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$93 Find cheap flights from Chicago to Yucatan

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 Yucatan 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

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Best Yucatan Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Mérida
Mérida1 stop$314
Cancún
Cancúnnonstop$179

Good to know

Low season

September

High season

March

Cheapest flight

$93
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 36% increase in price.
Flight from Chicago O'Hare Airport to Cancún

FAQs - booking Yucatan flights

  • How does KAYAK find such low prices on flights from Chicago to Yucatan?

    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 Yucatan.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Yucatan 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 Yucatan?

    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 Yucatan 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 Yucatan?

    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 Yucatan from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Yucatan

  • Morning departure is around 5% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from Chicago to Yucatan

Need help choosing which airline to fly with from Chicago to Yucatan? 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.
7.8
Cathay PacificOverall score based on 1026 reviews
8.0Boarding
7.8Comfort
8.2Crew
8.0Entertainment
7.5Food
Airline reviews

Bad experience. Departure time delayed from 1610 to 1740. After the flight was pushed back, pilot said there was a technical issue on the aircraft and we couldn’t take off. Delayed another hour to solve it.

2.0 MediocreAnonymous, Jun 2024TPE - HKG
Read more about Cathay Pacific reviews

Bad experience. Departure time delayed from 1610 to 1740. After the flight was pushed back, pilot said there was a technical issue on the aircraft and we couldn’t take off. Delayed another hour to solve it.

Great, the flight attendants were very friendly and the food was also good.

The overall flight went well and the aircrew was pleasant.

Cathay Pacific seems to be an airline in trouble and on its way out. Lots of broken or poorly functioning things like entertainment screens, seats, and enough well trained staff to handle a full flight. Sad...

The flight crew was exceptionally good. Personal needs were well met. The food choices were very nice.

Excellent. Planes are a little older and could get some refurbishment, but besides that everything was excellent.

The boarding experience was as expected and went well. The plane's economy seating plan is not designed for a positive customer experience but rather for company profit. When the passenger in front of me reclined, the distance from the screen to my face was the span of my hand (thumb tip to pinky fingertip). There is no such thing as personal space in this setting. This results in the domino effect, for when I recline the person in back of me reclines and so it goes. This is not to say that reclining is the answer as the experience is not increased, but simply managed.

While I was in great pain, the seat was sufficiently comfortable to allow me to rest and not be in so much pain.

we were upgraded which was a blessing and tender mercy for us. I fell the day before and was in extreme pain from knee to shoulder. Sitting in a more comfortable seat during the flight was an unexpected blessing and experience.

Seats were very comfortable. Crew were excellent. Food very good.

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.

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

Flight was good and clean but delayed over an hour on the return flight.

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…

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

9 hours of delay!! Was not able to check my luggage that I paid for!!!

Book cheap flights from Chicago to Yucatan

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
nonstop
3h 49mORD-CUN
7/18Thu
nonstop
4h 12mCUN-ORD
$192
7/9Tue
nonstop
3h 49mORD-CUN
7/17Wed
nonstop
4h 12mCUN-ORD
$195
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
11/28Thu
2 stopsDelta
10h 18mMDW-CUN
12/5Thu
1 stopDelta
7h 56mCUN-MDW
$404
7/9Tue
1 stopUnited Airlines
11h 40mORD-MID
7/16Tue
1 stopUnited Airlines
16h 13mMID-ORD
$450
7/19Fri
1 stopAmerican Airlines
20h 40mORD-MID
7/25Thu
1 stopAmerican Airlines
16h 05mMID-ORD
$497
7/21Sun
1 stopUnited Airlines
13h 05mORD-MID
7/28Sun
1 stopUnited Airlines
16h 13mMID-ORD
$510

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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
7/31Wed
1 stopDelta
5h 19mMDW-CUN
$180
6/15Sat
2 stopsDelta
11h 42mORD-CUN
$198

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Last minute flights from Chicago to Yucatan

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
6/15Sat
multi-stopDelta
11h 42mORD-CUN
6/18Tue
multi-stopDelta
12h 58mCUN-ORD
$394
6/14Fri
multi-stopAmerican Airlines
5h 55mORD-CUN
6/16Sun
multi-stopAmerican Airlines
20h 34mCUN-ORD
$395
6/15Sat
multi-stopDelta
11h 42mORD-CUN
6/18Tue
multi-stopDelta
8h 28mCUN-ORD
$413

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Flights to Yucatan

Return flight deals:

Yucatan - Chicago

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