$91 Cheap Flights from Chicago (ORD) to Cancun (CUN)

View $91 flight on Sat, May 3, 2025Opens in a new window

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

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Find available prices by choosing your travel dates.

Cheap Flights from Chicago to Cancun (ORD-CUN)

Prices were available within the past 7 days and start at $91 for one-way flights and $206 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Sat, May 3 - Sat, May 10
ORD
Chicago
CUN
Cancun
$206 Roundtrip, just found
$206
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, May 3 from Chicago to Cancun, returning Sat, May 10, priced at $206 just found
Spirit Airlines
Mon, Apr 28 - Sat, May 3
ORD
Chicago
CUN
Cancun
$214 Roundtrip, just found
$214
Roundtrip
just found
Select Spirit Airlines flight, departing Mon, Apr 28 from Chicago to Cancun, returning Sat, May 3, priced at $214 just found
Spirit Airlines
Mon, May 5 - Fri, May 9
ORD
Chicago
CUN
Cancun
$217 Roundtrip, just found
$217
Roundtrip
just found
Select Spirit Airlines flight, departing Mon, May 5 from Chicago to Cancun, returning Fri, May 9, priced at $217 just found
Frontier Airlines
Sat, May 3 - Sat, May 10
ORD
Chicago
CUN
Cancun
$219 Roundtrip, just found
$219
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, May 3 from Chicago to Cancun, returning Sat, May 10, priced at $219 just found
Spirit Airlines
Sat, May 3 - Sat, May 10
ORD
Chicago
CUN
Cancun
$220 Roundtrip, just found
$220
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, May 3 from Chicago to Cancun, returning Sat, May 10, priced at $220 just found
Spirit Airlines
Sat, May 3 - Sat, May 10
ORD
Chicago
CUN
Cancun
$221 Roundtrip, just found
$221
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, May 3 from Chicago to Cancun, returning Sat, May 10, priced at $221 just found
Spirit Airlines
Mon, Apr 28 - Fri, May 2
ORD
Chicago
CUN
Cancun
$222 Roundtrip, just found
$222
Roundtrip
just found
Select Spirit Airlines flight, departing Mon, Apr 28 from Chicago to Cancun, returning Fri, May 2, priced at $222 just found
Funjet Vacations
Mon, May 5 - Fri, May 9
ORD
Chicago
CUN
Cancun
$229 Roundtrip, just found
$229
Roundtrip
just found
Select Funjet Vacations flight, departing Mon, May 5 from Chicago to Cancun, returning Fri, May 9, priced at $229 just found
United
Mon, Apr 28 - Thu, May 1
ORD
Chicago
CUN
Cancun
$246 Roundtrip, just found
$246
Roundtrip
just found
Select United flight, departing Mon, Apr 28 from Chicago to Cancun, returning Thu, May 1, priced at $246 just found
American Airlines
Mon, Apr 28 - Thu, May 1
ORD
Chicago
CUN
Cancun
$256 Roundtrip, just found
$256
Roundtrip
just found
Select American Airlines flight, departing Mon, Apr 28 from Chicago to Cancun, returning Thu, May 1, priced at $256 just found

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Cancun Intl. Airport (CUN) cost?
Grab cheap return tickets starting from $206 from O’Hare Intl. Airport (ORD) to Cancun Intl. Airport (CUN). 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 ORD on May 9 2025 and touching down at CUN. The price was last updated on April 23 2025 and has not changed since.
What is the cheapest month to fly from ORD to CUN?
The cheapest flights from ORD to CUN 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 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 ORD to CUN?
Fly from ORD to CUN with Spirit Airlines. This carrier currently offers the lowest one-way fare on this route, starting at $91. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from ORD on May 19 2025. Prices were last updated on April 23 2025 and have not changed since.
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.
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