CUN - CHI

$106 Find Cheap Flights from Cancún 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 from Cancún to Chicago departing on 8/31. 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

 
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
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.

Flights Deals
Expert advice
Booking Insights
Flights Deals

Cheap Flights from Cancún to Chicago (CUN-CHI)

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

Sun, Sep 21 - Sun, Sep 28
Frontier Logo
11:34 am - 3:43 pmCUN-ORD
4h 09mnonstop
Frontier Logo
6:41 am - 10:33 amORD-CUN
3h 52mnonstop
$157Frontier
Find Deal
Thu, Oct 23 - Sun, Oct 26
Frontier Logo
11:31 am - 3:26 pmCUN-ORD
3h 55mnonstop
Frontier Logo
6:41 am - 10:26 amORD-CUN
3h 45mnonstop
$161Frontier
Find Deal
Tue, Aug 26 - Tue, Sep 2
Frontier Logo
11:51 am - 3:52 pmCUN-ORD
4h 01mnonstop
Frontier Logo
6:45 am - 10:36 amORD-CUN
3h 51mnonstop
$165Frontier
Find Deal
Sun, Sep 7 - Sun, Sep 14
Frontier Logo
11:34 am - 3:43 pmCUN-ORD
4h 09mnonstop
Frontier Logo
6:41 am - 10:33 amORD-CUN
3h 52mnonstop
$188Frontier
Find Deal
Sat, Sep 13 - Wed, Sep 17
 Logo
10:44 am - 2:49 pmCUN-ORD
4h 05mnonstop
 Logo
12:25 pm - 9:35 pmORD-CUN
9h 10m1 stop
Thu, Oct 23 - Mon, Oct 27
United Airlines Logo
3:38 pm - 7:36 pmCUN-ORD
3h 58mnonstop
United Airlines Logo
8:43 am - 12:33 pmORD-CUN
3h 50mnonstop
$229United Airlines
Find Deal
Wed, Sep 24 - Tue, Sep 30
 Logo
9:16 am - 4:12 pmCUN-ORD
6h 56m1 stop
 Logo
12:25 pm - 8:35 pmORD-CUN
8h 10m1 stop
Thu, Sep 11 - Sat, Sep 20
United Airlines Logo
3:38 pm - 7:36 pmCUN-ORD
3h 58mnonstop
United Airlines Logo
7:00 am - 2:37 pmORD-CUN
7h 37m1 stop
$234United Airlines
Find Deal
Thu, Aug 28 - Thu, Sep 4
Volaris Logo
11:51 am - 3:52 pmCUN-ORD
4h 01mnonstop
Volaris Logo
7:25 am - 9:03 pmORD-CUN
13h 38m1 stop
$248Volaris
Find Deal
Fri, Aug 15 - Thu, Sep 25
Spirit Airlines Logo
1:42 pm - 11:59 pmCUN-ORD
10h 17m1 stop
Spirit Airlines Logo
5:17 pm - 8:11 amORD-CUN
14h 54m1 stop
$262Spirit Airlines
Find Deal
Expert advice

Expert advice for your flight from Cancún to Chicago

 
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
American Airlines

Main Cabin Extra offers early boarding and complimentary alcoholic drinks.


Download the American Airlines app for access to in-flight entertainment.

United Airlines

Economy Plus offers up to six inches more legroom than standard economy.


United Club offers snacks and drinks for premium cabin passengers.

Spirit Airlines

Big Front Seat offers 20-inch width and 11” extra legroom for added comfort.


Wi-Fi connectivity is gate-to-gate, ensuring online access throughout your flight.

Frontier

Premium Bundle includes priority boarding and extra legroom seats.


Check-in online to avoid extra charges at airport desks.

Read more about Frontierby Stefanie Waldek
Airports
CUN

Security lines at CUN are short and quick. Avoid the longest line by heading to the back of the room for faster processing.

Read more about CUNby Brandon Schultz
ORD

Take the CTA Blue Line from ORD to downtown Chicago. It runs 24/7 and avoids traffic, taking about 45 minutes.

Read more about ORDby Stefanie Waldek
Our travel experts
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
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
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 Chicago flights

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

What is the cheapest Cancún to Chicago flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Cancún to Chicago.

Our data shows that the cheapest route for a return flight from Cancún to Chicago cost $147 and was between Cancún (CUN) and Chicago O'Hare Intl Airport (ORD). On average, the best prices are found if you fly this route. The average price for a return flight for this route is $147.

What’s the cheapest day of the week to fly from Cancun to Chicago?

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

If your flying dates are flexible, you should consider flying to Chicago on a Friday, as we generally find the cheapest rates on that day for this route. On the other hand, Thursday is the most expensive day to fly from Cancun to Chicago. For your return ticket, we recommend flying on a Monday and avoiding Thursdays for the best deals.

What is the cheapest month to fly from Cancún to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Cancún to Chicago, 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 is January, where tickets cost $204 (return) on average. On the other hand, the most expensive months are June and July, where the average cost of round-trip tickets is $350 and $301 respectively.

Can I save money by flying with a layover from Cancún to Chicago?

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.

No, with an average price for the route of $399, prices are generally cheapest when you fly direct.

How far in advance should I book a flight from Cancún to Chicago?

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, 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, you should book around 2 weeks before departure, which saves you about 15% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.

Good to know

Low seasonMarch
Cheapest flight$106
Best time to beat the crowds with an average 4% 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 Chicago

Are your dates flexible? Find out the best times to travel from Cancún to Chicago 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 flights from Cancun to Chicago

  • How do I go from Chicago O'Hare Airport (ORD) to the city center?

    You can take the Blue Line train from O'Hare Airport to reach downtown Chicago. The train runs 24 hours a day and takes around 45 minutes to reach the city center. Alternatively, you can take a taxi or ride-share to the city center. The ride takes around 30-40 minutes, depending on traffic. You can also book a shuttle bus service like Go Airport Express. The shuttle takes around 30 minutes to reach the city center.

  • What is the luggage allowance on flights from Cancun to Chicago with Spirit Airlines?

    The luggage allowance on flights from Cancun to Chicago with Spirit Airlines varies depending on the fare type and if any additional bags are added. In general, economy class does not include an allowance for either checked baggage or carry-on. However, passengers can purchase up to 5 checked bags per person, with a maximum weight of 40 lbs. per bag.

  • What seat selection options are available on flights from Cancun to Chicago with Frontier?

    Frontier Airlines offers several seat selection options for flights from Cancun to Chicago, including Standard seats, Stretch seats, and Select seats. Standard seats are included with the ticket fare, and passengers are automatically assigned a random seat at check-in. Stretch seats provide extra legroom and may be purchased for an additional fee.

  • Are there changeable ticket options for flights from Cancun to Chicago?

    Yes. Most airlines offer flexible ticket options that allow passengers to make changes or cancel their flights without penalty fees. Some of the airlines that operate flights from Cancun to Chicago and offer changeable ticket options include United Airlines, American Airlines, Delta Air Lines, Frontier Airlines, and Southwest Airlines.

  • What is the cheapest flight from Cancún to Chicago?

    In the last 3 days, the lowest price for a flight from Cancún to Chicago was $106 for a one-way ticket and $157 for a round-trip.

  • Do I need a passport to fly between Cancun and Chicago?

    Yes

  • Which airports will I be using when flying from Cancun to Chicago?

    Cancun is served by only 1 airport and there are 2 airports in Chicago. You will leave Cancun from Cancun and you will be arriving in Chicago at one of these airports: Chicago Midway or Chicago O'Hare Intl.

  • Which airlines offer Wi-Fi service onboard planes from Cancun to Chicago?

    American Airlines, Delta, AeroMexico Connect, Alaska Airlines, and Aeromexico offer inflight Wi-Fi service on the Cancun to Chicago flight route.

  • Which aircraft models fly most regularly from Cancun to Chicago?

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

  • Which airline alliances offer flights from Cancun to Chicago?

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

  • On which days can I fly direct from Cancun to Chicago?

    There are nonstop flights from Cancun to Chicago on a daily basis.

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

    The two airlines most popular with KAYAK users for flights from Cancún to Chicago are United Airlines and Spirit Airlines. With an average price for the route of $307 and an overall rating of 7.4, United Airlines is the most popular choice. Spirit Airlines is also a great choice for the route, with an average price of $252 and an overall rating of 6.3.

  • How does KAYAK find such low prices on flights from Cancun 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 Cancun to Chicago.

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

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

    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 Cancun with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Cancun 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 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

  • Looking for a cheap flight? 25% of our users found flights on this route for $162 or less one-way and $252 or less round-trip.
  • Spirit Airlines provides wheelchair assistance for boarding, deplaning, and connecting flights. Wheelchairs are also available at the airport upon request. Passengers with reduced mobility can also request special seating to accommodate their needs on flights from Cancun (CUN) to Chicago (CHI).
  • United Airlines offers many services to make traveling with children a more pleasant experience on flights from Cancun to Chicago. United Airlines also provides complimentary baby and toddler food and special kids’ meals for children under 12, and parents can order them at the time of booking or email them up to 24 hours before the flight.
  • Passengers who book connecting flights from Cancun to Chicago can expect layovers in various cities depending on the airline they chose. Some of these cities include Orlando (MCO), Fort Lauderdale (FLL), Dallas (DFW), Charlotte (CLT), Minneapolis (MSP), and Atlanta (ATL).
  • Volaris Airlines allows passengers to travel with small pets in the cabin on flights from Cancun to Chicago. Only small dogs and cats are allowed in the cabin, and they must be at least 8 weeks old. In addition, the pet and its carrier must not exceed the maximum weight of 22 lbs.
  • American Airlines has been investing in newer, fuel-efficient aircraft to replace older, less efficient ones. Through fleet modernization, the airline aims to reduce its carbon footprint including for their flights from Cancun to Chicago. For example, they have added new aircraft like the Boeing 787 Dreamliner and Airbus A321neo, which offer better fuel efficiency compared to older models.

Prefer to fly direct from Cancun to Chicago?

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

Direct departures

Cancun to Chicago

Monday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

Tuesday

American Airlines, Frontier, Southwest, +1 more

American Airlines, Frontier, +2 more

Wednesday

American Airlines, Frontier, Southwest, +1 more

American Airlines, Frontier, +2 more

Thursday

American Airlines, Frontier, Southwest, +1 more

American Airlines, Frontier, +2 more

Friday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

Saturday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

Sunday

American Airlines, Frontier, Southwest, +1 more

American Airlines, Frontier, +2 more

See more direct flights

Direct returns

Chicago to Cancun

Monday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

Tuesday

American Airlines, Frontier, Southwest, +1 more

American Airlines, Frontier, +2 more

Wednesday

American Airlines, Frontier, Southwest, +1 more

American Airlines, Frontier, +2 more

Thursday

American Airlines, Frontier, Southwest, +1 more

American Airlines, Frontier, +2 more

Friday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

Saturday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

Sunday

American Airlines, Frontier, Southwest, +1 more

American Airlines, Frontier, +2 more

See more direct flights

Reviews of the top 3 airlines serving from Cancún to Chicago

 
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 Chicago? 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 8896 reviews
7.7Boarding
6.6Food
7.1Entertainment
7.3Comfort
8.1Crew
Airline reviews

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

4.0 OkayGary, Jul 2025PIA - ORD
Read more United Airlines reviews

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.

So far so good but food and entertainment are not available for this flight

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

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.

terrible service, no room for a dog underfoot, a broken chair that is impossible to sit on and all this costs a lot of money

Flight 5 hours late. There was zero communication from Spirit (everyone was standing at the gate waiting to board for an hour+) and we were only able to find out about delay via the website. Crew made no attempt to apologize for the delay or even explain what happened once we finally left. Missed connection as a result of the delay and Spirit was not even able to be located at the airport to help rebook or find a hotel. They 100% disappeared and I am still trying to get a refund on the missed flight. So far all they’ve offered is a $30 credit. I can’t think of anything they’ve done right so far and recommend everyone avoid this airline. I understand delays happen but they’ve made no attempt to rebook my family (traveling with 3 kids) or make this right.

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

baggage clamed had to wait over a hour and half for all people on my flight it was terrible

The ticketing agents were rude but then we had a great gate agent very nice we had to ride a buss out to where the plane was parked but it was in some back corner of the airport when we got to the plane the captain who was great btw was cleaning the plane because the same rude ticketing agent told them they we not contracted to vacuum the plane. The ride to las Vegas was fine We had a connecting flight to Dallas. The flight was fine but when we arrived in Dallas everyone who flew on any frontier airlines the picked up bags from baggage claim D15 had to wait over a hour for their bags to start we arrived at 11:30pm ish to the gate we didn't leave the baggage clamed till 12:50 am very not happy and i used to fly frontier 4 times a week for work in Denver i will not be using them again

I was 2 hr arrive in the airport and 45 min in the line . After take to my turn . The agent tell me I’m later . I can not board . So my vacation was going to the floor . Just for their bad customer service agent in the airline

Frontier Airlines was AWFUL. I was an hour early for my flight and the lady refused to check me in. I had to purchase a whole new ticket with a different airline.

My flight was canceled I was promised a reginf still not received.

Late, terrible communication, horrible planning of passenger seating until the literal last minute. One of the worst flying experiences of my life. Y'all suck

Both legs of the flight were changed. The day of the flight and length of the trip.

First of all, we never got on the connecting flight to Denver. They delayed our flight for two hours. If we would have gotten on that flight, we would have been stuck in Denver for 13 hours. So we re- routed our flight for a straight through flight to Oklahoma two days later. THEN, they delayed that flight for two hours. After that we were able to finally get on our flight and come home. Frontier Airlines - one of the worst airlines I have ever been on.

Everything you need to know for your flight from Cancún to Chicago

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.