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 06/08/25 1 Stopover (MEX) Y40701, Y40108 13h 18min	Return 06/12/25 1 Stopover (MEX) Y40115, Y40700 07h 42min	Volaris		$266
Best option Chicago Cancun	Outbound 04/21/25 direct NK0104 03h 41min	Return 05/19/25 direct Y40045 04h 03min	Spirit Airlines		$283
Chicago Cancun Pay attention to transfer at connecting flight	Outbound 04/21/25 direct NK0104 03h 41min	Return 05/19/25 1 Stopover (ATL) F90152, NK1200 08h 57min	Spirit Airlines		$303
Chicago Cancun	Outbound 04/21/25 1 Stopover (MCO) NK1506, NK3642 15h 19min	Return 05/19/25 1 Stopover (ATL) F90152, F91595 27h 12min	Spirit Airlines		$287
Chicago Cancun	Outbound 04/21/25 1 Stopover (MCO) NK1506, NK3642 15h 19min	Return 05/19/25 1 Stopover (ATL) F90152, F91595 27h 12min	Spirit Airlines		$296
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 09/19/25 1 Stopover (MTY) VB0633, VB2239 08h 05min	Return 09/29/25 1 Stopover (MEX) VB1025, VB0186 11h 35min	Viva Aerobus		$315
Chicago Cancun	Outbound 04/21/25 1 Stopover (MCO) NK1506, NK3642 15h 19min	Return 05/19/25 direct F90045 04h 03min	Spirit Airlines	?	$316
Chicago Cancun	Outbound 06/08/25 1 Stopover (GDL) Y41705, Y41048 09h 04min	Return 06/12/25 1 Stopover (MEX) Y40115, Y40700 07h 42min	Volaris		$317
Chicago Cancun	Outbound 09/19/25 1 Stopover (MTY) VB0633, VB2177 08h 30min	Return 09/29/25 direct NK0105 04h 03min	Viva Aerobus		$325

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

Important flight information

Flight information: Chicago - Cancun

Roundtrip from	265,53 $
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 292 $
Flight Detroit - Cancun from 305 $
Flight Fort Lauderdale - Cancun from 237 $
Flight Washington DC - Cancun from 377 $
Flight Los Angeles - Cancun from 330 $
Flight Miami - Cancun from 253 $
Flight Chicago O'Hare - Cancun from 266 $
Flight Atlanta - Cancun from 230 $
Flight Baltimore - Cancun from 292 $
Flight Cleveland - Cancun from 377 $

Flights from Chicago to Cancun