$139 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 10/10. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago O'Hare Intl Airport

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

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

Bundle and saveSave money when you bundle your flight + hotel.

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

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

Sat, Nov 15 - Tue, Nov 18
Frontier Logo
1:28 pm - 4:36 pmCUN-ORD
4h 08mnonstop
Frontier Logo
7:25 am - 12:18 pmORD-CUN
3h 53mnonstop
$187Frontier
Find Deal
Fri, Sep 26 - Tue, Sep 30
Spirit Airlines Logo
9:16 am - 9:58 pmCUN-ORD
12h 42m1 stop
Spirit Airlines Logo
5:05 am - 12:59 pmORD-CUN
7h 54m1 stop
$199Spirit Airlines
Find Deal
Thu, Oct 23 - Sun, Oct 26
Frontier Logo
11:25 am - 3:20 pmCUN-ORD
3h 55mnonstop
Frontier Logo
6:30 am - 10:15 amORD-CUN
3h 45mnonstop
$202Frontier
Find Deal
Fri, Sep 26 - Tue, Sep 30
Spirit Airlines Logo
9:16 am - 9:58 pmCUN-ORD
12h 42m1 stop
Spirit Airlines Logo
5:05 am - 12:59 pmORD-CUN
7h 54m1 stop
$203Spirit Airlines
Find Deal
Tue, Oct 28 - Tue, Nov 4
United Airlines Logo
2:18 pm - 6:09 pmCUN-ORD
3h 51mnonstop
United Airlines Logo
8:43 am - 1:33 pmORD-CUN
3h 50mnonstop
$220United Airlines
Find Deal
Thu, Oct 23 - Sun, Oct 26
United Airlines Logo
3:46 pm - 11:59 pmCUN-ORD
8h 13m1 stop
United Airlines Logo
9:08 pm - 12:34 pmORD-CUN
15h 26m1 stop
$225United Airlines
Find Deal
Thu, Jan 22 - Mon, Jan 26
Delta Logo
6:00 am - 12:48 pmCUN-ORD
7h 48m1 stop
Delta Logo
7:00 am - 4:31 pmORD-CUN
8h 31m2 stops
$270Delta
Find Deal
Sat, Nov 22 - Sun, Nov 23
Volaris Logo
6:21 pm - 4:36 amCZM-ORD
10h 15m1 stop
Volaris Logo
11:58 pm - 5:16 pmORD-CZM
17h 18m1 stop
$390Volaris
Find Deal
Sat, Nov 22 - Mon, Nov 24
Volaris Logo
6:21 pm - 4:36 amCZM-ORD
10h 15m1 stop
Volaris Logo
6:23 am - 5:16 pmORD-CZM
10h 53m1 stop
$414Volaris
Find Deal
Wed, Jan 21 - Mon, Jan 26
Delta Logo
2:21 pm - 11:18 pmCZM-ORD
8h 57m1 stop
Delta Logo
6:00 am - 3:13 pmORD-CZM
9h 13m1 stop
$451Delta
Find Deal

Everything you should know

Cheapest round-trip
$187
Overall average: $270
Frontier
Sat 11/15Tue 11/18
CUN - ORD • Non-stop
Cheapest one-way
$139
Typical prices: $167-309
Spirit Airlines
Fri 10/10
CUN - ORD • 1 stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to O'Hare Intl!
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$139
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 3% 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 8929 reviews
8.1Crew
7.7Boarding
7.1Entertainment
6.6Food
7.3Comfort
Airline reviews

My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.

8.0 ExcellentAnonymous, Aug 2025YOW - ORD
Read more United Airlines reviews

My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

Inoperable monitor left no entert for 9 hours. Crew was not helpful Food was awful.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Overall it was good. I missed my connection but I was put on another flight.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

All flight attendants could benefit by taking an international flight on Qantas Airline. Qantas attendants are much more hospitable in every way. Much superior than and attendants on any US airline.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

The flight was on time and crew were nice, seats were tight and there was entertainment available

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

Food was ok, but not as good as I have had before on AA.

Pretty good. The food was just mediocre, the boarding and crew were good.

Worst flight ever. I was suppose to have a 3 1/2 hour layover in Chicago but got to the gate 4 minutes before boarding.

My flight got switched and my prepaid bag didnt transfer over properly so I paid to check ANOTHER BAG. I was placed in a middle seat and it was just miserable. At least it was a bulkhead row so I had legroom. The flight just never seem3d to end

They should have MSNBC available on board. A 4- hour flight should provide more than a cookie.

Was not able to watch most shows on the entertainment site. They would not load

On Wednesday, July 30 we were in mid flight from Manchester to Charlotte and we turned around because the right engine was malfunctioning. That was the last flight out of Manchester that night. I was rebooked for Thursday, which became a weather event Friday. There were no seats left on the flight from Manchester to Charlotte. Consequently I didn’t leave Manchester until Saturday morning and we flew to Chicago so to say the least my scheduled flight and return to Iowa was three days off and it messed with my business schedule. Consequently cash flow. I would like some sort of acknowledgment of this event.

Dreadful experience. Our flight was delayed more than 8 hours due to a maintenance issue and the assistance from rebooking was poor. I was travelling with a bad knee and needed assistance waited in one place more than 3 hours before someone came with a wheelchair. The woman next to me was a 91 year old great grandmother who had waited more than 4 hours. There were moments of support from the staff but it appeared as they were going against the direction of management. It was apathy, lack of ownership and dismissive responses with small moments of kindness and understanding typically from grey haired, female, veteran staff..

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

Just total easy flight experience!! What could you do better..? Hmmm..? There was nothing I can remember. Spirit was a far more comfortable and easy process than American, United & Delta. I'll always look for Spirit and I've told a few people about, since flying this past trip!! I'm a SPIRIT FAN!! Thank You, SPIRIT AIRLINES!! Very, VERY well done, 100%!! See you...SOON!! -Best, Linda R.

Spirit is a very uncomfortable travel experience. It’s cheap but you are squeezed into the seats like canned meat.

The seat belt was lengthy enough that I did not need an extender. Courteous and helpful flight attendants.

As expected. Nothing jumps out at me as bad or wrong, but the flight was fine. No complaints with pilot or crew. The flight left on time and arrived earlier than stated. Overall, I will continue to plan on flying with Spirit.

Horrible considering I didn’t go and I bought travel insurance and I didn’t receive a refund.

While on the flight we had a delay and had to sit on the plane while maintenance fixed it. It’s ended up taking an hour and a half longer to leave than expected. I had an unruly passenger sitting behind me that vaped during the flight and was rude and loud for the majority of the flight.

Spirit is by far the worst airline to travel with, period. Seats are cardboard, flight attendants need anger management and if you ask for water, you’re basically a criminal. I don’t care how much it costs but I will travel with an airline who actually cares about their customers. Oh and one more thing, the next time your gate agent puts his foot on someone’s baggage's scale, I hope they get what’s coming next, a viral video of your scams. You suck Spirit, do better.

I mean, it’s Spirit. But it was frustrating to have our flight canceled, get bumped to a later flight, and then Spirit was unwilling to check our bag until 4 hours before our flight… tell us we could not sit in the waiting area’s chairs… and really negative experience getting checked in and dropping the bag.

Not having it be changed after we bought the flight tickets from a direct flight getting in at a reasonable time to a connecting flight red eye of 9 hours, so that we would lose our 35 dollars in nonrefundable insurance would've been great! Our country really does need low-cost carrier options, but this type of "service" ain't it. Fortunately, had a little better success with them flying to and from San Juan PR last month at least.

Seats were new and comfortable. Staff was fine. Missed my connection due to weather -which wasn’t their fault- but got no help at all. Gate staff sent me to customer service, which was and stayed unstaffed. Sign with QR code directed me to call or chat. Chat was useless. Call was returned after an hour. No itinerary offered by Frontier could get me home in less than 30 hours. Rebooked with another airline and got a partial refund that came to about 10 percent of what I paid to get home.

Finally a Frontier on time and efficient. I've had problems before with your airline, but this time everything went fine.

The experience was good. No frills but I got there safe and sound and on time.

Great for the price. No wifi or entertainment, but gate agents and crew were fantastic and we boarded quickly and left on time.

sluggish boarding and arrival procedures, fake nice flight attendants, and lots of delays.

Disaster. They lied every step of the way. We ended up being delayed due to crew and then allegedly abandoned the flight because of a curfew at LGA. No rebooking to LGA at any reasonable time. No hotel. No meal vouchers. Had to sleep in the airport and fly to Newark instead. Will never fly Frontier again.

What I expected, nickeled and dined and a frontier flight attendant loudly complained about her job and lack of communication as she headed to the gate on her cell phone. Not professional.

As every law enforcement agency I could imagine surrounded the plane and we didn’t disembark for 2 hours and then had to stick around for another hour to go get our personal belongings after leaving them behind and being bused away from the plane, it was scary and inconvenient. We were given no information as to why this was happening. Lack of communication with passengers was disappointing.

After boarding and un-boarding twice over 6+hours, the flight was canceled.

Severe turbulence. Captain never came on to reassure passengers after things settled down.

Traveling to a place near O'Hare Intl?

Book flights to O'Hare Intl if you plan to visit one of these locations
Gurnee
South Haven
Oak Brook
Merrillville
Saint Joseph
Tinley Park
Elk Grove Village
Hoffman Estates
Des Plaines
Hammond
Willowbrook
Portage
Delavan
Northbrook
Pleasant Prairie
Elmhurst
South Holland
Valparaiso
Lisle
Lansing

Everything you need to know for your flight to O'Hare Intl

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.