$109+ 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 10/3. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — RIC
Sep 6 — Sep 131
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 May, booked 87 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 August 7, 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 August 7, 2026.
This Kissandfly.com deal was found by Cheapflights users on 8/6. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/261:13 pm -
Nonstop5h 06m
Sat 10/39:22 am -
Nonstop6h 06m
Deal found 8/6![Breeze Airways logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 11/111:13 pm -
Nonstop5h 06m
Sat 11/149:22 am -
Nonstop6h 06m
Deal found 8/6![Breeze Airways logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 11/141:13 pm -
Nonstop5h 06m
Wed 11/189:22 am -
Nonstop6h 06m
Deal found 8/6![Breeze Airways logo]()
$258
This Booking.com deal was found by Cheapflights users on 8/4. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/291:22 pm -
Nonstop5h 23m
Sat 9/129:22 am -
Nonstop6h 06m
Deal found 8/4![Breeze Airways logo]()
$260
This Kiwi.com deal was found by Cheapflights users on 8/5. 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.
Sat 10/31:13 pm -
Nonstop5h 06m
Sat 10/109:22 am -
Nonstop6h 06m
Deal found 8/5![Breeze Airways logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 11/141:13 pm -
Nonstop5h 06m
Sun 11/159:38 am -
1 stop11h 51m
Deal found 8/6![Multiple Airlines logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 8/4. 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.
Sat 9/269:03 am -
2 stops24h 26m
Sat 10/39:22 am -
Nonstop6h 06m
Deal found 8/4![Multiple Airlines logo]()
$272
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 11/129:57 am -
1 stop7h 29m
Sat 11/149:22 am -
Nonstop6h 06m
Deal found 8/6![Multiple Airlines logo]()
$275
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 11/141:13 pm -
Nonstop5h 06m
Thu 11/199:38 am -
1 stop11h 51m
Deal found 8/6![Multiple Airlines logo]()
$286
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 August 7, 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 August 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:25 am -
3 stops30h 25m
Wed 9/309:22 am -
Nonstop6h 06m
Deal found 8/2![Multiple Airlines logo]()
$333
This Delta deal was found by Cheapflights users on 8/2. 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.
Wed 9/212:32 pm -
1 stop9h 31m
Tue 9/85:35 pm -
1 stop8h 59m
Deal found 8/2![Delta logo]()
$357
This United Airlines deal was found by Cheapflights users on 8/6. 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 9/2312:37 pm -
1 stop7h 48m
Tue 9/291:00 pm -
2 stops10h 08m
Deal found 8/6![United Airlines logo]()
$362
This Southwest deal was found by Cheapflights users on 8/6. 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 10/910:40 pm -
1 stop9h 25m
Tue 10/134:45 pm -
1 stop7h 40m
Deal found 8/6![Southwest logo]()
$373
This Breeze Airways deal was found by Cheapflights users on 8/7. 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.
Mon 9/71:05 pm -
Nonstop5h 23m
Sat 9/129:22 am -
Nonstop6h 06m
Deal found 8/7![Breeze Airways logo]()
$428
This Delta deal was found by Cheapflights users on 8/7. 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.
Thu 11/1212:07 pm -
1 stop8h 29m
Mon 11/163:00 pm -
1 stop9h 18m
Deal found 8/7![Delta logo]()
$357
This Southwest deal was found by Cheapflights users on 8/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/99:05 am -
2 stops8h 30m
Fri 9/113:45 pm -
2 stops9h 15m
Deal found 8/3![Southwest logo]()
$378
This Southwest deal was found by Cheapflights users on 8/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2310:40 pm -
2 stops11h 45m
Tue 1/56:15 am -
1 stop7h 35m
Deal found 8/2![Southwest logo]()
$398
This United Airlines deal was found by Cheapflights users on 8/6. 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 9/710:40 pm -
1 stop8h 49m
Fri 9/116:15 am -
2 stops10h 29m
Deal found 8/6![United Airlines logo]()
$453
This United Airlines deal was found by Cheapflights users on 8/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/179:45 pm -
1 stop8h 56m
Mon 9/216:05 am -
2 stops14h 21m
Deal found 8/7![United Airlines logo]()
$472
Last-minute flights from San Diego to ChesapeakeDiscover last-minute flight deals from San Diego to Chesapeake. Data last updated August 7, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Chesapeake. Data last updated August 7, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/4. 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.
Fri 8/281:05 pm -
Nonstop5h 23m
Sun 8/301:20 pm -
2 stops37h 24m
Deal found 8/4![Multiple Airlines logo]()
$305
This Booking.com deal was found by Cheapflights users on 8/4. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/291:22 pm -
Nonstop5h 23m
Sat 9/129:22 am -
Nonstop6h 06m
Deal found 8/4![Breeze Airways logo]()
$260
This Kiwi.com deal was found by Cheapflights users on 8/4. 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.
Sat 8/291:22 pm -
Nonstop5h 23m
Sat 9/124:45 pm -
3 stops28h 15m
Deal found 8/4![Multiple Airlines logo]()
$288
This Kiwi.com deal was found by Cheapflights users on 8/5. 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.
Fri 9/41:05 pm -
Nonstop5h 23m
Sat 9/129:22 am -
Nonstop6h 06m
Deal found 8/5![Breeze Airways logo]()
$292
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 9/56:25 am -
2 stops27h 00m
Wed 9/99:22 am -
Nonstop6h 06m
Deal found 8/6![Multiple Airlines logo]()
$306
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 9/51:22 pm -
Nonstop5h 23m
Wed 9/99:22 am -
Nonstop6h 06m
Deal found 8/6![Breeze Airways logo]()
$307
This Kissandfly.com deal was found by Cheapflights users on 8/6. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/261:13 pm -
Nonstop5h 06m
Sat 10/39:22 am -
Nonstop6h 06m
Deal found 8/6![Breeze Airways logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 8/4. 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.
Sat 9/269:03 am -
2 stops24h 26m
Sat 10/39:22 am -
Nonstop6h 06m
Deal found 8/4![Multiple Airlines logo]()
$272
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 August 7, 2026.
Search for one-way flight options from San Diego to Chesapeake. Find affordable one-way fares based on user searches. Data last updated August 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/4. 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.
Sat 10/31:13 pm -
Nonstop5h 06m
Deal found 8/4![Breeze Airways logo]()
$109
This Breeze Airways deal was found by Cheapflights users on 8/2. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/291:22 pm -
Nonstop5h 23m
Deal found 8/2![Breeze Airways logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 8/3. 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.
Thu 10/14:54 pm -
2 stops43h 56m
Deal found 8/3![Frontier logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 9/294:54 pm -
2 stops40h 35m
Deal found 8/6![Frontier logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 10/129:43 pm -
2 stops35h 19m
Deal found 8/3![Frontier logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 8/3. 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.
Sat 10/244:36 pm -
2 stops16h 26m
Deal found 8/3![Frontier logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:25 am -
2 stops27h 00m
Deal found 8/2![Frontier logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 8/4. 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.
Sat 10/36:25 am -
2 stops27h 04m
Deal found 8/4![Frontier logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 8/241:05 pm -
Nonstop5h 23m
Deal found 8/3![Breeze Airways logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 8/248:59 pm -
2 stops12h 26m
Deal found 8/3![Frontier logo]()
$159
This American Airlines deal was found by Cheapflights users on 8/6. 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 10/309:30 pm -
1 stop9h 57m
Deal found 8/6![American Airlines logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/26:25 am -
2 stops27h 00m
Deal found 8/2![Frontier logo]()
$164
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 August 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $250 (Kissandfly.com) |
One-way from | $109 (Kiwi.com) |
Popular in | April |
Cheapest in | September |
Average price | $414 |
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 August 7, 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 San Diego - ORF Norfolk
SANORF
San Diego
Fri 9/25
6:25 am-3:50 pm
3 stops30h 25m
Norfolk
Wed 9/30
9:22 am-12:28 pm
Nonstop6h 06m
$333
San DiegoNorfolk
SAN San Diego - ORF Norfolk
SANORF
San Diego
Wed 9/2
12:32 pm-1:03 am
1 stop9h 31m
Norfolk
Tue 9/8
5:35 pm-11:34 pm
1 stop8h 59m
$357
San DiegoNorfolk
SAN San Diego - ORF Norfolk
SANORF
San Diego
Thu 11/12
12:07 pm-11:36 pm
1 stop8h 29m
Norfolk
Mon 11/16
3:00 pm-9:18 pm
1 stop9h 18m
$357
San DiegoNorfolk
SAN San Diego - ORF Norfolk
SANORF
San Diego
Wed 9/23
12:37 pm-11:25 pm
1 stop7h 48m
Norfolk
Tue 9/29
1:00 pm-8:08 pm
2 stops10h 08m
$362
San DiegoNorfolk
SAN San Diego - ORF Norfolk
SANORF
San Diego
Fri 10/9
10:40 pm-11:05 am
1 stop9h 25m
Norfolk
Tue 10/13
4:45 pm-9:25 pm
1 stop7h 40m
$373
San DiegoNorfolk
SAN San Diego - ORF Norfolk
SANORF
San Diego
Wed 9/9
9:05 am-8:35 pm
2 stops8h 30m
Norfolk
Fri 9/11
3:45 pm-10:00 pm
2 stops9h 15m
$378
San DiegoNorfolk
SAN San Diego - ORF Norfolk
SANORF
San Diego
Wed 12/23
10:40 pm-1:25 pm
2 stops11h 45m
Norfolk
Tue 1/5
6:15 am-10:50 am
1 stop7h 35m
$398
Quickest round-trip
San DiegoNorfolk
SAN San Diego - ORF Norfolk
SANORF
San Diego
Mon 9/7
1:05 pm-9:28 pm
Nonstop5h 23m
Norfolk
Sat 9/12
9:22 am-12:28 pm
Nonstop6h 06m
$428
San DiegoNorfolk
SAN San Diego - ORF Norfolk
SANORF
San Diego
Mon 9/7
10:40 pm-10:29 am
1 stop8h 49m
Norfolk
Fri 9/11
6:15 am-1:44 pm
2 stops10h 29m
$453
San DiegoNorfolk
SAN San Diego - ORF Norfolk
SANORF
San Diego
Thu 9/17
9:45 pm-9:41 am
1 stop8h 56m
Norfolk
Mon 9/21
6:05 am-5:26 pm
2 stops14h 21m
$472
Showing 1-10 of 20 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 August 7, 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?
Airfare is below average for this route at the moment.
San Diego to Chesapeake flights typically cost between $334 and $488 in September.The cheapest round-trip price found within the last 5 days was $250 on Breeze Airways (Sep 26-Oct 3).
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 August 7, 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.
Food
6.7
Overall
8.2
Crew
8.7
Entertainment
6.7
Comfort
8.2
Boarding
8.3
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Food
6.7
Overall
8.2
Crew
8.7
Entertainment
6.7
Comfort
8.2
Boarding
8.3
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Food
6.7
Overall
8.2
Crew
8.7
Entertainment
6.7
Comfort
8.2
Boarding
8.3
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Food
6.7
Overall
8.2
Crew
8.7
Entertainment
6.7
Comfort
8.2
Boarding
8.3
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Food
6.7
Overall
8.2
Crew
8.7
Entertainment
6.7
Comfort
8.2
Boarding
8.3
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Food
6.7
Overall
8.2
Crew
8.7
Entertainment
6.7
Comfort
8.2
Boarding
8.3
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 August 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$146 | Average$358 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$196 | Average$355 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$198 | Average$377 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$207 | Average$464 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$310 | Average$482 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$336 | Average$547 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$350 | Average$528 | FlexibilityNo cancel fee | On-time69% |