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San José del Cabo

$501+ Cheap flights from Chesapeake, VA to San José del Cabo (SJD)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/17. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SJD
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap 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 January 29, 2026.

This Aeromexico 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/1710:36 am
ORF
-
SJD
2 stops24h 55m
Aeromexico
Fri 2/203:14 pm
SJD
-
ORF
1 stop7h 00m
Aeromexico
Deal found 1/27$501
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/287:57 pm
ORF
-
SJD
1 stop19h 13m
American Airlines
Fri 3/62:10 pm
SJD
-
ORF
1 stop7h 49m
American Airlines
Deal found 1/27$520
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/117:15 pm
ORF
-
SJD
1 stop18h 16m
American Airlines
Thu 4/1610:36 am
SJD
-
ORF
1 stop9h 20m
American Airlines
Deal found 1/28$521
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/27:15 pm
ORF
-
SJD
1 stop17h 19m
American Airlines
Sat 5/912:53 pm
SJD
-
ORF
1 stop16h 42m
American Airlines
Deal found 1/28$551
This Aeromexico 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/206:35 am
ORF
-
SJD
1 stop9h 34m
Aeromexico
Tue 2/243:14 pm
SJD
-
ORF
1 stop7h 00m
Aeromexico
Deal found 1/28$553
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/205:25 am
ORF
-
SJD
2 stops14h 12m
Delta
Tue 2/243:14 pm
SJD
-
ORF
1 stop7h 00m
Delta
Deal found 1/27$559

Find 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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$501
(Aeromexico)

Popular in

December

Cheapest in

November

Average price

$630
Provider with most accurate pricing for Norfolk-San José del Cabo Los Cabos flight deals.
Search Deals
Provider most trusted by Cheapflights users for Norfolk-San José del Cabo Los Cabos flights.
Search Deals
From Chesapeake to San José del Cabo Los Cabos
Search Deals
Highest demand for flights based on searches. 0% potential increase in price ($0 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 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 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 January 29, 2026.
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 2/17

10:36 am-9:31 am

2 stops24h 55m

San José del Cabo Los Cabos

Fri 2/20

3:14 pm-12:14 am

1 stop7h 00m

$501

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Sat 4/11

7:15 pm-10:31 am

1 stop18h 16m

San José del Cabo Los Cabos

Thu 4/16

10:36 am-10:56 pm

1 stop9h 20m

$521

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Sat 2/28

7:57 pm-1:10 pm

1 stop19h 13m

San José del Cabo Los Cabos

Fri 3/6

4:28 pm-9:37 am

2 stops15h 09m

$525

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Sat 5/2

7:15 pm-9:34 am

1 stop17h 19m

San José del Cabo Los Cabos

Sat 5/9

12:53 pm-8:35 am

1 stop16h 42m

$551

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Fri 2/20

6:35 am-2:09 pm

1 stop9h 34m

San José del Cabo Los Cabos

Tue 2/24

3:14 pm-12:14 am

1 stop7h 00m

$553

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

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, July is the cheapest month in which you can book a flight from Chesapeake to San José del Cabo (average of $409). Flying from Chesapeake to San José del Cabo in January is currently the most expensive (average of $598). 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.

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 January 29, 2026.
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
7.9
Good
8,128 reviews

Overall

7.9

Food

7.2

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,128 reviews
Delta
7.9
Good
8,128 reviews

Overall

7.9

Food

7.2

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,215 reviews
Delta
7.9
Good
8,128 reviews

Overall

7.9

Food

7.2

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,205 reviews
Delta
7.9
Good
8,128 reviews

Overall

7.9

Food

7.2

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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 4 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 and American Airlines fly from Chesapeake to San José del Cabo in about 18h 16m. The time it takes to get you to your destination can typically vary by up to 6h 39m. There are 2202 mi between Chesapeake and San José del Cabo. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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, July is the cheapest month in which you can book a flight from Chesapeake to San José del Cabo (average of $409). Flying from Chesapeake to San José del Cabo in January is currently the most expensive (average of $598). 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

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Top 4 airlines flying from Chesapeake to San José del Cabo

Discover the top 4 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
AeromexicoCheapest$317Average$605FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$409Average$648FlexibilityNo cancel feeOn-time71%
DeltaCheapest$487Average$639FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$561Average$719FlexibilityNo cancel feeOn-time69%

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