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Not ready to book? to track prices.Find the cheapest flights from Cancún to Chicago
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Spirit Airlines flights from Cancún to Chicago
Our best Spirit Airlines deals on Cancún to Chicago flight tickets
United Airlines flights from Cancún to Chicago
Our best United Airlines deals on Cancún to Chicago flight tickets
See travel insights to Chicago from
How to get the cheapest flight ticket from Cancún to Chicago
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 typical price of a round-trip flight between Cancún and Chicago?
What is the cheapest month to fly to Chicago?
The month of January is, on average, the cheapest month to fly to Chicago from Cancún, with most prices found around $204. If you’re not able to fly to Chicago in January, then February is your next best option. Flight prices from Cancún to Chicago during February average around $237.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $201. This is often the case because there is less demand to fly during this day of the week. When flying out on a Thursday, the most expensive travel day of the week, you can expect to see flight prices from Cancún to Chicago for around $282.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Cancún to Chicago during this time can be as low as $185. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $245.
What is the cheapest Cancun to Chicago flight route?
Fly from Cancun to Chicago O'Hare Intl for the best Cancun - Chicago flight prices
How far in advance should I book a flight to Chicago?
You are more likely to see cheaper flights to Chicago from Cancún when booking 21 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $238 when searching 21 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Cancún for as low as $180 on momondo.
What cabin class options are available on Cancun to Chicago flights?
There are 3 cabin classes available to choose from on Cancun to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
Can stopping save me money on Cancún to Chicago flights?
You could potentially save up to 73% on your flight if you consider stops on a Cancún to Chicago flight.
How have Cancún to Chicago flight prices changed over time?
As of June 2025, prices for Cancún to Chicago flights are approximately 32% more expensive when compared to flights at the same time last year.
What is the cheapest airline that flies from Cancun to Chicago?
Spirit Airlines, Southwest, and United Airlines are the most popular carriers operating from Cancun to Chicago
What airlines fly to Chicago?
United Airlines, Spirit Airlines and Frontier are the top three most popular airlines that fly to Chicago from Cancún according to our data. United Airlines is the first choice among our users, with 63% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
How many flights depart from Cancún to Chicago on average per day?
As of June 2025, there are 9 flights per day flying from Cancún to Chicago. The most common time of day flights depart is 3:00PM, with 79% of flights taking off in the afternoon.
How many flights depart from Cancún to Chicago on average per week?
As of June 2025, there are 66 flights per week flying from Cancún to Chicago. The most common day of the week flights depart is Mon, with 15% of flights taking off on this day.
When to book flights from Cancún to Chicago
Cheap Cancún to Chicago (CUN to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Cancún to Chicago
How far is Cancun to Chicago by plane?
A flight from Cancun to Chicago will travel around 1431.3 mi. 3h 35m is a normal flight duration for this route.
When did momondo last update prices for flights from Cancun Airport to Chicago?
Prices for flights from Cancun Airport to Chicago refresh daily.
How many operators does momondo search for flights from Cancun Airport to Chicago?
As of June 2025, there are 4 operators available to choose from for flights from Cancun Airport to Chicago.
How old do you have to be to fly from Cancun Airport to Chicago?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Cancun Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The necessary travel and health documents for your Chicago 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 Cancún to Chicago?
Based on momondo bookings for flights between Cancún and Chicago, the leading plane model is Boeing 737-900, making up 22.07% of the total bookings. Other popular models include Airbus A321-100/200 with 15.54%, Boeing 737-800 with 15.41%, and Airbus A321neo with 11.45%.
What is the most popular airline from Cancún to Chicago?
Based on momondo bookings for flights between Cancún and Chicago, the leading airline is United Airlines, making up 48% of the total bookings. Other popular airlines include Spirit Airlines with 32% and Frontier with 20%.
Best airlines flying from Cancún to Chicago
Compare and see reviews for airlines that fly from Cancún to Chicago with momondo
Airline | Rating | Free Cancellation | Price | ||
---|---|---|---|---|---|
PriceFrom $124 | Free Cancellation | Rating 5.9 3,295 reviews | |||
PriceFrom $177 | Free Cancellation | Rating 6.3 8,052 reviews | |||
PriceFrom $212 | Free Cancellation | Rating 7.4 8,790 reviews | |||
PriceFrom $310 | Free Cancellation | Rating 7.2 10,000 reviews |
United Airlines Flights From Cancún to Chicago
The lowest priced United Airlines flight from Cancún to Chicago from the last 72 hours was $212. Generally, United Airlines has 14 flights on this route every week with an average price of $319. United Airlines is rated 7.4/10 by our users.
American Airlines Flights From Cancún to Chicago
American Airlines is also a popular choice for this route. American Airlines flight deals for Cancún to Chicago start from as low as $310 round-trip, depending on your selected dates, with average American Airlines deals seen on momondo around $428. American Airlines operates 13 flights to Chicago from Cancún in an average week. Users have rated it 7.2/10 across 10,000 reviews.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Cancún to Chicago?
Finding the right flight to Chicago from Cancún 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 Chicago quick and easy, saving you time and money.
Can I find flights from Cancún to Chicago with flexible booking policies on momondo?
Flights from Cancún to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.
How can momondo help me find flights from Cancún to Chicago?
momondo provides multiple filters to help you find the best flight to Chicago from Cancún. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.
I’m not ready to book a flight from Cancún to Chicago right now. Can momondo alert me if prices change?
If you are not ready to book a flight from Cancún to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.