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Playa del Carmen

$105+ 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 5/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CUN
may. 6 — may. 131
mar. 5/6
mar. 5/13
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 mayo 1, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$244
(Booking.com)

One-way from

$105
(Cheapflightsfares)

Popular in

March

Cheapest in

September

Average price

$387
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 ($31 potential increase over avg. RT price).
Search Deals
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 May 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 mayo 1, 2025.

This Booking.com deal was found by Cheapflights users on 4/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 5/185:05 amORD - CUN
1 stop6h 08mSpirit Airlines
vie. 5/2310:52 amCUN - ORD
Nonstop3h 57mSpirit Airlines
Deal found 4/29$244
This Frontier deal was found by Cheapflights users on 4/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/97:25 amORD - CUN
Nonstop4h 07mFrontier
lun. 5/1210:37 amCUN - ORD
Nonstop4h 01mFrontier
Deal found 4/29$248
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 7/126:00 amORD - CUN
Nonstop3h 31mMultiple Airlines
mar. 7/1511:05 amCUN - ORD
Nonstop4h 01mMultiple Airlines
Deal found 4/29$254
This Southwest deal was found by Cheapflights users on 4/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/196:20 amMDW - CUN
1 stop7h 45mSouthwest
vie. 5/239:00 amCUN - MDW
Nonstop3h 40mSouthwest
Deal found 4/30$299
This Trip.com deal was found by Cheapflights users on 4/30. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/1012:44 pmMDW - CUN
1 stop7h 36mAeromexico
mié. 6/112:00 pmCUN - MDW
1 stop7h 45mAeromexico
Deal found 4/30$309
This Delta deal was found by Cheapflights users on 4/28. 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.
mar. 6/246:00 amORD - CUN
2 stops11h 30mDelta
sáb. 6/283:39 pmCUN - ORD
1 stop8h 37mDelta
Deal found 4/28$311
This Aeromexico deal was found by Cheapflights users on 4/29. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 6/711:05 amORD - CUN
2 stops12h 25mAeromexico
jue. 6/1211:00 amCUN - ORD
1 stop10h 24mAeromexico
Deal found 4/29$313
This Delta deal was found by Cheapflights users on 5/1. 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.
vie. 6/612:48 pmMDW - CUN
2 stops11h 34mDelta
mié. 6/1112:35 pmCUN - MDW
1 stop9h 10mDelta
Deal found 5/1$321
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
mar. 5/137:15 amORD - CUN
Nonstop4h 07mVolaris
jue. 5/2211:05 amCUN - ORD
Nonstop3h 57mVolaris
Deal found 4/28$334
This American Airlines deal was found by Cheapflights users on 4/30. 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.
jue. 7/247:05 amORD - CUN
1 stop8h 17mAmerican Airlines
jue. 7/3110:20 amCUN - ORD
1 stop9h 03mAmerican Airlines
Deal found 4/30$339
This United Airlines deal was found by Cheapflights users on 4/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 5/410:42 amORD - CUN
Nonstop3h 46mUnited Airlines
mar. 5/612:20 pmCUN - ORD
Nonstop4h 02mUnited Airlines
Deal found 4/30$356
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 6/2812:44 pmMDW - CUN
1 stop7h 36mMultiple Airlines
jue. 7/33:05 pmCUN - MDW
1 stop20h 35mMultiple Airlines
Deal found 4/30$362

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 mayo 1, 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

vie. 5/16

9:14 pm-11:39 am

1 stop14h 25m

Cancun

vie. 5/23

10:52 am-2:49 pm

Nonstop3h 57m

$244

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

vie. 7/4

7:35 am-11:32 am

Nonstop3h 57m

Cancun

mar. 7/8

11:05 am-3:06 pm

Nonstop4h 01m

$246

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

lun. 6/2

6:10 am-9:44 am

Nonstop3h 34m

Cancun

jue. 6/5

11:05 am-3:04 pm

Nonstop3h 59m

$250

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

lun. 5/19

5:10 am-1:20 pm

1 stop8h 10m

Cancun

jue. 5/22

9:00 am-12:40 pm

Nonstop3h 40m

$299

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

mar. 6/10

12:44 pm-8:20 pm

1 stop7h 36m

Cancun

mié. 6/11

2:00 pm-9:45 pm

1 stop7h 45m

$309

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

sáb. 6/21

7:10 am-8:45 pm

2 stops13h 35m

Cancun

jue. 6/26

3:39 pm-12:16 am

1 stop8h 37m

$311

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

sáb. 5/31

6:24 am-9:29 pm

2 stops15h 05m

Cancun

jue. 6/5

12:30 pm-8:21 pm

1 stop7h 51m

$312

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

vie. 6/6

12:48 pm-8:20 pm

1 stop7h 32m

Cancun

mié. 6/11

12:35 pm-9:45 pm

1 stop9h 10m

$321

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

jue. 7/10

6:00 am-3:20 pm

1 stop9h 20m

Cancun

mar. 7/15

12:45 pm-9:13 pm

1 stop8h 28m

$339

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

sáb. 10/11

1:40 am-2:58 pm

1 stop13h 18m

Cancun

mié. 10/15

4:00 pm-11:32 pm

1 stop7h 32m

$350

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 31 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 25, 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 mayo 1, 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 mayo 1, 2025.

The most flights from CHI to PL9 are scheduled on a Monday (9 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (5 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 mayo 1, 2025.
To help decide which airline to fly from Chicago to Playa del Carmen, see what other customers have to say about Delta, Alaska Airlines and Southwest. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,934 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,934 reviews
Delta
8.0
Very good
7,934 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Alaska Airlines
8.0
Very good
9,968 reviews
Delta
8.0
Very good
7,934 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Southwest
8.0
Very good
4,294 reviews
Delta
8.0
Very good
7,934 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Aeromexico
7.5
Good
1,698 reviews
Delta
8.0
Very good
7,934 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
United Airlines
7.4
Good
8,696 reviews
Delta
8.0
Very good
7,934 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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 $105. However, be on the lookout for offers from Frontier and Southwest, 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 $688, our data shows the cheapest flight currently is $99. When looking at the most popular route, (Chicago O'Hare Intl - Cancun), you can expect to pay $221 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

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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 mayo 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$120Average$322FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$161Average$488FlexibilityNo cancel feeOn-time69%
FrontierCheapest$162Average$391FlexibilityNo cancel feeOn-time62%
VolarisCheapest$179Average$556FlexibilityNo cancel feeOn-time79%
VivaCheapest$250Average$294FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$265Average$511FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$279Average$955FlexibilityNo cancel feeOn-time67%
AeromexicoCheapest$300Average$508FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$308Average$512FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$340Average$694FlexibilityNo cancel feeOn-time63%

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