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Find cheap flights from Chicago to Playa del Carmen from $80

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Playa del Carmen departing on 5/29. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sun 6/2
Sun 6/9

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Good to know

Low season

September

High season

March

Cheapest flight

$80
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly with an average 35% increase in price.
Flight from Chicago O'Hare Airport to Cancún

When to book flights from Chicago to Playa del Carmen

Are your dates flexible? Find out the best times to travel from Chicago to Playa del Carmen based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

FAQs for booking flights from Chicago to Playa del Carmen

  • Which airports will I be using when flying from Chicago to Playa del Carmen?

    When flying out of Chicago you’ll be using one of these airports: Chicago Midway, Chicago O'Hare Intl or Chicago Greater Rockford. Playa del Carmen does not have its own airport so you’ll be flying into nearby Cancun airport, which is 31.1 mi away.

  • How long does a flight from Chicago to Playa del Carmen take?

    Direct flights cover the 1,440 miles separating Chicago and Playa del Carmen in about 3h 31m.

  • How many flights are there between Chicago and Playa del Carmen?

    10 direct flights run between Chicago and Playa del Carmen on a daily basis. On average, there are about 71 departures each week.

  • What’s the cheapest day of the week to fly between Chicago and Playa del Carmen?

    Consider leaving on a Monday and avoid Wednesdays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Fridays and the most expensive ones on Tuesdays.

  • How does KAYAK find such low prices on flights from Chicago to Playa del Carmen?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Playa del Carmen.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Playa del Carmen?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Playa del Carmen from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Playa del Carmen?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Playa del Carmen with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Playa del Carmen?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Playa del Carmen from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airlines provide the cheapest flights from Chicago to Playa del Carmen?

    In the last 72 hours, the cheapest one-way ticket between Chicago and Playa del Carmen found on KAYAK was with Spirit Airlines for $80. Spirit Airlines offered a round-trip connection from $184 and Frontier from $185.

See more FAQs

Top tips for finding cheap flights from Chicago to Playa del Carmen

  • There is no airport in Playa del Carmen. Instead, you’ll be flying into Cancun Airport when flying between Chicago and Playa del Carmen.
  • The cheapest flight from Chicago to Playa del Carmen was found 11 days before departure, on average.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be February, March and April. The cheapest month to fly is September.
See more tips

Top 5 airlines serving Chicago to Playa del Carmen

 
Need help choosing which airline to fly with from Chicago to Playa del Carmen? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.3
United AirlinesOverall score based on 11134 reviews
7.1Entertainment
8.1Crew
7.7Boarding
7.2Comfort
6.7Food
Airline reviews

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

8.0 ExcellentAnonymous, Apr 2024ORD - PHX
Read more about United Airlines reviews

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

Nothing beats ANA customer service on my opinion. Maybe because of their Japanese culture (and food). Arigatō

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

Flight delayed for 2 hours due to a part. The plane sat waiting for boarding for a long time and during final preflight inspection the issue was found. Why not do the preflight inspection sooner if you know the plane is being used?

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

Aircraft has better leg room than any of United's larger planes. We had requested mobility assistance for this and related flights. United's response to all was superb.

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

It was spectacular. I had basic Economy and was given so much space and their seats lean back so far. Staff was superb, food was superb, everything was superb, Finnair is Fantastic.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

We were delayed bc ground crew gave the flight crew the wrong paperwork. We taxiied to the runway then back to the gate to get the correct paperwork that no one bothered reviewing the first time we pushed back. Boarding was rude and stressful like it always is. Gate agents and flight attendants are all over 55 years of age, embittered by years of underpayment From AA leading to their passive agressive bitchiness for no reason.

Boarding time was easy & quick. Crew was excellent. In-flight entertainment was great/easy. Seats are too small and not enough room between rows: felt like a sardine/very cramped.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

The WiFi tv wasn’t working. The flight was over sold and moved several times. The gate assignment appeared on the screens right as we were supposed to board. Because of the flight being over sold we were almost stuck in Cancun for a couple of a days. The flight attendants were unfriendly and would wake you up to pick up other people’s trash.

The reason we chose Volaris to fly from LAX to Mazatlan, Mexico was because of the DATES and TIMES for the NON-STOP flights. When those flights got Totally Changed that was UNACCEPTABLE ! ! ! Also, when my husband Died unexpectedly, the Only statement that Customer Service kept repeating was "they would only offer Credit on a future flight". REALLY?! Volaris was only going to offer CREDIT on another flight to a DEAD PERSON ! ! !

Service of the person who gave us the boarding pass

Overall good but we had a minor scare when a wind shear caused the plane to re take off on the first landing attempt. The crew handled it well and we landed safely on the second attempt

It was unfortunate that I paid more than $120 one way to carry on my luggage to only have to have them checked baggage. We board the flight and there’s a lot of overhead space. They checked our bags in Group 2 but Group 3 was able to board with their luggage. I would not fly Volaris again. The flight attendance on the plane was very nice but the employees at the gate prior to boarding was very rude.

For the price, you pretty much can't beat this airlines. As far as comfort, you could do a lot better, but it'll cost you. Over all cheapest way to get from point A to point B.

To many extra fees, poor customer service and very uncomfortable flight. No leg room and seat wont recline.

I am disabled and was unable to get any assistance from Volaris. I had to wait in line at front desk for 45 minutes, I am by myself, and unable to stand. When I got to front desk check in, they had no assistance for me. I did however, have wheelchair assistance when I arrived in Mexico City. Thank God for that!

It was horrible, our flight back was overbooked and had to take a flight 12hours later in the day but to LAX. Volaris is horrible.

necesitan mejorar el entretenimiento, en vuelos de mas de 3 horas

I paid for WiFi, but it (WiFi) was very very slow, will never take again! Impossible open Utube 😤😤😤

I had no legroom, although I paid for extra legroom. I could barely put my bag in front of my feet and under the seat. The Wi-Fi was horrible. In fact the flight attendant said that they had to reboot it and see if it was going to work and never did.

The guy with severe body odor sat next to me. For the whole duration of the flight it was a torture. The airline should have better policy on limiting people with bad body odor to board the flight. Passengers should not be the ones to endure bad odor for the whole duration of the flight. The airline should be e the one to ensure decent air quality for ever passenger.

Overall it was a miserable experience... I will never fly spirit for more than a 3 hour flight or overnight.

The boarding attendant was slightly rude when I asked about checking our stroller. Made me feel like I was bothering her.

My wife and I are both handicapped and at boarding they upgraded us to a seat closer to the front rather than all the way towards the back. Much appreciated.

Not much seat room, but that was unexpected. But the seat headrest was very uncomfortable.

First the good, everyone was friendly and efficient. Flight was smooth and plane was very clean and new. Now the bad, seats have almost no padding on your behind. I was in exit row so I had tons of leg room for a 6' 2" bean pole with long legs. Everything was extra - water, soda, snacks everything besides oxygen. Ya get what you pay for, and my flight was cheap as you could ever want it, so no worries.

First the good, everyone was friendly and efficient. Flight was smooth and plane was very clean and new. Now the bad, seats have almost no padding on your behind. I was in exit row so I had tons of leg room for a 6' 2" bean pole with long legs. Everything was extra - water, soda, snacks everything besides oxygen. Ya get what you pay for, and my flight was cheap as you could ever want it, so no worries. They dont really bother you about carry-on size, I brought a descent sized backpack and they didnt even check.

Spirit canceled the flight in March and never notified me!

Six hour delay. Poor customer service. No voucher. Bad communication. Missed important appointments.

Our flight was delayed an hour, then when we got to board our flight finally, we were waiting in our seats for take off for 45 minutes before it was communicated that there was a maintenance issue therefore we waited on the plane for over an hour while that was resolved. We did not get to Phoenix until almost 3 hours after we were originally supposed to. This was the first and last time I will be flying Frontier.

Flight was canceled with little warning. Flight was rebooked through Ontario, California and connecting flight was delayed by over three hours. Frontier is living up to their Greyhound of the skies reputation for sure.

I purchased a carry on bag online…was supposed to cost $72 but after a whole slew of bs charges, the total was over $175.00. Because of these hidden charges, I will not even consider flying Frontier ever again. It’s just not worth the hassle. I’m scratching this company off my list forever.

Flight was OK. Seats were good no cell phone charges on the plane no TVs or entertainment.

There were 3 leg for the trip and each leg was delayed by 90 minutes or more. The boarding process takes forever with people waiting on the jetway even though most folks do not have carry-on. The whole process is poorly managed.

Flight cancelled and was told by a rude gate agent that they don’t accommodate on other airlines. Had to wait 5 hours for a connecting flight that had a 7 hour layover. Would not allow bags to be checked early so we couldn’t go through security .Had to rent a car for the afternoon to store bags and get a meal. Also incurred a hotel fee. No apology or reason given for the cancellation- just rudeness.

They cancelled the flight then did nothing to help us rebook. It was awful - I won’t fly with them again

The process of buying the ticket and navigating all the hidden charges that Frontier throws at you was a terrible experience. The actual airport experience and flying was fine.

The truck that was refueling the plane drove away with the hose still connected to the plane and ripped part of the plane off with it

Book cheap flights from Chicago to Playa del Carmen

Recent round-trip flight deals

5/27Mon
nonstopSpirit Airlines
3h 32mORD-CUN
5/30Thu
nonstopSpirit Airlines
4h 00mCUN-ORD
$184
5/13Mon
nonstopFrontier
4h 08mORD-CUN
5/15Wed
nonstopFrontier
4h 11mCUN-ORD
$185
8/24Sat
nonstopFrontier
3h 54mORD-CUN
8/28Wed
nonstopFrontier
4h 03mCUN-ORD
$186
5/19Sun
nonstopFrontier
3h 57mORD-CUN
5/23Thu
nonstopFrontier
4h 08mCUN-ORD
$187
5/21Tue
nonstopFrontier
3h 57mORD-CUN
5/30Thu
nonstopFrontier
4h 08mCUN-ORD
$188
5/13Mon
nonstop
4h 08mORD-CUN
6/6Thu
nonstop
4h 12mCUN-ORD
$190
5/20Mon
nonstopSpirit Airlines
3h 32mORD-CUN
5/23Thu
nonstopSpirit Airlines
4h 00mCUN-ORD
$191
8/27Tue
1 stopAmerican Airlines
7h 45mORD-CUN
8/31Sat
1 stopAmerican Airlines
9h 55mCUN-ORD
$308
9/21Sat
1 stopDelta
9h 42mMDW-CUN
9/25Wed
1 stopDelta
6h 41mCUN-MDW
$400
9/21Sat
2 stopsDelta
10h 18mMDW-CUN
9/25Wed
2 stopsDelta
13h 52mCUN-MDW
$404

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Recent one-way flight deals

5/29Wed
nonstopSpirit Airlines
3h 32mORD-CUN
$80
5/8Wed
nonstopFrontier
4h 08mORD-CUN
$81
5/12Sun
nonstopSpirit Airlines
3h 32mORD-CUN
$87
5/11Sat
nonstopUnited Airlines
3h 46mORD-CUN
$116
5/5Sun
1 stopUnited Airlines
6h 33mORD-CUN
$120
5/7Tue
1 stopAmerican Airlines
8h 40mORD-CUN
$139
7/23Tue
1 stopAmerican Airlines
8h 40mORD-CUN
$140
5/19Sun
1 stopAeromexico
20h 27mORD-CUN
$176
5/15Wed
1 stopAeromexico
11h 06mMDW-CUN
$185
6/25Tue
2 stopsVolaris
12h 05mORD-CUN
$321

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Last minute flights from Chicago to Playa del Carmen

Last minute flight, train and bus deals

5/6Mon
nonstopFrontier
4h 08mORD-CUN
5/8Wed
nonstopFrontier
4h 11mCUN-ORD
$185
5/6Mon
nonstopFrontier
4h 08mORD-CUN
5/15Wed
nonstopFrontier
4h 11mCUN-ORD
$190
5/6Mon
nonstop
4h 08mORD-CUN
5/29Wed
nonstop
4h 00mCUN-ORD
$198
5/6Mon
nonstopSpirit Airlines
3h 44mORD-CUN
5/9Thu
multi-stopSpirit Airlines
11h 14mCUN-ORD
$207
5/5Sun
nonstopSpirit Airlines
3h 44mORD-CUN
5/11Sat
nonstopSpirit Airlines
4h 00mCUN-ORD
$224
5/5Sun
multi-stopUnited Airlines
8h 20mORD-CUN
5/8Wed
multi-stopUnited Airlines
9h 11mCUN-ORD
$270
5/6Mon
multi-stopDelta
9h 58mMDW-CUN
5/15Wed
multi-stopDelta
8h 56mCUN-MDW
$394
5/6Mon
multi-stopDelta
5h 35mMDW-CUN
5/15Wed
multi-stopDelta
8h 56mCUN-MDW
$404
5/6Mon
multi-stopAeromexico
17h 32mORD-CUN
5/8Wed
multi-stopAeromexico
14h 53mCUN-ORD
$426
5/6Mon
multi-stopAeromexico
11h 57mMDW-CUN
5/9Thu
multi-stopAeromexico
11h 56mCUN-MDW
$691

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Flights to Playa del Carmen