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Playa del Carmen

$109+ Cheap flights from Chicago (CHI) to Playa del Carmen, Mexico

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 8/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CUN
Apr 29 — May 61
Tue 4/29
Tue 5/6
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Playa del Carmen are usually found in September or October, booked 3 days in advance, depart on a Monday or Tuesday and return on a Friday

Cheap flight deals from Chicago to Playa del Carmen

Keep the following information in mind while searching for Chicago to Playa del Carmen flight deals. Data was last updated April 24, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$240
(CheapOair)

One-way from

$110
(Cheapflightsfares)

Popular in

March

Cheapest in

September

Average price

$402
Provider with most accurate pricing for Chicago (CHI)-Cancun flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Cancun flights.
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From Chicago (CHI) to Playa del Carmen
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One-way flight from Chicago (CHI) to Playa del Carmen
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Highest demand for flights based on searches. 7% potential increase in price ($32 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($10 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 Chicago to Playa del Carmen

Cheapest flights from Chicago to Playa del Carmen
Explore the most affordable flight options available from Chicago to Playa del Carmen. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 24, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/21. 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.
Sun 5/46:00 amORD - CUN
Nonstop3h 41mSpirit Airlines
Sat 5/1010:52 amCUN - ORD
Nonstop3h 57mSpirit Airlines
Deal found 4/21$234
This Frontier deal was found by Cheapflights users on 4/22. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/37:15 amORD - CUN
Nonstop3h 59mFrontier
Thu 5/810:37 amCUN - ORD
Nonstop4h 01mFrontier
Deal found 4/22$235
This CheapOair deal was found by Cheapflights users on 4/23. 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.
Sat 4/267:05 amORD - CUN
Nonstop4h 02mMultiple Airlines
Sat 5/312:16 pmCUN - ORD
1 stop12h 42mMultiple Airlines
Deal found 4/23$240
This Southwest deal was found by Cheapflights users on 4/23. 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.
Sun 5/1110:45 amMDW - CUN
Nonstop3h 40mSouthwest
Thu 5/159:00 amCUN - MDW
Nonstop3h 40mSouthwest
Deal found 4/23$246
This Trip.com deal was found by Cheapflights users on 4/22. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/66:04 amMDW - CUN
1 stop6h 46mAeromexico
Tue 5/138:00 amCUN - MDW
1 stop7h 30mAeromexico
Deal found 4/22$299
This United Airlines deal was found by Cheapflights users on 4/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/610:42 amORD - CUN
Nonstop3h 46mUnited Airlines
Wed 6/1112:20 pmCUN - ORD
Nonstop4h 02mUnited Airlines
Deal found 4/22$300
This Aeromexico deal was found by Cheapflights users on 4/22. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/296:24 amORD - CUN
2 stops15h 05mAeromexico
Tue 6/36:01 amCUN - ORD
1 stop8h 09mAeromexico
Deal found 4/22$311
This Delta deal was found by Cheapflights users on 4/23. 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.
Sat 6/712:48 pmMDW - CUN
1 stop7h 32mDelta
Sat 6/148:30 amCUN - MDW
2 stops13h 15mDelta
Deal found 4/23$321
This Delta deal was found by Cheapflights users on 4/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/198:55 amORD - CUN
2 stops11h 03mDelta
Mon 7/2812:30 pmCUN - ORD
1 stop8h 04mDelta
Deal found 4/22$325
This Kiwi.com deal was found by Cheapflights users on 4/23. 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 5/1212:48 pmMDW - CUN
1 stop7h 32mMultiple Airlines
Fri 5/1612:39 pmCUN - MDW
1 stop9h 34mMultiple Airlines
Deal found 4/23$339
This American Airlines deal was found by Cheapflights users on 4/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/118:40 amORD - CUN
Nonstop3h 45mAmerican Airlines
Thu 5/151:25 pmCUN - ORD
Nonstop4h 00mAmerican Airlines
Deal found 4/22$344
This CheapOair deal was found by Cheapflights users on 4/23. 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.
Fri 10/1012:45 pmORD - CUN
1 stop9h 04mVolaris
Tue 10/144:00 pmCUN - ORD
1 stop13h 42mVolaris
Deal found 4/23$360

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Playa del Carmen 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 24, 2025.
Use the filters below to find and compare flights from Chicago to Playa del Carmen that are best for you.

Fly from

Chicago

Fly to

Playa del Carmen

Route

Depart

Return

Price

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 5/4

6:00 am-9:41 am

Nonstop3h 41m

Cancun

Sat 5/10

10:52 am-2:49 pm

Nonstop3h 57m

$234

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 5/3

7:15 am-11:14 am

Nonstop3h 59m

Cancun

Thu 5/8

10:37 am-2:38 pm

Nonstop4h 01m

$235

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Tue 5/6

7:15 am-11:22 am

Nonstop4h 07m

Cancun

Tue 5/13

12:18 pm-11:04 pm

1 stop10h 46m

$240

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sun 5/11

10:45 am-2:25 pm

Nonstop3h 40m

Cancun

Thu 5/15

9:00 am-12:40 pm

Nonstop3h 40m

$246

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Tue 5/6

6:04 am-12:50 pm

1 stop6h 46m

Cancun

Tue 5/13

8:00 am-3:30 pm

1 stop7h 30m

$299

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Tue 5/6

10:42 am-2:28 pm

Nonstop3h 46m

Cancun

Wed 6/11

12:20 pm-4:22 pm

Nonstop4h 02m

$300

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Tue 6/24

9:49 am-11:32 pm

2 stops13h 43m

Cancun

Fri 6/27

9:38 am-9:24 pm

2 stops11h 46m

$305

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 6/7

6:00 am-5:30 pm

2 stops11h 30m

Cancun

Sat 6/14

9:15 am-9:45 pm

2 stops12h 30m

$321

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Tue 5/6

7:05 am-2:01 pm

1 stop6h 56m

Cancun

Thu 5/8

9:55 am-4:47 pm

1 stop6h 52m

$321

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 5/12

12:48 pm-8:20 pm

1 stop7h 32m

Cancun

Fri 5/16

12:39 pm-10:13 pm

1 stop9h 34m

$339

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

Showing 1-10 of 32 results
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Best time to book a flight from Chicago to Playa del Carmen

Have a flexible travel schedule? Discover the best time to fly to Playa del Carmen from Chicago 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 Chicago to Playa del Carmen

How far ahead should I book a flight from Chicago to Playa del Carmen?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Playa del Carmen. Price data was last updated on April 18, 2025.

To ensure you get the cheapest price possible for a flight from Chicago to Playa del Carmen, you should look to book at least 3 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Chicago to Playa del Carmen?

Currently, January is the cheapest month in which you can book a flight from Chicago to Playa del Carmen (average of $360). Flying from Chicago to Playa del Carmen 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 CHI to PL9?

Find hourly flight availability from Chicago to Playa del Carmen. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 24, 2025.

When flying from Chicago to Playa del Carmen, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from Chicago to Playa del Carmen?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Playa del Carmen. Price data was last updated on March 30, 2025.

Travelers seeking maximum savings on their Chicago to Playa del Carmen flight should consider departing on Wednesday at noon when fares are most often at their lowest. Saturday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Playa del Carmen

Explore weekly flight availability from Chicago to Playa del Carmen. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 24, 2025.

The most flights from CHI to PL9 are scheduled on a Monday (9 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (7 on average).

Rainfall in Playa del Carmen by month

Plan your trip to Playa del Carmen by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Playa del Carmen 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 Playa del Carmen when rainfall is around 1.1 in.

Temperature in Playa del Carmen by month

Plan your trip to Playa del Carmen by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Playa del Carmen, 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 Playa del Carmen

Get insights into the airlines that provide service to Playa del Carmen. 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 Playa del Carmen. Reviews last updated April 24, 2025.
To help decide which airline to fly from Chicago to Playa del Carmen, see what other customers have to say about Alaska Airlines, Southwest and Delta. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,918 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,918 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Southwest
8.0
Very good
4,287 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,920 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Aeromexico
7.5
Good
1,700 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,685 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Related info for your journey

Find useful and relevant information for your journey from Chicago to Playa del Carmen. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Chicago to Playa del Carmen one-way?

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $110. However, be on the lookout for offers from Southwest and Spirit Airlines, as they are both options that can get you from Chicago to Playa del Carmen for a low price.

  • What are the most reliable airlines from Chicago to Playa del Carmen?

    Before booking your flight to Playa del Carmen from Chicago, check out the most reliable airlines to get you to your destination on time: United Airlines (81%), Emirates (80%), Spirit Airlines( 76%).

  • What are the cheapest flights from Chicago to Playa del Carmen?

    While on average a flight from Chicago to Playa del Carmen is generally $707, our data shows the cheapest flight currently is $94. When looking at the most popular route, (Chicago O'Hare Intl - Cancun), you can expect to pay $225 for that flight.

  • Can I find deals for flights from Chicago to Playa del Carmen that include hotel bookings?

    Yes. In addition to deals on Chicago to Playa del Carmen flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Playa del Carmen?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Playa del Carmen.

  • Can I find deals for business class flights from Chicago to Playa del Carmen?

    Yes. Cheapflights offers flight deals from Chicago to Playa del Carmen 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 Chicago to Playa del Carmen?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Playa del Carmen (average of $360). Flying from Chicago to Playa del Carmen 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

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Top 10 airlines flying from Chicago to Playa del Carmen

Discover the top 10 airlines that operate flights from Chicago to Playa del Carmen. 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 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$120Average$321FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$161Average$485FlexibilityNo cancel feeOn-time69%
FrontierCheapest$161Average$390FlexibilityNo cancel feeOn-time62%
VolarisCheapest$179Average$556FlexibilityNo cancel feeOn-time79%
VivaCheapest$250Average$295FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$266Average$511FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$279Average$955FlexibilityNo cancel feeOn-time67%
AeromexicoCheapest$287Average$511FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$308Average$512FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$340Average$694FlexibilityNo cancel feeOn-time63%

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