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$186+ Cheap flights from Chesapeake, VA to Cancún (CUN)

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 6/30. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — CUN
May 4 — May 111
Sun 5/4
Sun 5/11
1 adult, Economy
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Cheapflights Tip: The best prices from Chesapeake to Cancun are usually found in September or October, booked 44 days in advance, depart on a Monday or Wednesday and return on a Monday

Cheap flight deals from Chesapeake to Cancún

Keep the following information in mind while searching for Chesapeake to Cancún flight deals. Data was last updated April 29, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$340
(Kiwi.com)

One-way from

$186
(American Airlines)

Popular in

November

Cheapest in

September

Average price

$649
Provider with most accurate pricing for Norfolk-Cancun flight deals.
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Provider most trusted by Cheapflights users for Norfolk-Cancun flights.
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From Chesapeake to Cancun
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One-way flight from Chesapeake to Cancun
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($25 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Chesapeake to Cancún

Cheapest flights from Chesapeake to Cancún
Explore the most affordable flight options available from Chesapeake to Cancún. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 29, 2025.

This Kiwi.com deal was found by Cheapflights users on 4/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/110:43 amORF - CUN
1 stop22h 33mMultiple Airlines
Fri 6/612:18 pmCUN - ORF
1 stop27h 17mMultiple Airlines
Deal found 4/28$340
This CheapOair deal was found by Cheapflights users on 4/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1112:13 pmORF - CUN
1 stop21h 03mSpirit Airlines
Fri 5/169:12 amCUN - ORF
1 stop24h 17mSpirit Airlines
Deal found 4/29$343
This Delta deal was found by Cheapflights users on 4/29. 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 6/261:48 pmORF - CUN
1 stop7h 32mDelta
Tue 7/112:33 pmCUN - ORF
2 stops10h 51mDelta
Deal found 4/29$401
This American Airlines deal was found by Cheapflights users on 4/29. 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 5/166:00 amORF - CUN
2 stops9h 03mAmerican Airlines
Mon 5/192:20 pmCUN - ORF
1 stop8h 08mAmerican Airlines
Deal found 4/29$405
This United Airlines deal was found by Cheapflights users on 4/29. 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 7/106:20 amORF - CUN
1 stop9h 08mUnited Airlines
Mon 7/1412:20 pmCUN - ORF
1 stop8h 20mUnited Airlines
Deal found 4/29$446
This Aeromexico deal was found by Cheapflights users on 4/29. 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.
Mon 6/231:48 pmORF - CUN
1 stop7h 32mAeromexico
Mon 6/307:55 amCUN - ORF
2 stops14h 30mAeromexico
Deal found 4/29$491
This Booking.com deal was found by Cheapflights users on 4/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/410:07 amORF - CUN
2 stops50h 23mFrontier
Fri 8/81:49 pmCUN - ORF
2 stops43h 04mFrontier
Deal found 4/29$544
This Southwest deal was found by Cheapflights users on 4/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/225:25 amORF - CUN
2 stops9h 15mSouthwest
Sun 7/278:30 amCUN - ORF
1 stop7h 05mSouthwest
Deal found 4/28$580
This WestJet deal was found by Cheapflights users on 4/28. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/133:29 pmORF - CUN
2 stops18h 54mWestJet
Fri 6/205:10 pmCUN - ORF
2 stops17h 31mWestJet
Deal found 4/28$1,298
This Priceline deal was found by Cheapflights users on 4/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/17:40 pmORF - CUN
2 stops19h 35mLATAM Airlines
Thu 6/51:20 amCUN - ORF
2 stops21h 58mLATAM Airlines
Deal found 4/28$2,210
This Avianca deal was found by Cheapflights users on 4/29. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/258:05 pmORF - CUN
3 stops18h 05mAvianca
Wed 7/22:10 pmCUN - ORF
2 stops18h 31mAvianca
Deal found 4/29$3,153

Cheapflights Fare Finder

Customize your flight search to find flights from Chesapeake to Cancún 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 April 29, 2025.
Use the filters below to find and compare flights from Chesapeake to Cancún that are best for you.

Fly from

Chesapeake

Fly to

Cancún

Route

Depart

Return

Price

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Sun 6/1

10:43 am-8:16 am

1 stop22h 33m

Cancun

Fri 6/6

12:18 pm-4:35 pm

1 stop27h 17m

$340

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Sun 5/11

12:13 pm-8:16 am

1 stop21h 03m

Cancun

Fri 5/16

9:12 am-10:29 am

1 stop24h 17m

$343

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Tue 5/27

5:35 am-5:28 pm

2 stops12h 53m

Cancun

Tue 6/3

12:35 pm-9:35 pm

1 stop8h 00m

$401

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Fri 5/16

6:00 am-2:03 pm

2 stops9h 03m

Cancun

Mon 5/19

2:20 pm-11:28 pm

1 stop8h 08m

$405

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Thu 7/10

6:20 am-2:28 pm

1 stop9h 08m

Cancun

Mon 7/14

12:20 pm-9:40 pm

1 stop8h 20m

$446

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Thu 8/14

12:53 pm-9:37 am

1 stop21h 44m

Cancun

Sun 8/17

1:49 pm-9:13 am

1 stop18h 24m

$478

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Wed 10/1

7:00 am-6:43 pm

2 stops12h 43m

Cancun

Wed 10/8

7:52 am-11:28 pm

2 stops14h 36m

$481

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Sun 9/14

6:10 am-2:10 pm

2 stops9h 00m

Cancun

Thu 9/18

1:05 pm-9:10 am

2 stops19h 05m

$520

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Fri 6/13

3:29 pm-9:23 am

2 stops18h 54m

Cancun

Fri 6/20

5:10 pm-11:41 am

2 stops17h 31m

$1,298

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Sat 6/28

1:43 pm-9:20 am

2 stops20h 37m

Cancun

Fri 7/4

2:00 pm-1:08 pm

2 stops22h 08m

$2,010

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 18 results
1
2

Best time to book a flight from Chesapeake to Cancún

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

How far ahead should I book a flight from Chesapeake to Cancún?

Use this chart to determine the optimal time to book a round-trip flight from Chesapeake to Cancún. Price data was last updated on April 25, 2025.

The price you pay for your flight from Chesapeake to Cancún may vary depending on when you book. For the best chance of a lower fare, look to book 44 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, January is the cheapest month in which you can book a flight from Chesapeake to Cancún (average of $360). Flying from Chesapeake to Cancún in March is currently the most expensive (average of $492). 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 CUN?

Find hourly flight availability from Chesapeake to Cancún. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 29, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chesapeake to Cancún as you normally would.

What is the cheapest day to fly from Chesapeake to Cancún?

Use this chart to determine the cheapest time to fly round-trip from Chesapeake to Cancún. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chesapeake to Cancún flight should consider departing on Wednesday evenings when fares are most often at their lowest. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Cancún by month

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

In terms of precipitation, rainfall in Cancún ranges from 1.1 - 11.1 inches per month. October is typically the wettest month, when rainfall can reach 11.1 in. April is typically the driest time to visit Cancún when rainfall is around 1.1 in.

Temperature in Cancún by month

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

If weather is an important factor for your trip to Cancún, 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 86.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 75.2 F).

Reviews of airlines servicing Cancún

Get insights into the airlines that provide service to Cancún. 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 Cancún. Reviews last updated April 29, 2025.
Read through reviews of airlines operating flights from Chesapeake to Cancún, such as Southwest, Delta and LATAM Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,295 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,295 reviews
Southwest
8.0
Very good
4,295 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,929 reviews
Southwest
8.0
Very good
4,295 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
LATAM Airlines
7.5
Good
1,767 reviews
Southwest
8.0
Very good
4,295 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Aeromexico
7.5
Good
1,698 reviews
Southwest
8.0
Very good
4,295 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,696 reviews
Southwest
8.0
Very good
4,295 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

Related info for your journey

Find useful and relevant information for your journey from Chesapeake to Cancún. 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 Cancún from Chesapeake?

    For a flight from Chesapeake to Cancún, you will be flying into Cancun. Cancun (CUN) is just 8.9 mi from the center of the city. Cancun is the only Cancún airport and it handles 0 inbound flights from Chesapeake per day. 8 airlines have flights to Cancun from Chesapeake on a regular basis.

  • What are the cheapest airlines to fly from Chesapeake to Cancún one-way?

    To fly one-way, consider booking your trip with American Airlines, which is currently one of the cheapest options available, starting at $186. Delta flights start at $212 while deals on United Airlines start at $262 one-way.

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

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

  • How can I find direct flights from Chesapeake to Cancún?

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

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

    Yes. Cheapflights offers flight deals from Chesapeake to Cancún 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 Cancún?

    Currently, January is the cheapest month in which you can book a flight from Chesapeake to Cancún (average of $360). Flying from Chesapeake to Cancún in March is currently the most expensive (average of $492). 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

Traveling to a place near Chesapeake?

Book flights to Chesapeake if you plan to visit one of these locations
Puerto Aventuras
Punta Sam
Holbox

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Top 8 airlines flying from Chesapeake to Cancún

Discover the top 8 airlines that operate flights from Chesapeake to Cancún. 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 April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$229Average$327FlexibilityNo cancel feeOn-time65%
AeromexicoCheapest$287Average$470FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$309Average$491FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$341Average$569FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$347Average$607FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$376Average$670FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$413Average$603FlexibilityNo cancel feeOn-time63%
AeroMexico ConnectCheapest$661Average$728FlexibilityNo cancel feeOn-timeN/A

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