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Cheap Flights from Chicago to Cancun, MX, Mexico - CHI to CUN

Popular flights from Chicago to Cancun

We’ve got the inside scoop on finding the best time to fly for the best price. Not sure when to travel for your next vacation? Find details below on when-to-fly and when-to-buy.

Aeromexico
Departure Date Return Date Lowest Price
Aug 12, 2016 Aug 25, 2016 $283
Aug 13, 2016 Aug 25, 2016 $283
Aug 15, 2016 Aug 25, 2016 $283
American Airlines
Departure Date Return Date Lowest Price
Jul 3, 2016 Jul 13, 2016 $283
Frontier Airlines
Departure Date Return Date Lowest Price
Aug 7, 2016 Aug 21, 2016 $537
JetBlue Airways
Departure Date Return Date Lowest Price
Sep 3, 2016 Sep 10, 2016 $559
Spirit Airlines
Departure Date Return Date Lowest Price
May 14, 2016 May 21, 2016 $323
May 14, 2016 May 18, 2016 $323
May 14, 2016 May 17, 2016 $323
May 16, 2016 May 21, 2016 $323
May 17, 2016 May 25, 2016 $323
United Airlines
Departure Date Return Date Lowest Price
Jul 18, 2016 Jul 22, 2016 $363
Virgin America
Departure Date Return Date Lowest Price
May 27, 2016 Jun 2, 2016 $692
Volaris
Departure Date Return Date Lowest Price
Jun 20, 2016 Jul 4, 2016 $548

How Much Does it Cost to Fly from Chicago to Cancun (CHI to CUN)?

We have collected flight cost data from across the web for travel from Chicago to Cancun, and have found the average flight price for this trip to be $286.

When Can I Buy the Cheapest Flight from Chicago to Cancun (CHI to CUN)?

Airlines can adjust prices for plane tickets from Chicago to Cancun based on the day and time that you decide to book your flight. We have collected data from all airlines, and have discovered that the best days to book flights are Tuesdays, Wednesdays, and Saturdays. Read our article to find more information about the best time to buy airline tickets.

How far in advance should you book flights from Chicago to Cancun

The chart below shows up-to-date information regarding how far in advance a flight from Chicago to Cancun should be booked.

Non Stop versus 1-Stop
Advanced PurchaseNon StopOne Stop
< 7 days $355 $287
7-14 days $284 $286
14-21 days $284 $286
21-30 days $365 $287
30-60 days $355 $288
60-90 days $355 $287
90+ days $281 $280

Cheapest Day To Fly from Chicago to Cancun

The chart below shows up-to-date information regarding the cheapest days to fly from Chicago to Cancun.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$284 $284 $286 $287 $288 $286 $284

Lowest Fares Chart By Month from Chicago to Cancun

The chart below shows the lowest fare by month when flying from Chicago to Cancun.

Month Origin Destination Carrier Depart Date Return Date Stops Price
May Chicago Cancun American 5/15/16 5/18/16 0 $284
June Chicago Cancun American 6/2/16 6/8/16 1 $287
July Chicago Cancun American 7/12/16 7/19/16 1 $287
August Chicago Cancun AeroMexico 8/12/16 8/25/16 1 $283
September Chicago Cancun American 9/25/16 10/6/16 1 $280
October Chicago Cancun AeroMexico 10/24/16 10/29/16 2 $279
November Chicago Cancun American 11/12/16 11/16/16 1 $282
December Chicago Cancun American 12/13/16 12/20/16 1 $282

Cheapest Weekend Non-Stop Flights for the Next 30 Days from Chicago to Cancun

If you're ready to take a trip in the next 30 days and want to fly on the weekend, you might be wondering which weekend is the cheapest to fly. The chart below shows up-to-date data regarding weekend flight prices from Chicago to Cancun.

Next 30 Days

SunMonTueWedThuFriSat
8 9 10 11 12 13 14
$355
15 16 17 18 19 20 21
$355 $365
22 23 24 25 26 27 28
$365 $517
29 30 31 1 2 3 4
$517 $365
5 6 7 8 9 10 11
$365 $365
12 13 14 15 16 17 18
$365

Non-Stop vs Connecting Flights from Chicago to Cancun (CHI to CUN)

Your Chicago to Cancun flight can be significantly cheaper by choosing a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.

The average price for connecting flights from Chicago to Cancun is $476.

The average price for non-stop flights from Chicago to Cancun is $359.

The chart below shows up to date information regarding non-stop flights from Chicago to Cancun.

Nonstop Flight Details from Chicago to Cancun
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 2 2 2 2 2 2 2 08:25 08:25
United 2 2 2 2 2 3 2 07:30 10:00

Round Trip vs One Way Flights from Chicago to Cancun (CHI to CUN)

We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from Chicago to Cancun. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.

The average price for one way flights from Chicago to Cancun is $327.

The average price for round trip flights from Chicago to Cancun is $476.

More Cheap Flights

FlightsAirlineLowest Price
Indianapolis to Cancun Silver, American, AeroMexico, Alaska, JetBlue, Frontier, Allegiant, United, Virgin America, Volaris $365
Milwaukee to Cancun American, AeroMexico, Alaska, JetBlue, Frontier, Spirit, United, Volaris $362
Grand Rapids to Cancun American, AeroMexico, Allegiant, United $387
Madison to Cancun American, AeroMexico, Alaska, Frontier, United $557
Moline to Cancun American, AeroMexico, Alaska, United $618
Green Bay to Cancun American, AeroMexico, United $650
Lansing to Cancun American, AeroMexico, Alaska, United $521
Appleton to Cancun American, AeroMexico, Alaska, United $522
Bloomington - Normal to Cancun American, AeroMexico, United $816
Ft Wayne to Cancun American, AeroMexico, United $516
Peoria to Cancun American, AeroMexico, United $665
South Bend to Cancun American, AeroMexico, United $512
Kalamazoo to Cancun American, AeroMexico, United $410
Champaign to Cancun American Check Dates
Springfield to Cancun American, United $594
Toledo to Cancun American, United $804
Dubuque to Cancun American, United Check Dates
Chicago to New York American, Alaska, JetBlue, Spirit, United $89
Chicago to Cozumel American, AeroMexico, Alaska, Spirit, United $290
Chicago to Orlando American, JetBlue, Frontier, Spirit, United $127
Chicago to Miami American, Alaska, Frontier, United $108
Chicago to Los Angeles American, Alaska, Frontier, Spirit, United, Virgin America $122
Chicago to Las Vegas American, Alaska, Frontier, Spirit, United, Virgin America $112
Chicago to Dallas - Ft Worth American, Alaska, Frontier, Spirit, United $84
Chicago to Atlanta American, Spirit, United $71
Chicago to Houston American, Spirit, United $117
Chicago to Tampa American, Alaska, Spirit, United $126
Chicago to Ft Lauderdale American, Alaska, JetBlue, Spirit, United $107
Chicago to Ft Myers American, Spirit, United $177
Indianapolis to Cozumel American, AeroMexico, Alaska, JetBlue, United $357

Airlines Flying from Chicago to Cancun (CHI to CUN)

Below are the different airlines that fly from Chicago to Cancun with the average price of their plane tickets. Just remember that different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary of the next 30 days for flights from Chicago to Cancun.

Chicago to Cancun
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American - X X X X X X X
American MIA X X X X X X X
Air Canada YUL X X X X X X X
AeroMexico MEX X X X X X X X
Avianca SAL X X X X X
Delta DTW X X X X X X X
Frontier DEN X X X X X X X
Spirit IAH X X X X X X X
United - X X X X X X X
United IAH X X X X X X X
Southwest - X X X X X X X
Southwest BWI X X X X X X X
Volaris GDL X X X X X X X
Volaris MEX / VSA X

Airports for Your Route

These pages contain information about the major airports in Chicago and Cancun, so you can feel comfortable knowing how to get around whether you are about to take off or you just landed.

Chicago to Cancun Flight Questions

Below are some common questions that asked about this flight route:

Question: How long is a direct flight from Chicago to Cancun?
Answer: The average Chicago to Cancun flight time is 3 hours and 43 minutes.
Question: How many miles are there between Chicago and Cancun?
Answer: The distance from Chicago to Cancun is 1446 miles.
Question: How common are direct flights from Chicago to Cancun?
Answer: There are 23 direct flights from Chicago to Cancun.
Question: What is the most popular airline for non-stop flights from Chicago to Cancun?
Answer: United Airlines provides 65% of the non-stop flights between Chicago and Cancun.
Question: What are the most popular connecting cities when flying from Chicago to Cancun?
Answer: Atlanta, GA
Chicago (CHI) To Cancun, MX (CUN) Flights: Cheap Flights From Chicago To Cancun | FareCompare.