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Cabo San Lucas

$496+ Cheap flights from Chesapeake, VA to Cabo San Lucas, Mexico

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 20 — Jan 271
Tue 1/20
Tue 1/27
1 adult, Economy
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Cheap flight deals from Chesapeake to Cabo San Lucas

Cheapest flights from Chesapeake to Cabo San Lucas
Explore the most affordable flight options available from Chesapeake to Cabo San Lucas. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 21, 2025.

This deal was found by Cheapflights users on 12/19. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:23 amORF - SJD
1 stop9h 47mDelta
Wed 12/313:15 pmSJD - ORF
1 stop7h 03mDelta
Deal found 12/19$496
This deal was found by Cheapflights users on 12/19. 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 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
Wed 12/311:52 pmSJD - ORF
1 stop8h 26mDelta
Deal found 12/19$541
This deal was found by Cheapflights users on 12/19. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/298:00 amORF - SJD
1 stop8h 10mDelta
Wed 12/311:52 pmSJD - ORF
1 stop7h 04mDelta
Deal found 12/19$651
This deal was found by Cheapflights users on 12/19. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:23 amORF - SJD
1 stop9h 47mDelta
Thu 1/11:52 pmSJD - ORF
1 stop7h 04mDelta
Deal found 12/19$671
This deal was found by Cheapflights users on 12/19. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:03 amORF - SJD
1 stop7h 59mAmerican Airlines
Wed 12/311:16 pmSJD - ORF
1 stop7h 30mAmerican Airlines
Deal found 12/19$703
This deal was found by Cheapflights users on 12/19. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/255:23 amORF - SJD
1 stop10h 47mDelta
Thu 1/11:52 pmSJD - ORF
1 stop7h 04mDelta
Deal found 12/19$716
This deal was found by Cheapflights users on 12/19. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/298:00 amORF - SJD
1 stop8h 10mDelta
Thu 1/11:52 pmSJD - ORF
1 stop7h 04mDelta
Deal found 12/19$811
This Delta deal was found by Cheapflights users on 12/19. 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 12/266:23 amORF - SJD
2 stops14h 53mDelta
Thu 1/11:52 pmSJD - ORF
1 stop7h 04mDelta
Deal found 12/19$830
This deal was found by Cheapflights users on 12/19. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/287:03 amORF - SJD
1 stop7h 59mAmerican Airlines
Wed 12/311:16 pmSJD - ORF
1 stop7h 30mAmerican Airlines
Deal found 12/19$861
This United Airlines deal was found by Cheapflights users on 12/20. 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.
Tue 12/306:20 amORF - SJD
2 stops10h 12mUnited Airlines
Sun 1/412:50 pmSJD - ORF
1 stop19h 48mUnited Airlines
Deal found 12/20$956
This deal was found by Cheapflights users on 12/19. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/276:00 amORF - SJD
1 stop10h 32mUnited Airlines
Wed 12/3112:05 pmSJD - ORF
1 stop8h 54mUnited Airlines
Deal found 12/19$971

Find flight deals from Chesapeake to Cabo San Lucas

Keep the following information in mind while searching for Chesapeake to Cabo San Lucas flight deals. Data was last updated December 21, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$502
(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.
Search Deals
Provider most trusted by Cheapflights users for Norfolk-San José del Cabo Los Cabos flights.
Search Deals
From Chesapeake to Cabo San Lucas
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($16 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chesapeake to Cabo San Lucas 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 21, 2025.
Use the filters below to find and compare flights from Chesapeake to Cabo San Lucas that are best for you.

Fly from

Chesapeake

Fly to

Cabo San Lucas

Route

Depart

Return

Price

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Sun 2/8

5:35 am-5:37 pm

2 stops14h 02m

San José del Cabo Los Cabos

Fri 2/13

1:45 pm-10:23 pm

1 stop6h 38m

$502

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Sun 2/8

5:35 am-5:37 pm

2 stops14h 02m

San José del Cabo Los Cabos

Fri 2/13

10:27 am-12:14 am

2 stops11h 47m

$508

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Sat 2/21

4:55 pm-11:43 am

2 stops20h 48m

San José del Cabo Los Cabos

Thu 2/26

1:05 pm-11:34 pm

1 stop8h 29m

$508

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Tue 4/7

7:16 pm-9:13 am

1 stop16h 57m

San José del Cabo Los Cabos

Fri 4/10

4:30 pm-11:06 am

2 stops15h 36m

$549

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Sat 2/21

5:25 am-11:00 am

1 stop7h 35m

San José del Cabo Los Cabos

Thu 2/26

3:14 pm-12:14 am

1 stop7h 00m

$553

NorfolkSan José del Cabo

ORF - SJD

ORFSJD

Norfolk

Sat 2/28

7:55 pm-1:15 pm

1 stop19h 20m

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 12/19

Best time to book a flight from Chesapeake to Cabo San Lucas

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

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

Currently, July is the cheapest month in which you can book a flight from Chesapeake to Cabo San Lucas (average of $409). Flying from Chesapeake to Cabo San Lucas 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 C4B?

Find hourly flight availability from Chesapeake to Cabo San Lucas. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 21, 2025.

When flying from Chesapeake to Cabo San Lucas, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 34% versus a flight at noon.

Reviews of airlines servicing Cabo San Lucas

Get insights into the airlines that provide service to Cabo San Lucas. 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 Cabo San Lucas. Reviews last updated December 21, 2025.
Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Chesapeake to Cabo San Lucas by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,021 reviews

Overall

7.9

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Boarding

8.1

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
8,021 reviews
Delta
7.9
Good
8,021 reviews

Overall

7.9

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Boarding

8.1

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
9,099 reviews
Delta
7.9
Good
8,021 reviews

Overall

7.9

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Boarding

8.1

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
11,050 reviews
Delta
7.9
Good
8,021 reviews

Overall

7.9

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Boarding

8.1

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 Cabo San Lucas. 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 Cabo San Lucas?

    Departing from Chesapeake to Cabo San Lucas will take you 14h 02m. Airlines will cover a distance of 2202 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

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

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

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

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

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

    Currently, July is the cheapest month in which you can book a flight from Chesapeake to Cabo San Lucas (average of $409). Flying from Chesapeake to Cabo San Lucas 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

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 Cabo San Lucas

Discover the top 5 airlines that operate flights from Chesapeake to Cabo San Lucas. 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 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$409Average$652FlexibilityNo cancel feeOn-time71%
AeromexicoCheapest$423Average$705FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$487Average$698FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$577Average$731FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$742Average$824FlexibilityNo cancel feeOn-time63%

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