Los Cabos

$231+ Cheap flights from Chesapeake, VA to Los Cabos

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
Aug 11 — Aug 181
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Cheap 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 August 6, 2025.

Round-trip from

$549
(Kiwi.com)

One-way from

$231
(Mytrip)

Popular in

April

Cheapest in

November

Average price

$598
From Chesapeake to Los Cabos
One-way flight from Chesapeake to Los Cabos
Highest demand for flights based on searches. 8% potential increase in price ($59 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($11 potential savings vs. average RT price).
Average for round-trip flights in August 2025

Find 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 August 6, 2025.

This Kiwi.com deal was found by Cheapflights users on 8/4. 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.
Thu 9/185:38 pmORF - SJD
3 stops22h 32mMultiple Airlines
Thu 9/2511:46 amSJD - ORF
1 stop30h 39mMultiple Airlines
Deal found 8/4$549
This Mytrip deal was found by Cheapflights users on 8/5. 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.
Thu 9/45:38 pmORF - SJD
3 stops29h 16mMultiple Airlines
Thu 9/1111:53 amSJD - ORF
3 stops25h 50mMultiple Airlines
Deal found 8/5$570
This SmartFares deal was found by Cheapflights users on 8/4. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1810:13 amORF - SJD
2 stops14h 47mAeromexico
Thu 9/2512:30 pmSJD - ORF
1 stop8h 55mAeromexico
Deal found 8/4$584
This Mytrip deal was found by Cheapflights users on 8/4. 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.
Thu 10/25:38 pmORF - SJD
3 stops29h 16mMultiple Airlines
Tue 10/711:07 amSJD - ORF
3 stops32h 41mMultiple Airlines
Deal found 8/4$592
This Delta deal was found by Cheapflights users on 8/5. 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 9/48:05 amORF - SJD
2 stops14h 18mDelta
Thu 9/1112:30 pmSJD - ORF
1 stop7h 19mDelta
Deal found 8/5$605
This United Airlines deal was found by Cheapflights users on 8/4. 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.
Thu 10/27:59 pmORF - SJD
2 stops17h 31mUnited Airlines
Tue 10/72:50 pmSJD - ORF
2 stops16h 59mUnited Airlines
Deal found 8/4$610
This American Airlines deal was found by Cheapflights users on 8/5. 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.
Thu 10/27:27 pmORF - SJD
1 stop16h 43mAmerican Airlines
Mon 10/611:40 amSJD - ORF
1 stop7h 42mAmerican Airlines
Deal found 8/5$645
This American Airlines deal was found by Cheapflights users on 8/6. 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 8/169:49 amORF - SJD
2 stops8h 35mAmerican Airlines
Sat 8/231:16 pmSJD - ORF
2 stops17h 03mAmerican Airlines
Deal found 8/6$655
This American Airlines deal was found by Cheapflights users on 8/5. 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 8/157:00 amORF - SJD
1 stop11h 24mAmerican Airlines
Mon 8/184:24 pmSJD - ORF
1 stop19h 29mAmerican Airlines
Deal found 8/5$665

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 August 6, 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

Thu 9/18

5:38 pm-1:10 pm

3 stops22h 32m

San José del Cabo Los Cabos

Thu 9/25

11:46 am-9:25 pm

1 stop30h 39m

$549

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Thu 9/4

5:38 pm-7:54 pm

3 stops29h 16m

San José del Cabo Los Cabos

Thu 9/11

11:53 am-4:43 pm

3 stops25h 50m

$570

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Thu 9/18

10:13 am-10:00 pm

2 stops14h 47m

San José del Cabo Los Cabos

Thu 9/25

12:30 pm-12:25 am

1 stop8h 55m

$584

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Thu 10/2

5:38 pm-7:54 pm

3 stops29h 16m

San José del Cabo Los Cabos

Tue 10/7

11:07 am-10:48 pm

3 stops32h 41m

$592

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Thu 9/4

8:05 am-7:23 pm

2 stops14h 18m

San José del Cabo Los Cabos

Thu 9/11

12:30 pm-10:49 pm

1 stop7h 19m

$605

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Thu 10/2

7:59 pm-10:30 am

2 stops17h 31m

San José del Cabo Los Cabos

Tue 10/7

2:50 pm-10:49 am

2 stops16h 59m

$610

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Thu 10/2

7:27 pm-9:10 am

1 stop16h 43m

San José del Cabo Los Cabos

Mon 10/6

11:40 am-10:22 pm

1 stop7h 42m

$645

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Sat 8/16

9:49 am-3:24 pm

2 stops8h 35m

San José del Cabo Los Cabos

Sat 8/23

1:16 pm-9:19 am

2 stops17h 03m

$655

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Fri 11/7

8:01 am-2:56 pm

3 stops32h 55m

$231

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Sat 11/8

8:01 am-11:08 am

2 stops29h 07m

$240

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/4

Showing 1-10 of 12 results
1
2

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, January is the cheapest month in which you can book a flight from Chesapeake to Los Cabos (average of $437). Flying from Chesapeake to Los Cabos 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 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 August 6, 2025.

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

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 August 6, 2025.
Get a feel of what it's like to fly with Delta, Aeromexico, and United 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.
8.0
Very good

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

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!
8.0
Very good
8.0
Very good

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

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!
8.0
Very good

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

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!
8.0
Very good

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

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!
8.0
Very good

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

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 Los Cabos. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • 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, January is the cheapest month in which you can book a flight from Chesapeake to Los Cabos (average of $437). Flying from Chesapeake to Los Cabos 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

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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 August 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$409Average$660FlexibilityNo cancel feeOn-time71%
AeromexicoCheapest$423Average$754FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$487Average$644FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$577Average$698FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$729Average$798FlexibilityNo cancel feeOn-time63%

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