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$90+ 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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SFO
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap 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 January 29, 2026.

This Expedia deal was found by Cheapflights users on 1/28. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1911:46 am
ORF
-
SFO
1 stop12h 53m
Frontier
Sat 2/2811:16 pm
SFO
-
ORF
1 stop8h 21m
Frontier
Deal found 1/28$158
This Frontier deal was found by Cheapflights users on 1/27. 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.
Thu 2/1911:46 am
ORF
-
SFO
1 stop12h 53m
Frontier
Thu 2/2610:46 pm
SFO
-
ORF
1 stop8h 51m
Frontier
Deal found 1/27$195
This Expedia deal was found by Cheapflights users on 1/28. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2011:32 am
ORF
-
SFO
1 stop13h 07m
Frontier
Sat 2/2811:16 pm
SFO
-
ORF
1 stop8h 21m
Frontier
Deal found 1/28$219
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 2/1511:32 am
ORF
-
SFO
1 stop13h 07m
Frontier
Sun 2/2210:46 pm
SFO
-
ORF
1 stop8h 56m
Frontier
Deal found 1/29$259
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/257:31 pm
ORF
-
SFO
2 stops29h 08m
Multiple Airlines
Wed 3/410:58 pm
SFO
-
ORF
1 stop8h 53m
Multiple Airlines
Deal found 1/28$275
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Fri 2/2711:32 am
ORF
-
SFO
1 stop13h 07m
Multiple Airlines
Tue 3/37:15 pm
SFO
-
ORF
2 stops23h 35m
Multiple Airlines
Deal found 1/27$276
This United Airlines deal was found by Cheapflights users on 1/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/258:05 pm
ORF
-
SFO
1 stop8h 23m
United Airlines
Wed 3/412:55 pm
SFO
-
ORF
1 stop7h 38m
United Airlines
Deal found 1/28$279
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/611:25 am
ORF
-
SFO
1 stop10h 49m
Frontier
Sun 3/810:40 pm
SFO
-
ORF
1 stop9h 15m
Frontier
Deal found 1/28$281
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Fri 3/1311:27 am
ORF
-
SFO
1 stop10h 47m
Multiple Airlines
Mon 3/1610:38 pm
SFO
-
ORF
2 stops18h 08m
Multiple Airlines
Deal found 1/27$286
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Fri 3/1311:27 am
ORF
-
SFO
1 stop10h 47m
Multiple Airlines
Sun 3/1510:40 pm
SFO
-
ORF
2 stops42h 06m
Multiple Airlines
Deal found 1/27$290

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$158
(Expedia)

One-way from

$90
(Priceline)

Popular in

April

Cheapest in

October

Average price

$414
Provider with most accurate pricing for Norfolk-San Francisco flight deals.
Search Deals
Provider most trusted by Cheapflights users for Norfolk-San Francisco flights.
Search Deals
From Chesapeake to San Francisco
Search Deals
One-way flight from Chesapeake to San Francisco
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($38 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 January 29, 2026.
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

Thu 2/19

11:46 am-9:39 pm

1 stop12h 53m

San Francisco

Thu 2/26

10:46 pm-10:37 am

1 stop8h 51m

$195

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

Sun 2/15

11:32 am-9:39 pm

1 stop13h 07m

San Francisco

Sun 2/22

10:46 pm-10:42 am

1 stop8h 56m

$259

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

Fri 3/6

11:25 am-7:14 pm

1 stop10h 49m

San Francisco

Sun 3/8

10:40 pm-10:55 am

1 stop9h 15m

$281

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

Fri 3/13

7:20 pm-12:05 am

1 stop7h 45m

San Francisco

Mon 3/16

9:20 pm-9:15 am

1 stop8h 55m

$339

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

Tue 6/30

8:00 pm-1:16 am

1 stop8h 16m

San Francisco

Mon 7/6

9:30 pm-9:35 am

1 stop9h 05m

$339

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

Tue 4/21

7:26 am-2:07 pm

1 stop9h 41m

San Francisco

Sat 5/2

10:50 am-10:20 pm

1 stop8h 30m

$339

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

Tue 4/7

9:45 am-3:35 pm

1 stop8h 50m

San Francisco

Wed 4/8

12:35 pm-11:40 pm

1 stop8h 05m

$339

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

Sun 2/15

6:45 am-12:28 am

2 stops20h 43m

San Francisco

Sun 2/22

10:46 pm-10:42 am

1 stop8h 56m

$342

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

Thu 3/12

12:15 pm-9:30 pm

2 stops12h 15m

San Francisco

Sun 3/15

9:20 pm-9:05 am

1 stop8h 45m

$364

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

Thu 2/19

11:46 am-9:39 pm

1 stop12h 53m

$90

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 19 results
1
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 January 23, 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 January is currently the most expensive (average of $246). 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 January 29, 2026.
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
4,267 reviews

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

Comfort

8.0

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
4,267 reviews
Southwest
8.0
Very good
4,267 reviews

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

Comfort

8.0

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
8,128 reviews
Southwest
8.0
Very good
4,267 reviews

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

Comfort

8.0

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
9,215 reviews
Southwest
8.0
Very good
4,267 reviews

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

Comfort

8.0

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
11,205 reviews
Southwest
8.0
Very good
4,267 reviews

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

Comfort

8.0

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
5.7
Fair
3,056 reviews
Southwest
8.0
Very good
4,267 reviews

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

Comfort

8.0

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 Frontier, Southwest, and United Airlines fly from Chesapeake to San Francisco in about 7h 45m. The time it takes to get you to your destination can typically vary by up to 5h 08m. 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 airlines to fly from Chesapeake to San Francisco one-way?

    The cheapest airlines for a one-way flight from Chesapeake to San Francisco are Frontier ($95), American Airlines ($124), and Delta ($138).

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

    On average you can expect to pay $264 for a flight from Chesapeake to San Francisco. The cheapest flight overall is $127 while the most popular route, (Norfolk - San Francisco) is currently priced at $212.

  • 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, 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 January is currently the most expensive (average of $246). 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
South San Francisco
Santa Cruz
Roseville
Santa Clara
Livermore
Watsonville
San Bruno
Daly City
Sunnyvale
Turlock
Vacaville
San Carlos
San Ramon
Manteca
Vallejo
San Lorenzo
Davis
Hollister
Redwood City
Union City

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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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$111Average$296FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$130Average$278FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$138Average$314FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$179Average$382FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$216Average$457FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$216Average$383FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$263Average$467FlexibilityNo cancel feeOn-time69%

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