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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From $241 / RT details

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Cheap Guadalajara airfares from $241/RT are provided by Flightnetwork. Outbound flight is leaving on 05/06/2020, 06:00 am from Chicago Midway (MDW) airport and arrives at Guadalajara M. Hidalgo (GDL) at 03:20 pm. The flight time is 9 hours and 20 minutes. The Returning flight departes on 05/18/2020, 09:10 am (other return dates are also available). Date posted: 19 Mar 2020

Price evolution for flights From Chicago To Mexico

Price overview for flights from Chicago to Mexico

Recent Deals on Flights from Chicago to Mexico:Roundtrip / Oneway

  • $241Aeromexico flight Aeromexico 
    FromToDepartureTime
    Chicago, IL (MDW)Guadalajara, MX (GDL)05/06/202006:00 am
    Guadalajara, MX (GDL)Chicago, IL (MDW)05/18/202009:10 am
    flightnetwork.com check price
  • $241Aeromexico flight Aeromexico 
    FromToDepartureTime
    Chicago, IL (MDW)Guadalajara, MX (GDL)05/06/202006:00 am
    Guadalajara, MX (GDL)Chicago, IL (MDW)05/18/202009:10 am
    flyfar.ca check price
  • $244Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Cancun, MX (CUN)04/22/202006:00 am
    Cancun, MX (CUN)Chicago, IL (ORD)05/06/202010:50 am
    cheapoair.com check price
  • $284Aeromexico flight Aeromexico 
    FromToDepartureTime
    Chicago, IL (ORD)Cancun, MX (CUN)06/09/202012:35 am
    Cancun, MX (CUN)Chicago, IL (ORD)06/16/202006:22 am
    flyfar.ca check price
  • $284Aeromexico flight Aeromexico 
    FromToDepartureTime
    Chicago, IL (ORD)Cancun, MX (CUN)06/09/202012:35 am
    Cancun, MX (CUN)Chicago, IL (ORD)06/16/202006:22 am
    flightnetwork.com check price
  • $67Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Cancun, MX (CUN)06/17/202006:00 am
    cheapoair.com check price
  • $74Aeromexico flight Aeromexico 
    FromToDepartureTime
    Chicago, IL (ORD)Cancun, MX (CUN)05/05/202003:45 pm
    cheapoair.com check price
  • $75Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Cancun, MX (CUN)05/05/202006:00 am
    cheapoair.com check price
  • $78Aeromexico flight Aeromexico 
    FromToDepartureTime
    Chicago, IL (MDW)Cancun, MX (CUN)05/05/202006:00 am
    cheapoair.com check price
  • $78Aeromexico flight Aeromexico 
    FromToDepartureTime
    Chicago, IL (ORD)Cancun, MX (CUN)06/24/202007:00 am
    cheapoair.com check price
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Specify your search details. Browse the cheapest flights from Chicago to Mexico, Mexico hotel rooms and Chicago to Mexico vacation packages from the most popular providers, airline consolidators and travel search engines.

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. At [...]
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 [...]
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