Flights from Chicago to Cancun

Trip type

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
Chicago
Cancun
Outbound
02/08/26
1 Stopover (MEX)
Y40701, Y40104
14h 03min
Return
-
Volaris
$91
Chicago
Cancun
Outbound
02/06/26
1 Stopover (FLL)
NK0213, NK0527
14h 33min
Return
02/14/26
direct
F90045
04h 10min
Spirit Airlines
$212
Best option
Chicago
Cancun
Outbound
02/06/26
direct
F90044
04h 08min
Return
02/14/26
direct
F90045
04h 10min
Frontier Airlines
$223
Chicago
Cancun
Outbound
02/06/26
direct
F90044
04h 08min
Return
02/14/26
direct
F90045
04h 10min
Frontier Airlines
$224
Chicago
Cancun
Outbound
02/06/26
1 Stopover (FLL)
NK0213, NK0527
14h 33min
Return
02/14/26
direct
F90045
04h 10min
Spirit Airlines ?
$229
Chicago
Cancun
Outbound
02/06/26
1 Stopover (MEX)
Y40701, Y40104
14h 03min
Return
02/14/26
direct
F90045
04h 10min
Volaris ?
$248
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
02/07/26
1 Stopover (MTY)
VB0633, VB2199
16h 25min
Return
02/15/26
1 Stopover (MTY)
VB2196, VB0632
17h 50min
Viva Aerobus
$287
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

Cheapest outbound flight from $90.60
Roundtrip from $211.90
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