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San José del Cabo

$248+ Cheap flights from Chesapeake, VA to San José del Cabo (SJD)

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 11/7. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SJD
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from Chesapeake to San José del Cabo

Keep the following information in mind while searching for Chesapeake to San José del Cabo flight deals. Data was last updated September 17, 2025.

Round-trip from

$570
(Aeromexico)

One-way from

$248
(Kiwi.com)

Popular in

November

Cheapest in

July

Average price

$616
From Chesapeake to San José del Cabo Los Cabos
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One-way flight from Chesapeake to San José del Cabo Los Cabos
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Highest demand for flights based on searches. 16% potential increase in price ($135 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($33 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 José del Cabo

Cheapest flights from Chesapeake to San José del Cabo
Explore the most affordable flight options available from Chesapeake to San José del Cabo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This Delta deal was found by Cheapflights users on 9/17. 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.
Sun 11/95:15 amORF - SJD
2 stops14h 52mDelta
Fri 11/141:17 pmSJD - ORF
1 stop8h 58mDelta
Deal found 9/17$585
This United Airlines deal was found by Cheapflights users on 9/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/318:05 pmORF - SJD
2 stops16h 00mUnited Airlines
Wed 11/52:11 pmSJD - ORF
2 stops17h 35mUnited Airlines
Deal found 9/15$625
This American Airlines deal was found by Cheapflights users on 9/15. 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 10/146:41 amORF - SJD
1 stop7h 43mAmerican Airlines
Sat 10/183:28 pmSJD - ORF
2 stops15h 00mAmerican Airlines
Deal found 9/15$635
This Delta deal was found by Cheapflights users on 9/17. 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 10/176:24 amORF - SJD
2 stops16h 04mDelta
Mon 10/206:00 amSJD - ORF
2 stops14h 18mDelta
Deal found 9/17$655
This Delta deal was found by Cheapflights users on 9/17. 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.
Sun 9/285:30 amORF - SJD
1 stop8h 55mDelta
Thu 10/212:30 pmSJD - ORF
1 stop8h 56mDelta
Deal found 9/17$660
This American Airlines deal was found by Cheapflights users on 9/17. 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.
Fri 10/177:19 pmORF - SJD
1 stop16h 56mAmerican Airlines
Mon 10/203:28 pmSJD - ORF
2 stops16h 14mAmerican Airlines
Deal found 9/17$670
This Mytrip deal was found by Cheapflights users on 9/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/285:38 pmORF - SJD
3 stops27h 22mMultiple Airlines
Thu 10/211:53 amSJD - ORF
3 stops25h 50mMultiple Airlines
Deal found 9/17$673
This Delta deal was found by Cheapflights users on 9/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/236:44 amORF - SJD
2 stops15h 39mDelta
Sat 9/276:01 amSJD - ORF
2 stops12h 20mDelta
Deal found 9/16$675
This United Airlines deal was found by Cheapflights users on 9/17. 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 12/56:05 amORF - SJD
1 stop8h 58mUnited Airlines
Mon 12/81:05 pmSJD - ORF
1 stop8h 22mUnited Airlines
Deal found 9/17$678
This Delta deal was found by Cheapflights users on 9/17. 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.
Sat 9/205:30 amORF - SJD
2 stops10h 43mDelta
Sat 9/276:01 amSJD - ORF
2 stops12h 20mDelta
Deal found 9/17$680
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Fri 10/313:44 pmORF - SJD
1 stop20h 31mAmerican Airlines
Wed 11/51:25 pmSJD - ORF
1 stop7h 17mAmerican Airlines
Deal found 9/15$688
This American Airlines deal was found by Cheapflights users on 9/17. 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.
Sat 9/207:01 amORF - SJD
1 stop7h 59mAmerican Airlines
Sat 9/271:00 pmSJD - ORF
2 stops18h 10mAmerican Airlines
Deal found 9/17$690

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chesapeake to San José del Cabo 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 17, 2025.
Use the filters below to find and compare flights from Chesapeake to San José del Cabo that are best for you.

Fly from

Chesapeake

Fly to

San José del Cabo

Route

Depart

Return

Price

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Tue 2/24

5:30 am-9:40 pm

2 stops18h 10m

San José del Cabo Los Cabos

Fri 2/27

10:54 am-11:59 pm

2 stops11h 05m

$570

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Sun 11/9

5:30 am-1:45 pm

2 stops10h 15m

San José del Cabo Los Cabos

Fri 11/14

2:05 pm-9:15 am

2 stops17h 10m

$585

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Sun 11/9

6:21 am-4:26 pm

1 stop12h 05m

San José del Cabo Los Cabos

Fri 11/14

1:25 pm-10:42 pm

1 stop7h 17m

$585

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Sun 11/9

5:15 am-6:07 pm

2 stops14h 52m

San José del Cabo Los Cabos

Fri 11/14

1:17 pm-12:15 am

1 stop8h 58m

$585

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Wed 1/28

6:05 am-2:32 pm

2 stops10h 27m

San José del Cabo Los Cabos

Sun 2/1

1:05 pm-11:27 pm

1 stop8h 22m

$615

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Wed 1/28

5:30 am-9:40 pm

2 stops18h 10m

San José del Cabo Los Cabos

Sun 2/1

7:10 pm-4:59 pm

2 stops19h 49m

$615

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Sat 2/28

7:05 pm-10:08 am

1 stop17h 03m

San José del Cabo Los Cabos

Sat 3/7

3:40 pm-7:32 am

2 stops13h 52m

$620

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Fri 11/7

8:01 am-2:56 pm

3 stops56h 55m

$248

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Sat 11/8

8:01 am-9:20 pm

3 stops39h 19m

$249

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Sat 11/8

8:05 pm-2:32 pm

2 stops20h 27m

$269

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 11 results
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Best time to book a flight from Chesapeake to San José del Cabo

Have a flexible travel schedule? Discover the best time to fly to San José del Cabo 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 José del Cabo

What is the cheapest month to book a flight from Chesapeake to San José del Cabo?

Currently, January is the cheapest month in which you can book a flight from Chesapeake to San José del Cabo (average of $437). Flying from Chesapeake to San José del Cabo in March is currently the most expensive (average of $549). 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 SJD?

Find hourly flight availability from Chesapeake to San José del Cabo. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 17, 2025.

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

How much does it cost to fly round-trip from Chesapeake to San José del Cabo?

Reviews of airlines servicing San José del Cabo

Get insights into the airlines that provide service to San José del Cabo. 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 José del Cabo. Reviews last updated September 17, 2025.
See what other customers who have flown with Delta, United Airlines, and American Airlines from Chesapeake to San José del Cabo have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,961 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,926 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Chesapeake to San José del Cabo. 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 José del Cabo from Chesapeake?

    Most people fly into San José del Cabo Los Cabos (SJD) if they book a flight to San José del Cabo from Chesapeake. On average, Los Cabos has 0 inbound flights from Chesapeake per day from 5 airlines. San José del Cabo Los Cabos is conveniently located just 6.6 mi from San José del Cabo’s city center.

  • How long is the flight from Chesapeake to San José del Cabo?

    Airlines like Aeromexico fly from Chesapeake to San José del Cabo in about 18h 10m. The time it takes to get you to your destination can typically vary by up to . There are 2202 mi between Chesapeake and San José del Cabo.

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

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

  • How can I find direct flights from Chesapeake to San José del Cabo?

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

  • Can I find deals for business class flights from Chesapeake to San José del Cabo?

    Yes. Cheapflights offers flight deals from Chesapeake to San José del Cabo 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 José del Cabo?

    Currently, January is the cheapest month in which you can book a flight from Chesapeake to San José del Cabo (average of $437). Flying from Chesapeake to San José del Cabo in March is currently the most expensive (average of $549). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 5 airlines flying from Chesapeake to San José del Cabo

Discover the top 5 airlines that operate flights from Chesapeake to San José del Cabo. 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 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$409Average$662FlexibilityNo cancel feeOn-time71%
AeromexicoCheapest$423Average$754FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$527Average$666FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$577Average$810FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$729Average$798FlexibilityNo cancel feeOn-time63%

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