$135 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 2/3. 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
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$173
Overall average: $205
Frontier
Thu 1/22Thu 1/29
CUN - ORD • 1 stop
Cheapest non-stop
$164
Typical prices: $194-$288
Frontier
Wed 2/18Sun 2/22
CUN - ORD • Non-stop
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Riviera Maya to O'Hare Intl

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Riviera Maya to O'Hare Intl that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Riviera Maya to O'Hare Intl

Thu, Jan 22 - Thu, Jan 29
Frontier Logo
2:57 pm - 10:46 pm
CUN
-
ORD
8h 49m1 stop
Frontier Logo
5:40 am - 1:47 pm
ORD
-
CUN
7h 07m1 stop
$173Frontier
Thu, Jan 15 - Mon, Jan 26
Frontier Logo
4:12 pm - 10:44 pm
CUN
-
ORD
7h 32m1 stop
Frontier Logo
5:40 am - 1:47 pm
ORD
-
CUN
7h 07m1 stop
$180Frontier
Thu, Jan 22 - Thu, Jan 29
Frontier Logo
11:40 am - 2:49 pm
CUN
-
ORD
4h 09mnonstop
Frontier Logo
7:11 am - 12:19 pm
ORD
-
CUN
4h 08mnonstop
$185Frontier
Thu, Jan 15 - Wed, Feb 18
Frontier Logo
11:40 am - 2:49 pm
CUN
-
ORD
4h 09mnonstop
Frontier Logo
8:00 am - 1:17 pm
ORD
-
CUN
4h 17mnonstop
$188Frontier
Fri, Jan 30 - Wed, Feb 4
Multiple Airlines Logo
11:40 am - 2:49 pm
CUN
-
ORD
4h 09mnonstop
Multiple Airlines Logo
6:05 am - 10:54 am
ORD
-
CUN
3h 49mnonstop
$200Multiple Airlines
Fri, Jan 23 - Fri, Jan 30
Multiple Airlines Logo
11:40 am - 2:49 pm
CUN
-
ORD
4h 09mnonstop
Multiple Airlines Logo
6:05 am - 10:54 am
ORD
-
CUN
3h 49mnonstop
$204Multiple Airlines
Thu, Jan 15 - Sun, Jan 18
Spirit Airlines Logo
11:59 am - 2:53 pm
CUN
-
ORD
3h 54mnonstop
Spirit Airlines Logo
6:05 am - 10:54 am
ORD
-
CUN
3h 49mnonstop
$209Spirit Airlines
Thu, Jan 29 - Wed, Feb 4
Viva Logo
8:30 pm - 11:50 pm
CZM
-
ORD
27h 20m1 stop
Viva Logo
1:20 am - 7:45 pm
ORD
-
CZM
18h 25m1 stop
$344Viva
Fri, Jan 16 - Wed, Feb 18
United Airlines Logo
2:25 pm - 10:58 pm
CZM
-
ORD
8h 33m1 stop
United Airlines Logo
5:45 am - 1:23 pm
ORD
-
CZM
7h 38m1 stop
$398United Airlines
Wed, Feb 18 - Sun, Feb 22
United Airlines Logo
2:25 pm - 12:26 am
CZM
-
ORD
10h 01m1 stop
United Airlines Logo
5:45 am - 1:23 pm
ORD
-
CZM
7h 38m1 stop
$427United Airlines
Useful Info

Good to know

Low seasonNovember
Cheapest flight$135
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly and prices are also 12% 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.

Reviews of the 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 9092 reviews
7.1Entertainment
6.6Food
8.1Crew
7.3Comfort
7.7Boarding
Airline reviews

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

10.0 ExcellentRoger, Dec 2025
CAE - ORD
Read more United Airlines reviews

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Very bad! They kept delaying my flight and wouldn’t do anything about it

Door to door, the crew and staff were amazing. It was a stressful travel day with delays, but they were focused on customers and doing what they could to get us to our destinations.

United has come a long way, it’s been a fantastic experience traveling with them.

This flight leg was fantastic - super comfortable and a great selection of things to watch on the TV. Staff were excellent, really above and beyond.

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

After boarding the plane in Chicago, the passengers were told that there was a technical problem with the plane. Passengers remained on the plane as they tried to fix the problem. After what was probably an hour passengers were told that there was a need to change planes as the problem was not solved. Passengers disembarked and boarded another plane. After taxing to the runway and waiting for takeoff, passengers were told that owing to the thunderstorm the flight was unable to take off but would try and reroute. After some time passengers were told there wasn't enough fuel for the new route and the plane had to return to the gate for additional fuel. after another log delay the flight got underway. On the plane there was food, drinks, ice or entertainment. We were a glass of water, which appeared rationed. Flight arrived about 5 hours late. The pilot was fantastic and communicated with the passengers throughout the ordeal.

Excellent all round, first time flying United. App is very helpful.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Flight, food and crew were all good, friendly and very satisfactory.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

Premium economy seat was decent. As always poor headphones, poor food and beverage, crew is not overly friendly

Excellent - explanations were clear staff was nice and flight was comfortable

Flight was on time. Friendly crew. Gate agents in the other hand were very unfriendly.

Bought round trip tickets. Ended up upgrading to first class. Both flights were new planes but hadn’t been equipped with WiFi and there were no charging ports at my seat despite it being new and first class accommodations.

Like: seats that don't move; fast boarding; engaging crew; low-prices; individual gate at LGA; access to restrooms at the gate Dislike: no water on the flight

To be Honest they canceled my flight and didn't have other options. Until 4 says later and I have a 2yr old very disappointed.

The whole thing everything was poorly managed poorly handled spirit doent deserve to be in business period.

Nothing. It was delayed three times and then canceled and we had to drive 15 hours to get home and rent a car.

Excellent experience when I am looking for a budget airline where the main expectation is getting me from point A to point B with no frills.

Had to deplane for undisclosed mechanical issue. Landed in Chicago 3 hours late. Food voucher at FLL came just as we were recording. Crew and agents were troopers--better than Spirit last night.

We spent 5 1/2 hours at Ohare cause our flight was diverted cause of rain in the area. We missed appts that we had set on Tuesday and cause we were flying back the next day on the 7am flight we had no time to reschedule anything. Other airlines were landing and taking off fine having no issues. It was only Spirit. Very frustrating flight and I understand why the flights are only around 25-30% full.

Everything was on time and the crew was very helpful. Would definitely use again

Not clean and was told I would get a great seat and it was not great at all

Good- no snacks on a 4+ hour flight is painful but more painful was the lack of WiFi.

Flight got delayed for 5 hours no good explanation was offered ;(

Horrible. I would never fly Frontier again. The booking process is tricky at best, but fraudulent in my opinion. Frontier customer service did nothing to rectify my purchase -- I ended up paying more than double what I could have gotten from other airlines and nearly triple what I thought I was buying from Frontier. Their booking practices are unfair to the consumer.

Delayed. Text notifications were slow. Not much information o what was happening. Boarding was slow and confusing. Wasn’t even offered water other flight. Had to ask. No entertainment at all. Felt like.a Greyhound bus.

When I wanted to check in 3 hours prior to boarding time, the employees mentioned “a little over an hour delay” so I waited for an hour then I went to go look for food in the terminal and most people from that flight were in the same area looking for food. Finally I decided after food to check to see if it’s anytime closer and now it’s 2 mins until boarding closes?! What are you kidding me? I didn’t receive anything via sms about boarding now nor via email or on the intercom. I luckily made it through, barely, and then there’s no room for my carry on mind you I’m in the very first row so I had to place my purse in one further row back and my carry on sections down. Not sure who pays for better seats to get your stuff placed all over the plane but that was the worst experience I’ve ever had flying with anyone.

Better than expected. Staff were friendly and nice on both flights.

There was no one at the counter to assist with our check in. The app didn’t work, so I arrived at the airport with time to check in and I couldn’t because no employees were there. When I finally got someone on the phone, it was inside the 60min rule and they said I could no longer check in and they could sell me another ticket. We had to scramble and pay an additional $800 for tickets and THEN AFTER (about 60 min from my original convo with customer service and 10min after original departure time) I had boarded my new flight, there was email saying my original flight from Frontier was delayed and leaving 2hr 50min later, but I STILL wouldn’t have been able to check in. Which means customer service should have been able to see it and let me check in because I was well within my check in time. When I call Frontier, they hang up on me. So their app didn’t work and they employees left and they take zero responsibility or assistance with their “customer service”

Terrible. Flight cancelled with no reasoning and no flights to rebook. Employees were useless and did nothing to help. Did not even know where to retrieve luggage from the cancelled flight. Flyers beware.

No fault of Frontier staff: plane was very late, reached Orlando at 1 am, took a while to get luggage. Weather, gov financial shutdown impact on TSA, air controllers seemed to have multiple flights backed up. Frontier staff seemed to cope as gracefully as possible. It did reassure me that I and my new hip could adapt to travel challenges. Food/entertainment were irrelevant to my trip.

Traveling to a place near O'Hare Intl?

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