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$172+ 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 8/11. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — CUN
ago. 5 — ago. 121
mar. 8/5
mar. 8/12
1 adult, Economy
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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 julio 31, 2025.

Round-trip from

$257
(Booking.com)

One-way from

$172
(Mytrip)

Popular in

November

Cheapest in

September

Average price

$554
From Chesapeake to Cancun
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One-way flight from Chesapeake to Cancun
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Highest demand for flights based on searches. 6% potential increase in price ($40 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in July 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 julio 31, 2025.

This Booking.com deal was found by Cheapflights users on 7/30. 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.
sáb. 9/205:38 pmORF - CUN
1 stop15h 33mSpirit Airlines
mié. 9/242:07 pmCUN - ORF
1 stop7h 41mSpirit Airlines
Deal found 7/30$257
This Expedia deal was found by Cheapflights users on 7/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/85:24 amORF - CUN
2 stops11h 11mMultiple Airlines
dom. 10/121:41 pmCUN - ORF
1 stop23h 46mMultiple Airlines
Deal found 7/29$405
This American Airlines deal was found by Cheapflights users on 7/30. 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.
lun. 9/16:45 amORF - CUN
1 stop7h 25mAmerican Airlines
mar. 9/302:25 pmCUN - ORF
1 stop8h 34mAmerican Airlines
Deal found 7/30$426

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 julio 31, 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

sáb. 9/20

5:38 pm-8:11 am

1 stop15h 33m

Cancun

mié. 9/24

2:07 pm-10:48 pm

1 stop7h 41m

$257

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

mié. 10/8

5:24 am-3:35 pm

2 stops11h 11m

Cancun

dom. 10/12

1:41 pm-2:27 pm

1 stop23h 46m

$405

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

lun. 9/1

6:45 am-1:10 pm

1 stop7h 25m

Cancun

mar. 9/30

2:25 pm-11:59 pm

1 stop8h 34m

$426

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

lun. 8/11

9:58 am-12:27 pm

1 stop27h 29m

$172

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

jue. 11/13

8:01 am-9:10 am

1 stop25h 09m

$179

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

jue. 11/13

8:01 am-1:36 am

2 stops17h 35m

$182

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

mar. 11/4

6:30 am-1:33 pm

1 stop7h 03m

$228

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

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 July 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 50 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 julio 31, 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.

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 julio 31, 2025.
Get a feel of what it's like to fly with United Airlines, American Airlines, and Spirit Airlines 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.
United Airlines
7.4
Good
8,900 reviews

Crew

8.1

Food

6.6

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,900 reviews
United Airlines
7.4
Good
8,900 reviews

Crew

8.1

Food

6.6

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,900 reviews

Crew

8.1

Food

6.6

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
Spirit Airlines
6.3
Okay
8,049 reviews
United Airlines
7.4
Good
8,900 reviews

Crew

8.1

Food

6.6

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
Frontier
5.9
Fair
3,239 reviews
United Airlines
7.4
Good
8,900 reviews

Crew

8.1

Food

6.6

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

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. 7 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 Frontier, which is currently one of the cheapest options available, starting at $172. Spirit Airlines flights start at $179 while deals on United Airlines start at $228 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 Cancún?

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

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Top 7 airlines flying from Chesapeake to Cancún

Discover the top 7 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 julio 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$237Average$332FlexibilityNo cancel feeOn-time65%
AeromexicoCheapest$295Average$463FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$322Average$489FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$341Average$573FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$352Average$615FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$384Average$645FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$413Average$623FlexibilityNo cancel feeOn-time63%

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