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Playa del Carmen

$113+ Cheap flights from Midway (MDW) 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 3/10. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CUN
Dec 25 — Jan 11
Wed 12/25
Wed 1/1
1 adult, Economy
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Cheap flight deals from Midway to Playa del Carmen

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Playa del Carmen (PL9). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 20, 2024.

Round-trip from

$266
(Southwest)

One-way from

$113
(Southwest)

Popular in

March

Cheapest in

February

Average price

$439
From Chicago Midway to Playa del Carmen
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One-way flight from Chicago Midway to Playa del Carmen
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High demand for flights, 7% potential price rise
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Best time to find cheap flights, 4% potential price drop
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Average for round-trip flights in December 2024
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Find flight deals from Midway to Playa del Carmen

Cheapest flights from Midway to Playa del Carmen
Explore the most affordable flight options available from Midway to Playa del Carmen. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 20, 2024.

This Southwest deal was found by Cheapflights users on 12/20. 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.
Sat 12/213:00 pmMDW - CUN
Nonstop3h 45mSouthwest
Thu 12/267:10 amCUN - MDW
Nonstop3h 35mSouthwest
Deal found 12/20$557
This Kiwi.com deal was found by Cheapflights users on 12/19. 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 12/258:25 amMDW - CUN
2 stops23h 49mMultiple Airlines
Sun 12/291:43 pmCUN - MDW
1 stop8h 43mMultiple Airlines
Deal found 12/19$609
This Gotogate deal was found by Cheapflights users on 12/19. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/274:01 pmMDW - CUN
1 stop17h 52mFrontier
Tue 12/311:40 pmCUN - MDW
1 stop10h 40mFrontier
Deal found 12/19$645
This Delta deal was found by Cheapflights users on 12/19. 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.
Thu 12/1912:10 pmMDW - CUN
1 stop7h 52mDelta
Mon 12/2311:05 amCUN - MDW
1 stop6h 12mDelta
Deal found 12/19$683
This Trip.com deal was found by Cheapflights users on 12/18. 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.
Mon 12/307:55 pmMDW - CUN
1 stop12h 09mVolaris
Tue 12/3110:20 pmCUN - MDW
1 stop11h 25mVolaris
Deal found 12/18$854

Find flights from Midway to Playa del Carmen within your budget

Customize your flight search to find flights from Midway 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 December 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 3/10

6:40 am-10:35 am

Nonstop3h 55m

Cancun

Mon 3/17

5:10 pm-9:00 pm

Nonstop3h 50m

$266

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 1/25

7:55 pm-9:04 am

1 stop12h 09m

Cancun

Sat 2/1

2:25 pm-11:29 pm

1 stop10h 04m

$298

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Wed 1/22

8:01 pm-9:01 am

1 stop12h 00m

Cancun

Sat 1/25

2:25 pm-11:29 pm

1 stop10h 04m

$300

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Fri 1/10

6:00 am-4:30 pm

1 stop9h 30m

Cancun

Wed 1/15

4:25 pm-10:20 pm

1 stop6h 55m

$349

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Tue 1/14

7:50 pm-9:04 am

1 stop12h 14m

Cancun

Tue 1/21

7:23 pm-8:45 am

1 stop14h 22m

$356

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 1/11

9:34 am-9:05 pm

2 stops10h 31m

Cancun

Wed 1/15

4:25 pm-10:20 pm

1 stop6h 55m

$385

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 3/10

6:40 am-10:35 am

Nonstop3h 55m

$113

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 3/1

5:10 am-9:56 am

1 stop27h 46m

$119

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 1/27

7:45 am-9:15 am

3 stops24h 30m

$120

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Tue 1/21

7:50 pm-9:04 am

1 stop12h 14m

$138

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/20

Showing 1-10 of 12 results
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Best time to book a flight from Midway to Playa del Carmen

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

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

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

Use this chart to determine the optimal time to book a round-trip flight from Midway to Playa del Carmen. Price data was last updated on December 13, 2024.

The best time to book flights from Chicago Midway Airport to Playa del Carmen is 33 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

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

Find hourly flight availability from Midway 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 December 20, 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Playa del Carmen as you normally would.

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

Use this chart to determine the cheapest time to fly round-trip from Midway to Playa del Carmen. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago Midway Airport to Playa del Carmen flight should consider departing on Friday 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.

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 December 20, 2024.
See what other customers who have flown with Southwest, Frontier and Delta from Chicago to Playa del Carmen have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,821 reviews

Comfort

8.1

Crew

8.7

Entertainment

7.7

Overall

8.1

Food

7.2

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,821 reviews
Southwest
8.1
Very good
4,821 reviews

Comfort

8.1

Crew

8.7

Entertainment

7.7

Overall

8.1

Food

7.2

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,601 reviews
Southwest
8.1
Very good
4,821 reviews

Comfort

8.1

Crew

8.7

Entertainment

7.7

Overall

8.1

Food

7.2

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

KLM
7.8
Good
1,349 reviews
Southwest
8.1
Very good
4,821 reviews

Comfort

8.1

Crew

8.7

Entertainment

7.7

Overall

8.1

Food

7.2

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Aeromexico
7.5
Good
1,923 reviews
Southwest
8.1
Very good
4,821 reviews

Comfort

8.1

Crew

8.7

Entertainment

7.7

Overall

8.1

Food

7.2

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Volaris
6.7
Okay
1,265 reviews
Southwest
8.1
Very good
4,821 reviews

Comfort

8.1

Crew

8.7

Entertainment

7.7

Overall

8.1

Food

7.2

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Midway 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 Midway Airport to Playa del Carmen one-way?

    To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $113. Frontier flights start at $119 while deals on Volaris start at $138 one-way.

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

    Looking at all options, your cheapest flight can be booked for $283. While the most popular route (Chicago Midway - Cancun) can be booked for $318 on average our data indicates $509 when flying from Chicago Midway Airport to Playa del Carmen.

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

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

  • How can I find direct flights from Midway 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 Midway to Playa del Carmen.

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

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

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

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Alternative routes for Midway to Playa del Carmen

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Cancún flights
Midway to Cancún flights
O'Hare Intl to Cozumel flights
Midway to Cozumel flights
O'Hare Intl to Chetumal flights

Top 6 airlines flying from Midway to Playa del Carmen

Discover the top 6 airlines that operate flights from Midway 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 December 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$162Average$271FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$177Average$416FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$311Average$381FlexibilityNo cancel feeOn-time69%
DeltaCheapest$380Average$522FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$392Average$570FlexibilityNo cancel feeOn-time63%
AeromexicoCheapest$399Average$530FlexibilityNo cancel feeOn-timeN/A
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