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Los Cabos

$542+ 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 7/7. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SJD
Jun 10 — Jun 171
Tue 6/10
Tue 6/17
1 adult, Economy
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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 June 5, 2025.

Round-trip from

$542
(American Airlines)

Popular in

April

Cheapest in

September

Average price

$618
From Chesapeake to Los Cabos
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($71 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2025
Search Deals

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 June 5, 2025.

This American Airlines deal was found by Cheapflights users on 6/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/77:34 pmORF - SJD
1 stop15h 19mAmerican Airlines
Wed 7/910:25 amSJD - ORF
1 stop9h 15mAmerican Airlines
Deal found 6/4$542
This Southwest deal was found by Cheapflights users on 6/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/275:35 amORF - SJD
2 stops10h 45mSouthwest
Tue 11/42:40 pmSJD - ORF
2 stops16h 45mSouthwest
Deal found 6/4$563
This Delta deal was found by Cheapflights users on 6/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/145:23 amORF - SJD
1 stop10h 14mDelta
Thu 6/1912:35 pmSJD - ORF
1 stop8h 49mDelta
Deal found 6/4$605
This United Airlines deal was found by Cheapflights users on 6/4. 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.
Sat 6/1410:30 amORF - SJD
2 stops29h 20mUnited Airlines
Thu 6/191:46 pmSJD - ORF
2 stops21h 43mUnited Airlines
Deal found 6/4$637
This Mytrip deal was found by Cheapflights users on 6/4. 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.
Sat 6/1411:44 amORF - SJD
2 stops25h 25mMultiple Airlines
Thu 6/198:41 amSJD - ORF
3 stops45h 45mMultiple Airlines
Deal found 6/4$692

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 June 5, 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

Mon 7/7

7:34 pm-7:53 am

1 stop15h 19m

San José del Cabo Los Cabos

Wed 7/9

10:25 am-10:40 pm

1 stop9h 15m

$542

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Mon 10/27

5:35 am-1:20 pm

2 stops10h 45m

San José del Cabo Los Cabos

Tue 11/4

2:40 pm-9:25 am

2 stops16h 45m

$563

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Thu 9/11

7:59 pm-10:30 am

2 stops17h 31m

San José del Cabo Los Cabos

Thu 9/18

1:46 pm-11:50 pm

3 stops31h 04m

$697

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Wed 7/9

5:50 am-7:54 pm

2 stops41h 04m

San José del Cabo Los Cabos

Mon 7/14

11:07 am-10:35 pm

3 stops32h 28m

$699

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Mon 7/14

5:20 am-4:25 pm

2 stops14h 05m

San José del Cabo Los Cabos

Fri 7/18

12:27 pm-12:39 am

1 stop9h 12m

$1,834

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/4

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 June 5, 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.

Rainfall in Los Cabos by month

Plan your trip to Los Cabos by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Los Cabos ranges from 0.0 - 4.5 inches per month. September is typically the wettest month, when rainfall can reach 4.5 in. March is typically the driest time to visit Los Cabos when rainfall is around 0.0 in.

Temperature in Los Cabos by month

Plan your trip to Los Cabos by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Los Cabos, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 66.2 F).

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 June 5, 2025.
Read reviews from past customers who have flown Southwest, Delta and United Airlines from Chesapeake to Los Cabos. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,288 reviews

Boarding

8.2

Food

7.1

Overall

8.0

Entertainment

7.6

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,288 reviews
Southwest
8.0
Very good
4,288 reviews

Boarding

8.2

Food

7.1

Overall

8.0

Entertainment

7.6

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,958 reviews
Southwest
8.0
Very good
4,288 reviews

Boarding

8.2

Food

7.1

Overall

8.0

Entertainment

7.6

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,774 reviews
Southwest
8.0
Very good
4,288 reviews

Boarding

8.2

Food

7.1

Overall

8.0

Entertainment

7.6

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,288 reviews

Boarding

8.2

Food

7.1

Overall

8.0

Entertainment

7.6

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 June 5, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$472Average$761FlexibilityNo cancel feeOn-time69%
AeromexicoCheapest$476Average$712FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$487Average$652FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$502Average$704FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$729Average$798FlexibilityNo cancel feeOn-time63%

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