Cheap flights from Chicago to Cancún from $89
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Cancún departing on 5/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Discover deals from 900+ travel sites with momondo.
Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.Price Alerts
Price Alerts
Not ready to book? to track prices.Find the cheapest flights from Chicago to Cancún
Cheap round-trip flights
Cheap one-way flights
Cheap last minute flights
Cheap direct flights
Frontier flights from Chicago to Cancún
Our best Frontier deals on Chicago to Cancún flight tickets
Spirit Airlines flights from Chicago to Cancún
Our best Spirit Airlines deals on Chicago to Cancún flight tickets
See travel insights to Cancún from
How to get the cheapest flight ticket from Chicago to Cancún
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Cancún?
If you don’t want to visit Cancún in September, then you should wait until October to fly from Chicago, when ticket prices are also cheap, with an average price of $358.
What is the cheapest day to depart on your flight to Cancún?
The cheapest day to depart from Chicago to Cancún is on a Monday when prices can be found for as low as $355. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around $503. These prices are subject to change though, so be sure to set up a Price Alert for flights to Cancún.
What is the cheapest time of day to depart on your flight to Cancún?
Our most recent data shows that the best time of day to fly to Cancún is in the evening. Flights from Chicago to Cancún during this time can be as low as $405. Flights to Cancún are more costly at noon, with an average ticket price of $713. Departure times at noon fall within the peak daily travel times, which is why tickets can be more expensive.
What is the cheapest Chicago to Cancun flight route?
Fly from Chicago O'Hare Intl to Cancun for the best Chicago - Cancun flight prices
How far in advance should I book a flight to Cancún?
You are more likely to see cheaper flights to Cancún from Chicago when booking 1 weeks ahead of your departure date. In general, you can expect to find flights to Cancún for around $404 when searching 1 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Cancún from Chicago for as low as $348 on momondo.
What cabin class options are available on Chicago to Cancun flights?
There are 4 cabin classes available to choose from on Chicago to Cancun flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Chicago to Cancun?
Spirit Airlines, Frontier, and Southwest are the most popular carriers operating from Chicago to Cancun
What airlines fly to Cancún?
United Airlines, American Airlines and Spirit Airlines are the top three most popular airlines that fly to Cancún from Chicago according to our data. United Airlines is the first choice among our users, with 40% of people opting to fly with this airline when traveling to Cancún. Keep in mind that there are 12 different airlines that fly to Cancún on a routine basis, so you have a few additional options to choose from.
How many flights depart from Chicago to Cancún on average per day?
As of April 2025, 8 flights take off from Chicago and land in Cancún each day. The most common flight departure time for this route is 9:00AM, with 97% of daily flights taking off at noon.
How many flights depart from Chicago to Cancún on average per week?
As of April 2025, 57 flights take off from Chicago and land in Cancún each week. The most common flight departure day for this route is Mon, with 16% of weekly flights taking off on this day.
When to book flights from Chicago to Cancún
Cheap Chicago to Cancún (CHI to CUN) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to Cancún
How far is Chicago to Cancun by plane?
Cancun is 1431.3 mi away from Chicago. By plane, this route typically takes 3h 31m.
When did momondo last update prices for flights from Chicago to Cancun Airport?
Prices for flights from Chicago to Cancun Airport are updated daily.
How many operators does momondo search for flights from Chicago to Cancun Airport?
There are 12 operators available for flights from Chicago to Cancun Airport as of April 2025.
How old do you have to be to fly from Chicago to Cancun Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Cancun Airport.
What documentation or ID do you need to fly to Cancun Airport?
The necessary travel and health documents for your Cancun Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Chicago to Cancún?
Based on momondo bookings for flights between Chicago and Cancún, the leading plane model is Airbus A321neo, making up 24.18% of the total bookings. Other popular models include Boeing 737-900 with 20.25%, Boeing 737-800 with 17.51%, and Boeing 737 MAX 9 with 8.16%.
What is the most popular airline from Chicago to Cancún?
momondo data reveals that the most frequently booked airline on the route from Chicago to Cancún is United Airlines, representing 35% of all bookings. The subsequent popular airlines are American Airlines at 20%, Spirit Airlines at 20%, and Frontier at 15%.
Best airlines flying from Chicago to Cancún
Compare and see reviews for airlines that fly from Chicago to Cancún with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $120 | Free Cancellation | Rating 6.3 7,940 reviews | |||
| PriceFrom $161 | Free Cancellation | Rating 7.4 8,685 reviews | |||
| PriceFrom $161 | Free Cancellation | Rating 5.9 3,283 reviews | |||
| PriceFrom $179 | Free Cancellation | Rating 6.7 1,172 reviews | |||
| PriceFrom $251 | Free Cancellation | Rating 6.9 784 reviews | |||
| PriceFrom $279 | Free Cancellation | Rating 7.0 9,189 reviews | |||
| PriceFrom $287 | Free Cancellation | Rating 7.5 1,700 reviews | |||
| PriceFrom $310 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $320 | Free Cancellation | Rating 8.0 7,920 reviews | |||
| PriceFrom $340 | Free Cancellation | Rating 8.0 4,287 reviews |
Southwest Flights From Chicago to Cancún
Southwest operates around 5 flights from Chicago to Cancún every week. The average price of these flights found in the last 72 hours has been $694, but momondo users have found Southwest deals from Chicago to Cancún from as low as $340 round-trip. Southwest has been scored 8.0/10 in 4,287 reviews.
United Airlines Flights From Chicago to Cancún
$161 is the best United Airlines flight deal from Chicago to Cancún found on momondo over the last 72 hours. The average United Airlines ticket price found was closer to $455, however, with flight time and availability significantly affecting the price. United Airlines (7.4/10 from 8,685 user reviews) flies into Cancún from Chicago 14 times in an average week so prices can vary.
Traveling to a place near Cancún?
Book flights to Cancún if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Chicago to Cancún?
Finding the right flight to Cancún from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Cancún quick and easy, saving you time and money.
Can I find flights from Chicago to Cancún with flexible booking policies on momondo?
Yes. momondo enables you to select and highlight flights to Cancún from Chicago with this policy.
How can momondo help me find flights from Chicago to Cancún?
momondo provides multiple filters to help you find the best flight to Cancún from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.
I’m not ready to book a flight from Chicago to Cancún right now. Can momondo alert me if prices change?
Yes momondo offers price alerts on flights to Cancún from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.