Flight Routes 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
05/16/26
1 Stopover (MEX)
Y40701, Y40104
13h 28min
Return
05/29/26
1 Stopover (MEX)
Y40101, Y40702
12h 57min
Volaris
$307
Best option
Chicago
Cancun
Outbound
07/26/26
direct
AA1503
03h 44min
Return
08/05/26
direct
AA1907
04h 10min
American Airlines ?
$360
Chicago
Cancun
Outbound
05/16/26
1 Stopover (MEX)
Y40701, Y40104
13h 28min
Return
05/29/26
1 Stopover (MEX)
Y40101, Y40702
12h 57min
Volaris
$309
Chicago
Cancun
Outbound
06/25/26
1 Stopover (MEX)
Y40703, Y40102
12h 48min
Return
06/30/26
1 Stopover (MEX)
Y40105, Y40700
08h 02min
Volaris ?
$328
Chicago
Cancun
Outbound
07/26/26
1 Stopover (GDL)
Y41703, Y41048
09h 49min
Return
08/05/26
1 Stopover (QRO)
Y43518, Y47890
11h 17min
Volaris
$338
Chicago
Cancun
Outbound
05/16/26
1 Stopover (ATL)
F91596, F90103
07h 25min
Return
05/29/26
1 Stopover (PUJ)
DM7003, DM5420
16h 08min
Frontier Airlines ?
$372
Chicago
Cancun
Outbound
07/26/26
1 Stopover (DFW)
AA1902, AA1547
07h 00min
Return
08/05/26
direct
AA1907
04h 10min
American Airlines ?
$383
Chicago
Cancun
Outbound
05/16/26
1 Stopover (MEX)
Y40701, Y40104
13h 28min
Return
05/29/26
1 Stopover (MEX)
Y40101, Y40702
12h 57min
Volaris ?
$396
Chicago
Cancun
Outbound
05/16/26
1 Stopover (DFW)
F91341, F90228
17h 35min
Return
05/29/26
1 Stopover (MEX)
AM0537, AM0682
08h 50min
Frontier Airlines ?
$402
Chicago
Cancun
Outbound
06/25/26
1 Stopover (ATL)
AM4089, AM3503
08h 13min
Return
06/30/26
1 Stopover (ATL)
F90152, F93397
07h 23min
Aeroméxico ?
$404
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 $ 306,95
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