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$116+ 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 3/29. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — CUN
Feb 27 — Mar 61
Thu 2/27
Thu 3/6
1 adult, Economy
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The best prices from Chesapeake to Cancun are usually found in September or October, booked 6 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 February 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$239
(Cheapflightsfares)

One-way from

$116
(Cheapflightsfares)

Popular in

November

Cheapest in

September

Average price

$506
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
Search Deals
One-way flight from Chesapeake to Cancun
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($22 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 22, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 2/21. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/88:39 pmORF - CUN
1 stop11h 34mSpirit Airlines
Wed 3/129:08 amCUN - ORF
1 stop9h 19mSpirit Airlines
Deal found 2/21$239
This Kiwi.com deal was found by Cheapflights users on 2/21. 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.
Mon 3/243:13 pmORF - CUN
1 stop18h 00mMultiple Airlines
Tue 4/19:08 amCUN - ORF
1 stop7h 10mMultiple Airlines
Deal found 2/21$297
This Booking.com deal was found by Cheapflights users on 2/22. 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.
Sun 5/411:21 amORF - CUN
2 stops25h 55mFrontier
Tue 5/611:05 amCUN - ORF
2 stops51h 41mFrontier
Deal found 2/22$438
This Delta deal was found by Cheapflights users on 2/21. 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 5/273:05 pmORF - CUN
1 stop5h 47mDelta
Tue 6/32:00 pmCUN - ORF
1 stop8h 29mDelta
Deal found 2/21$480
This Aeromexico deal was found by Cheapflights users on 2/21. 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.
Tue 3/118:00 amORF - CUN
1 stop5h 55mAeromexico
Tue 3/2512:40 pmCUN - ORF
1 stop6h 52mAeromexico
Deal found 2/21$488
This American Airlines deal was found by Cheapflights users on 2/21. 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.
Tue 7/225:16 amORF - CUN
1 stop6h 44mAmerican Airlines
Sun 7/271:00 pmCUN - ORF
1 stop9h 32mAmerican Airlines
Deal found 2/21$510
This United Airlines deal was found by Cheapflights users on 2/21. 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 4/286:17 amORF - CUN
2 stops10h 34mUnited Airlines
Tue 5/133:30 pmCUN - ORF
2 stops22h 01mUnited Airlines
Deal found 2/21$575
This CheapOair deal was found by Cheapflights users on 2/21. 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 4/136:17 amORF - CUN
2 stops28h 03mAir Canada
Mon 4/149:25 pmCUN - ORF
2 stops25h 34mAir Canada
Deal found 2/21$650
This Southwest deal was found by Cheapflights users on 2/21. 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 30mSouthwest
Sun 7/271:05 pmCUN - ORF
2 stops9h 40mSouthwest
Deal found 2/21$765
This KAYAK deal was found by Cheapflights users on 2/21. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/67:50 pmORF - CUN
2 stops19h 25mLATAM Airlines
Sat 8/91:20 amCUN - ORF
2 stops21h 46mLATAM Airlines
Deal found 2/21$1,645
This WestJet deal was found by Cheapflights users on 2/21. 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.
Sat 12/2712:29 pmORF - CUN
2 stops48h 01mWestJet
Fri 1/26:35 pmCUN - ORF
2 stops25h 29mWestJet
Deal found 2/21$1,819

Find flights from Chesapeake to Cancún within your budget

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 February 22, 2025.

Fly from

Chesapeake

Fly to

Cancún

Route

Depart

Return

Price

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Sat 3/8

8:39 pm-8:13 am

1 stop11h 34m

Cancun

Wed 3/12

9:08 am-7:27 pm

1 stop9h 19m

$239

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Mon 3/24

3:13 pm-8:13 am

1 stop18h 00m

Cancun

Tue 4/1

9:08 am-5:18 pm

1 stop7h 10m

$297

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Sun 5/4

11:21 am-12:16 pm

2 stops25h 55m

Cancun

Tue 5/6

11:05 am-3:46 pm

2 stops51h 41m

$438

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Tue 5/27

3:05 pm-7:52 pm

1 stop5h 47m

Cancun

Tue 6/3

2:00 pm-11:29 pm

1 stop8h 29m

$480

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Tue 3/11

8:00 am-12:55 pm

1 stop5h 55m

Cancun

Tue 3/25

12:40 pm-8:32 pm

1 stop6h 52m

$488

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Tue 7/22

5:16 am-11:00 am

1 stop6h 44m

Cancun

Sun 7/27

1:00 pm-11:32 pm

1 stop9h 32m

$510

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Mon 4/28

6:17 am-3:51 pm

2 stops10h 34m

Cancun

Tue 5/13

3:30 pm-2:31 pm

2 stops22h 01m

$575

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Sun 4/13

6:17 am-9:20 am

2 stops28h 03m

Cancun

Mon 4/14

9:25 pm-11:59 pm

2 stops25h 34m

$650

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Tue 7/22

5:25 am-1:55 pm

2 stops9h 30m

Cancun

Sun 7/27

1:05 pm-11:45 pm

2 stops9h 40m

$765

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Wed 8/6

7:50 pm-2:15 pm

2 stops19h 25m

Cancun

Sat 8/9

1:20 am-12:06 am

2 stops21h 46m

$1,645

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/22

Showing 1-10 of 15 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.

Travel insights for flights from Chesapeake to Cancún

Get recent, data-driven insights about flights from Chesapeake to Cancún including ideal travel times, pricing trends, and more.

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 February 14, 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 6 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 February 22, 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 February 22, 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
8.1
Very good
4,395 reviews

Food

7.1

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,395 reviews
Southwest
8.1
Very good
4,395 reviews

Food

7.1

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,203 reviews
Southwest
8.1
Very good
4,395 reviews

Food

7.1

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

LATAM Airlines
7.5
Good
1,789 reviews
Southwest
8.1
Very good
4,395 reviews

Food

7.1

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Aeromexico
7.5
Good
1,767 reviews
Southwest
8.1
Very good
4,395 reviews

Food

7.1

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,754 reviews
Southwest
8.1
Very good
4,395 reviews

Food

7.1

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 Spirit Airlines, which is currently one of the cheapest options available, starting at $116. American Airlines flights start at $225 while deals on United Airlines start at $275 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 February 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$198Average$348FlexibilityNo cancel feeOn-time65%
AeromexicoCheapest$287Average$463FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$306Average$488FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$341Average$571FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$345Average$593FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$384Average$645FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$571Average$639FlexibilityNo cancel feeOn-time63%
AeroMexico ConnectCheapest$661Average$728FlexibilityNo cancel feeOn-timeN/A
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