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$76+ 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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SFO
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheapflights Tip: The best prices from Chesapeake to San Francisco are usually found in September or August, booked 47 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 September 11, 2025.

Round-trip from

$157
(Southwest)

One-way from

$76
(Southwest)

Popular in

January

Cheapest in

September

Average price

$381
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. 17% potential increase in price ($98 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 September 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 September 11, 2025.

This Southwest deal was found by Cheapflights users on 9/9. 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.
Tue 11/46:05 amORF - SFO
1 stop10h 15mSouthwest
Wed 11/59:25 pmSFO - ORF
1 stop9h 00mSouthwest
Deal found 9/9$151
This Southwest deal was found by Cheapflights users on 9/9. 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.
Wed 10/296:10 amORF - SFO
1 stop10h 20mSouthwest
Tue 11/49:25 pmSFO - ORF
1 stop9h 00mSouthwest
Deal found 9/9$157
This Southwest deal was found by Cheapflights users on 9/10. 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 10/154:30 pmORF - SFO
1 stop9h 35mSouthwest
Wed 10/226:30 amSFO - ORF
1 stop11h 35mSouthwest
Deal found 9/10$215
This Southwest deal was found by Cheapflights users on 9/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/14:50 pmORF - SFO
1 stop7h 35mSouthwest
Thu 11/139:25 pmSFO - ORF
1 stop9h 00mSouthwest
Deal found 9/8$219
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Fri 11/711:43 amORF - SFO
1 stop12h 28mFrontier
Sat 11/810:23 pmSFO - ORF
1 stop9h 26mFrontier
Deal found 9/9$223
This Southwest deal was found by Cheapflights users on 9/10. 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.
Thu 10/233:55 pmORF - SFO
1 stop9h 10mSouthwest
Tue 10/285:45 amSFO - ORF
1 stop9h 00mSouthwest
Deal found 9/10$224
This Frontier deal was found by Cheapflights users on 9/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/212:19 pmORF - SFO
1 stop12h 02mFrontier
Sat 10/411:00 pmSFO - ORF
1 stop9h 19mFrontier
Deal found 9/9$226
This Booking.com deal was found by Cheapflights users on 9/8. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2312:49 pmORF - SFO
1 stop30h 11mFrontier
Fri 10/318:09 pmSFO - ORF
2 stops40h 12mFrontier
Deal found 9/8$230
This Southwest deal was found by Cheapflights users on 9/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1011:35 amORF - SFO
1 stop9h 45mSouthwest
Tue 11/188:20 amSFO - ORF
2 stops9h 45mSouthwest
Deal found 9/8$240

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 September 11, 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

Wed 10/29

2:55 pm-11:05 pm

2 stops11h 10m

San Francisco

Tue 11/4

9:25 pm-9:25 am

1 stop9h 00m

$188

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

Wed 10/15

4:30 pm-11:05 pm

1 stop9h 35m

San Francisco

Wed 10/22

6:30 am-9:05 pm

1 stop11h 35m

$215

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

Thu 10/23

3:55 pm-10:05 pm

1 stop9h 10m

San Francisco

Tue 10/28

5:45 am-5:45 pm

1 stop9h 00m

$224

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

Sat 10/4

6:00 am-11:20 am

1 stop8h 20m

San Francisco

Tue 10/7

10:35 pm-10:42 am

1 stop9h 07m

$244

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

Wed 10/1

6:14 pm-11:09 pm

1 stop7h 55m

San Francisco

Sun 10/5

11:00 pm-12:23 pm

1 stop10h 23m

$263

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

Sat 10/18

4:56 pm-11:59 pm

1 stop10h 03m

San Francisco

Mon 10/20

10:45 pm-9:37 am

1 stop7h 52m

$263

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

Tue 3/3

3:25 pm-8:52 pm

1 stop8h 27m

San Francisco

Mon 3/9

12:25 am-10:20 am

1 stop6h 55m

$273

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

Tue 10/7

10:05 am-5:52 pm

1 stop10h 47m

San Francisco

Mon 10/13

11:00 pm-9:00 am

1 stop7h 00m

$277

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

Tue 11/18

8:30 am-1:20 pm

1 stop7h 50m

San Francisco

Mon 11/24

6:10 am-7:40 pm

2 stops10h 30m

$290

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

Sat 10/4

9:21 am-9:09 pm

1 stop14h 48m

San Francisco

Tue 10/7

12:00 pm-9:02 am

2 stops42h 02m

$298

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 23 results
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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 August 29, 2025.

Booking 47 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, January is the cheapest month in which you can book a flight from Chesapeake to San Francisco (average of $276). Flying from Chesapeake to San Francisco in June is currently the most expensive (average of $357). 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 September 11, 2025.

When flying from Chesapeake to San Francisco, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 Thursday at noon when fares are most often at their lowest. Sunday at noon 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 September 11, 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
4,248 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

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
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

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
8.0
Very good
7,960 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

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
8,937 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

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
10,000 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

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
3,177 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

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 3 times in the past calendar month.

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

    Airlines like Southwest and United Airlines fly from Chesapeake to San Francisco in about 8h 20m. The time it takes to get you to your destination can typically vary by up to 2h 50m. 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 $211 for a flight from Chesapeake to San Francisco. The cheapest flight overall is $109 while the most popular route, (Norfolk - San Francisco) is currently priced at $151.

  • 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, January is the cheapest month in which you can book a flight from Chesapeake to San Francisco (average of $276). Flying from Chesapeake to San Francisco in June is currently the most expensive (average of $357). 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
Santa Cruz
Livermore
South San Francisco
Turlock
Antioch
Watsonville
Manteca
Santa Clara
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San Mateo
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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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$130Average$330FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$135Average$297FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$216Average$447FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$216Average$409FlexibilityNo cancel feeOn-time71%
DeltaCheapest$228Average$402FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$233Average$280FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$234Average$497FlexibilityNo cancel feeOn-time69%

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