Find flights
When to book
FAQs & Tips
Airlines
Deals

$93 Find cheap flights from Chicago to Playa del Carmen

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 9/4. 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
Fri 7/12
Fri 7/19

Search hundreds of travel sites at once for deals on flights from Chicago to Playa del Carmen

In the last 7 days travelers have searched 44,148,666 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Good to know

Low season

September

High season

March

Cheapest flight

$93
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly with an average 47% 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 Tuesday and avoid Saturdays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Thursdays and the most expensive ones on Wednesdays.

  • 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 $93. Spirit Airlines offered a round-trip connection from $179 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 4 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 January.
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.
7.4
United AirlinesOverall score based on 10000 reviews
7.1Entertainment
8.1Crew
7.7Boarding
6.7Food
7.2Comfort
Airline reviews

Flighty delayed on boarding - then group 1 had to check their carry on bags but groups 3 and beyond could carry bags on - very inconvenient for weekend business trip with no checked baggage. Then delayed on the runway - before take off. No communication from pilot on why or how long. Wifi/Entertainment didn't work for 4+ flight. Upon arrival, attendants announced wrong carousel for baggage claim - everyone was waiting at the wrong place for their checked bags. This was a mess united!

8.0 ExcellentBob, Jun 2024ORD - LAX
Read more about United Airlines reviews

Flighty delayed on boarding - then group 1 had to check their carry on bags but groups 3 and beyond could carry bags on - very inconvenient for weekend business trip with no checked baggage. Then delayed on the runway - before take off. No communication from pilot on why or how long. Wifi/Entertainment didn't work for 4+ flight. Upon arrival, attendants announced wrong carousel for baggage claim - everyone was waiting at the wrong place for their checked bags. This was a mess united!

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

Standard flight experience, but there is only power at the seat to row 20 on the aircraft, on my initial check in it did not say that was the case

Energetic crew - flight full of swiftied going to Taylor's opening show in Paris! Long lines for bathroom made out kind of suck though

I’ve had a couple flights this week on United that were delayed by an hour or more

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?

My husband and I pre-ordered our food, but they did not have my husband’s order, and my cheese plate was very average. I asked for a blanket and was told they don’t carry blankets on domestic routs. The flight was on time and smooth!

Original flight delayed several times and finally canceled at 2:30 in the morning. Staff at the gate was not very helpful in resolving problems or communicating why there were delays. I spent 34 hours at the airport before I could leave, they couldn't book me on another early flight even after canceling my original flight. Next flight available after my original flight was canceled was 22 hours later. I will never fly American Airlines again.

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.

Overall good flight. The flight attendants were annoying and unfriendly. They would ask me to grab someone else’s trash can just waiting until the person woke up or after the flight is done. It’s not my job to pick up someone else’s trash. Especially when it’s not easily reachable.

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.

Poor response to delay, getting on plane, off plane and back on again

My flight was uncomfortable and crammed. There were no pockets to store things, I couldn’t move my seat back slightly. Beverages including soda cost extra. My husband flew on another spirit airline flight, which was delayed a total of 48 hours, only to be canceled.

Two delays in less than 24hrs. They need to improve everything and restructure the whole company.

Terrible leg room, seats don’t recline, delayed flight, and even water isn’t free onboard

Flight was canceled less than 6 hours before takeoff, rebooked on a flight that was twice as long and left earlier so we couldn’t make it, when using text support option took over 2 hours to speak with someone.

Not enough help at airport during boarding process. Flight was delayed. Overall WORST flying experience I’ve ever had. Will NEVER FLT SPIRIT AGAIN

Terrible legroom, seats do not recline, tray table the size of an iPhone, delayed flight, have to pay 5$ to get a cup of water onboard.

Could have TV/Movie and some water ou soda free

The plane was not on time for boarding or departure or arrivals.

Flight expected to leave at 6:40 pm ended leaving at 8:00 am the following day. I slept in a cold airport. Never again Spirit for me…

I did not enjoy the trip home on Frontier for several reasons: there is too much cost besides the flight, which was more than I would normally pay, then having to pay for luggage, and carry-on, seat (if you want to reserve when booking) then you must pay over $3 for a can of soda, and $4 for a snack. A cup of water is free.

Did not realize seats did not recline. Best to travel in an exit row... No question

I strongly dislike Frontier. I find them barebones, the seats not particularly comfortable, the nickel and diming is maddening, the app is TERRIBLE - super confusing to navigate, and the last 4 frontier flights I have flown have been on AVERAGE 2 hours late, one ruining a fancy night out in Vegas with reservations made well in advance, which was nodded to with a measly 5000 miles, which translates to almost nothing. At least credit a free checked bag or something.

8 hr delay. had to buy another ticket with another airline

Four and a half hour delay in total. What frustrates me most is the poor communication and disorganization.

I appreciated the upgrade to free cary-on bag and seat selection at no charge

FRONTIER SUCKS! The agent downstairs tricked me into booking, just to get to the gate. At the gate, they told me they couldn't help. I then called Customer Service. They and the gate attendants kept blaming each other. Neither side was willing to help the customer.

The agent at check-in was strident, unwelcoming, and condescending to customers ahead of me.

Flight was delay 9hrs and nothing was provided at airport, had to go and get a room to sleep in, paid for Uber back and fort with no offers until we landed back home a 1hr later for a $75 voucher for a future flight.

Didn't like anything..entire crew was very rude to everyone on the flight. Plane old and the trays fall down on you the while time you're flying. Charged more for a carry on bag than for the plane ticket itself. Did make it from point a to point b, but worth the extra money to fly with another airline

Book cheap flights from Chicago to Playa del Carmen

Recent round-trip flight deals

7/9Tue
nonstopSpirit Airlines
3h 31mORD-CUN
7/17Wed
nonstopSpirit Airlines
4h 12mCUN-ORD
$179
9/3Tue
nonstopFrontier
3h 54mORD-CUN
9/11Wed
nonstopFrontier
4h 03mCUN-ORD
$185
7/9Tue
nonstopFrontier
3h 49mORD-CUN
7/11Thu
nonstopFrontier
4h 04mCUN-ORD
$186
9/2Mon
nonstopFrontier
3h 54mORD-CUN
9/6Fri
nonstopFrontier
4h 03mCUN-ORD
$189
7/14Sun
nonstopSpirit Airlines
3h 31mORD-CUN
7/18Thu
nonstopSpirit Airlines
4h 12mCUN-ORD
$197
9/8Sun
1 stopAmerican Airlines
14h 10mORD-CUN
9/12Thu
1 stopAmerican Airlines
11h 00mCUN-ORD
$330
9/6Fri
2 stopsDelta
12h 57mMDW-CUN
9/11Wed
1 stopDelta
6h 43mCUN-MDW
$390
11/5Tue
1 stopAeromexico
9h 42mMDW-CUN
11/15Fri
1 stopAeromexico
6h 38mCUN-MDW
$400
11/28Thu
2 stopsDelta
10h 18mMDW-CUN
12/5Thu
1 stopDelta
7h 56mCUN-MDW
$404
12/4Wed
1 stopAeromexico
6h 48mMDW-CUN
12/12Thu
1 stopAeromexico
6h 38mCUN-MDW
$411

Search by stops

Search by airline

Search by price

Recent one-way flight deals

9/4Wed
1 stopSpirit Airlines
14h 34mORD-CUN
$93
7/27Sat
1 stopSpirit Airlines
13h 07mORD-CUN
$102
7/6Sat
1 stopSpirit Airlines
13h 17mORD-CUN
$103
6/18Tue
1 stopFrontier
6h 16mMDW-CUN
$110
8/10Sat
1 stopFrontier
14h 07mMDW-CUN
$112
8/16Fri
nonstopAmerican Airlines
3h 50mORD-CUN
$140
7/2Tue
1 stopAmerican Airlines
15h 34mORD-CUN
$160
8/15Thu
1 stopUnited Airlines
11h 29mORD-CUN
$166
7/3Wed
1 stopVolaris
19h 18mORD-CUN
$261
7/13Sat
2 stopsVolaris
12h 05mORD-CUN
$302

Search by stops

Search by airline

Search by price

Last minute flights from Chicago to Playa del Carmen

Last minute flight, train and bus deals

6/17Mon
multi-stopSpirit Airlines
16h 52mORD-CUN
6/26Wed
nonstopSpirit Airlines
4h 12mCUN-ORD
$273
6/16Sun
nonstopSpirit Airlines
3h 31mORD-CUN
6/26Wed
nonstopSpirit Airlines
4h 12mCUN-ORD
$275
6/14Fri
nonstopUnited Airlines
3h 46mORD-CUN
6/18Tue
nonstopUnited Airlines
3h 57mCUN-ORD
$311
6/15Sat
multi-stopFrontier
28h 03mORD-CUN
6/25Tue
nonstopFrontier
4h 11mCUN-ORD
$315
6/14Fri
nonstopUnited Airlines
3h 46mORD-CUN
6/16Sun
nonstopUnited Airlines
3h 59mCUN-ORD
$321
6/14Fri
multi-stopFrontier
15h 03mMDW-CUN
6/18Tue
multi-stopFrontier
9h 21mCUN-MDW
$329
6/14Fri
multi-stopAmerican Airlines
5h 55mORD-CUN
6/18Tue
multi-stopAmerican Airlines
7h 54mCUN-ORD
$345
6/14Fri
multi-stopAmerican Airlines
5h 55mORD-CUN
6/16Sun
multi-stopAmerican Airlines
20h 34mCUN-ORD
$395
6/14Fri
multi-stopAeromexico
13h 48mMDW-CUN
6/18Tue
multi-stopAeromexico
13h 46mCUN-MDW
$667
6/16Sun
multi-stopAeromexico
18h 52mMDW-CUN
6/20Thu
multi-stopAeromexico
20h 21mCUN-MDW
$940

Search by stops

Search by airline

Search by price

Flights to Playa del Carmen