Flights from Chicago to Cancun, Mexico

Did you mean flights from Cancun to Chicago?

Chicago to Cancun Last modified: Jan 22, 2024 9:21 -05:00

We've scanned 115,678,683 round trip itineraries and found the cheapest flights to Cancun. Frontier & Spirit frequently offer the best deals to Cancun flights, or select your preferred carrier below to see the cheapest days to fly.

Frontier
CHICUN
Fri 2/23
nonstop
CUNCHI
Wed 2/28
nonstop
$140
Spirit
CHICUN
Fri 2/23
1 stop
CUNCHI
Wed 2/28
1 stop
$153
Multiple Airlines
CHICUN
Sat 1/20
nonstop
CUNCHI
Wed 1/24
nonstop
$169
American
CHICUN
Tue 1/23
nonstop
CUNCHI
Wed 1/24
nonstop
$221
United
CHICUN
Tue 1/30
nonstop
CUNCHI
Sat 2/3
nonstop
$221
Multiple Airlines
CHICUN
Mon 2/5
1 stop
CUNCHI
Mon 2/12
1 stop
$328

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 $180 $195
7-14 days $180 $194
14-21 days $180 $195
21-30 days $140 $153
30-60 days $178 $195
60-90 days $199 $236
90+ days $193 $218

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
January Chicago Cancun Frontier 1/31/24 2/15/24 0 $140
February Chicago Cancun Frontier 2/3/24 2/4/24 0 $180
March Chicago Cancun Frontier 3/6/24 3/20/24 0 $178
April Chicago Cancun Frontier 4/29/24 5/7/24 0 $217
May Chicago Cancun Frontier 5/13/24 5/22/24 0 $193
June Chicago Cancun Spirit 6/1/24 6/5/24 0 $365
July Chicago Cancun Multiple Airlines 7/17/24 7/24/24 1 $376
August Chicago Cancun American 8/25/24 8/28/24 0 $361

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

SunMonTueWedThuFriSat
7 8 9 10 11 12 13
$181
14 15 16 17 18 19 20
$181 $180
21 22 23 24 25 26 27
$180 $180
28 29 30 31 1 2 3
$180 $180
4 5 6 7 8 9 10
$180 $180
11 12 13 14 15 16 17
$180

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 $331.

The average price for direct flights from Chicago to Cancun is $482.

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 2 2 2 2 2 3 2 01:55 04:50
United 3 3 3 3 4 5 3 02:40 12:57

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 $133.

The average price for round trip flights from Chicago to Cancun is $327.

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 47 minutes.
Question: How far is Cancun from Chicago?
Answer: The distance from Chicago to Cancun is 1,447 miles (2,328 kilometers).
Question: How common are direct flights from Chicago to Cancun?
Answer: There are 39 direct flights from Chicago to Cancun.
Question: What are the most popular Chicago airlines for direct flights from Chicago to Cancun?
Answer: United Airlines provides 61% of the non-stop flights between Chicago and Cancun.

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.

Cheap Flights from Chicago to Cancun