$120 Cheap Flights from Cancun (CUN) to Chicago (ORD)

View $120 flight on Sat, Aug 23, 2025Opens in a new window

Popular airlines from Cancun Intl. Airport (CUN) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from Cancun to Chicago (CUN-ORD)

Prices were available within the past 7 days and start at $120 for one-way flights and $222 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Fri, Aug 22 - Mon, Aug 25
CUN
Cancun
ORD
Chicago
$222 Roundtrip, found 7 hours ago
$222
Roundtrip
found 7 hours ago
Select Spirit Airlines flight, departing Fri, Aug 22 from Cancun to Chicago, returning Mon, Aug 25, priced at $222 found 7 hours ago
Spirit Airlines
Fri, Jul 11 - Mon, Jul 21
CUN
Cancun
ORD
Chicago
$229 Roundtrip, found 5 hours ago
$229
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Fri, Jul 11 from Cancun to Chicago, returning Mon, Jul 21, priced at $229 found 5 hours ago
Spirit Airlines
Fri, Jul 11 - Tue, Jul 15
CUN
Cancun
ORD
Chicago
$230 Roundtrip, found 5 hours ago
$230
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Fri, Jul 11 from Cancun to Chicago, returning Tue, Jul 15, priced at $230 found 5 hours ago
Spirit Airlines
Fri, Jul 18 - Tue, Jul 22
CUN
Cancun
ORD
Chicago
$235 Roundtrip, found 5 hours ago
$235
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Fri, Jul 18 from Cancun to Chicago, returning Tue, Jul 22, priced at $235 found 5 hours ago
Spirit Airlines
Fri, Jul 11 - Mon, Jul 14
CUN
Cancun
ORD
Chicago
$235 Roundtrip, just found
$235
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, Jul 11 from Cancun to Chicago, returning Mon, Jul 14, priced at $235 just found
Spirit Airlines
Fri, Jul 18 - Mon, Jul 21
CUN
Cancun
ORD
Chicago
$239 Roundtrip, found 5 hours ago
$239
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Fri, Jul 18 from Cancun to Chicago, returning Mon, Jul 21, priced at $239 found 5 hours ago
Aeromexico
Fri, Oct 17 - Sun, Oct 26
CUN
Cancun
ORD
Chicago
$263 Roundtrip, found 2 days ago
$263
Roundtrip
found 2 days ago
Select Aeromexico flight, departing Fri, Oct 17 from Cancun to Chicago, returning Sun, Oct 26, priced at $263 found 2 days ago
United
Thu, Oct 23 - Sun, Oct 26
CUN
Cancun
ORD
Chicago
$273 Roundtrip, found 1 hour ago
$273
Roundtrip
found 1 hour ago
Select United flight, departing Thu, Oct 23 from Cancun to Chicago, returning Sun, Oct 26, priced at $273 found 1 hour ago
American Airlines
Thu, Oct 23 - Sun, Oct 26
CUN
Cancun
ORD
Chicago
$284 Roundtrip, found 1 hour ago
$284
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Thu, Oct 23 from Cancun to Chicago, returning Sun, Oct 26, priced at $284 found 1 hour ago
Southwest Airlines
Sat, Sep 6 - Sat, Sep 13
CUN
Cancun
ORD
Chicago
$305 Roundtrip, found 22 hours ago
$305
Roundtrip
found 22 hours ago
Select Southwest Airlines flight, departing Sat, Sep 6 from Cancun to Chicago, returning Sat, Sep 13, priced at $305 found 22 hours ago

Find the cheapest month to fly from Cancun (CUN) to Chicago (ORD)

January is typically the cheapest month to fly

From $188 - $518 per traveler.

Graph displaying average flight prices per month

0
Flights from Cancun (CUN) to Chicago (ORD)
Origin airport
Cancun Intl.
Destination airport
O'Hare Intl.
Airlines serving
Aeromexico, Air Canada, Alaska Airlines, American Airlines, Arajet, Delta, Frontier Airlines, JetBlue Airways, Southwest Airlines, Spirit Airlines, Sun Country Airlines, United, Viva, Volaris, avianca
Roundtrip price
$221
Distance
1447 mi

Cancun to Chicago Flights

The cheapest times to fly from Cancun to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Cancun to Chicago are during the month of August. You can find some of the cheapest flights from Cancun to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Cancun to Chicago

Sunday is one of the best days to book for cheap flights from Cancun to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Cancun to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Cancun to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $120 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Cancun to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Cancun to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Cancun Intl. Airport (CUN) to O'Hare Intl. Airport (ORD) cost?
You can pick up cheap return tickets starting from $221 from Cancun Intl. Airport (CUN) to O'Hare Intl. Airport (ORD). This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a Spirit Airlines flight leaving CUN on July 11 2025 and touching down at ORD. The price was last updated on July 3 2025 and has not changed since.
What is the cheapest month to fly from CUN to ORD?
The cheapest flights from CUN to ORD are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Cancun Intl. Airport (CUN) to O'Hare Intl. Airport (ORD)?
Fly straight to O'Hare Intl. Airport (ORD). 4 carriers offer nonstop flights from Cancun Intl. Airport (CUN), including:

  • United Airlines
  • American Airlines
  • Frontier Airlines

What is the cheapest airline that flies from CUN to ORD?
With prices starting from $120 for a one-way journey from CUN to ORD, Spirit Airlines is currently the cheapest airline for this route. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from CUN on September 27 2025. Prices were last updated on July 3 2025 and have not changed since.
How many flights per day from Cancun Intl. Airport (CUN) to O'Hare Intl. Airport (ORD)?
With, on average, 6 direct flights departing from Cancun Intl. Airport (CUN) to O'Hare Intl. Airport (ORD) daily, you'll be taking off on vacation soon enough.
What are the most popular departure times for flights from Cancun Intl. Airport (CUN) to O'Hare Intl. Airport (ORD)?
More people fly between CUN and ORD at 3 PM than at any other time of day. Looking to skip the crowds? Try choosing a quieter departure window and there's a chance you'll save on your fare as well.
What day of the week has the most flights from CUN to ORD?
Depart on a Friday if you're after the best selection of flights from Cancun Intl. Airport (CUN) to O'Hare Intl. Airport (ORD).
What is the earliest flight from Cancun Intl. Airport (CUN) to O'Hare Intl. Airport (ORD)?
The first flight of the day taking off from Cancun Intl. Airport (CUN) is at around 11:45AM UTC-5. Catch this flight and you'll arrive at O'Hare Intl. Airport (ORD) at approximately 2:47PM UTC-6. The total flight duration is 4h 2m.
How long does it take to fly from Cancun Intl. Airport (CUN) to O'Hare Intl. Airport (ORD)?
Flights from CUN to ORD have an average travel time of 3 hours and 58 minutes. The total distance between the two is 1,450 mi.
What airline has the least delays from CUN to ORD?
With 87% of journeys usually arriving on time, American Airlines has the best on-time performance for nonstop flights from Cancun Intl. Airport (CUN) to O'Hare Intl. Airport (ORD). To check your flight status and get notifications if anything changes, use the Expedia App.
What is the best time to fly from Cancun Intl. Airport (CUN) to O'Hare Intl. Airport (ORD)?
To avoid potential delays on the Cancun Intl. Airport (CUN) to O'Hare Intl. Airport (ORD) route, aim to fly before 3 PM. Departures after this time have a 22% higher chance of cancellation.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from Cancun Intl. Airport (CUN)?
Take a direct flight from Cancun Intl. Airport (CUN) to Chicago and arrive at O'Hare Intl. Airport (ORD). Another convenient entry point into this destination is Midway Intl. Airport (MDW).
Is it cheaper to buy a plane ticket from Cancun Intl. Airport (CUN) to O'Hare Intl. Airport (ORD) last-minute?
Booking your flight from CUN to ORD right before your trip is usually more expensive. But if there's some wiggle room with your travel dates and times, you could snag a cheap last-minute fare.
Is it cheaper to book a CUN to ORD flight and hotel package?
You'll generally save money by booking a CUN to ORD flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's easy to manage it all in one convenient place. After choosing your preferred flights and accommodations, you can add extras such as tours, activities and car rentals.
Can I cancel or change the date of my flight from Cancun Intl. Airport (CUN) to O'Hare Intl. Airport (ORD)?
If you reserved your CUN to ORD flight within the last 24 hours, you may be able to cancel or modify it at no cost. Depending on the airline and the type of ticket you purchased, additional charges may apply for changes after that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal for more details.

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