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Playa del Carmen

$107+ 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 5/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CUN
abr 7 — abr 141
seg 4/7
seg 4/14
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Playa del Carmen are usually found in September or May, booked 59 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 abril 2, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$224
(Mytrip)

One-way from

$107
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$361
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. 6% potential increase in price ($28 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 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 abril 2, 2025.

This Mytrip deal was found by Cheapflights users on 3/31. 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.
seg 4/76:00 amORD - CUN
Nonstop3h 48mSpirit Airlines
sex 4/1112:16 pmCUN - ORD
1 stop12h 42mSpirit Airlines
Deal found 3/31$224
This Southwest deal was found by Cheapflights users on 4/1. 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.
qua 7/94:30 pmMDW - CUN
Nonstop3h 35mSouthwest
ter 7/158:30 amCUN - MDW
Nonstop3h 35mSouthwest
Deal found 4/1$246
This American Airlines deal was found by Cheapflights users on 4/1. 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.
dom 5/119:59 amORD - CUN
Nonstop3h 45mAmerican Airlines
qui 5/152:59 pmCUN - ORD
Nonstop4h 00mAmerican Airlines
Deal found 4/1$256
This Kiwi.com deal was found by Cheapflights users on 4/1. 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.
sáb 4/512:35 pmORD - CUN
1 stop9h 14mMultiple Airlines
qua 4/912:16 pmCUN - ORD
1 stop12h 04mMultiple Airlines
Deal found 4/1$260
This eDestinos deal was found by Cheapflights users on 4/1. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
seg 5/1212:48 pmMDW - CUN
1 stop7h 32mAeromexico
qua 5/1411:00 amCUN - MDW
1 stop10h 28mAeromexico
Deal found 4/1$276
This United Airlines deal was found by Cheapflights users on 4/1. 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.
sáb 4/510:42 amORD - CUN
Nonstop3h 46mUnited Airlines
seg 4/712:20 pmCUN - ORD
Nonstop4h 02mUnited Airlines
Deal found 4/1$284
This Kiwi.com deal was found by Cheapflights users on 3/31. 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.
sex 5/21:40 amORD - CUN
1 stop13h 18mVolaris
qui 5/88:25 pmCUN - ORD
1 stop9h 17mVolaris
Deal found 3/31$315
This Aeromexico deal was found by Cheapflights users on 3/31. 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.
sex 4/182:21 pmORD - CUN
1 stop10h 34mAeromexico
sáb 4/2610:00 amCUN - ORD
1 stop9h 00mAeromexico
Deal found 3/31$316
This Kiwi.com deal was found by Cheapflights users on 4/1. 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.
sáb 4/195:10 pmMDW - CUN
1 stop15h 05mMultiple Airlines
sáb 4/2611:05 amCUN - MDW
1 stop9h 34mMultiple Airlines
Deal found 4/1$317
This Delta deal was found by Cheapflights users on 4/1. 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.
sex 4/182:21 pmORD - CUN
1 stop9h 34mDelta
qua 4/2312:27 pmCUN - ORD
2 stops11h 32mDelta
Deal found 4/1$317
This Delta deal was found by Cheapflights users on 4/1. 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.
seg 5/1212:48 pmMDW - CUN
1 stop7h 32mDelta
qua 5/1411:00 amCUN - MDW
1 stop10h 28mDelta
Deal found 4/1$321
This Travelocity deal was found by Cheapflights users on 4/1. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 4/116:44 pmMDW - CUN
1 stop13h 01mFrontier
ter 4/1512:40 pmCUN - MDW
1 stop7h 05mFrontier
Deal found 4/1$374

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 abril 2, 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

seg 4/7

6:00 am-9:48 am

Nonstop3h 48m

Cancun

qui 4/10

12:16 pm-12:58 am

1 stop12h 42m

$224

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

dom 5/11

9:59 am-1:44 pm

Nonstop3h 45m

Cancun

qui 5/15

2:59 pm-6:59 pm

Nonstop4h 00m

$256

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

sáb 4/5

12:35 pm-9:49 pm

1 stop9h 14m

Cancun

ter 4/8

10:25 am-9:02 pm

1 stop10h 37m

$260

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

seg 5/12

12:48 pm-8:20 pm

1 stop7h 32m

Cancun

qua 5/14

11:00 am-9:28 pm

1 stop10h 28m

$276

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

seg 4/21

2:26 pm-11:55 pm

1 stop9h 29m

Cancun

sáb 4/26

2:00 pm-11:59 pm

1 stop9h 59m

$299

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

sex 5/2

1:40 am-2:58 pm

1 stop13h 18m

Cancun

qui 5/8

8:25 pm-5:42 am

1 stop9h 17m

$315

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

sex 4/18

2:21 pm-10:56 pm

1 stop8h 35m

Cancun

sáb 4/26

10:00 am-7:00 pm

1 stop9h 00m

$316

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

sáb 4/19

5:10 pm-8:15 am

1 stop15h 05m

Cancun

sáb 4/26

11:05 am-8:39 pm

1 stop9h 34m

$317

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

seg 5/12

12:48 pm-8:20 pm

1 stop7h 32m

Cancun

qua 5/14

11:00 am-9:28 pm

1 stop10h 28m

$321

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

seg 5/12

6:24 am-1:06 pm

1 stop6h 42m

Cancun

qua 5/14

1:45 pm-11:58 pm

1 stop10h 13m

$321

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/1

Showing 1-10 of 30 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 March 28, 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 59 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 abril 2, 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 abril 2, 2025.

The most flights from CHI to PL9 are scheduled on a Thursday (11 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (6 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 abril 2, 2025.
To help decide which airline to fly from Chicago to Playa del Carmen, see what other customers have to say about Southwest, Delta and KLM. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,275 reviews

Crew

8.6

Comfort

8.0

Entertainment

7.6

Food

7.1

Overall

8.0

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,275 reviews
Southwest
8.0
Very good
4,275 reviews

Crew

8.6

Comfort

8.0

Entertainment

7.6

Food

7.1

Overall

8.0

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,899 reviews
Southwest
8.0
Very good
4,275 reviews

Crew

8.6

Comfort

8.0

Entertainment

7.6

Food

7.1

Overall

8.0

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
KLM
7.8
Good
1,323 reviews
Southwest
8.0
Very good
4,275 reviews

Crew

8.6

Comfort

8.0

Entertainment

7.6

Food

7.1

Overall

8.0

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Aeromexico
7.5
Good
1,700 reviews
Southwest
8.0
Very good
4,275 reviews

Crew

8.6

Comfort

8.0

Entertainment

7.6

Food

7.1

Overall

8.0

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,615 reviews
Southwest
8.0
Very good
4,275 reviews

Crew

8.6

Comfort

8.0

Entertainment

7.6

Food

7.1

Overall

8.0

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 Spirit Airlines, with whom users have recently found tickets for as low as $110. However, be on the lookout for offers from Southwest and Volaris, 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: Emirates (88%), United Airlines (88%), American Airlines( 88%).

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

    While on average a flight from Chicago to Playa del Carmen is generally $572, 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 $223 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 abril 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$116Average$319FlexibilityNo cancel feeOn-time65%
FrontierCheapest$149Average$386FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$173Average$464FlexibilityNo cancel feeOn-time69%
VolarisCheapest$180Average$556FlexibilityNo cancel feeOn-time79%
VivaCheapest$237Average$292FlexibilityNo cancel feeOn-timeN/A
AeromexicoCheapest$257Average$516FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$263Average$508FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$279Average$955FlexibilityNo cancel feeOn-time67%
DeltaCheapest$286Average$516FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$340Average$695FlexibilityNo cancel feeOn-time63%

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