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Playa del Carmen

$99+ 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 4/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CUN
feb. 28 — mar. 71
vie. 2/28
vie. 3/7
1 adult, Economy
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The best prices from Chicago to Playa del Carmen are usually found in September or May, booked 2 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 febrero 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$216
(Cheapflightsfares)

One-way from

$99
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$382
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. 4% potential increase in price ($17 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 February 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 febrero 23, 2025.

This Kiwi.com deal was found by Cheapflights users on 2/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 3/35:40 pmORD - CUN
1 stop14h 48mMultiple Airlines
mar. 3/1110:53 amCUN - ORD
Nonstop4h 03mMultiple Airlines
Deal found 2/22$217
This Kiwi.com deal was found by Cheapflights users on 2/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 3/36:00 amORD - CUN
Nonstop3h 45mSpirit Airlines
sáb. 3/811:53 amCUN - ORD
Nonstop4h 03mSpirit Airlines
Deal found 2/22$219
This Viva deal was found by Cheapflights users on 2/22. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 3/61:00 amORD - CUN
1 stop12h 25mViva
mar. 3/119:55 pmCUN - ORD
1 stop17h 20mViva
Deal found 2/22$245
This Southwest deal was found by Cheapflights users on 2/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 5/1110:45 amMDW - CUN
Nonstop3h 40mSouthwest
jue. 5/159:00 amCUN - MDW
Nonstop3h 40mSouthwest
Deal found 2/22$246
This Kiwi.com deal was found by Cheapflights users on 2/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 3/35:40 pmORD - CUN
1 stop14h 48mVolaris
mar. 4/810:00 pmCUN - ORD
1 stop7h 42mVolaris
Deal found 2/22$267
This Kiwi.com deal was found by Cheapflights users on 2/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/14:40 pmMDW - CUN
1 stop15h 33mMultiple Airlines
mar. 4/810:40 amCUN - MDW
1 stop9h 11mMultiple Airlines
Deal found 2/21$292
This United Airlines deal was found by Cheapflights users on 2/22. 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.
mar. 2/2510:36 amORD - CUN
Nonstop3h 57mUnited Airlines
jue. 2/273:18 pmCUN - ORD
Nonstop3h 52mUnited Airlines
Deal found 2/22$301
This Mytrip deal was found by Cheapflights users on 2/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/86:45 amMDW - CUN
1 stop30h 43mFrontier
mar. 4/1512:40 pmCUN - MDW
1 stop7h 05mFrontier
Deal found 2/22$321
This Frontier deal was found by Cheapflights users on 2/23. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 5/276:00 amORD - CUN
1 stop6h 07mFrontier
sáb. 5/3111:26 amCUN - ORD
1 stop12h 12mFrontier
Deal found 2/23$340
This American Airlines deal was found by Cheapflights users on 2/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 2/278:16 amORD - CUN
1 stop6h 58mAmerican Airlines
mar. 3/41:35 pmCUN - ORD
1 stop7h 33mAmerican Airlines
Deal found 2/23$360
This eDestinos deal was found by Cheapflights users on 2/22. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 2/2510:57 amMDW - CUN
1 stop9h 08mAeromexico
lun. 3/33:03 pmCUN - MDW
1 stop8h 17mAeromexico
Deal found 2/22$370
This Delta deal was found by Cheapflights users on 2/22. 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.
jue. 3/66:00 amMDW - CUN
1 stop9h 25mDelta
lun. 3/103:18 pmCUN - MDW
1 stop7h 05mDelta
Deal found 2/22$390

Find flights from Chicago to Playa del Carmen within your budget

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 febrero 23, 2025.

Fly from

Chicago

Fly to

Playa del Carmen

Route

Depart

Return

Price

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

lun. 3/10

6:00 am-9:48 am

Nonstop3h 48m

Cancun

mié. 3/19

2:52 pm-7:05 pm

Nonstop4h 13m

$220

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

sáb. 3/8

1:00 am-9:40 pm

1 stop19h 40m

Cancun

mar. 3/18

10:53 am-2:56 pm

Nonstop4h 03m

$225

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

jue. 3/6

1:00 am-2:25 pm

1 stop12h 25m

Cancun

mar. 3/11

9:55 pm-3:15 pm

1 stop17h 20m

$245

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

dom. 5/11

10:45 am-2:25 pm

Nonstop3h 40m

Cancun

jue. 5/15

9:00 am-12:40 pm

Nonstop3h 40m

$246

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

mar. 4/1

4:40 pm-8:13 am

1 stop15h 33m

Cancun

mar. 4/8

10:40 am-7:51 pm

1 stop9h 11m

$292

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

mar. 3/11

1:45 am-2:26 pm

1 stop12h 41m

Cancun

mié. 3/19

9:51 pm-5:37 am

1 stop7h 46m

$320

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

mar. 4/8

6:45 am-1:28 pm

1 stop30h 43m

Cancun

mar. 4/15

12:40 pm-7:45 pm

1 stop7h 05m

$321

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

mar. 5/27

6:00 am-12:07 pm

1 stop6h 07m

Cancun

sáb. 5/31

11:26 am-11:38 pm

1 stop12h 12m

$340

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

mar. 3/18

6:00 am-3:30 pm

1 stop9h 30m

Cancun

mar. 3/25

8:00 am-4:14 pm

1 stop8h 14m

$376

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

jue. 3/6

6:00 am-4:25 pm

1 stop9h 25m

Cancun

lun. 3/10

3:18 pm-10:23 pm

1 stop7h 05m

$390

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/22

Showing 1-10 of 26 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.

Travel insights for flights from Chicago to Playa del Carmen

Get recent, data-driven insights about flights from Chicago to Playa del Carmen including ideal travel times, pricing trends, and more.

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 February 14, 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 2 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 febrero 23, 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 February 16, 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. Sunday 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 febrero 23, 2025.

The most flights from CHI to PL9 are scheduled on a Saturday (13 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (9 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 febrero 23, 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 Aeromexico. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,385 reviews

Entertainment

7.6

Crew

8.7

Comfort

8.1

Overall

8.1

Boarding

8.2

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,385 reviews
Southwest
8.1
Very good
4,385 reviews

Entertainment

7.6

Crew

8.7

Comfort

8.1

Overall

8.1

Boarding

8.2

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,203 reviews
Southwest
8.1
Very good
4,385 reviews

Entertainment

7.6

Crew

8.7

Comfort

8.1

Overall

8.1

Boarding

8.2

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Aeromexico
7.5
Good
1,767 reviews
Southwest
8.1
Very good
4,385 reviews

Entertainment

7.6

Crew

8.7

Comfort

8.1

Overall

8.1

Boarding

8.2

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,754 reviews
Southwest
8.1
Very good
4,385 reviews

Entertainment

7.6

Crew

8.7

Comfort

8.1

Overall

8.1

Boarding

8.2

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,385 reviews

Entertainment

7.6

Crew

8.7

Comfort

8.1

Overall

8.1

Boarding

8.2

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 $99. However, be on the lookout for offers from Viva 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: American Airlines (80%), Spirit Airlines (77%), Emirates( 77%).

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

    While on average a flight from Chicago to Playa del Carmen is generally $734, our data shows the cheapest flight currently is $96. When looking at the most popular route, (Chicago O'Hare Intl - Cancun), you can expect to pay $204 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 febrero 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$28Average$311FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$113Average$351FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$174Average$447FlexibilityNo cancel feeOn-time69%
VolarisCheapest$177Average$550FlexibilityNo cancel feeOn-time79%
VivaCheapest$251Average$321FlexibilityNo cancel feeOn-timeN/A
AeromexicoCheapest$257Average$468FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$263Average$495FlexibilityNo cancel feeOn-time71%
DeltaCheapest$286Average$512FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$340Average$686FlexibilityNo cancel feeOn-time63%
AviancaCheapest$672Average$896FlexibilityNo cancel feeOn-time71%
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