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
Chicago
Cancun
Outbound
07/02/25
1 Stopover (MSP)
AM3928, AM5088
06h 50min
Return
07/25/25
direct
NK0105
04h 03min
Aeroméxico
$266
Best option
Chicago
Cancun
Outbound
09/04/25
direct
NK0104
03h 31min
Return
09/28/25
direct
Y42003
03h 55min
Spirit Airlines
$366
found 3 days ago
Chicago
Cancun
Pay attention to transfer at connecting flight
Outbound
10/18/25
1 Stopover (MTY)
VB0633, VB2177
08h 40min
Return
10/24/25
direct
NK0105
04h 03min
Viva Aerobus
$309
Chicago
Cancun
Outbound
06/08/25
1 Stopover (MEX)
Y40701, Y40108
13h 18min
Return
06/12/25
1 Stopover (MEX)
Y40115, Y40700
07h 42min
Volaris
$266
Chicago
Cancun
Outbound
07/02/25
1 Stopover (ATL)
AM3938, AM3072
09h 00min
Return
07/25/25
1 Stopover (ATL)
AM3429, AM4074
10h 49min
Aeroméxico ?
$272
Chicago
Cancun
Outbound
07/02/25
1 Stopover (ATL)
AM3938, AM3072
09h 00min
Return
07/25/25
1 Stopover (ATL)
AM4062, AM3591
08h 55min
Aeroméxico ?
$276
Chicago
Cancun
Outbound
07/02/25
1 Stopover (FLL)
NK2187, NK1610
15h 18min
Return
07/25/25
direct
NK0105
04h 03min
Spirit Airlines
$284
Chicago
Cancun
Outbound
07/02/25
1 Stopover (FLL)
NK2187, NK1610
15h 18min
Return
07/25/25
direct
NK0105
04h 03min
Spirit Airlines
$297
Chicago
Cancun
Outbound
06/18/25
1 Stopover (ATL)
AM4610, AM5533
08h 25min
Return
07/15/25
1 Stopover (DTW)
AM5034, AM4563
06h 44min
Aeroméxico
$297
Chicago
Cancun
Outbound
07/02/25
1 Stopover (MIA)
AA1250, AA0158
06h 59min
Return
07/25/25
direct
Y42003
04h 01min
American Airlines ?
$305
Prices based on recent searches, subject to last-minute changes
Page 1 / 5

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 $265.13
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 (ORD, MDW, RFD) (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