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$130+ 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 10/19. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — CUN
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
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 September 17, 2025.

Round-trip from

$287
(Cheapflightsfares)

One-way from

$130
(Cheapflightsfares)

Popular in

November

Cheapest in

September

Average price

$444
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. 9% potential increase in price ($55 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 September 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 September 17, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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.
Sun 10/195:38 pmORF - CUN
1 stop15h 26mSpirit Airlines
Thu 10/239:09 amCUN - ORF
1 stop6h 30mSpirit Airlines
Deal found 9/15$287
This Expedia deal was found by Cheapflights users on 9/15. 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.
Fri 10/315:38 pmORF - CUN
1 stop15h 26mSpirit Airlines
Fri 11/710:15 amCUN - ORF
1 stop13h 52mSpirit Airlines
Deal found 9/15$291
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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.
Fri 12/58:32 pmORF - CUN
1 stop12h 38mSpirit Airlines
Mon 12/81:35 pmCUN - ORF
1 stop5h 39mSpirit Airlines
Deal found 9/15$306
This Expedia deal was found by Cheapflights users on 9/15. 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.
Thu 11/136:00 amORF - CUN
1 stop6h 27mSpirit Airlines
Mon 11/1710:15 amCUN - ORF
1 stop13h 52mSpirit Airlines
Deal found 9/15$324
This Cheapflightsfares deal was found by Cheapflights users on 9/17. 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 11/15:24 amORF - CUN
1 stop8h 20mSpirit Airlines
Sat 11/810:15 amCUN - ORF
1 stop13h 52mSpirit Airlines
Deal found 9/17$325
This Mytrip deal was found by Cheapflights users on 9/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/25:38 pmORF - CUN
1 stop15h 33mSpirit Airlines
Thu 10/99:09 amCUN - ORF
2 stops12h 37mSpirit Airlines
Deal found 9/17$336
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Wed 11/128:01 amORF - CUN
1 stop25h 09mSpirit Airlines
Mon 11/1710:15 amCUN - ORF
1 stop13h 52mSpirit Airlines
Deal found 9/16$353
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Wed 11/58:01 amORF - CUN
1 stop25h 09mSpirit Airlines
Wed 11/121:35 pmCUN - ORF
1 stop10h 05mSpirit Airlines
Deal found 9/16$354
This Expedia deal was found by Cheapflights users on 9/16. 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.
Fri 10/105:38 pmORF - CUN
1 stop15h 26mSpirit Airlines
Thu 10/169:09 amCUN - ORF
1 stop6h 30mSpirit Airlines
Deal found 9/16$360

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 September 17, 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

Thu 10/2

5:38 pm-8:11 am

1 stop15h 33m

Cancun

Thu 10/9

9:09 am-4:39 pm

1 stop6h 30m

$287

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Sun 10/19

5:38 pm-8:04 am

1 stop15h 26m

Cancun

Thu 10/23

9:09 am-4:39 pm

1 stop6h 30m

$287

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Fri 10/31

5:38 pm-8:04 am

1 stop15h 26m

Cancun

Fri 11/7

10:15 am-12:07 am

1 stop13h 52m

$291

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Wed 11/12

8:01 am-9:10 am

1 stop25h 09m

Cancun

Mon 11/17

10:15 am-12:07 am

1 stop13h 52m

$353

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Wed 11/5

8:01 am-9:10 am

1 stop25h 09m

Cancun

Wed 11/12

1:35 pm-11:40 pm

1 stop10h 05m

$354

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Sat 11/1

5:24 am-12:44 pm

1 stop8h 20m

Cancun

Sat 11/8

10:15 am-12:07 am

1 stop13h 52m

$358

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Wed 10/22

6:00 am-3:20 pm

1 stop10h 20m

Cancun

Tue 10/28

1:20 pm-10:36 pm

1 stop8h 16m

$422

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Fri 12/5

8:32 pm-9:10 am

1 stop12h 38m

Cancun

Sun 12/7

4:18 am-7:37 pm

2 stops15h 19m

$430

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Sun 10/19

5:38 pm-8:04 am

1 stop15h 26m

$130

NorfolkCancún

ORF - CUN

ORFCUN

Norfolk

Thu 11/13

6:00 am-12:27 pm

1 stop6h 27m

$156

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 19 results
1
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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 September 12, 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 September 17, 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.

How much does it cost to fly round-trip from Chesapeake to Cancún?

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 September 17, 2025.
Get a feel of what it's like to fly with Delta, Aeromexico, and United 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.
Delta
8.0
Very good
7,961 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,961 reviews
Delta
8.0
Very good
7,961 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Aeromexico
7.5
Good
1,696 reviews
Delta
8.0
Very good
7,961 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,926 reviews
Delta
8.0
Very good
7,961 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,961 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Spirit Airlines
6.3
Okay
8,023 reviews
Delta
8.0
Very good
7,961 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.

  • How long is the flight from Chesapeake to Cancún?

    Airlines like Spirit Airlines fly from Chesapeake to Cancún in about 15h 33m. The time it takes to get you to your destination can typically vary by up to . Airlines will cover a distance of 1269 mi.

  • 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 $130. Aeromexico flights start at $237 while deals on JetBlue start at $253 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$237Average$327FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$299Average$550FlexibilityNo cancel feeOn-time62%
AeromexicoCheapest$324Average$462FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$334Average$496FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$364Average$600FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$384Average$658FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$413Average$609FlexibilityNo cancel feeOn-time63%

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