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Flights from Cancun to Chicago
Cheap flight deals from Cancun to Chicago Starting at AED 456
We've found these cheap flights for you. You can book one-way or round-trip flight tickets.
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Round-trip
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One way
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Cheapest nonstopCUN 10:374h 3mNonstopORD 14:40Cancun - Chicago | Wed, May 7 | Frontier AirlinesORD 07:253h 59mNonstopCUN 11:24Chicago - Cancun | Tue, May 13 | Frontier AirlinesAED 743 AED 1,08832% OFF32% OFFAED 1,088 AED 743
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CUN 10:374h 3mNonstopORD 14:40Cancun - Chicago | Thu, May 1 | Frontier AirlinesORD 07:174h 7mNonstopCUN 11:24Chicago - Cancun | Sun, May 4 | Frontier AirlinesAED 752 AED 1,08831% OFF31% OFFAED 1,088 AED 752
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CUN 10:374h 3mNonstopORD 14:40Cancun - Chicago | Fri, May 9 | Frontier AirlinesORD 07:253h 59mNonstopCUN 11:24Chicago - Cancun | Tue, May 13 | Frontier AirlinesAED 762 AED 1,08830% OFF30% OFFAED 1,088 AED 762
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CUN 10:434h 8mNonstopORD 14:51Cancun - Chicago | Fri, Apr 25 | Frontier AirlinesORD 07:054h 2mNonstopCUN 11:07Chicago - Cancun | Mon, Apr 28 | Frontier AirlinesAED 78328% OFFAED 1,088 AED 783
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CUN 10:434h 8mNonstopORD 14:51Cancun - Chicago | Sat, Apr 19 | Frontier AirlinesORD 07:054h 2mNonstopCUN 11:07Chicago - Cancun | Fri, Apr 25 | Frontier AirlinesAED 80826% OFFAED 1,088 AED 808
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CUN 10:434h 8mNonstopORD 14:51Cancun - Chicago | Thu, Apr 17 | Frontier AirlinesORD 06:204h 3mNonstopCUN 10:23Chicago - Cancun | Mon, Apr 21 | Frontier AirlinesAED 82824% OFFAED 1,088 AED 828
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CUN 10:374h 3mNonstopORD 14:40Cancun - Chicago | Sat, May 3 | Frontier AirlinesORD 07:253h 59mNonstopCUN 11:24Chicago - Cancun | Fri, May 9 | Frontier AirlinesAED 84322% OFFAED 1,088 AED 843
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CUN 11:053h 57mNonstopORD 15:02Cancun - Chicago | Tue, May 13 | Frontier AirlinesORD 07:174h 7mNonstopCUN 11:24Chicago - Cancun | Tue, May 20 | Frontier AirlinesAED 85921% OFFAED 1,088 AED 859
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CUN 20:259h 17m1 stopsORD 05:42Cancun - Chicago | Thu, Apr 3 | VolarisORD 06:203h 56mNonstopCUN 10:16Chicago - Cancun | Sun, Apr 6 | Frontier AirlinesAED 86221% OFFAED 1,088 AED 862
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CUN 12:409h 50m1 stopsORD 22:30Cancun - Chicago | Thu, Apr 3 | Frontier AirlinesORD 06:203h 56mNonstopCUN 10:16Chicago - Cancun | Sun, Apr 6 | Frontier AirlinesAED 87020% OFFAED 1,088 AED 870
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CUN 13:0017h 25m1 stopsCHI Invalid DateCancun - Chicago | Thu, Mar 27 | Normal AirlineCHI 15:006hNonstopCUN 16:00Chicago - Cancun | Sat, Mar 29 | Normal AirlineFind More FlightsFind More Flights
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Cheapest nonstopCUN 10:374h 1mNonstopORD 14:38Cancun - Chicago | Fri, May 9 | Frontier AirlinesAED 456 AED 64228% OFF28% OFFAED 642 AED 456
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CUN 10:434h 8mNonstopORD 14:51Cancun - Chicago | Fri, Apr 25 | Frontier AirlinesAED 467 AED 64227% OFF27% OFFAED 642 AED 467
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CUN 10:404h 6mNonstopORD 14:46Cancun - Chicago | Fri, May 23 | Frontier AirlinesAED 472 AED 64226% OFF26% OFFAED 642 AED 472
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CUN 10:434h 8mNonstopORD 14:51Cancun - Chicago | Sat, Apr 19 | Frontier AirlinesAED 47426% OFFAED 642 AED 474
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CUN 10:434h 8mNonstopORD 14:51Cancun - Chicago | Thu, Apr 17 | Frontier AirlinesAED 51320% OFFAED 642 AED 513
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CUN 12:409h 50m1 stopsORD 22:30Cancun - Chicago | Thu, Apr 3 | Frontier AirlinesAED 46328% OFFAED 642 AED 463
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CUN 10:409h 11m1 stopsMDW 19:51Cancun - Chicago | Tue, Apr 8 | Frontier AirlinesAED 46627% OFFAED 642 AED 466
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CUN 10:0510h 49m1 stopsORD 20:54Cancun - Chicago | Wed, Apr 9 | Frontier AirlinesAED 49922% OFFAED 642 AED 499
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CUN 13:3110h 8m1 stopsMDW 23:39Cancun - Chicago | Thu, May 1 | Frontier AirlinesAED 50022% OFFAED 642 AED 500
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CUN 14:439h 38m1 stopsMDW 00:21Cancun - Chicago | Tue, Apr 15 | Frontier AirlinesAED 51020% OFFAED 642 AED 510
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CUN 13:0017h 25m1 stopsCHI Invalid DateCancun - Chicago | Thu, Mar 27 | Normal AirlineFind More FlightsFind More Flights
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
When is the cheapest time to fly from Cancun to Chicago?
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Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Frequently Asked Questions
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When are flight tickets from Cancun (CUN) to Chicago (CHI) the cheapest?
Airlines adjust prices for flights from Cancun to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays. -
How much do flights from Cancun (CUN) to Chicago (CHI) cost?
According to Trip.com's data, the lowest price is around AED 1,681. -
How long does it take to fly from Cancun (CUN) to Chicago (CHI)?
It takes about 3 hours 58 minutes to fly from Cancun (CUN) to Chicago (CHI). -
What is the transportation method from the main airport to downtown in Chicago?
- The distance from O'Hare International Airport to downtown is about 25 km, by taxi about 40 minutes.
- The distance from Midway International Airport to downtown is about 14 km, by taxi about 30 minutes.
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What are the most popular airlines that fly from Cancun (CUN) to Chicago (CHI)?
Airlines with flights from Cancun (CUN) to Chicago (CHI): Southwest Airlines, United Airlines, Spirit Airlines, Frontier Airlines, American Airlines, Qatar Airways, Volaris and Emirates. -
What's the most popular airline for non-stop flights from Cancun (CUN) to Chicago (CHI)?
Frontier Airlines operates 1 non-stop flights from Cancun (CUN) to Chicago (CHI). -
How many airports are there in Chicago (CHI)?
There are 3 airport(s) near Chicago (CHI): Midway International Airport, O'Hare International Airport and Chicago Rockford International Airport.
How to find a cheap flight from Cancun to Chicago
Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Cancun to Chicago. Book your flights at the right time and save more.
Being flexible with your dates to get the cheapest Cancun to Chicago ticket.
Tap "Date" on flight search bar to scan through the calender for Cancun to Chicago airfare over next 6 months in 2025. If you would like to fly in next 3 months, it seems the cheapest date is on Fri, May 9 at AED 456 for one-way flights.
Compare cheap Cancun to Chicago flight deals from over hundreds of airlines.
Our extensive search allows you to compare prices from over 500 airlines to choose the cheapest flight tickets from Cancun to Chicago. The cheapest airline operating is Frontier Airlines.
Set up a Price Alert
By setting up a Price Alert for your Cancun to Chicago route, you can easily track the price of your airline tickets from without manually checking every day.
Don't miss cheap Cancun to Chicago flight deals and promo codes.
You can always get the latest deals through Trip.com Deals and Promo Codes for cheap flights. If registering a free membership, you can receive more deals for your flights.
Book early or wait unitl the last minute.
It's always better to book early. Flight tickets tend to be the cheapest when they are first released, normally about a year before the departure date. So, check online as soon as the flights you want become available. If you miss the cheapest time, you can still find lower-priced tickets as the flight date approaches.
Search for flights on the go.
To get the best flight booking experience on the go, download Trip.com and search for cheap flight tickets from Cancun to Chicago to get exclusive deals for you.
Flight Info | Cancun to Chicago
Cheapest one-way flight price | AED 455 |
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Cheapest return ticket price | AED 742 |
Off-season for travel | February |
Peak season for travel | June |
Flight distance | 2,318.16 km |
Average flight time | 3 hours 58 minutes |
Popular airline | avianca |
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