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$109+ 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 8/30. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SFO
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
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Cheapflights Tip: The best prices from Chesapeake to San Francisco are usually found in October or May, 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 July 29, 2025.

Round-trip from

$251
(Southwest)

One-way from

$109
(American Airlines)

Popular in

December

Cheapest in

October

Average price

$449
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. 15% potential increase in price ($89 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 29, 2025.

This American Airlines deal was found by Cheapflights users on 7/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/163:50 pmORF - SFO
1 stop8h 00mAmerican Airlines
Wed 1/71:54 pmSFO - ORF
1 stop6h 44mAmerican Airlines
Deal found 7/28$251
This Southwest deal was found by Cheapflights users on 7/28. 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 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
Sat 11/1510:10 amSFO - ORF
1 stop9h 10mSouthwest
Deal found 7/28$264
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/156:05 pmORF - SFO
1 stop9h 11mDelta
Sat 1/106:00 amSFO - ORF
1 stop9h 50mDelta
Deal found 7/28$277
This Frontier deal was found by Cheapflights users on 7/27. 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.
Sun 9/1412:14 pmORF - SFO
1 stop12h 07mFrontier
Sat 9/2011:00 pmSFO - ORF
1 stop9h 19mFrontier
Deal found 7/27$278
This Expedia deal was found by Cheapflights users on 7/26. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/710:25 amORF - SFO
1 stop11h 12mJetBlue
Fri 10/1710:00 pmSFO - ORF
1 stop8h 40mJetBlue
Deal found 7/26$293
This United Airlines deal was found by Cheapflights users on 7/28. 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.
Sat 12/138:10 pmORF - SFO
1 stop8h 05mUnited Airlines
Tue 1/610:40 pmSFO - ORF
1 stop7h 55mUnited Airlines
Deal found 7/28$351

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 July 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

Wed 8/27

3:00 pm-10:25 pm

1 stop10h 25m

San Francisco

Wed 9/3

9:05 pm-9:10 am

1 stop9h 05m

$251

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

Wed 8/27

5:13 pm-9:41 pm

1 stop7h 28m

San Francisco

Wed 9/3

6:00 am-6:20 pm

2 stops9h 20m

$256

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

Sat 9/13

5:30 am-10:30 am

1 stop8h 00m

San Francisco

Sat 9/20

10:50 pm-9:07 am

1 stop7h 17m

$277

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

Sun 9/14

12:14 pm-9:21 pm

1 stop12h 07m

San Francisco

Sat 9/20

11:00 pm-11:19 am

1 stop9h 19m

$278

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

Tue 10/7

10:25 am-6:37 pm

1 stop11h 12m

San Francisco

Fri 10/17

10:00 pm-9:40 am

1 stop8h 40m

$293

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

Thu 10/23

7:59 pm-12:55 am

1 stop7h 56m

San Francisco

Mon 10/27

5:10 am-11:27 pm

2 stops15h 17m

$382

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

Thu 9/25

5:30 am-4:34 pm

2 stops14h 04m

San Francisco

Mon 9/29

8:45 am-11:00 pm

2 stops11h 15m

$475

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

Thu 8/7

12:53 pm-10:35 pm

1 stop12h 42m

San Francisco

Mon 8/11

12:29 pm-11:19 am

2 stops19h 50m

$490

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

Sat 8/30

3:44 pm-10:52 pm

1 stop10h 08m

$109

NorfolkSan Francisco

ORF - SFO

ORFSFO

Norfolk

Tue 8/19

10:40 am-6:20 pm

1 stop10h 40m

$126

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Showing 1-10 of 15 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 July 25, 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 $358). 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 July 29, 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 July 29, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest, and Delta 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.
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,238 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,977 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Breeze Airways
8.0
Very good
190 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,899 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 4 times in the past calendar month.

  • 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 American Airlines ($109), Southwest ($126), and Frontier ($155).

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

    On average you can expect to pay $287 for a flight from Chesapeake to San Francisco. The cheapest flight overall is $159 while the most popular route, (Norfolk - San Francisco) is currently priced at $246.

  • 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 $358). 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
Mountain View
Santa Cruz
South San Francisco
Livermore
Turlock
Manteca
Antioch
Hollister
Watsonville
Sunnyvale
Newark
Milpitas
Campbell
Foster City
Capitola
Santa Clara
San Leandro
Burlingame
Redwood City

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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 July 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$130Average$330FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$134Average$295FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$216Average$450FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$216Average$409FlexibilityNo cancel feeOn-time71%
DeltaCheapest$228Average$398FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$233Average$302FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$234Average$504FlexibilityNo cancel feeOn-time69%

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