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$102 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 2/6. 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

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Good to know

Low season

February

High season

September

Cheapest flight

$102
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly and prices are also 17% lower on average.
Flight from Cancun 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 Chicago O'Hare Intl Airport, which days they fly and book direct flights.

Nonstop departures

Riviera Maya to Chicago O'Hare Intl

Monday

ANA, Aer Lingus, Aeromexico, +74 more

ANA, Aer Lingus, +75 more

Tuesday

ANA, Aer Lingus, Aeromexico, +73 more

ANA, Aer Lingus, +74 more

Wednesday

ANA, Aer Lingus, Aeromexico, +76 more

ANA, Aer Lingus, +77 more

Thursday

ANA, Aer Lingus, Aeromexico, +74 more

ANA, Aer Lingus, +75 more

Friday

ANA, Aer Lingus, Aeromexico, +74 more

ANA, Aer Lingus, +75 more

Saturday

ANA, Aer Lingus, Aeromexico, +74 more

ANA, Aer Lingus, +75 more

Sunday

ANA, Aer Lingus, Aeromexico, +75 more

ANA, Aer Lingus, +76 more

See more direct flights

Nonstop returns

Chicago O'Hare Intl to Riviera Maya

Monday

ANA, Aer Lingus, Aeromexico, +74 more

ANA, Aer Lingus, +75 more

Tuesday

ANA, Aer Lingus, Aeromexico, +73 more

ANA, Aer Lingus, +74 more

Wednesday

ANA, Aer Lingus, Aeromexico, +76 more

ANA, Aer Lingus, +77 more

Thursday

ANA, Aer Lingus, Aeromexico, +74 more

ANA, Aer Lingus, +75 more

Friday

ANA, Aer Lingus, Aeromexico, +74 more

ANA, Aer Lingus, +75 more

Saturday

ANA, Aer Lingus, Aeromexico, +74 more

ANA, Aer Lingus, +75 more

Sunday

ANA, Aer Lingus, Aeromexico, +75 more

ANA, Aer Lingus, +76 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 9240 reviews
8.1Crew
7.7Boarding
7.1Entertainment
7.3Comfort
6.7Food
Airline reviews

We appreciated the friendly, efficient, and professional flight attendants. A wider selection of hot foods would be nice.

10.0 ExcellentBrian and Sue, Oct 2024HND - ORD
Read more United Airlines reviews

We appreciated the friendly, efficient, and professional flight attendants. A wider selection of hot foods would be nice.

Did not have enough time from Venice seaport at Ravenna to get to Venice airport in order to make the scheduled flights. Need to have at least 3+ hours from ship docking to airport.

Everything was very good. Was able to change a make run flight leaving on direct earlier in the app -seamless!!! Well done

Being stick waiting for gate at ORD cause me to almost miss my connecting flight…being deaf United made no no effort to keep me updated as I couldn’t hear the PA

As usual, United scheduling is completely misleading. A 54-minute layover at O’Hare is too short to make a lot of connections, especially since the flight landed “on time” but had to wait on the taxiway 15 minutes for a gate to open up. Then it takes another 10 minutes to exit the plane before one can run to another concourse to catch a connecting flight.

The seats on the aircraft are like sitting in a rock. During the boarding process they recognize Active Duty Military, why don’t they recognize Retired Military. I’ve always preferred Delta, this flight confirmed why I still prefer Delta.

The plane used to go to Chicago was a bit outdated and needed a refresh

My connecting gate in .Chicago was across the aisle from my arriving gate. Otherwise I would not have made my connection. So that was very fortunate.

when you can say you don't remember being at any point upset during a flight, the airline is winning .

The staff was very friendly. The seats seemed quite small. Overall the flight was pleasant.

Airplane was cold. Flight attendants were rude. Phone charger did not work. No food available.

3hour delay In the last 3 months i had 3 flights and 2 of these had a more than 2:40 hrs delayed

My initial flight to ORD was extended without reason. We circled the airport a few time and then drove on the ground for at least 20 minutes. These kinds of delays are annoying but somewhat expected… it would be nice if the crew would make an announcement to give updates on how long we could expect to be delayed.

Fantastic. I am low vision and was impressed with how helpful and accommodating the service tam was. It was super appreciated! I was pleasantly surprised about how delicious the food was. Like, “I wish I had more even though I’m no longer hungry” delicious. 100% enjoyable trip.

The flight was uneventful. What was a problem was I was delayed getting home one entire day because the flight from Sacramento was delayed. That made getting to my connecting flight impossible. I had to stay another night at the hotel and incur that expense as a result.

Flights were on time both ways, such a big plus! Staff was very accommodating and friendly. Question the choice of snacks that, which on both flights was dairy based. Appreciated using bottled water.

This flight was fine but had no time to breathe as the connection was late from Sea to ORD.. Super stressful. If we checked bags, the trip would have been very distressed.

Seats were very uncomfortable. I paid extra for a seat with more leg room, the seat was no different than a seat at the back of the plane. Flight attendant was rude.

Seating accommodations in Premium Economy are excellent. Some of the food was very good but leaving room for improvement. All the AA Associates were courteous and professional.

the food choice of packaged chips and popcorn was utterly ridiculous for first class

The flight landed with a delay and we had to wait almost an hour to be off boarded. So typical of spirit.

The gate employees and the flight crew were friendly and professional. Afterboarding we waited 20 minutes for another flight; a complimentary beverage would have ben appreciated for the inconvenience.

You get what you pay for, but those tickets weren't cheap, so I expected better, but Spirit is just one of those airlines.

Cancelled the return flight moments before boarding, horrible customer service in assisting with any rebooking. Never again will I fly Spirit.

Flight got diwngraded last minute and left us stranded. I was told I’ll be given credit for my luggage and seat upgrades but haven’t got anything yet

Crew was nice, explained emergency protocol very well. Flight took off and arrived on time. Pilot explained the small delay that occurred with docking and providing updates. I would definitely fly spirit again.

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

Stop changing gates at sfo. When you are elderly going back for it’s not fun.

We understand and comply with Frontier’s bag sizes. We’ve had some problems in past while having to await other passengers who do not understand the baggage restrictions or have not prepaid and that is usually our biggest concern (others delaying us) with flying Frontier. Flying OUT of ONT, however, has always been a great experience. I’ve also noted even on delayed Frontier flights very knowledgeable pilots who manage expectations well.

There was no easy way to check in. I don't want to install an app to checkin. I will use alaska from now on because they have a web check in method that is easy.

The crew was ghetto lol I felt like I was on an inner city field trip

Horrible! The short distance flight ended up taking 5 hrs! There was a 3 hr delay for the flight to take off and there was a 70 min wait on the tarmac for some bogus reason that the pilot said the gate he was supposed to board was taken up. After a 30 min wait he said the plane that was supposed to push out of the gate called a medical emergency and 40 min later he ended up boarding another gate. For the initial 3 hr delay there was no information/alert about the gate or delay in the app or the boards up until the boarding time and even beyond! Had to walk all the way to the end of the terminal to find the frontier staff to ask what was going on. Avoid this airline at all costs! If you have carryon bags or checked bags , their prices come equivalent to the prices of more reliable airlines. They are the worst in timeliness at 60% (reported as delayed) this year (check the data) by a high margin even compared to the second worst airline. If you are ok with having a miserable flight experience with the odds close to flip of a coin, feel free to try them. If you value your time , money and flying experience, stay away.

There was nothing to like, flight delayed had to move to different departure areas, disorganized to say the leasr

Delayed for two hours due to trivial issues. No reimbursment. Also on arrival further delay due to terminal malfunction.

Our flight was canceled for no known reason. We weren’t told until we were checking in at 5:00 am. This was after our last flight with Frontier where we sat on the plane for three hours (not an exaggeration) before we took off because of a mechanical issue. We won’t be flying Frontier again.

Allowed me to chose my seat without extra charge (I purchased full-price ticket) and boarding was in group1. Didn't even serve water.

I went to the Frontier counter in San Jose at 1030am or so on Sunday 10/13/24 to see if I could get an earlier flight to San Diego in lieu of my reserved 630pm flight. One thing led to another, and I was able to obtain an open seat for about $ 56. on the earlier flight. Fine. Then the agent asked if I "was checking a bag". Not knowing that carry-ons cost extra per Frontier policy, I thought that she meant a regular checked bag. Therefore, I said no. Once I got to the gate, the same gate agent who sold me a ticket told me that I had to pay $99 for a carry-on, and that all bags were extra on Frontier. Having never flown on Frontier, I was not aware of this. Part of the issue was that she was not a native English speaker, so there was a miscommunication as to what "bag" meant. I would have preferred for her to have clearly let me know at the front counter that any bag including a carry-on cost $99. It would have had the same outcome, as I had to take my carry-on. But it got hectic at the last minute at the gate itself. The baggage policy should have mentioned "including carry-ons" when we first spoke.

Book cheap flights from Riviera Maya to Chicago

Recent round-trip flight deals

11/13Wed
nonstopFrontier
4h 09mCUN-ORD
11/18Mon
nonstopFrontier
4h 01mORD-CUN
$140
11/13Wed
nonstopFrontier
4h 09mCUN-ORD
11/18Mon
nonstopFrontier
4h 01mORD-CUN
$141
12/6Fri
1 stop
23h 56mCUN-ORD
12/9Mon
nonstop
3h 57mORD-CUN
$189
11/15Fri
nonstop
3h 58mCUN-ORD
11/18Mon
nonstop
4h 01mORD-CUN
$204
12/23Mon
nonstopSpirit Airlines
3h 52mCUN-ORD
12/31Tue
1 stopSpirit Airlines
16h 43mORD-CUN
$208
12/24Tue
nonstopUnited Airlines
3h 52mCUN-ORD
12/31Tue
nonstopUnited Airlines
3h 47mORD-CUN
$212
12/26Thu
nonstopSpirit Airlines
3h 52mCUN-ORD
1/5Sun
nonstopSpirit Airlines
3h 52mORD-CUN
$214
12/29Sun
nonstopUnited Airlines
3h 53mCUN-ORD
1/5Sun
nonstopUnited Airlines
3h 47mORD-CUN
$223
11/22Fri
nonstopAmerican Airlines
4h 05mCUN-ORD
11/26Tue
1 stopAmerican Airlines
7h 06mORD-CUN
$243
3/6Thu
1 stopAmerican Airlines
10h 09mCUN-ORD
3/11Tue
nonstopAmerican Airlines
3h 50mORD-CUN
$248

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Recent one-way flight deals

2/6Thu
nonstopFrontier
4h 10mCUN-ORD
$102
12/5Thu
nonstopFrontier
4h 14mCUN-ORD
$103
1/27Mon
nonstopSpirit Airlines
4h 02mCUN-ORD
$122
12/14Sat
nonstopSpirit Airlines
3h 52mCUN-ORD
$123
11/29Fri
2 stopsVolaris
18h 19mCUN-ORD
$130
11/19Tue
1 stopUnited Airlines
9h 43mCUN-ORD
$149
12/4Wed
1 stopUnited Airlines
25h 33mCUN-ORD
$150
1/16Thu
1 stopVolaris
7h 46mCUN-ORD
$152
1/9Thu
1 stopAmerican Airlines
6h 59mCUN-ORD
$171
12/14Sat
nonstopAmerican Airlines
3h 00mCZM-ORD
$333

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Last minute flights from Riviera Maya to O'Hare Intl

Last minute flight, train and bus deals

11/1Fri
nonstop
4h 01mCUN-ORD
11/5Tue
nonstop
3h 56mORD-CUN
$221
10/31Thu
multi-stopSpirit Airlines
15h 23mCUN-ORD
11/4Mon
nonstopSpirit Airlines
3h 40mORD-CUN
$244
11/1Fri
multi-stopUnited Airlines
9h 43mCUN-ORD
11/5Tue
multi-stopUnited Airlines
10h 28mORD-CUN
$280
11/4Mon
multi-stopUnited Airlines
16h 17mCUN-ORD
11/10Sun
multi-stopUnited Airlines
21h 52mORD-CUN
$297
10/31Thu
nonstopFrontier
4h 14mCUN-ORD
11/11Mon
nonstopFrontier
4h 01mORD-CUN
$300
11/1Fri
multi-stopDelta
12h 50mCUN-ORD
11/5Tue
multi-stopDelta
11h 36mORD-CUN
$355
11/4Mon
multi-stopVivaAerobus
17h 10mCUN-ORD
11/9Sat
multi-stopVivaAerobus
9h 40mORD-CUN
$464
10/31Thu
multi-stopDelta
12h 05mCUN-ORD
11/4Mon
multi-stopDelta
13h 00mORD-CUN
$466
10/31Thu
nonstopFrontier
4h 14mCUN-ORD
11/6Wed
nonstopFrontier
3h 56mORD-CUN
$476
10/31Thu
multi-stopVivaAerobus
18h 35mCUN-ORD
11/10Sun
multi-stopVivaAerobus
19h 00mORD-CUN
$587

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