Cheap flights from Chicago to Mexico
Travel > Central America > Mexico
Travel tip: Visit Cancun on your holidays!Check our current prices for flights from Chicago to Mexico. Please note that we also give you historical search data for this city connection. These are all airfares that people found in the past, in order to find more current flight information from Chicago to Mexico, you will need to run a search below.
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Cheap Los Cabos airfares from $281/RT are provided by Cheapoair.com. Outbound flight is leaving on 10/17/2023, 03:02 am from Chicago O`hare (ORD) airport and arrives at Los Cabos (SJD) at 10:16 am. The flight time is 7 hours and 14 minutes. The Returning flight departes on 11/01/2023, 11:13 am (other return dates are also available). Date posted: 03 Jun 2023
Price evolution for flights From Chicago To Mexico

Recent Deals on Flights from Chicago to Mexico:Roundtrip / Oneway
- $281
Volaris
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Los Cabos, MX (SJD) 10/17/2023 03:02 am Los Cabos, MX (SJD) Chicago, IL (ORD) 11/01/2023 11:13 am - $282
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Cancun, MX (CUN) 07/01/2023 07:55 pm Cancun, MX (CUN) Chicago, IL (ORD) 07/09/2023 10:39 am - $298
Volaris
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Los Cabos, MX (SJD) 09/06/2023 03:02 am Los Cabos, MX (SJD) Chicago, IL (ORD) 09/10/2023 02:20 pm - $311
Multiple Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Cancun, MX (CUN) 07/01/2023 08:48 pm Cancun, MX (CUN) Chicago, IL (ORD) 07/09/2023 10:39 am - $337
Multiple Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (MDW) Cancun, MX (CUN) 07/01/2023 10:47 pm Cancun, MX (CUN) Chicago, IL (MDW) 07/09/2023 10:39 am - $134
Aeromexico
cheapoair.com check priceFrom To Departure Time Chicago, IL (MDW) Cancun, MX (CUN) 07/09/2023 06:30 am - $136
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Cancun, MX (CUN) 07/09/2023 06:13 am - $183
Volaris
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Los Cabos, MX (SJD) 10/10/2023 03:02 am - $200
Volaris
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Monterrey, MX (MTY) 07/12/2023 03:02 am - $212
Volaris
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Puerto Vallarta, MX (PVR) 07/12/2023 03:02 am
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Know what to do when flying to Mexico?
Cancun Travel Guide Cancun is situated on the eastern side of Mexico, having its beach at the Caribbean Sea. It is often called the Mexican Caribbean or the Mayan Riviera. These nicknames are real trademarks of the city guaranteeing that you will spend a holiday [...]Cancun History Famous by the name of Mexican Caribbean, the city of Cancún is part of Quintana Roo (which happens to be a state eastern side in the country of Mexico). The city of Cancún was initially famous by the tag of Ekab (which mean black earth in [...]
Cancun Sightseeing The Paradise of Sun and Sand With its immaculate coastlines and white beaches and abundant beachfront hotels, Cancun is far from the deserted island it once was. Four decades ago, nearly no one had ever heard of this region in the Caribbean. [...]
Cancun Nightlife Once the sun sets, the tropical paradise of Cancun breathes an entirely different life and the Cancun nightlife scene kicks into high gear. There is just as much to do at night as there is during the day. It has been said that Cancun has [...]