Flights from Chicago to Cancun

Our cheapest offers for flights from Chicago to Cancun

Here you can compare cheap flights from Chicago (CHI) to Cancun (CUN) for one-way or return trips. The following offers were searched for and found on idealo during the last few days. Or start your own flight search to Cancun. Prices and availability may change at any time.

Outbound Return Airlines Shop Baggage Price
Best option
Chicago
Cancun
Outbound
04/03/26
1 Stopover (MEX)
Y40701, Y40104
13h 23min
Return
04/16/26
1 Stopover (MEX)
Y40105, Y40700
08h 07min
Volaris ?
$272
Chicago
Cancun
Outbound
04/03/26
1 Stopover (MEX)
Y40701, Y40104
13h 23min
Return
04/16/26
1 Stopover (MEX)
Y40103, Y40700
14h 37min
Volaris
$274
Chicago
Cancun
Outbound
04/03/26
1 Stopover (MEX)
Y40701, Y40104
13h 23min
Return
04/16/26
1 Stopover (MEX)
Y40103, Y40700
14h 37min
Volaris
$275
Chicago
Cancun
Outbound
04/03/26
1 Stopover (MEX)
Y40701, Y40104
13h 23min
Return
04/16/26
1 Stopover (MEX)
Y40105, Y40700
08h 07min
Volaris ?
$313
Chicago
Cancun
Outbound
03/21/26
1 Stopover (BJX)
Y47731, Y43501
09h 25min
Return
03/28/26
1 Stopover (QRO)
Y43518, Y47890
10h 19min
Volaris
$366
Chicago
Cancun
Outbound
04/03/26
1 Stopover (MEX)
AM0687, AM0564
08h 35min
Return
04/16/26
1 Stopover (MEX)
AM0535, AM0682
09h 20min
Aeroméxico ?
$370
Chicago
Cancun
Outbound
04/03/26
1 Stopover (DFW)
AA1838, AA2650
14h 15min
Return
04/16/26
1 Stopover (MIA)
AA1469, AA0791
08h 09min
American Airlines ?
$383
Chicago
Cancun
Outbound
04/03/26
1 Stopover (MEX)
AM0689, AM0508
09h 16min
Return
04/16/26
1 Stopover (MEX)
Y40105, Y40700
08h 07min
Aeroméxico
$390
Chicago
Cancun
Outbound
04/03/26
1 Stopover (MEX)
AM0689, AM0508
09h 16min
Return
04/16/26
1 Stopover (MEX)
AM0501, AM0686
08h 07min
Aeroméxico ?
$404
Chicago
Cancun
Outbound
03/21/26
1 Stopover (YUL)
AC8958, AC1884
14h 25min
Return
03/28/26
1 Stopover (MTY)
VB2180, VB0632
25h 45min
Air Canada ?
$406
Prices based on recent searches, subject to last-minute changes
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Tips and tricks to help you find cheap flights from Chicago to Cancun

Favorite airline: Aeroméxico
Most travelers looking for flights on the route from Chicago to Cancun decide to book flights with Aeroméxico.
Aeroméxico
50 %
Spirit Airlines
25 %
Frontier Airlines
8 %
Direct flights are cheaper
Compared to flights with a stopover, direct flights are $81.00 cheaper on this route.
non stop flight
1 stop
04h 14min
09h 39min
$ 207
$ 288
Favourite connection: via Mexico City
On this route, flights with a stopover in Mexico City are the most popular.
Route
bookings
1 stopover Mexico City-Juarez International
09h 39min, from $ 288
65 %
Direct flights
04h 14min, from $ 207
19 %
1 stopover Hartsfield-Jackson Atlanta International Airport, GA
06h 56min, from $ 320
5 %

Important flight information

Flight information: Chicago - Cancun

Roundtrip from $ 271,68
Flight duration min. 03:39 / max. 03:58
Return flight duration min. 03:40/ max. 04:04
Distance 2322 km
Flights per week 67
Departure airport Airport Chicago-IL, all airports (CHI)
Arrival airport Airport Cancun (CUN)
Destination country Flights to Mexico
Alternative routes to Mexico
Alternative flights to Cancun
Flight destinations with a similar price
Flight destinations with a similar price