Business Class Flight Deals from Chicago to Cancun from $399
Top flight deals from leading airlines:
... and +100s more
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If a VIP member finds a better price elsewhere, we'll refund up to 200% of the difference
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Stops
- Up to 1 stop$717
Airlines
- Aeromexico$1344
- Air Canada$1378
- American Airlines$717
- AVIANCA$1634
- Delta Air Lines$1307
- Hahn Air$1464
Cabin Class
- Business$717
Departure Airports
- Chicago O Hare Airport$717
Arrival Airports
- Cancún International Airport$717
Layover Airports
- El Dorado International Airport$1634
- Hartsfield Jackson Atlanta International Airport$1307
- Licenciado Benito Juarez International Airport$1344
- Miami International Airport$717
- Toronto Island Airport$1553
- Toronto Pearson Airport$1378
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05/16/26
05/17/26
05/21/26
05/22/26
05/12/26
05/12/26
05/20/26
05/20/26
09/09/26
09/10/26
09/16/26
09/16/26
08/08/26
08/08/26
08/11/26
08/12/26
08/25/26
08/25/26
09/04/26
09/04/26
07/24/26
07/24/26
07/29/26
07/30/26
01/26/27
01/27/27
02/02/27
02/03/27
Top Deals on flights Business Class from Chicago to Cancun
Chicago, US (CHI) - Cancun, MX (CUN)
Jun 11
Jun 12
as low as
$399
Chicago, US (CHI) - Cancun, MX (CUN)
Jul 20
Jul 21
as low as
$414
Chicago, US (CHI) - Cancun, MX (CUN)
Jul 21
Jul 21
as low as
$423
Chicago, US (CHI) - Cancun, MX (CUN)
Jul 31
Jul 31
as low as
$436
Chicago, US (CHI) - Cancun, MX (CUN)
Jul 16
Jul 17
as low as
$519
Chicago, US (CHI) - Cancun, MX (CUN)
Jun 21
Jun 21
as low as
$534
Chicago, US (CHI) - Cancun, MX (CUN)
Jun 21
Jun 21
as low as
$778
Chicago, US (CHI) - Cancun, MX (CUN)
Jun 21
Jun 21
as low as
$778
Chicago, US (CHI) - Cancun, MX (CUN)
Jul 1
Jul 1
as low as
$804
Chicago, US (CHI) - Cancun, MX (CUN)
Jun 10
Jun 10
as low as
$810
Chicago, US (CHI) - Cancun, MX (CUN)
Jun 26
Jun 27
as low as
$1298
Chicago, US (CHI) - Cancun, MX (CUN)
Jun 21
Jun 22
as low as
$2448
Good to Know
Essential information to help you plan your flight Business Class from Chicago to Cancun
Cheapest Flight
$399
The lowest price we found in the last two weeks, departing Jun 11 and returning Jun 12
3 stops ‧ 28h 50m ‧ businessFastest Flights
$534
The fastest flight that we found in the last two weeks, departing Jun 21 and returning Jun 21
1 stop ‧ 3h 45m ‧ businessCheapest Flight Round-trip
$717
Cheapest price found in the last 14 days, departing May 16 and returning May 22
1 stop ‧ 16h 33m ‧ businessCheapest Flight One-way
$399
Cheapest price found in the last 14 days, departing Jun 11
3 stops ‧ 28h 50m ‧ businessCheapest Layover airport
$519
The cheapest layover airport to Cancun is currently $519
2 stops ‧ 26h 3m ‧ businessBest Arrival airport
$399
The best arrival airport to Cancun is currently $399
3 stops ‧ 28h 50m ‧ businessBest Departure airport
$399
The best departure airport to Cancun is currently $399
3 stops ‧ 28h 50m ‧ businessCheapest Airline
$399
The cheapest airline to Cancun is currently $399
3 stops ‧ 28h 50m ‧ businessFlights to Cancun
- Flights
- North America
- Mexico
- Quintana Roo
- Cancun