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  1. Flights
  2. Mexico
  3. Cancun
  4. Chicago - Cancun

Cheap Flights from Chicago (CHI) to Cancun (CUN)

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Discover the cheapest flights from Chicago to Cancun
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Tue, Apr 28 - Thu, Apr 30
Frontier Airlines
Frontier AirlinesDirect
CHI - CUN
Frontier Airlines
Frontier AirlinesDirect
CUN - CHI
201$
191$
Prime price per passenger
Mon, May 11 - Wed, May 13
Frontier Airlines
Frontier AirlinesDirect
CHI - CUN
Frontier Airlines
Frontier AirlinesDirect
CUN - CHI
201$
191$
Prime price per passenger
Tue, May 19 - Wed, May 20
Frontier Airlines
Frontier AirlinesDirect
CHI - CUN
Frontier Airlines
Frontier AirlinesDirect
CUN - CHI
205$
194$
Prime price per passenger
Sat, Jul 4 - Mon, Jul 6
Frontier Airlines
Frontier AirlinesDirect
CHI - CUN
Frontier Airlines
Frontier AirlinesDirect
CUN - CHI
248$
236$
Prime price per passenger
Mon, Jun 22 - Tue, Jun 23
Frontier Airlines
Frontier AirlinesDirect
CHI - CUN
Frontier Airlines
Frontier AirlinesDirect
CUN - CHI
254$
242$
Prime price per passenger
Tue, Jun 2 - Tue, Jun 9
Volaris
Volaris1 stop
CHI - CUN
Volaris
Volaris1 stop
CUN - CHI
252$
247$
Prime price per passenger
Sun, Jun 14
Volaris
Volaris1 stop
CHI - CUN
93$
90$
Prime price per passenger
Sun, May 3
Volaris
Volaris1 stop
CHI - CUN
98$
96$
Prime price per passenger
Sat, May 9
Spirit Airlines
Spirit AirlinesDirect
CHI - CUN
110$
105$
Prime price per passenger
Mon, Jun 29
Volaris
Volaris1 stop
CHI - CUN
115$
108$
Prime price per passenger
Tue, Jun 9
Volaris
Volaris1 stop
CHI - CUN
116$
109$
Prime price per passenger
Sat, May 23
Spirit Airlines
Spirit AirlinesDirect
CHI - CUN
148$
144$
Prime price per passenger
The prices shown on this page were available within the last 20 days for the specified periods and should not be considered the final price offered. Please note that availability and prices are subject to change.

Cheapest time to fly from Chicago to Cancun

If you’re planning to fly this route soon, keep in mind that the lowest fares are usually available at the beginning of May. Take advantage of this period to save on your flight tickets and make the most of your trip. Please note that prices may change after your search.
Filter by
week: May 4 - May 10
Flights from just $128
$134
$128
$138
$162
$149
$150
$163
$165
$170
$165
$162
$163
AprilMayJuneJuly
Flying Time5 h and 20 mWhen flying from Chicago to Cancun, this can take around 5 h and 20 m in flying time, however this flight duration can vary due to other factors
Cheapest flight$90The best price for flights from Chicago to Cancun offered by eDreams, which have been found by our customers in the last 3 days
Origin airportsO'hare International Airport, Midway International AirportFor flights from Chicago to Cancun
Destination airportCancun International AirportFor the route from Chicago to Cancun
Peak seasonMarchMarch is the busiest time to fly from Chicago to Cancun according to search data results from our customers
Airlines operating this routeSpirit Airlines, American Airlines, Frontier AirlinesAirline(s) that fly from Chicago to Cancun
One-way average Price$160A flight from Chicago to Cancun at eDreams will cost around $160, this being based on prices of the previous 6 months of data
Best time to bookMarchFebruary is one of the most frequent times to fly to Cancun from Chicago according to real data from our customers
Airlines that fly from Chicago to Cancun
Spirit Airlines
Spirit Airlines
261$
American Airlines
American Airlines
306$
Distance: 1429 miles
Chicago airports
O'hare International Airport (ORD)How far from city center: 14 miles
Midway Airport (MDW)How far from city center: 4 miles
Cancun airports
Cancun (CUN)How far from city center: 7 miles

Are you planning to travel to Cancun for vacations, business or family visits? eDreams offers you the cheapest flights and best deals departing from Chicago. With our fast search engine you will get a large selection of airfares from standard and low cost airlines worldwide and easily book your tickets for this route. If you are flexible we help you identify the cheapest day to fly to Cancun and if you need to leave soon you can check our most convenient last minute fares. Read all the useful information about your next destination and proceed to the reservation, indicating your flight dates and completing your travel booking with hotels and car rental!

Frequently asked questions about flights from Chicago to Cancun

What are the benefits of booking flexible flight tickets?
Using the flexible flight ticket, you're guaranteed a refund or a rebooking option (without fees) in case of flight cancellations when travelling to Mexico. At eDreams have you covered!
On average, how much is the price of a flight from Chicago to Cancun?
When you fly from Chicago to Cancun the average price is $160. However, this price depends on many other factors such as seasonality or how far in advance the route has been booked.
For flights from Chicago to Cancun, how can I find the cheapest price?
The cheapest price for a flight from Chicago to Cancun is $90. At eDreams we use different machine learned based methodologies to find our costumers the best option available, considering airline combinations, stopovers and direct flights as well as different criteria for inbound and outbound journeys.
When booking, when is the best time to get the best prices for flights from Chicago to Cancun?
The most popular months to book a trip from Chicago to Cancun are September, October and May, based on the searches of our customers.
When is the best time to travel from Chicago to Cancun?
The best time of the year to visit Cancun depends on lots of personal preferences, especially the price. Regarding popularity, December is the best month to fly to Cancun from Chicago in terms of searches from our customers, followed by November and October. If you prefer to avoid the busy season and get away from the crowds July, September and April are the months with fewer searches for Chicago - Cancun.
How long does the flight from Chicago to Cancun take?
Flight length from Chicago to Cancun is around 5 h and 20 m on average, at an average distance of 1,429.2 mi, for flights for the route (which may have 1 or more stops in other cities in between).

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