Flights from Chicago to Cancun, Mexico

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Did you mean flights from Cancun to Chicago?

Chicago to Cancun Last modified: Mar 24, 2020 5:10 -04:00

We've scanned 48,195,047,545 round trip itineraries and found the cheapest flights to Cancun. United & Spirit frequently offer the best deals to Cancun flights, or select your preferred carrier below to see the cheapest days to fly.

Tue 2/11
Fri 2/14
Tue 2/18
Wed 2/26
Mon 3/2
1 stop
Tue 3/3
1 stop
British Airways
Tue 3/3
1 stop
Tue 3/10
1 stop
Wed 2/26
1 stop
Fri 2/28
1 stop
Major Airlines
Wed 2/26
1 stop
Sat 2/29
1 stop

How Much is a Flight from Chicago to Cancun?

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 $177.

Where To Buy Cheap Flights from Chicago to Cancun?

The best way to find a great deal on airfare is to search multiple sites. When you run a search on FareCompare, we search multiple sites and fare sources all at once so you don't have to - which is why we think FareCompare is the best place to find cheap tickets. Airlines can adjust prices for 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 found that Tuesdays, Wednesdays, and Saturdays are often the best days to book flights. If you'd like to learn more, read our article about the best time to buy airline tickets.

How far in advance should I book tickets from Chicago to Cancun?

The chart below shows up-to-date information regarding how far in advance to book your flight from Chicago to Cancun.

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $162 $189
7-14 days $162 $177
14-21 days $162 $177
21-30 days $162 $182
30-60 days $166 $209
60-90 days $166 $210
90+ days $202 $227

Cheapest Day To Fly from Chicago to Cancun

We've examined 57,595,778,181 itinerary searches that we've seen for departures in the next 90 days and found that the cheapest day to fly from Chicago to Cancun is Monday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday

Compare Flight Prices from Chicago to Cancun by Month

Low priced flights are most commonly available by purchasing between one and three months in advance. International or holiday flights may need to be purchased even further in advance. The chart below shows the cheapest flight prices by month for Chicago to Cancun flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
February Chicago Cancun United 2/11/20 2/16/20 0 $162
March Chicago Cancun United 3/2/20 3/5/20 0 $162
April Chicago Cancun United 4/15/20 4/30/20 0 $166
May Chicago Cancun United 5/5/20 5/14/20 0 $166
June Chicago Cancun AeroMexico 6/2/20 6/5/20 1 $234
July Chicago Cancun Frontier 7/21/20 7/28/20 0 $333
August Chicago Cancun Spirit 8/19/20 8/25/20 0 $226
September Chicago Cancun Spirit 9/1/20 9/4/20 1 $302

Cheap Last Minute Flights from Chicago to Cancun

Looking for cheap last minute flights or a weekend getaway? We've got you covered with weekend flight deals from Chicago to Cancun. The chart below shows the best last minute deals and cheap flights this weekend we could find.

Next 30 Days

9 10 11 12 13 14 15
16 17 18 19 20 21 22
$290 $210
23 24 25 26 27 28 29
$210 $210
1 2 3 4 5 6 7
$210 $210
8 9 10 11 12 13 14
$210 $320
15 16 17 18 19 20 21

Connecting Flights vs Direct Flights from Chicago to Cancun

Flights between some cities may be significantly cheaper if you choose 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 $273.

The average price for direct flights from Chicago to Cancun is $311.

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

Weekly Direct Flights from Chicago to Cancun - By Carrier
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 1 1 1 1 1 2 1 02:40 05:00
Frontier 1 1 1 1 1 1 1 01:55 01:55
Spirit 1 1 1 1 1 1 1 01:00 01:00
United 1 1 1 1 1 1 1 02:48 02:48
Major Airlines 1 1 1 1 1 3 3 01:00 08:15

One Way Flights vs Round Trip Flights from Chicago to Cancun

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 $129.

The average price for round trip flights from Chicago to Cancun is $256.

Chicago to Cancun Flight Questions

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

Question: How long is the flight from Chicago to Cancun?
Answer: The average Chicago to Cancun flight time is 3 hours and 41 minutes.
Question: How far is Cancun from Chicago?
Answer: The distance from Chicago to Cancun is 1,433 miles (2,306 kilometers).
Question: How common are direct flights from Chicago to Cancun?
Answer: There are 40 direct flights from Chicago to Cancun.
Question: What are the most popular Chicago airlines for direct flights from Chicago to Cancun?
Answer: Major Airlines provides 27% 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

Airlines in Chicago flying to Cancun Last modified: Mar 24, 2020 5:10 -04:00Number of routes searched: 249Number of itineraries searched: 4,897,716

Wondering which airlines fly out of Chicago to Cancun? We've gathered the average price of Chicago airlines with flights to Cancun. Different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary showing which days of the week individual carriers offer flights for the next 30 days.

Chicago to Cancun
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American -
Frontier -
Spirit -
United -
Interjet GDL
Interjet MEX
American BOS
American CLT
American DFW
American JFK
Air Canada YOW
Air Canada YUL
Air Canada YVR
Air Canada YWG
Air Canada YYC
Air France CDG
AeroMexico MEX
Alaska SEA
JetBlue BOS
JetBlue FLL
JetBlue JFK
Copa PTY
Major Airlines ATL
Major Airlines DTW
Major Airlines MSP
Major Airlines BOS
Major Airlines CVG
Frontier DEN
Frontier EWR
Iberia MAD
Lufthansa FRA
Swiss ZRH
Spirit AUS
Spirit DFW
Spirit FLL
Spirit IAH
Sun Country MSP
United DEN
United EWR
United IAD
United IAH

Chicago to Cancun Airports

These are the major commercial airports we're currently monitoring in Chicago and Cancun. If your route includes a city with multiple airports, you may be able to find substantial savings by choosing an alternate airport.

Farecompare Research Tools

FareCompare's Flight Schedule Search Tool helps you find information about airline schedule filings, including flight numbers, depart times, and travel distance.

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Cheap Flights from Chicago to Cancun