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
Best option Chicago Cancun	Outbound 09/16/25 direct F90044 03h 52min	Return 09/23/25 direct F90045 04h 09min	Frontier Airlines		$195
Chicago Cancun	Outbound 09/16/25 direct F90044 03h 52min	Return 09/23/25 direct F90045 04h 09min	Frontier Airlines	?	$202
Chicago Cancun	Outbound 09/16/25 direct F90044 03h 52min	Return 09/23/25 direct F90045 04h 09min	Frontier Airlines		$210
Chicago Cancun	Outbound 09/16/25 1 Stopover (MCO) NK2411, NK3642 14h 54min	Return 09/23/25 direct F90045 04h 09min	Spirit Airlines	?	$232
Chicago Cancun	Outbound 09/16/25 1 Stopover (FLL) NK0001, NK0527 07h 54min	Return 09/23/25 1 Stopover (FLL) NK0528, NK0002 08h 41min	Spirit Airlines	?	$279
Chicago Cancun	Outbound 09/16/25 1 Stopover (ATL) AM4011, AM5319 05h 30min	Return 09/23/25 1 Stopover (IAH) UA1059, UA2197 13h 49min	Aeroméxico	?	$326
Chicago Cancun	Outbound 12/26/25 1 Stopover (MTY) VB0633, VB2179 28h 35min	Return 01/01/26 1 Stopover (NLU) VB2288, VB0134 12h 30min	Viva Aerobus		$641
Chicago Cancun	Outbound 12/26/25 1 Stopover (MTY) VB0633, VB2179 28h 35min	Return 01/01/26 1 Stopover (NLU) VB2288, VB0134 12h 30min	Viva Aerobus	?	$643
Chicago Cancun	Outbound 12/26/25 1 Stopover (MTY) VB0633, VB2179 28h 35min	Return 01/01/26 1 Stopover (NLU) VB2288, VB0134 12h 30min	Viva Aerobus		$644
Chicago Cancun	Outbound 12/26/25 1 Stopover (NLU) VB0135, VB7009 09h 45min	Return 01/01/26 1 Stopover (NLU) VB7008, VB0132 09h 30min	Viva Aerobus		$685

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

Important flight information

Flight information: Chicago - Cancun

Roundtrip from	194,97 $US
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 flights to Cancun

Flight Boston - Cancun from 401 $US
Flight Washington DC - Cancun from 1 130 $US
Flight Chicago O'Hare - Cancun from 195 $US
Flight Baltimore - Cancun from 307 $US
Flight Newark - Cancun from 302 $US
Flight New York - Cancun from 261 $US
Flight Philadelphia - Cancun from 522 $US
Flight New York - Cancun from 261 $US
Flight Washington-DC - Cancun from 1 130 $US

Flight destinations with a similar price

Flight Cancun - Havana from 365 $US
Flight Cancun - Madrid from 424 $US
Flight Cancun - Mexico City from 86 $US
Flight Cancun - Munich from 395 $US
Flight Cancun - London Gatwick from 331 $US
Flight Cancun - London from 331 $US