$89 Cheap Flights from Chicago (ORD) to Cancun (CUN)

View $89 flight on Sat, Nov 8, 2025Opens in a new window

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

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Cheap Flights from Chicago to Cancun (ORD-CUN)

Prices were available within the past 7 days and start at $89 for one-way flights and $204 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Sat, Nov 8 - Sat, Nov 15
ORD
Chicago
CUN
Cancun
$204 Roundtrip, just found
$204
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Nov 8 from Chicago to Cancun, returning Sat, Nov 15, priced at $204 just found
Spirit Airlines
Sat, Jan 3 - Thu, Jan 8
ORD
Chicago
CUN
Cancun
$210 Roundtrip, just found
$210
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Jan 3 from Chicago to Cancun, returning Thu, Jan 8, priced at $210 just found
Spirit Airlines
Sun, Nov 16 - Sun, Nov 23
ORD
Chicago
CUN
Cancun
$217 Roundtrip, just found
$217
Roundtrip
just found
Select Spirit Airlines flight, departing Sun, Nov 16 from Chicago to Cancun, returning Sun, Nov 23, priced at $217 just found
Spirit Airlines
Sat, Nov 8 - Fri, Nov 14
ORD
Chicago
CUN
Cancun
$219 Roundtrip, just found
$219
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Nov 8 from Chicago to Cancun, returning Fri, Nov 14, priced at $219 just found
Frontier Airlines
Tue, Feb 10 - Wed, Feb 18
ORD
Chicago
CUN
Cancun
$221 Roundtrip, found 3 days ago
$221
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Feb 10 from Chicago to Cancun, returning Wed, Feb 18, priced at $221 found 3 days ago
Funjet Vacations
Tue, Dec 9 - Tue, Dec 16
ORD
Chicago
CUN
Cancun
$229 Roundtrip, just found
$229
Roundtrip
just found
Select Funjet Vacations flight, departing Tue, Dec 9 from Chicago to Cancun, returning Tue, Dec 16, priced at $229 just found
Southwest Airlines
Wed, Mar 11 - Tue, Mar 17
ORD
Chicago
CUN
Cancun
$252 Roundtrip, just found
$252
Roundtrip
just found
Select Southwest Airlines flight, departing Wed, Mar 11 from Chicago to Cancun, returning Tue, Mar 17, priced at $252 just found
United
Sat, Nov 29 - Thu, Dec 4
ORD
Chicago
CUN
Cancun
$262 Roundtrip, just found
$262
Roundtrip
just found
Select United flight, departing Sat, Nov 29 from Chicago to Cancun, returning Thu, Dec 4, priced at $262 just found
American Airlines
Sun, Dec 7 - Fri, Dec 12
ORD
Chicago
CUN
Cancun
$262 Roundtrip, found 1 hour ago
$262
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Sun, Dec 7 from Chicago to Cancun, returning Fri, Dec 12, priced at $262 found 1 hour ago
Volaris
Fri, Jan 30 - Wed, Feb 4
ORD
Chicago
CUN
Cancun
$307 Roundtrip, just found
$307
Roundtrip
just found
Select Volaris flight, departing Fri, Jan 30 from Chicago to Cancun, returning Wed, Feb 4, priced at $307 just found

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

January is typically the cheapest month to fly

From $185 - $351 per traveler.

Alternative airports near Cancun

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Cancun Intl. CUN. Cheapest and Closest option available. Average driving time to city center is 18 minutes. Flights from $365
CUN
Cancun Intl.
CheapestClosest
Average driving time to city center18 min
Flights from $365

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Cancun Intl. Airport (CUN) cost?
Snag a cheap one-way flight from $89 or cheap return flight from $204 from O'Hare Intl. Airport (ORD) to Cancun Intl. Airport (CUN) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to Cancun Intl. Airport (CUN)?
Planning your getaway for November is a good way to save, as it's the cheapest month for flights between ORD and CUN. You'll typically find the lowest fares during the off-season.
Which airlines fly direct from O'Hare Intl. Airport (ORD) to Cancun Intl. Airport (CUN)?
Fly straight to Cancun Intl. Airport (CUN). 4 carriers offer direct routes from O'Hare Intl. Airport (ORD), including:

  • United Airlines
  • American Airlines
  • Frontier Airlines

What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to Cancun Intl. Airport (CUN)?
Spirit Airlines and Frontier Airlines are some popular airlines offering reasonable fares. Remember that flight prices from O'Hare Intl. Airport (ORD) to Cancun Intl. Airport (CUN) can change depending on demand, seasonality and time of booking. With Expedia's search tool, you can easily find a ORD to CUN flight that works with your plans and budget.
How many flights per day from O'Hare Intl. Airport (ORD) to Cancun Intl. Airport (CUN)?
Each day, an average of 6 nonstop flights take off from O'Hare Intl. Airport (ORD) to Cancun Intl. Airport (CUN). Choose the departure time that fits your schedule best.
What are the most popular departure times for flights from O'Hare Intl. Airport (ORD) to Cancun Intl. Airport (CUN)?
Flights between ORD and CUN are busiest at 8 AM. For a quieter experience and potentially cheaper tickets, look for a departure outside the usual busy windows.
What day of the week has the most flights from ORD to CUN?
Depart on a Friday if you're searching for the biggest selection of flights from O'Hare Intl. Airport (ORD) to Cancun Intl. Airport (CUN).
What is the earliest flight from O'Hare Intl. Airport (ORD) to Cancun Intl. Airport (CUN)?
O'Hare Intl. Airport (ORD)'s earliest flight to Cancun Intl. Airport (CUN) takes off at approximately 6:00AM UTC-6. With a flight time of 4h 19m, you'll land at around 11:19AM UTC-5.
How long does it take to fly from O'Hare Intl. Airport (ORD) to Cancun Intl. Airport (CUN)?
The average flight time from ORD to CUN is 3 hours and 56 minutes, covering a distance of 1,450 mi.
What airline has the least delays from ORD to CUN?
Consider booking with Southwest Airlines if you'd like to fly straight from O'Hare Intl. Airport (ORD) to Cancun Intl. Airport (CUN) without any holdups. This carrier has the best track record for punctuality, with an on-time score of 100%. Want real-time updates? You can keep an eye on your flight status using the Expedia App.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Cancun Intl. Airport (CUN)?
To touch down at Cancun Intl. Airport (CUN) on schedule, select a flight that takes off from O'Hare Intl. Airport (ORD) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this time.**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 Cancun from O'Hare Intl. Airport (ORD)?
If you're taking a direct flight from O'Hare Intl. Airport (ORD) to Cancun, you'll touch down at either Cancun Intl. Airport (CUN) or Cozumel Intl. Airport (CZM).
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Cancun Intl. Airport (CUN) last-minute?
Holding off until just before your trip to book a ticket from ORD to CUN generally means paying more. While you may come across some last-minute deals, there's no guarantee. Be flexible with your travel plans for a better chance of snagging a bargain.
Is it cheaper to book an ORD to CUN flight and hotel package?
Compared with arranging hotels and flights separately, booking an ORD to CUN flight and hotel package with Expedia could result in significant savings. Better yet, managing everything in one place will take the stress out of planning your trip. Simply secure your flights and select from our extensive range of hotels, then customize your trip with extras like tours, activities and car rentals.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Cancun Intl. Airport (CUN)?
Typically, it's possible to cancel or reschedule your ORD to CUN flight. However, if it's been more than 24 hours since booking, additional fees may apply. Refer to your airline's policies in your itinerary to see what changes are possible and whether any costs are involved. You'll also find more details on our Customer Service portal.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Cancun Intl.
Airlines serving
Aeromexico, Air Canada, Alaska Airlines, American Airlines, Arajet, Delta, Frontier Airlines, Funjet Vacations, JetBlue Airways, Southwest Airlines, Spirit Airlines, Sun Country Airlines, United, Viva, Volaris, avianca
Roundtrip price
$203
Distance
1447 mi
Average flight time
3 hours 54 mins

Book with confidence

Chicago to Cancun Flights

The cheapest times to fly from Chicago to Cancun

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 Chicago to Cancun are during the month of November. You can find some of the cheapest flights from Chicago to Cancun with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Cancun

Sunday is one of the best days to book for cheap flights from Chicago to Cancun: 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 Chicago to Cancun

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 Chicago to Cancun in 2025. You can also book with separate airlines for your outbound and return journeys, from $89 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 Chicago to Cancun 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 Chicago to Cancun 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.

 

Chicago to Cancun Flights

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*Available to One Key members.