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Cancún

$140+ 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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — CUN
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheap 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 January 27, 2026.

This Expedia deal was found by Cheapflights users on 1/25. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/218:44 pm
ORF
-
CUN
1 stop15h 36m
Spirit Airlines
Sat 2/281:25 pm
CUN
-
ORF
1 stop6h 24m
Spirit Airlines
Deal found 1/25$273
This CheapOair deal was found by Cheapflights users on 1/25. 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.
Tue 3/318:41 pm
ORF
-
CUN
1 stop20h 16m
Spirit Airlines
Tue 4/712:35 pm
CUN
-
ORF
1 stop6h 11m
Spirit Airlines
Deal found 1/25$286
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 2/111:43 am
ORF
-
CUN
1 stop26h 04m
Frontier
Sat 2/289:00 am
CUN
-
ORF
1 stop6h 52m
Frontier
Deal found 1/25$289
This Cheapflightsfares deal was found by Cheapflights users on 1/24. 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 3/78:44 pm
ORF
-
CUN
1 stop14h 36m
Spirit Airlines
Sat 3/1412:35 pm
CUN
-
ORF
1 stop6h 11m
Spirit Airlines
Deal found 1/24$298
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
Sat 2/2112:29 pm
ORF
-
CUN
1 stop20h 49m
Multiple Airlines
Sat 2/289:00 am
CUN
-
ORF
1 stop6h 52m
Multiple Airlines
Deal found 1/26$299
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 2/2211:32 am
ORF
-
CUN
1 stop21h 29m
Frontier
Sat 2/289:00 am
CUN
-
ORF
1 stop6h 52m
Frontier
Deal found 1/25$300
This Frontier deal was found by Cheapflights users on 1/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2112:29 pm
ORF
-
CUN
2 stops22h 09m
Frontier
Sat 2/289:00 am
CUN
-
ORF
1 stop6h 52m
Frontier
Deal found 1/25$304
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 2/2211:32 am
ORF
-
CUN
1 stop21h 29m
Frontier
Sun 3/110:01 am
CUN
-
ORF
1 stop24h 41m
Frontier
Deal found 1/25$305
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Sat 1/3112:20 pm
ORF
-
CUN
Nonstop3h 40m
Breeze Airways
Sat 2/75:00 pm
CUN
-
ORF
Nonstop3h 20m
Breeze Airways
Deal found 1/27$309

Find flight deals from Chesapeake to Cancún

Keep the following information in mind while searching for Chesapeake to Cancún flight deals. Data was last updated January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$273
(Expedia)

One-way from

$140
(Cheapflightsfares)

Popular in

November

Cheapest in

September

Average price

$491
Provider with most accurate pricing for Norfolk-Cancun flight deals.
Search Deals
Provider most trusted by Cheapflights users for Norfolk-Cancun flights.
Search Deals
From Chesapeake to Cancun
Search Deals
One-way flight from Chesapeake to Cancun
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($70 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 January 2026
Search Deals

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 January 27, 2026.
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

Sat 2/21

8:44 pm-12:20 pm

1 stop15h 36m

Cancun

Sat 2/28

1:25 pm-7:49 pm

1 stop6h 24m

$273

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Tue 3/31

8:41 pm-3:57 pm

1 stop20h 16m

Cancun

Tue 4/7

12:35 pm-7:46 pm

1 stop6h 11m

$286

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Sat 2/21

12:29 pm-9:18 am

1 stop20h 49m

Cancun

Sat 2/28

9:00 am-3:52 pm

1 stop6h 52m

$299

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Sat 2/21

12:29 pm-10:38 am

2 stops22h 09m

Cancun

Sat 2/28

9:00 am-3:52 pm

1 stop6h 52m

$304

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Sun 2/22

11:32 am-9:01 am

1 stop21h 29m

Cancun

Sun 3/1

10:01 am-10:42 am

1 stop24h 41m

$305

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Thu 4/23

8:24 pm-11:20 am

1 stop15h 56m

Cancun

Thu 4/30

12:25 pm-7:29 pm

1 stop6h 04m

$334

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Sun 3/22

8:41 pm-11:30 am

1 stop15h 49m

Cancun

Sat 3/28

12:35 pm-10:32 pm

2 stops8h 57m

$337

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Fri 2/27

11:32 am-9:06 am

1 stop21h 34m

Cancun

Thu 3/5

2:49 pm-6:26 pm

2 stops27h 37m

$340

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Tue 3/3

7:31 pm-12:20 pm

1 stop16h 49m

$140

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Tue 2/24

7:31 pm-12:20 pm

1 stop16h 49m

$140

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 14 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 January 23, 2026.

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 27 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, June is the cheapest month in which you can book a flight from Chesapeake to Cancún (average of $221). Flying from Chesapeake to Cancún in July is currently the most expensive (average of $362). 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 January 27, 2026.

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.

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 January 27, 2026.
Get a feel of what it's like to fly with Southwest, Delta, and Aeromexico from Chesapeake to Cancún 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.
Southwest
8.0
Very good
4,268 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,268 reviews
Southwest
8.0
Very good
4,268 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,119 reviews
Southwest
8.0
Very good
4,268 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Aeromexico
7.4
Good
1,590 reviews
Southwest
8.0
Very good
4,268 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,205 reviews
Southwest
8.0
Very good
4,268 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,197 reviews
Southwest
8.0
Very good
4,268 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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.

  • How long is the flight from Chesapeake to Cancún?

    Airlines like Spirit Airlines fly from Chesapeake to Cancún in about 15h 36m. The time it takes to get you to your destination can typically vary by up to . Airlines will cover a distance of 1269 mi.

  • 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, June is the cheapest month in which you can book a flight from Chesapeake to Cancún (average of $221). Flying from Chesapeake to Cancún in July is currently the most expensive (average of $362). 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 Cancún?

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

Browse thousands of different options on Cheapflights for your next trip

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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 January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$158Average$321FlexibilityNo cancel feeOn-time65%
AeromexicoCheapest$231Average$449FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$299Average$481FlexibilityNo cancel feeOn-time62%
DeltaCheapest$305Average$494FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$307Average$571FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$317Average$562FlexibilityNo cancel feeOn-time69%
Breeze AirwaysCheapest$325Average$461FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$413Average$593FlexibilityNo cancel feeOn-time63%

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