$131+ Cheap flights from Chesapeake, VA to San Francisco (SFO)
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 5/15. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SFO
Apr 15 — Apr 221
Round-trip
1 adult, Economy
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Cheapest flights from Chesapeake to San FranciscoExplore the most affordable flight options available from Chesapeake to San Francisco. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 16, 2026.
Explore the most affordable flight options available from Chesapeake to San Francisco. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 16, 2026.
This Frontier deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/512:06 pm
ORF
- SFO
1 stop10h 28m
Frontier
Tue 5/1910:15 pm
SFO
- ORF
1 stop9h 56m
Frontier
Deal found 3/15![Frontier logo]()
$210
This Frontier deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1011:33 am
ORF
- SFO
1 stop10h 46m
Frontier
Sat 5/210:38 pm
SFO
- ORF
1 stop8h 59m
Frontier
Deal found 3/11![Frontier logo]()
$220
This Kiwi.com deal was found by Cheapflights users on 3/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/211:27 am
ORF
- SFO
1 stop9h 07m
Frontier
Mon 5/1110:40 pm
SFO
- ORF
2 stops33h 31m
Frontier
Deal found 3/12![Frontier logo]()
$234
This Frontier deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/812:06 pm
ORF
- SFO
1 stop10h 28m
Frontier
Mon 5/1110:15 pm
SFO
- ORF
1 stop9h 56m
Frontier
Deal found 3/14![Frontier logo]()
$235
This Kiwi.com deal was found by Cheapflights users on 3/14. 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 4/1811:27 am
ORF
- SFO
1 stop9h 07m
Frontier
Mon 5/48:16 pm
SFO
- ORF
2 stops35h 55m
Frontier
Deal found 3/14![Frontier logo]()
$245
This Frontier deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/111:27 am
ORF
- SFO
1 stop9h 07m
Frontier
Mon 5/410:38 pm
SFO
- ORF
1 stop9h 33m
Frontier
Deal found 3/14![Frontier logo]()
$255
This Frontier deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1212:06 pm
ORF
- SFO
1 stop10h 28m
Frontier
Mon 5/1810:15 pm
SFO
- ORF
1 stop9h 56m
Frontier
Deal found 3/15![Frontier logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 3/11. 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.
Wed 5/69:53 am
ORF
- SFO
1 stop14h 11m
Multiple Airlines
Wed 5/1312:52 pm
SFO
- ORF
2 stops19h 19m
Multiple Airlines
Deal found 3/11![Multiple Airlines logo]()
$306
This Trip.com deal was found by Cheapflights users on 3/11. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/712:06 pm
ORF
- SFO
1 stop10h 28m
Frontier
Sun 5/108:48 pm
SFO
- ORF
2 stops11h 23m
Frontier
Deal found 3/11![Frontier logo]()
$307
Best flights from Chesapeake to San FranciscoDiscover carefully curated flight deals from Chesapeake to San Francisco that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 16, 2026.
Discover carefully curated flight deals from Chesapeake to San Francisco that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 16, 2026.
This United Airlines deal was found by Cheapflights users on 3/11. 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.
Tue 4/285:05 pm
ORF
- SFO
1 stop8h 40m
United Airlines
Tue 5/511:05 pm
SFO
- ORF
1 stop7h 26m
United Airlines
Deal found 3/11![United Airlines logo]()
$309
This Southwest deal was found by Cheapflights users on 3/11. 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 5/611:10 am
ORF
- SFO
2 stops11h 45m
Southwest
Wed 5/137:15 pm
SFO
- ORF
2 stops11h 10m
Southwest
Deal found 3/11![Southwest logo]()
$339
This Delta deal was found by Cheapflights users on 3/13. 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 7/246:05 pm
ORF
- SFO
1 stop9h 10m
Delta
Fri 7/311:45 pm
SFO
- ORF
1 stop7h 19m
Delta
Deal found 3/13![Delta logo]()
$449
This Southwest deal was found by Cheapflights users on 3/11. 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 5/75:25 pm
ORF
- SFO
2 stops9h 55m
Southwest
Sun 5/109:15 pm
SFO
- ORF
1 stop9h 10m
Southwest
Deal found 3/11![Southwest logo]()
$394
This Southwest deal was found by Cheapflights users on 3/11. 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 7/812:25 pm
ORF
- SFO
2 stops10h 30m
Southwest
Wed 7/228:55 am
SFO
- ORF
2 stops10h 40m
Southwest
Deal found 3/11![Southwest logo]()
$409
This United Airlines deal was found by Cheapflights users on 3/11. 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 7/176:15 am
ORF
- SFO
1 stop9h 00m
United Airlines
Tue 7/211:50 pm
SFO
- ORF
1 stop7h 51m
United Airlines
Deal found 3/11![United Airlines logo]()
$499
This Southwest deal was found by Cheapflights users on 3/12. 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.
Tue 5/198:40 am
ORF
- SFO
2 stops14h 15m
Southwest
Sun 6/711:40 pm
SFO
- ORF
1 stop8h 05m
Southwest
Deal found 3/12![Southwest logo]()
$414
This Southwest deal was found by Cheapflights users on 3/15. 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 7/144:30 pm
ORF
- SFO
2 stops9h 45m
Southwest
Wed 7/2210:50 pm
SFO
- ORF
2 stops9h 50m
Southwest
Deal found 3/15![Southwest logo]()
$419
This Southwest deal was found by Cheapflights users on 3/12. 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.
Wed 6/2412:25 pm
ORF
- SFO
2 stops10h 30m
Southwest
Wed 7/111:40 pm
SFO
- ORF
2 stops12h 25m
Southwest
Deal found 3/12![Southwest logo]()
$439
This Southwest deal was found by Cheapflights users on 3/12. 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 7/410:00 am
ORF
- SFO
1 stop7h 30m
Southwest
Sat 7/115:20 am
SFO
- ORF
1 stop13h 05m
Southwest
Deal found 3/12![Southwest logo]()
$445
This Southwest deal was found by Cheapflights users on 3/13. 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 7/244:30 pm
ORF
- SFO
2 stops11h 00m
Southwest
Fri 7/3110:50 pm
SFO
- ORF
1 stop13h 25m
Southwest
Deal found 3/13![Southwest logo]()
$454
This Southwest deal was found by Cheapflights users on 3/11. 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 5/134:25 pm
ORF
- SFO
2 stops10h 10m
Southwest
Thu 5/2110:10 am
SFO
- ORF
2 stops9h 45m
Southwest
Deal found 3/11![Southwest logo]()
$528
Last-minute flights from Chesapeake to San FranciscoDiscover last-minute flight deals from Chesapeake to San Francisco. Data last updated March 16, 2026 and is based on user searches.
Discover last-minute flight deals from Chesapeake to San Francisco. Data last updated March 16, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1011:33 am
ORF
- SFO
1 stop10h 46m
Frontier
Sat 5/210:38 pm
SFO
- ORF
1 stop8h 59m
Frontier
Deal found 3/11![Frontier logo]()
$220
This Priceline deal was found by Cheapflights users on 3/11. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1011:33 am
ORF
- SFO
1 stop10h 46m
Frontier
Fri 4/1710:38 pm
SFO
- ORF
1 stop8h 54m
Frontier
Deal found 3/11![Frontier logo]()
$265
This Southwest deal was found by Cheapflights users on 3/14. 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 4/144:25 pm
ORF
- SFO
2 stops9h 50m
Southwest
Sat 4/259:15 pm
SFO
- ORF
1 stop9h 05m
Southwest
Deal found 3/14![Southwest logo]()
$314
This Southwest deal was found by Cheapflights users on 3/15. 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 4/144:25 pm
ORF
- SFO
2 stops9h 50m
Southwest
Tue 4/2110:40 pm
SFO
- ORF
2 stops10h 15m
Southwest
Deal found 3/15![Southwest logo]()
$319
This Southwest deal was found by Cheapflights users on 3/15. 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 4/1512:45 pm
ORF
- SFO
1 stop11h 10m
Southwest
Wed 4/227:15 pm
SFO
- ORF
2 stops11h 10m
Southwest
Deal found 3/15![Southwest logo]()
$320
This Kiwi.com deal was found by Cheapflights users on 3/14. 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 4/1811:27 am
ORF
- SFO
1 stop9h 07m
Frontier
Mon 5/48:16 pm
SFO
- ORF
2 stops35h 55m
Frontier
Deal found 3/14![Frontier logo]()
$245
This American Airlines deal was found by Cheapflights users on 3/13. 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 4/211:20 pm
ORF
- SFO
1 stop10h 59m
American Airlines
Sat 5/27:00 am
SFO
- ORF
1 stop9h 26m
American Airlines
Deal found 3/13![American Airlines logo]()
$309
This Expedia deal was found by Cheapflights users on 3/13. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/2411:27 am
ORF
- SFO
1 stop9h 07m
Frontier
Wed 4/2910:38 pm
SFO
- ORF
1 stop8h 54m
Frontier
Deal found 3/13![Frontier logo]()
$310
One-way flights from Chesapeake to San FranciscoSearch for one-way flight options from Chesapeake to San Francisco. Find affordable one-way fares based on user searches. Data last updated March 16, 2026.
Search for one-way flight options from Chesapeake to San Francisco. Find affordable one-way fares based on user searches. Data last updated March 16, 2026.
This Frontier deal was found by Cheapflights users on 3/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/1512:06 pm
ORF
- SFO
1 stop10h 28m
Frontier
Deal found 3/12![Frontier logo]()
$131
This American Airlines deal was found by Cheapflights users on 3/15. 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 4/144:51 pm
ORF
- SFO
1 stop10h 08m
American Airlines
Deal found 3/15![American Airlines logo]()
$155
This Expedia deal was found by Cheapflights users on 3/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/2611:50 am
ORF
- SFO
1 stop10h 24m
Frontier
Deal found 3/15![Frontier logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 3/14. 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 5/2012:06 pm
ORF
- SFO
2 stops25h 35m
Frontier
Deal found 3/14![Frontier logo]()
$168
This Priceline deal was found by Cheapflights users on 3/11. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/1911:50 am
ORF
- SFO
1 stop10h 24m
Frontier
Deal found 3/11![Frontier logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 3/14. 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 4/176:12 pm
ORF
- SFO
2 stops26h 22m
Frontier
Deal found 3/14![Frontier logo]()
$175
This Kiwi.com deal was found by Cheapflights users on 3/16. 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 3/308:41 pm
ORF
- SFO
3 stops50h 24m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 3/13. 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 5/119:12 pm
ORF
- SFO
2 stops17h 30m
Frontier
Deal found 3/13![Frontier logo]()
$185
This United Airlines deal was found by Cheapflights users on 3/13. 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 5/115:14 pm
ORF
- SFO
1 stop10h 36m
United Airlines
Deal found 3/13![United Airlines logo]()
$188
This Southwest deal was found by Cheapflights users on 3/15. 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 4/1511:10 am
ORF
- SFO
2 stops12h 45m
Southwest
Deal found 3/15![Southwest logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 3/15. 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 4/128:15 pm
ORF
- SFO
2 stops48h 19m
Frontier
Deal found 3/15![Frontier logo]()
$194
Find flight deals from Chesapeake to San Francisco
Keep the following information in mind while searching for Chesapeake to San Francisco flight deals. Data was last updated March 16, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $210 (Frontier) |
One-way from | $131 (Frontier) |
Popular in | December |
Cheapest in | October |
Average price | $397 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chesapeake to San Francisco 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 March 16, 2026.
Use the filters below to find and compare flights from Chesapeake to San Francisco that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
NorfolkSan Francisco
ORF - SFO
ORFSFO
Norfolk
Tue 4/28
5:05 pm-10:45 pm
1 stop8h 40m
San Francisco
Tue 5/5
11:05 pm-9:31 am
1 stop7h 26m
$309
NorfolkSan Francisco
ORF - SFO
ORFSFO
Norfolk
Wed 5/6
11:10 am-7:55 pm
2 stops11h 45m
San Francisco
Wed 5/13
7:15 pm-9:25 am
2 stops11h 10m
$339
NorfolkSan Francisco
ORF - SFO
ORFSFO
Norfolk
Thu 5/7
5:25 pm-12:20 am
2 stops9h 55m
San Francisco
Sun 5/10
9:15 pm-9:25 am
1 stop9h 10m
$394
NorfolkSan Francisco
ORF - SFO
ORFSFO
Norfolk
Wed 7/8
12:25 pm-7:55 pm
2 stops10h 30m
San Francisco
Wed 7/22
8:55 am-10:35 pm
2 stops10h 40m
$409
NorfolkSan Francisco
ORF - SFO
ORFSFO
Norfolk
Tue 5/19
8:40 am-7:55 pm
2 stops14h 15m
San Francisco
Sun 6/7
11:40 pm-10:45 am
1 stop8h 05m
$414
NorfolkSan Francisco
ORF - SFO
ORFSFO
Norfolk
Tue 7/14
4:30 pm-11:15 pm
2 stops9h 45m
San Francisco
Wed 7/22
10:50 pm-11:40 am
2 stops9h 50m
$419
NorfolkSan Francisco
ORF - SFO
ORFSFO
Norfolk
Wed 6/24
12:25 pm-7:55 pm
2 stops10h 30m
San Francisco
Wed 7/1
11:40 pm-3:05 pm
2 stops12h 25m
$439
NorfolkSan Francisco
ORF - SFO
ORFSFO
Norfolk
Sat 7/4
10:00 am-2:30 pm
1 stop7h 30m
San Francisco
Sat 7/11
5:20 am-9:25 pm
1 stop13h 05m
$445
NorfolkSan Francisco
ORF - SFO
ORFSFO
Norfolk
Fri 7/24
6:05 pm-12:15 am
1 stop9h 10m
San Francisco
Fri 7/31
1:45 pm-12:04 am
1 stop7h 19m
$449
NorfolkSan Francisco
ORF - SFO
ORFSFO
Norfolk
Fri 7/24
4:30 pm-12:30 am
2 stops11h 00m
San Francisco
Fri 7/31
10:50 pm-3:15 pm
1 stop13h 25m
$454
Showing 1-10 of 24 resultsSorted by cheapest first
Best time to book a flight from Chesapeake to San Francisco
Have a flexible travel schedule? Discover the best time to fly to San Francisco from Chesapeake with our price prediction graph.
ORF-SFO
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 Chesapeake to San Francisco
C6E-SFO
ORF-SFO
How far ahead should I book a flight from Chesapeake to San Francisco?
Use this chart to determine the optimal time to book a round-trip flight from Chesapeake to San Francisco. Price data was last updated on March 13, 2026.
Booking 30 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chesapeake to San Francisco. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest month to book a flight from Chesapeake to San Francisco?
Currently, February is the cheapest month in which you can book a flight from Chesapeake to San Francisco (average of $130). Flying from Chesapeake to San Francisco in March is currently the most expensive (average of $290). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
Reviews of airlines servicing San Francisco
Get insights into the airlines that provide service to San Francisco. 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 San Francisco. Reviews last updated March 16, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andUnited Airlines from Chesapeake to San Francisco 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
Entertainment
7.5
Boarding
8.1
Food
7.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentWalter,Aug 2025
OAK - SAN
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentWalter,Aug 2025
OAK - SAN
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentWalter,Aug 2025
OAK - SAN
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentWalter,Aug 2025
OAK - SAN
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentWalter,Aug 2025
OAK - SAN
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentWalter,Aug 2025
OAK - SAN
Related info for your journey
Find useful and relevant information for your journey from Chesapeake to San Francisco. 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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Top 7 airlines flying from Chesapeake to San Francisco
Discover the top 7 airlines that operate flights from Chesapeake to San Francisco. 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 March 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$130 | Average$282 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$135 | Average$305 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$149 | Average$314 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$179 | Average$383 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$216 | Average$453 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$217 | Average$415 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$276 | Average$447 | FlexibilityNo cancel fee | On-time69% |