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$104 Find cheap flights from Riviera Maya to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to O'Hare Intl departing on 5/30. 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
mer 5/29
mer 6/5

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Good to know

Low season

March

High season

September

Cheapest flight

$104
Best time to beat the crowds but there is an average 83% increase in price.
Most popular time to fly and prices are also 32% lower on average.
Flight from Cancún to Chicago O'Hare Airport

FAQs for booking Riviera Maya to Chicago flights

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

    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 Riviera Maya to Chicago.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Riviera Maya 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 Riviera Maya to Chicago?

    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 Chicago with an airline and back to Riviera Maya with another airline.

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

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

See more FAQs

Prefer to fly non-stop from Riviera Maya to Chicago?

Find which airlines fly direct from Riviera Maya to O'Hare Intl, which days they fly and book direct flights.

Nonstop departures

Riviera Maya to Chicago O'Hare Intl

Monday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +76 more

ANA, Aer Lingus, +77 more

Wednesday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Thursday

ANA, Aer Lingus, Aeromexico, +76 more

ANA, Aer Lingus, +77 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

Saturday

ANA, Aer Lingus, Aeromexico, +76 more

ANA, Aer Lingus, +77 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +76 more

ANA, Aer Lingus, +77 more

See more direct flights

Nonstop returns

Chicago O'Hare Intl to Riviera Maya

Monday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +76 more

ANA, Aer Lingus, +77 more

Wednesday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Thursday

ANA, Aer Lingus, Aeromexico, +76 more

ANA, Aer Lingus, +77 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

Saturday

ANA, Aer Lingus, Aeromexico, +76 more

ANA, Aer Lingus, +77 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +76 more

ANA, Aer Lingus, +77 more

See more direct flights
See more direct flights

Top 4 airlines serving from Riviera Maya to O'Hare Intl

 
Need help choosing which airline to fly with from Riviera Maya to O'Hare Intl? 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 11202 reviews
7.7Boarding
6.7Food
7.1Entertainment
7.2Comfort
8.1Crew
Airline reviews

It was good! Appreciated that it was very on schedule so it made the connecting flight less stressful

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

It was good! Appreciated that it was very on schedule so it made the connecting flight less stressful

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

We were delayed an hour leaving Munich (No fault of the crew). They kept us posted on the status so we knew what was going on, but as a result we missed our connection in Chicago and the communication on connecting flights was pretty poor as we disembarked. It was already stressful and some of that could have been reduced by better communications about where to find transfers, etc.

One problem, but a serious one - the plane is built with electric windows that tint dark to reduce light. Sitting next to the window is VERY UNCOMFORTABLE as it emits so much HEAT in the face when tinted.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

Wifi wasn't working on one of the UA flights after boarding.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Crew was not very helpful. They forgot to serve me coffee and had to wait for a long time.It looked as if they were not very happy with what they were doing.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

The plane was old and in new of a cleaning up and renovating on the interior. Seats and carpets were very worn and dirty looking. Cushioning on the seats was broken down and not as comfortable as newer jet seats. Food was a little below average but okay. Staff were friendly and hard working but did not pick up debris or food they spilled when collecting from the customers. But they were very helpful and professional.

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.

lounge was the highlight - seats weren't that comfortable - it was a full flight but no complaints

The seat are terrible. Don’t even think of sleeping on a Spirit flight. The kids that run the plane aka flight attendants are pretty rude and straight forward. They get the job done but without class.

I had a death in my family and booked my flight on Spirit. My flight was cancelled the morning of my flight, no explanation, no help to rebook, nobody to talk to. The next available flight was 2days later !!!! Terrible airline, will NEVER fly with them again!

They took a horrible route with a lot of turbulence and I eneded up getting sick. Even if the flight takes longer. Don't put people life at risk just to get to the airport on time.

Every thing was fine ,low price,easy on time ,clean, good staff, really no issues

Had to board plan 2x due to lack of security check after 1st boarding

Miserable. The crew was rude, the flight was delayed 5 hours for mechanical reasons and then “weather” even though other planes were leaving.

They kept Changing the flight times. It was delayed several times and at one point it was supposed to depart at 3.40am! At which point we ended up staying overnight and booked long a separate United flight for early morning departure. The spirit flight then got moved up and left at 1.30 in the morning when it was supposed to leave at 9.40pm the night before.

Flight was delayed...not horribly late. Just before push back engine shut down for a quick replacement item that took about five minutes. After that, everything was smooth and the pilot was able to make up time in the air so that our arrival time was not too far off the original anticipated arrival time.

Only inflight purchases for food and water. Nothing comes with ticket price. Have to purchase bags, food...

The flight was delayed almost two hours on the front end, and an hour on the backend once we landed and waited for a gate to open up. We were told to remain in our seats during that whole delay and I had to go to the bathroom badly. I was unable to hold it and was forced to urinate in my pants while in my seat. I then had to sit in it until we finally deboarded and I was able to change my clothes.

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

Not have to pay for every single item to take a flight. Seating and delays sucked.

Book cheap flights from Riviera Maya to Chicago

Recent round-trip flight deals

5/9gio
1 stopFrontier
8h 59mCUN-ORD
5/14mar
1 stopFrontier
10h 06mORD-CUN
$174
5/11sab
1 stopFrontier
15h 16mCUN-ORD
5/18sab
1 stopFrontier
14h 51mORD-CUN
$175
5/9gio
nonstopAmerican Airlines
4h 01mCUN-ORD
5/12dom
nonstopAmerican Airlines
3h 35mORD-CUN
$194
5/24ven
nonstopSpirit Airlines
4h 00mCUN-ORD
5/28mar
nonstopSpirit Airlines
3h 32mORD-CUN
$199
5/17ven
1 stopUnited Airlines
15h 05mCUN-ORD
5/20lun
1 stopUnited Airlines
14h 25mORD-CUN
$200
5/9gio
nonstopSpirit Airlines
4h 00mCUN-ORD
5/11sab
1 stopSpirit Airlines
16h 40mORD-CUN
$201
9/12gio
nonstopUnited Airlines
3h 55mCUN-ORD
9/16lun
1 stopUnited Airlines
12h 54mORD-CUN
$210
5/9gio
nonstop
4h 00mCUN-ORD
5/12dom
1 stop
10h 06mORD-CUN
$211
5/15mer
1 stop
15h 16mCUN-ORD
5/27lun
nonstop
3h 32mORD-CUN
$217
10/9mer
1 stopAmerican Airlines
7h 05mCUN-ORD
10/15mar
1 stopAmerican Airlines
8h 18mORD-CUN
$272

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Recent one-way flight deals

5/30gio
nonstopSpirit Airlines
4h 00mCUN-ORD
$104
5/17ven
nonstopSpirit Airlines
4h 00mCUN-ORD
$107
5/9gio
2 stopsFrontier
11h 20mCUN-ORD
$124
5/8mer
1 stopFrontier
8h 39mCUN-ORD
$128
5/30gio
nonstopUnited Airlines
3h 59mCUN-ORD
$142
5/5dom
1 stopUnited Airlines
10h 11mCUN-ORD
$152
5/6lun
1 stop
14h 36mCUN-ORD
$154
5/8mer
2 stops
12h 37mCUN-ORD
$155
6/27gio
1 stopAmerican Airlines
6h 53mCUN-ORD
$204
7/27sab
1 stopAmerican Airlines
7h 40mCUN-ORD
$243

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Last minute flights from Riviera Maya to O'Hare Intl

Last minute flight, train and bus deals

5/2gio
nonstopSpirit Airlines
4h 03mCUN-ORD
5/6lun
multi-stopSpirit Airlines
7h 56mORD-CUN
$167
5/1mer
nonstopSpirit Airlines
4h 03mCUN-ORD
5/8mer
nonstopSpirit Airlines
3h 32mORD-CUN
$199
5/2gio
nonstopUnited Airlines
3h 57mCUN-ORD
5/6lun
multi-stopUnited Airlines
14h 29mORD-CUN
$205
5/1mer
multi-stopUnited Airlines
7h 33mCUN-ORD
5/8mer
multi-stopUnited Airlines
11h 45mORD-CUN
$210
5/2gio
nonstop
4h 03mCUN-ORD
5/6lun
multi-stop
10h 06mORD-CUN
$211
5/2gio
multi-stop
16h 16mCUN-ORD
5/6lun
multi-stop
10h 06mORD-CUN
$232
5/2gio
multi-stopFrontier
15h 20mCUN-ORD
5/6lun
multi-stopFrontier
10h 06mORD-CUN
$275
5/2gio
multi-stopFrontier
15h 20mCUN-ORD
5/6lun
multi-stopFrontier
10h 06mORD-CUN
$283
4/30mar
nonstopAmerican Airlines
4h 00mCUN-ORD
5/4sab
multi-stopAmerican Airlines
9h 00mORD-CUN
$408
4/30mar
nonstopAmerican Airlines
4h 00mCUN-ORD
5/4sab
multi-stopAmerican Airlines
6h 10mORD-CUN
$409

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Flights to Chicago

Destination:

Chicago (ORD)United States

Return flight deals:

Chicago - Riviera Maya

Cabin classes:

$274
$293
$245
$52