
1 stop22h 34m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$398
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 April 29, 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 April 29, 2026.
This United Airlines deal was found by Cheapflights users on 4/28. 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 5/192:25 pm
SAT
- ORF
2 stops8h 07m
United Airlines
Wed 6/36:00 am
ORF
- SAT
1 stop7h 23m
United Airlines
Deal found 4/28![United Airlines logo]()
$368
This Delta deal was found by Cheapflights users on 4/25. 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 6/62:27 pm
SAT
- ORF
1 stop6h 20m
Delta
Sat 6/1310:58 am
ORF
- SAT
1 stop5h 53m
Delta
Deal found 4/25![Delta logo]()
$426
This Southwest deal was found by Cheapflights users on 4/25. 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 6/151:50 pm
SAT
- ORF
2 stops8h 45m
Southwest
Mon 6/226:10 pm
ORF
- SAT
2 stops7h 50m
Southwest
Deal found 4/25![Southwest logo]()
$457
This United Airlines deal was found by Cheapflights users on 4/25. 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.
Sat 5/234:18 pm
SAT
- ORF
1 stop5h 13m
United Airlines
Sat 5/306:05 am
ORF
- SAT
1 stop8h 12m
United Airlines
Deal found 4/25![United Airlines logo]()
$405
This Delta deal was found by Cheapflights users on 4/27. 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 6/45:20 am
SAT
- ORF
1 stop5h 57m
Delta
Sun 6/712:34 pm
ORF
- SAT
1 stop5h 40m
Delta
Deal found 4/27![Delta logo]()
$426
This Southwest deal was found by Cheapflights users on 4/25. 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 5/235:25 am
SAT
- ORF
2 stops9h 00m
Southwest
Sat 5/307:55 am
ORF
- SAT
2 stops9h 25m
Southwest
Deal found 4/25![Southwest logo]()
$477
This United Airlines deal was found by Cheapflights users on 4/26. 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 6/22:15 pm
SAT
- ORF
1 stop7h 15m
United Airlines
Wed 6/34:57 pm
ORF
- SAT
1 stop6h 57m
United Airlines
Deal found 4/26![United Airlines logo]()
$453
This United Airlines deal was found by Cheapflights users on 4/28. 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 6/95:30 am
SAT
- ORF
2 stops9h 13m
United Airlines
Tue 6/236:05 am
ORF
- SAT
1 stop5h 54m
United Airlines
Deal found 4/28![United Airlines logo]()
$479
Last-minute flights from San Antonio to ChesapeakeDiscover last-minute flight deals from San Antonio to Chesapeake. Data last updated April 29, 2026 and is based on user searches.
Discover last-minute flight deals from San Antonio to Chesapeake. Data last updated April 29, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 5/138:59 pm
SAT
- ORF
2 stops21h 40m
Multiple Airlines
Sun 5/176:34 pm
ORF
- SAT
1 stop22h 42m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$369
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
Tue 5/197:54 pm
SAT
- ORF
2 stops14h 17m
Multiple Airlines
Thu 5/286:34 pm
ORF
- SAT
1 stop22h 42m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$338
This Southwest deal was found by Cheapflights users on 4/28. 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 5/193:45 pm
SAT
- ORF
1 stop5h 10m
Southwest
Wed 6/34:25 pm
ORF
- SAT
1 stop6h 15m
Southwest
Deal found 4/28![Southwest logo]()
$363
This United Airlines deal was found by Cheapflights users on 4/28. 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 5/192:00 pm
SAT
- ORF
2 stops8h 50m
United Airlines
Tue 6/24:57 pm
ORF
- SAT
1 stop7h 00m
United Airlines
Deal found 4/28![United Airlines logo]()
$368
This American Airlines deal was found by Cheapflights users on 4/28. 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 5/196:00 am
SAT
- ORF
1 stop6h 36m
American Airlines
Thu 5/283:16 pm
ORF
- SAT
1 stop7h 44m
American Airlines
Deal found 4/28![American Airlines logo]()
$384
This United Airlines deal was found by Cheapflights users on 4/28. 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 5/225:30 pm
SAT
- ORF
1 stop6h 21m
United Airlines
Tue 5/265:02 pm
ORF
- SAT
1 stop7h 00m
United Airlines
Deal found 4/28![United Airlines logo]()
$425
This United Airlines deal was found by Cheapflights users on 4/25. 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.
Sat 5/234:18 pm
SAT
- ORF
1 stop5h 13m
United Airlines
Sat 5/306:05 am
ORF
- SAT
1 stop8h 12m
United Airlines
Deal found 4/25![United Airlines logo]()
$405
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
Sat 5/237:54 pm
SAT
- ORF
2 stops14h 17m
Multiple Airlines
Sun 6/76:42 pm
ORF
- SAT
1 stop22h 34m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$422
This Southwest deal was found by Cheapflights users on 4/28. 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 5/261:40 pm
SAT
- ORF
2 stops7h 15m
Southwest
Wed 6/1012:25 pm
ORF
- SAT
1 stop6h 30m
Southwest
Deal found 4/28![Southwest logo]()
$389
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 April 29, 2026.
Search for one-way flight options from San Antonio to Chesapeake. Find affordable one-way fares based on user searches. Data last updated April 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 5/315:26 pm
SAT
- ORF
1 stop23h 13m
Spirit Airlines
Deal found 4/26![Spirit Airlines logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 5/315:26 pm
SAT
- ORF
2 stops40h 45m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 6/2911:30 am
SAT
- ORF
3 stops22h 56m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 7/14:44 pm
SAT
- ORF
1 stop15h 29m
Spirit Airlines
Deal found 4/27![Spirit Airlines logo]()
$173
This Delta deal was found by Cheapflights users on 4/27. 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 6/237:40 am
SAT
- ORF
1 stop6h 52m
Delta
Deal found 4/27![Delta logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Tue 6/307:51 pm
SAT
- ORF
2 stops23h 49m
Frontier
Deal found 4/27![Frontier logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
Sat 6/67:54 pm
SAT
- ORF
2 stops14h 17m
Frontier
Deal found 4/26![Frontier logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 7/17:51 pm
SAT
- ORF
2 stops14h 35m
Frontier
Deal found 4/27![Frontier logo]()
$202
This American Airlines deal was found by Cheapflights users on 4/26. 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 6/62:51 pm
SAT
- ORF
1 stop7h 47m
American Airlines
Deal found 4/26![American Airlines logo]()
$203
This American Airlines deal was found by Cheapflights users on 4/29. 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 7/76:00 am
SAT
- ORF
1 stop5h 34m
American Airlines
Deal found 4/29![American Airlines logo]()
$224
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 April 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $338 (Kiwi.com) |
One-way from | $149 (Kiwi.com) |
Popular in | January |
Cheapest in | August |
Average price | $404 |
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 29, 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 5/19
2:25 pm-11:32 pm
2 stops8h 07m
Norfolk
Wed 6/3
6:00 am-12:23 pm
1 stop7h 23m
$368
San AntonioNorfolk
SAT - ORF
SATORF
San Antonio
Sat 5/23
4:18 pm-10:31 pm
1 stop5h 13m
Norfolk
Sat 5/30
6:05 am-1:17 pm
1 stop8h 12m
$405
San AntonioNorfolk
SAT - ORF
SATORF
San Antonio
Sat 6/6
2:27 pm-9:47 pm
1 stop6h 20m
Norfolk
Sat 6/13
10:58 am-3:51 pm
1 stop5h 53m
$426
Quickest round-trip
San AntonioNorfolk
SAT - ORF
SATORF
San Antonio
Thu 6/4
5:20 am-12:17 pm
1 stop5h 57m
Norfolk
Sun 6/7
12:34 pm-5:14 pm
1 stop5h 40m
$426
San AntonioNorfolk
SAT - ORF
SATORF
San Antonio
Tue 6/2
2:15 pm-10:30 pm
1 stop7h 15m
Norfolk
Wed 6/3
4:57 pm-10:54 pm
1 stop6h 57m
$453
San AntonioNorfolk
SAT - ORF
SATORF
San Antonio
Mon 6/15
1:50 pm-11:35 pm
2 stops8h 45m
Norfolk
Mon 6/22
6:10 pm-1:00 am
2 stops7h 50m
$457
San AntonioNorfolk
SAT - ORF
SATORF
San Antonio
Sat 5/23
5:25 am-3:25 pm
2 stops9h 00m
Norfolk
Sat 5/30
7:55 am-4:20 pm
2 stops9h 25m
$477
San AntonioNorfolk
SAT - ORF
SATORF
San Antonio
Tue 6/9
5:30 am-3:43 pm
2 stops9h 13m
Norfolk
Tue 6/23
6:05 am-10:59 am
1 stop5h 54m
$479
Cheapest one-way
San AntonioNorfolk
SAT - ORF
SATORF
San Antonio
Sat 6/6
7:54 pm-11:11 am
2 stops14h 17m
$192
Quickest one-way
San AntonioNorfolk
SAT - ORF
SATORF
San Antonio
Tue 7/7
6:00 am-1:49 pm
1 stop6h 49m
$224
Showing 1-10 of 15 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 April 29, 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.
Overall
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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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Complete your trip to Chesapeake by adding a car rental and/or hotel reservation to your travel itinerary.
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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 April 29, 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 April 29, 2026.
Popular flight searches
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San Antonio to Chesapeake flights
Consider these flights traveling from San Antonio to Chesapeake.
Top 4 airlines flying from San Antonio to Chesapeake
Discover the top 4 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 29, 2026.
| 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 |