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$65+ 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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SFO
nov. 28 — dic. 51
vie. 11/28
vie. 12/5
1 adult, Economy
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Cheapflights Tip: The best prices from Chesapeake to San Francisco are usually found in August or October, booked 34 days in advance, depart on a Wednesday or Tuesday and return on a Tuesday

Cheap 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 octubre 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$243
(Frontier)

One-way from

$65
(Priceline)

Popular in

January

Cheapest in

August

Average price

$367
Provider with most accurate pricing for Norfolk-San Francisco flight deals.
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Provider most trusted by Cheapflights users for Norfolk-San Francisco flights.
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From Chesapeake to San Francisco
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One-way flight from Chesapeake to San Francisco
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Highest demand for flights based on searches. 18% potential increase in price ($105 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Chesapeake to San Francisco

Cheapest flights from Chesapeake to San Francisco
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 octubre 29, 2025.

This Frontier deal was found by Cheapflights users on 10/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/201:09 pmORF - SFO
1 stop9h 14mFrontier
dom. 11/2310:17 pmSFO - ORF
1 stop14h 04mFrontier
Deal found 10/28$243
This Frontier deal was found by Cheapflights users on 10/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/1011:42 amORF - SFO
1 stop12h 29mFrontier
jue. 11/1310:23 pmSFO - ORF
1 stop9h 25mFrontier
Deal found 10/27$252
This Frontier deal was found by Cheapflights users on 10/26. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/201:09 pmORF - SFO
1 stop9h 14mFrontier
lun. 11/2410:17 pmSFO - ORF
1 stop13h 38mFrontier
Deal found 10/26$273
This Delta deal was found by Cheapflights users on 10/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/184:58 pmORF - SFO
1 stop9h 13mDelta
mié. 11/1912:30 pmSFO - ORF
1 stop8h 43mDelta
Deal found 10/26$279
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
vie. 11/141:19 pmORF - SFO
2 stops31h 30mMultiple Airlines
mié. 11/198:55 pmSFO - ORF
1 stop20h 16mMultiple Airlines
Deal found 10/27$306
This Delta deal was found by Cheapflights users on 10/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/165:40 amORF - SFO
1 stop8h 04mDelta
mié. 11/198:15 amSFO - ORF
1 stop7h 19mDelta
Deal found 10/26$309
This Frontier deal was found by Cheapflights users on 10/26. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/1711:29 amORF - SFO
1 stop12h 42mFrontier
lun. 11/2410:17 pmSFO - ORF
1 stop13h 38mFrontier
Deal found 10/26$319
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
mié. 11/59:21 amORF - SFO
1 stop31h 48mMultiple Airlines
mié. 11/127:30 amSFO - ORF
2 stops24h 09mMultiple Airlines
Deal found 10/27$331
This Frontier deal was found by Cheapflights users on 10/26. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/201:09 pmORF - SFO
1 stop9h 14mFrontier
mar. 11/2510:17 pmSFO - ORF
1 stop14h 04mFrontier
Deal found 10/26$338
This Delta deal was found by Cheapflights users on 10/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/165:15 amORF - SFO
1 stop8h 20mDelta
jue. 11/205:45 amSFO - ORF
1 stop8h 18mDelta
Deal found 10/26$339

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 octubre 29, 2025.
Use the filters below to find and compare flights from Chesapeake to San Francisco that are best for you.

Fly from

Chesapeake

Fly to

San Francisco

Route

Depart

Return

Price

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

mar. 11/18

4:58 pm-11:11 pm

1 stop9h 13m

San Francisco

mié. 11/19

12:30 pm-12:13 am

1 stop8h 43m

$279

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

vie. 1/23

3:41 pm-11:12 pm

1 stop10h 31m

San Francisco

mar. 1/27

11:51 am-11:19 pm

1 stop8h 28m

$309

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

mié. 11/19

6:35 am-12:30 pm

1 stop8h 55m

San Francisco

jue. 11/20

5:45 am-5:03 pm

1 stop8h 18m

$309

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

mar. 11/18

6:10 pm-11:23 pm

1 stop8h 13m

San Francisco

jue. 11/20

5:45 am-5:03 pm

1 stop8h 18m

$309

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

vie. 1/23

1:01 pm-6:38 pm

1 stop8h 37m

San Francisco

mar. 1/27

10:00 pm-9:10 am

1 stop8h 10m

$309

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

mié. 1/28

12:30 pm-9:20 pm

2 stops11h 50m

San Francisco

dom. 2/1

5:50 am-4:00 pm

1 stop7h 10m

$314

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

dom. 2/22

8:05 pm-1:28 am

1 stop8h 23m

San Francisco

mié. 2/25

12:55 pm-11:39 pm

1 stop7h 44m

$323

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

jue. 2/19

5:50 pm-11:55 pm

1 stop9h 05m

San Francisco

lun. 2/23

10:45 pm-12:08 pm

1 stop10h 23m

$327

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

lun. 11/17

6:10 pm-12:13 am

1 stop9h 03m

San Francisco

jue. 11/20

5:45 am-5:03 pm

1 stop8h 18m

$339

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

mar. 3/10

3:05 pm-11:00 pm

1 stop10h 55m

San Francisco

mié. 3/11

9:30 pm-9:01 am

1 stop8h 31m

$339

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 20 results
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2

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.
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

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 October 24, 2025.

Booking 34 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, November is the cheapest month in which you can book a flight from Chesapeake to San Francisco (average of $132). Flying from Chesapeake to San Francisco in April is currently the most expensive (average of $236). 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.

What is the cheapest time of day to fly from C6E to SFO?

Find hourly flight availability from Chesapeake to San Francisco. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated octubre 29, 2025.

When flying from Chesapeake to San Francisco, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 11% versus a flight at noon.

What is the cheapest day to fly from Chesapeake to San Francisco?

Use this chart to determine the cheapest time to fly round-trip from Chesapeake to San Francisco. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chesapeake to San Francisco flight should consider departing on Monday mornings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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 octubre 29, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and United 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.
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
7.9
Good
7,992 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,999 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
11,032 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Frontier
5.8
Fair
3,124 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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.

  • What airport do you fly into for flights to San Francisco from Chesapeake?

    For a flight from Chesapeake to San Francisco, you will be flying into San Francisco. San Francisco (SFO) is just 11.8 mi from the center of the city. San Francisco is the only San Francisco airport and it handles 0 inbound flights from Chesapeake per day. 7 airlines have flights to San Francisco from Chesapeake on a regular basis.

  • How popular is this Chesapeake to San Francisco flight route?

    Flights from Chesapeake to San Francisco have been viewed 1 times in the past calendar month.

  • How long is the flight from Chesapeake to San Francisco?

    Airlines like Delta and American Airlines fly from Chesapeake to San Francisco in about 9h 13m. The time it takes to get you to your destination can typically vary by up to 1h 18m. The distance from Chesapeake to San Francisco is about 2512 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest flights from Chesapeake to San Francisco?

    On average you can expect to pay $228 for a flight from Chesapeake to San Francisco. The cheapest flight overall is $129 while the most popular route, (Norfolk - San Francisco) is currently priced at $242.

  • Can I find deals for flights from Chesapeake to San Francisco that include hotel bookings?

    Yes. In addition to deals on Chesapeake to San Francisco flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chesapeake to San Francisco?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chesapeake to San Francisco.

  • Can I find deals for business class flights from Chesapeake to San Francisco?

    Yes. Cheapflights offers flight deals from Chesapeake to San Francisco by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chesapeake to San Francisco?

    Currently, November is the cheapest month in which you can book a flight from Chesapeake to San Francisco (average of $132). Flying from Chesapeake to San Francisco in April is currently the most expensive (average of $236). 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.

See more FAQs

Traveling to a place near San Francisco?

Book flights to San Francisco if you plan to visit one of these locations
Roseville
South San Francisco
Santa Cruz
Livermore
Turlock
Watsonville
Sunnyvale
Santa Clara
Antioch
Manteca
Vallejo
Hollister
Vacaville
San Bruno
Foster City
Redwood City
Union City
Fairfield
Burlingame
Lodi

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Alternative routes for Chesapeake to San Francisco

See prices for flight routes from nearby airports that may be better suited for you.
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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 octubre 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$130Average$330FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$135Average$312FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$216Average$449FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$217Average$415FlexibilityNo cancel feeOn-time71%
DeltaCheapest$227Average$393FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$233Average$278FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$234Average$495FlexibilityNo cancel feeOn-time69%

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