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	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 11/03/25 direct AA1540 03h 45min	Return 11/12/25 direct AA1910 04h 05min	American Airlines	?	$282
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 09/04/25 direct NK0104 03h 31min	Return 09/28/25 1 Stopover (MSP) AM5089, AM4042 07h 58min	Spirit Airlines	?	$269
Chicago Cancun	Outbound 09/23/25 1 Stopover (FLL) NK0019, NK1610 06h 28min	Return 09/30/25 direct F90045 03h 55min	Spirit Airlines	?	$270
Chicago Cancun	Outbound 09/23/25 1 Stopover (ATL) AM4550, AM3072 06h 46min	Return 09/30/25 1 Stopover (MEX) AM0529, AM0682 11h 47min	Aeroméxico	?	$271
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 11/03/25 1 Stopover (MSP) DL1717, DL1881 06h 54min	Return 11/12/25 1 Stopover (ATL) AM3678, AM3591 07h 16min	Delta Air Lines	?	$275
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

Tips and tricks to help you find cheap flights from Chicago to Cancun

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 Boston - Cancun from $ 273
Flight Detroit - Cancun from $ 321
Flight Fort Lauderdale - Cancun from $ 247
Flight Washington DC - Cancun from $ 241
Flight Los Angeles - Cancun from $ 299
Flight Miami - Cancun from $ 250
Flight Chicago O'Hare - Cancun from $ 266
Flight San Francisco - Cancun from $ 401
Flight Atlanta - Cancun from $ 286
Flight Baltimore - Cancun from $ 243

Flights from Chicago to Cancun