$182+ Cheap flights from San Diego (SAN) 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 7/7. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — RIC
Jul 12 — Jul 191
Round-trip
1 adult, Economy
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Find cheap flights from San Diego 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.Cheapflights Tip: The best prices from San Diego to Chesapeake are usually found in September or August, booked 62 days in advance, depart on a Wednesday or Tuesday and return on a Friday
Cheap flight deals from San Diego to Chesapeake
Cheapest
Best
Last-minute
One-way
Cheapest flights from San Diego to ChesapeakeExplore the most affordable flight options available from San Diego to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2026.
Explore the most affordable flight options available from San Diego to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2026.
This Delta deal was found by Cheapflights users on 6/9. 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.
Thu 8/610:25 pm
SAN
- ORF
1 stop7h 48m
Delta
Mon 8/104:35 pm
ORF
- SAN
1 stop9h 25m
Delta
Deal found 6/9![Delta logo]()
$363
This Southwest deal was found by Cheapflights users on 6/9. 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.
Thu 8/610:40 pm
SAN
- ORF
1 stop7h 50m
Southwest
Mon 8/101:55 pm
ORF
- SAN
2 stops11h 00m
Southwest
Deal found 6/9![Southwest logo]()
$368
This Kiwi.com deal was found by Cheapflights users on 6/11. 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 8/174:28 pm
SAN
- ORF
2 stops15h 58m
Multiple Airlines
Fri 8/219:38 am
ORF
- SAN
Nonstop5h 42m
Multiple Airlines
Deal found 6/11![Multiple Airlines logo]()
$376
This Delta deal was found by Cheapflights users on 6/11. 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.
Fri 8/219:30 pm
SAN
- ORF
1 stop9h 38m
Delta
Sat 8/2912:38 pm
ORF
- SAN
1 stop8h 36m
Delta
Deal found 6/11![Delta logo]()
$377
This Kiwi.com deal was found by Cheapflights users on 6/8. 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.
Sat 6/271:22 pm
SAN
- ORF
Nonstop5h 23m
Breeze Airways
Sat 7/49:51 am
ORF
- SAN
Nonstop5h 42m
Breeze Airways
Deal found 6/8![Breeze Airways logo]()
$378
This Delta deal was found by Cheapflights users on 6/8. 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.
Wed 9/2311:30 am
SAN
- ORF
1 stop9h 03m
Delta
Sun 9/276:05 am
ORF
- SAN
1 stop7h 14m
Delta
Deal found 6/8![Delta logo]()
$383
This Kiwi.com deal was found by Cheapflights users on 6/10. 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.
Sat 7/41:22 pm
SAN
- ORF
Nonstop5h 23m
Breeze Airways
Mon 7/139:38 am
ORF
- SAN
Nonstop5h 42m
Breeze Airways
Deal found 6/10![Breeze Airways logo]()
$387
This Southwest deal was found by Cheapflights users on 6/9. 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.
Sat 8/2210:40 pm
SAN
- ORF
2 stops10h 55m
Southwest
Wed 8/266:15 pm
ORF
- SAN
1 stop7h 20m
Southwest
Deal found 6/9![Southwest logo]()
$389
This Southwest deal was found by Cheapflights users on 6/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2410:40 pm
SAN
- ORF
1 stop7h 50m
Southwest
Fri 10/26:50 am
ORF
- SAN
2 stops11h 30m
Southwest
Deal found 6/11![Southwest logo]()
$399
Best flights from San Diego to ChesapeakeDiscover carefully curated flight deals from San Diego to Chesapeake that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 12, 2026.
Discover carefully curated flight deals from San Diego to Chesapeake that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 12, 2026.
This Southwest deal was found by Cheapflights users on 6/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1710:40 pm
SAN
- ORF
1 stop10h 25m
Southwest
Fri 8/213:45 pm
ORF
- SAN
2 stops9h 10m
Southwest
Deal found 6/11![Southwest logo]()
$405
This United Airlines deal was found by Cheapflights users on 6/9. 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 9/110:40 pm
SAN
- ORF
1 stop9h 05m
United Airlines
Wed 9/25:02 pm
ORF
- SAN
1 stop8h 08m
United Airlines
Deal found 6/9![United Airlines logo]()
$409
This Breeze Airways deal was found by Cheapflights users on 6/7. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/311:05 pm
SAN
- ORF
Nonstop5h 23m
Breeze Airways
Sat 8/159:51 am
ORF
- SAN
Nonstop5h 42m
Breeze Airways
Deal found 6/7![Breeze Airways logo]()
$458
This Southwest deal was found by Cheapflights users on 6/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/48:40 am
SAN
- ORF
1 stop8h 20m
Southwest
Mon 7/136:10 pm
ORF
- SAN
1 stop8h 15m
Southwest
Deal found 6/12![Southwest logo]()
$421
This Southwest deal was found by Cheapflights users on 6/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/129:05 am
SAN
- ORF
2 stops8h 25m
Southwest
Mon 8/173:45 pm
ORF
- SAN
2 stops9h 15m
Southwest
Deal found 6/11![Southwest logo]()
$425
This Breeze Airways deal was found by Cheapflights users on 6/11. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/241:05 pm
SAN
- ORF
Nonstop5h 23m
Breeze Airways
Sat 8/19:51 am
ORF
- SAN
Nonstop5h 42m
Breeze Airways
Deal found 6/11![Breeze Airways logo]()
$473
This United Airlines deal was found by Cheapflights users on 6/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2112:33 pm
SAN
- ORF
1 stop7h 52m
United Airlines
Sat 8/2911:30 am
ORF
- SAN
2 stops14h 17m
United Airlines
Deal found 6/11![United Airlines logo]()
$492
This United Airlines deal was found by Cheapflights users on 6/10. 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 8/1910:40 pm
SAN
- ORF
2 stops12h 35m
United Airlines
Sun 8/234:13 pm
ORF
- SAN
1 stop9h 14m
United Airlines
Deal found 6/10![United Airlines logo]()
$498
This Southwest deal was found by Cheapflights users on 6/7. 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.
Thu 7/210:40 pm
SAN
- ORF
1 stop13h 10m
Southwest
Wed 7/84:30 pm
ORF
- SAN
2 stops9h 30m
Southwest
Deal found 6/7![Southwest logo]()
$494
Last-minute flights from San Diego to ChesapeakeDiscover last-minute flight deals from San Diego to Chesapeake. Data last updated June 12, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Chesapeake. Data last updated June 12, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 6/8. 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.
Sat 6/271:22 pm
SAN
- ORF
Nonstop5h 23m
Breeze Airways
Sat 7/49:51 am
ORF
- SAN
Nonstop5h 42m
Breeze Airways
Deal found 6/8![Breeze Airways logo]()
$378
This Kiwi.com deal was found by Cheapflights users on 6/10. 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.
Sat 7/41:22 pm
SAN
- ORF
Nonstop5h 23m
Breeze Airways
Mon 7/139:38 am
ORF
- SAN
Nonstop5h 42m
Breeze Airways
Deal found 6/10![Breeze Airways logo]()
$387
This Kiwi.com deal was found by Cheapflights users on 6/9. 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.
Sat 7/41:22 pm
SAN
- ORF
Nonstop5h 23m
Breeze Airways
Fri 7/109:38 am
ORF
- SAN
Nonstop5h 42m
Breeze Airways
Deal found 6/9![Breeze Airways logo]()
$412
This Delta deal was found by Cheapflights users on 6/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/46:15 am
SAN
- ORF
1 stop7h 55m
Delta
Mon 7/136:17 pm
ORF
- SAN
1 stop7h 40m
Delta
Deal found 6/7![Delta logo]()
$416
This Southwest deal was found by Cheapflights users on 6/10. 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 7/810:40 pm
SAN
- ORF
1 stop9h 05m
Southwest
Wed 7/154:30 pm
ORF
- SAN
2 stops9h 55m
Southwest
Deal found 6/10![Southwest logo]()
$408
This American Airlines deal was found by Cheapflights users on 6/9. 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.
Wed 7/159:58 am
SAN
- ORF
1 stop9h 41m
American Airlines
Tue 7/283:17 pm
ORF
- SAN
1 stop7h 46m
American Airlines
Deal found 6/9![American Airlines logo]()
$403
This Delta deal was found by Cheapflights users on 6/9. 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 7/3112:59 pm
SAN
- ORF
1 stop8h 46m
Delta
Tue 8/46:14 pm
ORF
- SAN
1 stop7h 46m
Delta
Deal found 6/9![Delta logo]()
$383
This American Airlines deal was found by Cheapflights users on 6/10. 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 7/319:25 pm
SAN
- ORF
1 stop7h 59m
American Airlines
Sat 8/156:17 pm
ORF
- SAN
1 stop8h 38m
American Airlines
Deal found 6/10![American Airlines logo]()
$415
One-way flights from San Diego to ChesapeakeSearch for one-way flight options from San Diego to Chesapeake. Find affordable one-way fares based on user searches. Data last updated June 12, 2026.
Search for one-way flight options from San Diego to Chesapeake. Find affordable one-way fares based on user searches. Data last updated June 12, 2026.
This Southwest deal was found by Cheapflights users on 6/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/710:40 pm
SAN
- ORF
1 stop9h 25m
Southwest
Deal found 6/11![Southwest logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 8/71:05 pm
SAN
- ORF
Nonstop5h 23m
Breeze Airways
Deal found 6/10![Breeze Airways logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 6/10. 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.
Tue 7/146:35 am
SAN
- ORF
2 stops25h 40m
Frontier
Deal found 6/10![Frontier logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 7/83:03 pm
SAN
- ORF
2 stops50h 36m
Frontier
Deal found 6/8![Frontier logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/73:03 pm
SAN
- ORF
2 stops26h 36m
Frontier
Deal found 6/7![Frontier logo]()
$193
This United Airlines deal was found by Cheapflights users on 6/10. 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.
Fri 8/711:58 am
SAN
- ORF
1 stop7h 32m
United Airlines
Deal found 6/10![United Airlines logo]()
$196
This Super.com deal was found by Cheapflights users on 6/11. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/111:22 pm
SAN
- ORF
Nonstop5h 23m
Breeze Airways
Deal found 6/11![Breeze Airways logo]()
$198
This Delta deal was found by Cheapflights users on 6/11. 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 7/79:55 pm
SAN
- ORF
1 stop10h 27m
Delta
Deal found 6/11![Delta logo]()
$202
This Southwest deal was found by Cheapflights users on 6/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2210:40 pm
SAN
- ORF
2 stops10h 00m
Southwest
Deal found 6/11![Southwest logo]()
$207
Find flight deals from San Diego to Chesapeake
Keep the following information in mind while searching for San Diego to Chesapeake flight deals. Data was last updated June 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $363 (Delta) |
One-way from | $182 (Southwest) |
Popular in | April |
Cheapest in | September |
Average price | $477 |
Cheapflights Fare Finder
Customize your flight search to find flights from San Diego 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 June 12, 2026.
Use the filters below to find and compare flights from San Diego to Chesapeake that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San DiegoNorfolk
SAN - ORF
SANORF
San Diego
Mon 8/17
10:40 pm-12:05 pm
1 stop10h 25m
Norfolk
Fri 8/21
3:45 pm-9:55 pm
2 stops9h 10m
$405
San DiegoNorfolk
SAN - ORF
SANORF
San Diego
Tue 9/1
10:40 pm-10:45 am
1 stop9h 05m
Norfolk
Wed 9/2
5:02 pm-10:10 pm
1 stop8h 08m
$409
San DiegoNorfolk
SAN - ORF
SANORF
San Diego
Sat 7/4
8:40 am-8:00 pm
1 stop8h 20m
Norfolk
Mon 7/13
6:10 pm-11:25 pm
1 stop8h 15m
$421
San DiegoNorfolk
SAN - ORF
SANORF
San Diego
Wed 8/12
9:05 am-8:30 pm
2 stops8h 25m
Norfolk
Mon 8/17
3:45 pm-10:00 pm
2 stops9h 15m
$425
Quickest round-trip
San DiegoNorfolk
SAN - ORF
SANORF
San Diego
Fri 7/31
1:05 pm-9:28 pm
Nonstop5h 23m
Norfolk
Sat 8/15
9:51 am-12:33 pm
Nonstop5h 42m
$458
San DiegoNorfolk
SAN - ORF
SANORF
San Diego
Fri 7/24
1:05 pm-9:28 pm
Nonstop5h 23m
Norfolk
Sat 8/1
9:51 am-12:33 pm
Nonstop5h 42m
$473
San DiegoNorfolk
SAN - ORF
SANORF
San Diego
Fri 8/21
12:33 pm-11:25 pm
1 stop7h 52m
Norfolk
Sat 8/29
11:30 am-10:47 pm
2 stops14h 17m
$492
San DiegoNorfolk
SAN - ORF
SANORF
San Diego
Thu 7/2
10:40 pm-2:50 pm
1 stop13h 10m
Norfolk
Wed 7/8
4:30 pm-11:00 pm
2 stops9h 30m
$494
San DiegoNorfolk
SAN - ORF
SANORF
San Diego
Wed 8/19
10:40 pm-2:15 pm
2 stops12h 35m
Norfolk
Sun 8/23
4:13 pm-10:27 pm
1 stop9h 14m
$498
Cheapest one-way
San DiegoNorfolk
SAN - ORF
SANORF
San Diego
Tue 7/7
10:40 pm-11:05 am
1 stop9h 25m
$182
Showing 1-10 of 21 resultsSorted by cheapest first
Best time to book a flight from San Diego to Chesapeake
Have a flexible travel schedule? Discover the best time to fly to Chesapeake from San Diego with our price prediction graph.
SAN-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 Diego to Chesapeake
SAN-C6E
SAN-ORF
What is the cheapest time of day to fly from SAN to C6E?
Find hourly flight availability from San Diego 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 June 12, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from San Diego to Chesapeake as you normally would.
How much does it cost to fly round-trip from San Diego 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 June 12, 2026.
Read reviews from past customers who have flown Breeze Airways,Southwest, andDelta from San Diego to Chesapeake. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.3
Overall
8.2
Food
6.7
Comfort
8.2
Entertainment
6.7
Crew
8.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Boarding
8.3
Overall
8.2
Food
6.7
Comfort
8.2
Entertainment
6.7
Crew
8.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Boarding
8.3
Overall
8.2
Food
6.7
Comfort
8.2
Entertainment
6.7
Crew
8.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Boarding
8.3
Overall
8.2
Food
6.7
Comfort
8.2
Entertainment
6.7
Crew
8.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Boarding
8.3
Overall
8.2
Food
6.7
Comfort
8.2
Entertainment
6.7
Crew
8.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Boarding
8.3
Overall
8.2
Food
6.7
Comfort
8.2
Entertainment
6.7
Crew
8.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Related info for your journey
Find useful and relevant information for your journey from San Diego 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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San Diego and Chesapeake flights
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San Diego to Chesapeake flights
Consider these flights traveling from San Diego to Chesapeake.
Top 7 airlines flying from San Diego to Chesapeake
Discover the top 7 airlines that operate flights from San Diego 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 June 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$146 | Average$376 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$177 | Average$347 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$188 | Average$467 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$196 | Average$286 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$308 | Average$497 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$336 | Average$519 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$350 | Average$535 | FlexibilityNo cancel fee | On-time69% |