Los Cabos

$496+ Cheap flights from Chesapeake, VA to Los Cabos

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 12/24. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SJD
Jan 17 — Jan 241
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Cheap flight deals from Chesapeake to Los Cabos

Cheapest flights from Chesapeake to Los Cabos
Explore the most affordable flight options available from Chesapeake to Los Cabos. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Aeromexico deal was found by Cheapflights users on 12/17. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:23 amORF - SJD
1 stop9h 47mAeromexico
Wed 12/311:52 pmSJD - ORF
1 stop8h 26mAeromexico
Deal found 12/17$496
This Delta deal was found by Cheapflights users on 12/17. 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.
Wed 12/246:23 amORF - SJD
1 stop8h 24mDelta
Wed 12/311:39 pmSJD - ORF
2 stops19h 38mDelta
Deal found 12/17$501
This Aeromexico deal was found by Cheapflights users on 12/17. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/255:23 amORF - SJD
1 stop10h 47mAeromexico
Wed 12/313:15 pmSJD - ORF
1 stop7h 03mAeromexico
Deal found 12/17$541
This United Airlines deal was found by Cheapflights users on 12/15. 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 12/196:30 amORF - SJD
1 stop8h 39mUnited Airlines
Fri 12/262:11 pmSJD - ORF
2 stops17h 28mUnited Airlines
Deal found 12/15$546
This Delta deal was found by Cheapflights users on 12/16. 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.
Sun 12/218:00 amORF - SJD
1 stop8h 10mDelta
Tue 1/61:10 pmSJD - ORF
2 stops18h 39mDelta
Deal found 12/16$551
This Delta deal was found by Cheapflights users on 12/17. 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.
Wed 12/248:00 amORF - SJD
1 stop8h 10mDelta
Thu 1/11:52 pmSJD - ORF
1 stop17h 17mDelta
Deal found 12/17$576
This Delta deal was found by Cheapflights users on 12/17. 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.
Tue 12/305:38 pmORF - SJD
2 stops20h 22mDelta
Thu 1/112:38 pmSJD - ORF
2 stops18h 31mDelta
Deal found 12/17$581
This Delta deal was found by Cheapflights users on 12/18. 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 12/235:23 amORF - SJD
1 stop9h 24mDelta
Sat 12/273:15 pmSJD - ORF
1 stop7h 00mDelta
Deal found 12/18$586
This Delta deal was found by Cheapflights users on 12/16. 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.
Sun 12/218:00 amORF - SJD
1 stop8h 10mDelta
Mon 1/512:37 pmSJD - ORF
2 stops20h 22mDelta
Deal found 12/16$596
This United Airlines deal was found by Cheapflights users on 12/17. 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.
Mon 12/291:05 pmORF - SJD
1 stop24h 03mUnited Airlines
Wed 12/3111:10 amSJD - ORF
1 stop9h 16mUnited Airlines
Deal found 12/17$616
This Delta deal was found by Cheapflights users on 12/17. 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.
Thu 12/256:23 amORF - SJD
1 stop8h 24mDelta
Thu 1/11:52 pmSJD - ORF
1 stop17h 17mDelta
Deal found 12/17$621

Find flight deals from Chesapeake to Los Cabos

Keep the following information in mind while searching for Chesapeake to Los Cabos flight deals. Data was last updated December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$508
(Aeromexico)

Popular in

February

Cheapest in

November

Average price

$689
Provider with most accurate pricing for Norfolk-San José del Cabo Los Cabos flight deals.
Provider most trusted by Cheapflights users for Norfolk-San José del Cabo Los Cabos flights.
From Chesapeake to Los Cabos
Highest demand for flights based on searches. 2% potential increase in price ($16 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
Average for round-trip flights in December 2025

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chesapeake to Los Cabos 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 December 18, 2025.
Use the filters below to find and compare flights from Chesapeake to Los Cabos that are best for you.

Fly from

Chesapeake

Fly to

Los Cabos

Route

Depart

Return

Price

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Sun 2/15

5:25 am-5:37 pm

2 stops14h 12m

San José del Cabo Los Cabos

Wed 2/18

6:25 pm-5:07 pm

2 stops20h 42m

$508

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Tue 4/7

5:54 am-3:30 pm

2 stops12h 36m

San José del Cabo Los Cabos

Fri 4/10

4:30 pm-11:06 am

2 stops15h 36m

$513

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Tue 12/30

5:38 pm-12:00 pm

2 stops20h 22m

San José del Cabo Los Cabos

Thu 1/1

12:38 pm-9:09 am

2 stops18h 31m

$581

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Sat 2/28

6:36 pm-1:15 pm

1 stop20h 39m

San José del Cabo Los Cabos

Sat 3/7

2:15 pm-7:23 am

1 stop15h 08m

$600

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Best time to book a flight from Chesapeake to Los Cabos

Have a flexible travel schedule? Discover the best time to fly to Los Cabos 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 Los Cabos

What is the cheapest month to book a flight from Chesapeake to Los Cabos?

Currently, July is the cheapest month in which you can book a flight from Chesapeake to Los Cabos (average of $409). Flying from Chesapeake to Los Cabos in May is currently the most expensive (average of $589). 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 KPG?

Find hourly flight availability from Chesapeake to Los Cabos. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 34% on flights from Chesapeake to Los Cabos by exploring options for tickets in the evening.

Reviews of airlines servicing Los Cabos

Get insights into the airlines that provide service to Los Cabos. 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 Los Cabos. Reviews last updated December 18, 2025.
Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Chesapeake to Los Cabos by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Food

7.3

Boarding

8.1

Entertainment

7.9

Crew

8.5

Overall

7.9

Comfort

7.9

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.

Food

7.3

Boarding

8.1

Entertainment

7.9

Crew

8.5

Overall

7.9

Comfort

7.9

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.

Food

7.3

Boarding

8.1

Entertainment

7.9

Crew

8.5

Overall

7.9

Comfort

7.9

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.

Food

7.3

Boarding

8.1

Entertainment

7.9

Crew

8.5

Overall

7.9

Comfort

7.9

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 Los Cabos. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from Chesapeake to Los Cabos?

    Aeromexico can get you from Chesapeake to Los Cabos in just under 14h 12m. Your travel time can differ by up to . Chesapeake and Los Cabos are separated by a distance of 2202 mi.

  • Can I find deals for flights from Chesapeake to Los Cabos that include hotel bookings?

    Yes. In addition to deals on Chesapeake to Los Cabos flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chesapeake to Los Cabos?

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

  • Can I find deals for business class flights from Chesapeake to Los Cabos?

    Yes. Cheapflights offers flight deals from Chesapeake to Los Cabos 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 Los Cabos?

    Currently, July is the cheapest month in which you can book a flight from Chesapeake to Los Cabos (average of $409). Flying from Chesapeake to Los Cabos in May is currently the most expensive (average of $589). 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 5 airlines flying from Chesapeake to Los Cabos

Discover the top 5 airlines that operate flights from Chesapeake to Los Cabos. 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$409Average$653FlexibilityNo cancel feeOn-time71%
AeromexicoCheapest$423Average$705FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$487Average$671FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$577Average$721FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$729Average$798FlexibilityNo cancel feeOn-time63%

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