CUN - ORD

$143 Find Cheap Flights from Cancun to Chicago O'Hare Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Cancún to O'Hare Intl departing on 9/18. 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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Cancún to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Cancún to Chicago, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Cancún to O'Hare Intl (CUN-ORD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Cancún 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 Cancún to O'Hare Intl

Thu, Oct 9 - Sun, Oct 19
Frontier Logo
11:25 am - 3:20 pmCUN-ORD
3h 55mnonstop
Frontier Logo
6:30 am - 10:15 amORD-CUN
3h 45mnonstop
$185Frontier
Find Deal
Tue, Oct 21 - Tue, Oct 28
Frontier Logo
11:25 am - 3:20 pmCUN-ORD
3h 55mnonstop
Frontier Logo
8:25 am - 12:18 pmORD-CUN
3h 53mnonstop
$189Frontier
Find Deal
Sat, Sep 13 - Tue, Sep 16
 Logo
11:34 am - 3:43 pmCUN-ORD
4h 09mnonstop
 Logo
5:05 am - 12:59 pmORD-CUN
7h 54m1 stop
Sat, Sep 27 - Sat, Oct 4
Spirit Airlines Logo
10:44 am - 2:49 pmCUN-ORD
4h 05mnonstop
Spirit Airlines Logo
5:05 am - 12:59 pmORD-CUN
7h 54m1 stop
$217Spirit Airlines
Find Deal
Sat, Sep 6 - Sun, Sep 14
 Logo
10:44 am - 2:49 pmCUN-ORD
4h 05mnonstop
 Logo
12:25 pm - 12:20 amORD-CUN
11h 55m1 stop
Thu, Sep 11 - Sat, Sep 20
Spirit Airlines Logo
2:07 pm - 10:48 pmCUN-ORD
8h 41m1 stop
Spirit Airlines Logo
6:10 am - 9:47 amORD-CUN
3h 37mnonstop
$222Spirit Airlines
Find Deal
Fri, Dec 19 - Sat, Jan 3
United Airlines Logo
3:18 pm - 6:13 pmCUN-ORD
3h 55mnonstop
United Airlines Logo
10:35 am - 3:35 pmORD-CUN
4h 00mnonstop
$228United Airlines
Find Deal
Thu, Nov 13 - Mon, Nov 17
United Airlines Logo
3:18 pm - 6:13 pmCUN-ORD
3h 55mnonstop
United Airlines Logo
7:34 am - 12:30 pmORD-CUN
3h 56mnonstop
$229United Airlines
Find Deal
Thu, Jan 22 - Tue, Jan 27
American Airlines Logo
12:45 pm - 4:05 pmCUN-ORD
4h 20mnonstop
American Airlines Logo
8:05 am - 1:00 pmORD-CUN
3h 55mnonstop
$238American Airlines
Find Deal
Thu, Jan 22 - Tue, Jan 27
American Airlines Logo
3:55 pm - 7:00 pmCUN-ORD
4h 05mnonstop
American Airlines Logo
7:00 am - 2:15 pmORD-CUN
6h 15m1 stop
$274American Airlines
Find Deal
Expert advice

Expert advice for your flight from Cancún to O'Hare Intl

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
United Airlines

United's Economy Plus seats offer up to six inches more legroom than standard economy.


United Polaris Lounge offers luxurious amenities and free seated meals for Polaris passengers.

Frontier

Frontier's Premium Bundle includes priority boarding and extra legroom seats for a small fee.


Frontier charges extra for airport check-in, so use online or kiosk options to save money.

Read more about Frontierby Stefanie Waldek
Spirit Airlines

Spirit's Big Front Seat offers 20-inch width and 11 inches more legroom than standard seats.


Spirit Airlines offers gate-to-gate Wi-Fi, available across all routes for uninterrupted connectivity.

American Airlines

Main Cabin Extra offers early boarding (Group 5) and complimentary drinks, enhancing travel comfort.


American Airlines offers high-speed Wi-Fi for purchase, with free options for T-Mobile customers.

Airports
CUN

Security lines at CUN are short and quick. Avoid the first line after the escalator; head to the back for a shorter wait.

Read more about CUNby Brandon Schultz
ORD

Take the CTA Blue Line train from ORD to downtown Chicago in about 45 minutes, avoiding traffic delays.

Read more about ORDby Stefanie Waldek
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines, Frontier and ORD

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Joe Cortez

Joe Cortez

Expert on Spirit Airlines

Joe Cortez

Joe Cortez

Joe Cortez is a seasoned managing editor in aviation with over a decade of industry experience. His work has been featured on prominent platforms such as FlyerTalk and TripSavvy, establishing him as a respected voice in aviation journalism.

Read more
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Brandon Schultz

Brandon Schultz

Expert on CUN

Brandon Schultz

Brandon Schultz

Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

Read more
Booking Insights

KAYAK's insights & trends for Cancún to O'Hare Intl flights

Get data-powered insights and trends into flights from Cancún to O'Hare Intl to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Cancun to Chicago O'Hare Airport?

The average price of all round-trip flights from Cancún to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.

When flying from Cancun to Chicago O'Hare Airport, you should consider leaving on a Friday and avoid Thursdays if you are looking for the best rates. For your return to Cancun, you’ll find the best rates on Mondays and the most expensive ones on Thursdays.

What is the cheapest month to fly from Cancún to Chicago O'Hare Intl Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Cancún to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Cancún to Chicago O'Hare Intl Airport is September, where tickets cost $198 (return) on average. On the other hand, the most expensive months are June and July, where the average cost of round-trip tickets is $391 and $287 respectively.

Can I save money by flying with a layover from Cancún to Chicago O'Hare Intl Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $261 on average.

How far in advance should I book a flight from Cancún to Chicago O'Hare Intl Airport?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Cancún to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Cancún to Chicago O'Hare Intl Airport, you should book around 2 weeks before departure, which saves you about 12% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$143
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly and prices are also 8% lower on average.
Flight from Cancun to Chicago O'Hare Airport

When to book flights from Cancún to O'Hare Intl

Are your dates flexible? Find out the best times to travel from Cancún to O'Hare Intl based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Cancun to Chicago O'Hare Airport flights

  • What is the cheapest flight from Cancún to Chicago O'Hare Intl Airport?

    In the last 3 days, the lowest price for a flight from Cancún to Chicago O'Hare Intl Airport was $143 for a one-way ticket and $185 for a round-trip.

  • Do I need a passport to fly between Cancun and Chicago O'Hare Airport?

    A passport is required to fly from Cancun to Chicago O'Hare Airport.

  • Which airports will I be using when flying from Cancun to Chicago O'Hare Airport?

    When flying out of Cancun you will be using Cancun. You will be landing at Chicago O'Hare Airport, also known as Chicago O'Hare Intl.

  • Which airlines offer Wi-Fi service onboard planes from Cancun to Chicago O'Hare Airport?

    All the following airlines offer inflight Wi-Fi service on the Cancun to Chicago O'Hare Airport flight route: American Airlines, Delta, Aeromexico, Alaska Airlines, Air Canada, and AeroMexico Connect.

  • Which aircraft models fly most regularly from Cancun to Chicago O'Hare Airport?

    The Boeing 737-900 is the aircraft model that flies most regularly on the Cancun to Chicago O'Hare Airport flight route.

  • Which airline alliances offer flights from Cancun to Chicago O'Hare Airport?

    oneworld, and Star Alliance are the airline alliances operating flights between Cancun and Chicago O'Hare Airport, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Cancun to Chicago O'Hare Airport?

    There are nonstop flights from Cancun to Chicago O'Hare Airport on a daily basis.

  • Which is the best airline for flights from Cancún to Chicago, United Airlines or American Airlines?

    The two airlines most popular with KAYAK users for flights from Cancún to Chicago are United Airlines and American Airlines. With an average price for the route of $319 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $339 and an overall rating of 7.2.

  • How does KAYAK find such low prices on flights from Cancun to Chicago O'Hare Airport?

    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 Cancun to Chicago O'Hare Airport.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago O'Hare Airport from Cancun 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 Cancun to Chicago O'Hare Airport?

    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 O'Hare Airport with an airline and back to Cancun with another airline. Booking your flights between Cancun and ORD can sometimes prove cheaper using this method.

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

    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 O'Hare Airport from Cancun up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Cancún to Chicago O'Hare Intl Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $185 or less one-way and $193 or less round-trip.

Prefer to fly direct from Cancun to Chicago O'Hare Airport?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Cancun to Chicago O'Hare Intl.
Find which airlines fly direct from Cancun Airport to Chicago O'Hare Intl Airport, which days they fly and book direct flights.

Direct departures

Cancun to Chicago O'Hare Intl

Monday

American Airlines, Emirates, United Airlines, +1 more

American Airlines, Emirates, +2 more

Tuesday

American Airlines, Emirates, Frontier, +2 more

American Airlines, Emirates, +3 more

Wednesday

American Airlines, Emirates, United Airlines, +1 more

American Airlines, Emirates, +2 more

Thursday

American Airlines, Emirates, Frontier, +2 more

American Airlines, Emirates, +3 more

Friday

American Airlines, Emirates, United Airlines, +1 more

American Airlines, Emirates, +2 more

Saturday

American Airlines, Emirates, Frontier, +3 more

American Airlines, Emirates, +4 more

Sunday

American Airlines, Emirates, Frontier, +2 more

American Airlines, Emirates, +3 more

See more direct flights

Direct returns

Chicago O'Hare Intl to Cancun

Monday

American Airlines, Emirates, United Airlines

American Airlines, Emirates, +1 more

Tuesday

American Airlines, Emirates, Frontier, +1 more

American Airlines, Emirates, +2 more

Wednesday

American Airlines, Emirates, United Airlines

American Airlines, Emirates, +1 more

Thursday

American Airlines, Emirates, Frontier, +1 more

American Airlines, Emirates, +2 more

Friday

American Airlines, Emirates, United Airlines

American Airlines, Emirates, +1 more

Saturday

American Airlines, Emirates, Frontier, +2 more

American Airlines, Emirates, +3 more

Sunday

American Airlines, Emirates, Frontier, +1 more

American Airlines, Emirates, +2 more

See more direct flights

Reviews of the top 4 airlines serving from Cancún to O'Hare Intl

 
See real verified KAYAK customer reviews for airlines flying from Cancún to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Cancún 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 8930 reviews
8.1Crew
7.3Comfort
6.6Food
7.1Entertainment
7.7Boarding
Airline reviews

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.

2.0 MediocreAnonymous, Aug 2025RSW - ORD
Read more United Airlines reviews

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 first flight was better in terms of the aircraft.

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..

Couldn’t get the door on the plane to close leading to a nearly 2 hour delay. But, hey at least they didn’t cancel the flight.

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.

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.

My first flight was delayed 5 hours. The 2nd flight was canceled til the next day and the never even tried to compensate for it. Worse I was delayed again on the flight the rebooked me on.

Boarding in Orlando was not good. Giant mob at the gate, should have been lines.

Decent clean onboard experience. Okay discount airline experience. Unfortunately, any customer service interactions are difficult and unhelpful. There is no service. Also, a premium seat only gets you premium boarding if you line up first. Once they start general boarding you must go to the back of the line. Not very premium

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

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