Cheap flights Chicago — Cancun (CHI — CUN)

Good to know - Cheap tickets Chicago — Cancun

Cheapest flight found $79
Minimal flight time 3h 34m
Flight distance 2318 km
Most popular airline Southwest Airlines

Airfare Chicago – Cancun by month

Here you can find out in what months how much a ticket Chicago – Cancun costs to buy cheap plane tickets.

Month One-way Round-trip
January 2026
December 2025
November 2025
October 2025
September 2025
August 2025
July 2025
June 2025
May 2025
April 2025
March 2025
February 2025

Remember that the optimal time for booking air tickets is 59 days before the departure date, this is the average time at which air tickets were sold at the lowest prices.

Schedule of direct flights Chicago — Cancun

Departure Arrival Flight days Flight Airlines Flight time Airports
05:20 10:15 sat WN216 Southwest Airlines 3h 55m Chicago Midway International Airport — Cancun International Airport Select dates
05:20 08:55 sat WN220 Southwest Airlines 3h 35m Chicago Midway International Airport — Cancun International Airport Select dates
05:55 10:50 fri WN228 Southwest Airlines 3h 55m Chicago Midway International Airport — Cancun International Airport Select dates
05:55 09:50 fri WN228 Southwest Airlines 3h 55m Chicago Midway International Airport — Cancun International Airport Select dates
06:00 09:55 tue WN228 Southwest Airlines 3h 55m Chicago Midway International Airport — Cancun International Airport Select dates
06:00 09:50 mon, fri, sat NK104 Spirit Airlines 3h 50m O'Hare International Airport — Cancun International Airport Select dates
06:00 09:57 tue F97044 Frontier (Champ the Bronco Livery) 3h 57m O'Hare International Airport — Cancun International Airport Select dates
06:10 09:44 mon, fri, sat NK104 Spirit Airlines 3h 34m O'Hare International Airport — Cancun International Airport Select dates
06:20 09:55 sat, sun WN228 Southwest Airlines 3h 35m Chicago Midway International Airport — Cancun International Airport Select dates
06:40 11:35 thu WN228 Southwest Airlines 3h 55m Chicago Midway International Airport — Cancun International Airport Select dates
All routes

Sales of tickets from Chicago to Cancun in the last 48 hours

2025-07-19 - 2025-08-08

2025-07-20 - 2025-08-08

Dynamics airfare Chicago — Cancun by month for the last year

according to LowCost.Club for the last year

The airfare depends on the departure date. Our chart shows the low season prices on route Chicago — Cancun

The graph shows that booking flights Chicago — Cancun is best planned for August and flights Chicago — Cancun — Chicago in the month of June.

Flights Chicago — Cancun

The selection of cheap flights Chicago — Cancun

Here you can find and purchase the cheapest flights Chicago — Cancun from $79 and Chicago — Cancun — Chicago from $113.

The price of the flight Chicago — Cancun (Mexico) — Chicago from $113 (round-trip).

The average price of the flight Chicago — Cancun (Mexico) — Chicago $408 (round-trip).

Low cost flights Chicago — Cancun (CHI — CUN)

The distance between Chicago and Cancun 1440 miles (or 2318 kilometres).

The time difference between Chicago and Cancun is 0 h.

Minimal flight time from Chicago to Cancun 3h 34m.

LowCostClub always do a comparison of airfares Chicago — Cancun with several airlines (include Southwest Airlines, Spirit Airlines, Frontier (Champ the Bronco Livery)). They will always give you all available options so you can find the cheapest flight to Cancun. In addition, you can choose the platform where you want to place your orders. There are also special offers for air tickets Chicago — Cancun. Last week, for instance, the cheapest round-trip prices stood at $113 while the cheapest one-way price that was available within the last week cost $79

Routes from nearby cities to Cancun

A flight from a neighbouring city can help you save money on plane tickets.

Most often, departures to Cancun are from Madison, this is the cheapest flight from $106. The nearest airports from Chicago with a flight to Cancun are located in Bloomington.

Popular International routes from Chicago

Popular routes from Cancun

If you are going to fly from Cancun, then study the popular flights. The most popular flights from Cancun:

Popular domestic routes from Chicago

FAQ about Chicago — Cancun

Yes, they do: WN216, WN220, WN228, NK104, F97044, F944, AA1298, AA1503, UA1656, UA1198, AA492, WN230, WN1510, UA1659, WN218

Yes, you can fly from Chicago to Cancun. Chicago has 8 airports (Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport) for flights. Southwest Airlines, Spirit Airlines, Frontier (Champ the Bronco Livery), American Airlines, United Express depart from Chicago on mon, tue, wed, thu, fri, sat, sun. There are non-direct flights through Aeromexico, Air Canada, Air France, Alaska Air Cargo, Avelo Airlines, Avianca, Breeze Airways, British Airways, Copa Airlines, Delta Air Lines, Jet Linx Aviation, JetBlue, KLM, LOT, NetJets, Sun Country Airlines, TAP Air Portugal, TUI, Turkish Airlines, Viva, Volaris, WestJet.

A direct flight lasts an average of 3h 34m, during which time the aircraft covers a distance of 2318 km.

The price of flights Chicago — Cancun starts from $79.

Planes fly Chicago — Cancun 7 times a week on the following days: mon, tue, wed, thu, fri, sat, sun

In Chicago — Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport. In Cancun — Cancun International Airport.

The following flights fly between Chicago and Cancun: WN216, WN220, WN228, WN228, WN228, NK104, F97044, NK104, WN228, WN228, WN228, F944, F944, F944, F944, F944, AA1298, WN228, WN228, WN220, AA1503, WN228, AA1503, UA1656, UA1656, WN228, WN228, UA1198, WN220, AA492, AA492, AA492, AA492, WN228, AA492, WN228, WN228, WN230, WN1510, WN1510, WN1510, WN228, UA1659, WN230, WN228, WN218, WN218, WN218, WN218, WN218, WN218

High season is considered to be November and the cheapest month is August. Enter your preferred airports (or cities) and dates into the search form above to unlock the latest Chicago — Cancun flight deals.

The following airlines have direct flights Chicago — Cancun: Southwest Airlines, Spirit Airlines, Frontier (Champ the Bronco Livery), American Airlines, United Express.

All the following airlines flights Chicago — Cancun: Aeromexico, Air Canada, Air France, Alaska Air Cargo, American Airlines, Avelo Airlines, Avianca, Breeze Airways, British Airways, Copa Airlines, Delta Air Lines, Frontier (Champ the Bronco Livery), Jet Linx Aviation, JetBlue, KLM, LOT, NetJets, Southwest Airlines, Spirit Airlines, Sun Country Airlines, TAP Air Portugal, TUI, Turkish Airlines, United Express, Viva, Volaris, WestJet.

Low price calendar

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