Cheap Flights from Chicago to Cancun

Chicago to Cancun Flight Info

Cheapest return ticket price

US$194
Chicago(MDW) ⇒ Cancun(CUN)

Cheapest direct flight price

US$105
Chicago(MDW) ⇒ Cancun(CUN)

Peak season for travel

March
US$288

Off-season for travel

January
US$58

Price Trends for the Coming 12 Weeks

Chicago (CHI) - Cancun (CUN)

  • 2127
  • Dec

    284
  • 511
  • 1218
  • 1925
  • Jan

    261
  • 28
  • 915
  • 1622
  • 2329
  • Feb

    305
  • 612

Cheap Flights from Chicago to Cancun

  • One way
  • Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Frequently Asked Questions

  • When are flight tickets from Chicago (CHI) to Cancun (CUN) the cheapest?

    Airlines adjust prices for flights from Chicago to Cancun based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
  • How much do flights from Chicago (CHI) to Cancun (CUN) cost?

    According to Trip.com's data, the lowest price is around US$302.
  • How long does it take to fly from Chicago (CHI) to Cancun (CUN)?

    It takes about 3 hours 43 minutes to fly from Chicago (CHI) to Cancun (CUN).
  • What is the transportation method from the main airport to downtown in Cancun?

    • The distance from Cancún International Airport to downtown is about 14km, by taxi about 30 minutes.
  • What time does the earliest flight from Chicago to Cancun depart?

    The earliest flight departs from Chicago (ORD) at 06:00 and arrives in Cancun (CUN) at 09:37.
  • What are the most popular airlines that fly from Chicago (CHI) to Cancun (CUN)?

    Airlines with flights from Chicago (CHI) to Cancun (CUN): United Airlines, American Airlines, Frontier Airlines, Spirit Airlines and Volaris.
  • What's the most popular airline for non-stop flights from Chicago (CHI) to Cancun (CUN)?

    United Airlines operates 188 non-stop flights from Chicago (CHI) to Cancun (CUN).
  • How many airports are there in Cancun (CUN)?

    There are 1 airport(s) near Cancun (CUN): Cancún International Airport.
  • What are some travel guidelines for Cancun during the COVID19 pandemic?

    Entry restrictions and flight schedule changes and cancellations are frequently updated and subject to change. If you plan to travel to Cancun, please obtain the most updated information from the airline you plan to book your travels with. You can also refer to COVID19 Country/Region Entry Restrictions for more information.
  • Which airlines offer free date changes for flights to this city during the COVID19 pandemic?

    There are no airlines with flights to this city that provide this service. Please use this information as a reference only and confirm with the airline prior to booking.
  • Plan Your Trip from Chicago (CHI) to Cancun (CUN)

    Cancun attracts thousands of visitors every year for both business and pleasure. Whether you’re taking a last-minute break or a much needed getaway, flights from Chicago to Cancun on Trip.com can help you get there with ease. With Trip.com, you can browse popular airlines with flights to Cancun, check the best season to visit, and preview Cancun attractions before you arrive. With flight deals and exciting attractions waiting for you to explore in Cancun, the best time to book flights from Chicago to Cancun is now! Planning a trip from Chicago to Cancun is easy when you use Trip.com to help you make travel arrangements. Whether you are flying one-way, non-stop, or round-trip, you will find just the flight you need with us. If you want to lock in a great deal for your flights, go for a round-trip flight, if you need flexibility with your itinerary, book a one-way flight to Cancun. With Trip.com, you can search for available flights and hotel rooms, and then make your booking quickly and easily online and on the go. Pack your travel accessories, make a must-see bucket list, and book your flight to Cancun on Trip.com today!

  • A Trip to Remember (CHI—CUN)

    Make your journey from Chicago (CHI) to Cancun (CUN) a trip to remember by using Trip.com to view Cancun attractions before you arrive. Once you know what to do in Cancun, you can reserve and book in advance for the best travel experience possible. Planning ahead is the most effective way to ensure your whole travel experience goes smoothly. Whether you need help choosing the perfect restaurant, discovering the best places to try local flavors, or finding the most stunning views in town, Trip.com is with you every step of the way for your trip to Cancun.