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Flights from Chicago to Cancun
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Latest Flight Deals from Chicago to Cancun

Book one-way or return flights from Chicago to Cancun from as little as NZD 129. Choose from the popular airlines below and book your flight today!

  • One way
  • Round-trip
      • ORD08:12
        4h 8m
        Direct
        CUN12:20
        Tue, May 14|Chicago - Cancun|Frontier Airlines
        NZD 129NZD 176
        27% OFF
        27% OFF
        NZD 176NZD 129
      • ORD08:12
        4h 8m
        Direct
        CUN12:20
        Sun, Apr 28|Chicago - Cancun|Frontier Airlines
        NZD 132NZD 176
        25% OFF
        25% OFF
        NZD 176NZD 132
      • ORD08:12
        4h 8m
        Direct
        CUN12:20
        Sun, May 5|Chicago - Cancun|Frontier Airlines
        NZD 132NZD 176
        25% OFF
        25% OFF
        NZD 176NZD 132
      • ORD07:00
        3h 57m
        Direct
        CUN10:57
        Sun, May 19|Chicago - Cancun|Frontier Airlines
        NZD 132
        NZD 132
      • ORD06:00
        3h 44m
        Direct
        CUN09:44
        Mon, May 6|Chicago - Cancun|Spirit Airlines
        NZD 132
        NZD 132
      • ORD06:00
        3h 44m
        Direct
        CUN09:44
        Sun, Apr 28|Chicago - Cancun|Spirit Airlines
        NZD 132
        NZD 132
      • ORD08:12
        4h 8m
        Direct
        CUN12:20
        Wed, May 8|Chicago - Cancun|Frontier Airlines
        NZD 133
        NZD 133
      • ORD08:12
        4h 8m
        Direct
        CUN12:20
        Mon, May 13|Chicago - Cancun|Frontier Airlines
        NZD 134
        NZD 134
      • ORD07:00
        3h 57m
        Direct
        CUN10:57
        Mon, May 20|Chicago - Cancun|Frontier Airlines
        NZD 137
        NZD 137
      • ORD06:00
        3h 32m
        Direct
        CUN09:32
        Mon, May 20|Chicago - Cancun|Spirit Airlines
        NZD 139
        NZD 139
      • CHI13:00
        3h 5m
        Direct
        CUN14:00
        Sat, May 4|Chicago - Cancun|Frontier Airlines
        Find More Flights
        Find More Flights

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

Searching for the best last minute flight from Chicago to Cancun? Find one-way or return flights that are affordable and fit your itinerary.

Trip.com monitors the ticket fares of flights from Chicago to Cancun. Stay updated on price trends and snag the best deals for your upcoming trip.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Airlines Flying from Chicago to Cancun

View airlines operating flights from Chicago to Cancun. Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Frontier Airlines
From NZD 129
Spirit Airlines
From NZD 132
United Airlines
From NZD 250
Avianca
From NZD 270
Delta Air Lines
From NZD 279
Aeromexico
From NZD 280
Sun Country Airlines
From NZD 285
Southwest Airlines
From NZD 289
Volaris
From NZD 297
Viva Aerobus
From NZD 381
ANA airlines

Find more flights and airlines

Alternative Routes from Chicago to Cancun

Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Chicago to Cancun.

  • Cheapest
    Frontier Airlines
    ORD
    08:12
    4h 8m
    Direct
    CUN
    12:20
    O'Hare International Airport - Cancún International Airport
    Tue, May 14Frontier Airlines
    NZD 129
  • Frontier Airlines
    MDW
    07:00
    9h 6m
    1 transfer
    CUN
    16:06
    Midway International Airport - Cancún International Airport
    Tue, May 7Frontier Airlines
    NZD 167
  • Frontier Airlines
    MDW
    07:00
    9h 6m
    1 transfer
    CUN
    16:06
    Midway International Airport - Cancún International Airport
    Tue, May 7Frontier Airlines
    NZD 167
    Find More Flights

How do I find the cheapest flights?

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

    Airlines adjust prices for flights from Chicago to Cancun based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that 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 NZD 771.

  • How long does it take to fly from Chicago (CHI) to Cancun (CUN) and what is the distance?

    It takes around 3 hours 44 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 13km. It takes about 30 minutes by taxi.

  • What are the most popular airlines that fly from Chicago (CHI) to Cancun (CUN)?

    Airlines with flights from Chicago (CHI) to Cancun (CUN): American Airlines, Southwest Airlines, Volaris, Emirates, United Airlines, Spirit Airlines and Frontier Airlines.

How to find a cheap flight from Chicago to Cancun

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Chicago to Cancun. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com
Flight Information from Chicago to Cancun

Cheapest nonstop flight price

NZD 129

Cheapest round-trip ticket price

NZD 288

Off-season for travel

January

Peak season for travel

July

Flight distance

2,318.16km

Average flight time

3 hours 44 minutes

Popular airline

American Airlines

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