Cheap Flights from Chicago to Cancun

Compare Chicago to Cancun flight deals

Find the cheapest month or even day of the year to fly to Cancun

Book the best Cancun fare with no extra fees

Flight deals from Chicago to Cancun

Looking for a cheap last-minute deal or the best return flight from Chicago to Cancun? Find the lowest prices on one-way and return tickets right here.

Cancun.R 1,565 per passenger.Departing Tue, 8 Apr.One-way flight with Spirit Airlines.Outbound direct flight with Spirit Airlines departs from Chicago O'Hare International on Tue, 8 Apr, arriving in Cancun.Price includes taxes and charges.From R 1,565, select.

Cancun.R 1,580 per passenger.Departing Fri, 5 Sep.One-way flight with Viva Aerobus.Outbound indirect flight with Viva Aerobus, departs from Chicago O'Hare International on Fri, 5 Sep, arriving in Cancun.Price includes taxes and charges.From R 1,580, select.

Cancun.R 1,580 per passenger.Departing Mon, 6 Oct.One-way flight with Viva Aerobus.Outbound indirect flight with Viva Aerobus, departs from Chicago O'Hare International on Mon, 6 Oct, arriving in Cancun.Price includes taxes and charges.From R 1,580, select.

Cancun.R 1,580 per passenger.Departing Fri, 22 Aug.One-way flight with Viva Aerobus.Outbound indirect flight with Viva Aerobus, departs from Chicago O'Hare International on Fri, 22 Aug, arriving in Cancun.Price includes taxes and charges.From R 1,580, select.

Cancun.R 1,585 per passenger.Departing Sun, 11 May.One-way flight with Viva Aerobus.Outbound indirect flight with Viva Aerobus, departs from Chicago O'Hare International on Sun, 11 May, arriving in Cancun.Price includes taxes and charges.From R 1,585, select.

Cancun.R 1,621 per passenger.Departing Mon, 10 Nov.One-way flight with Viva Aerobus.Outbound indirect flight with Viva Aerobus, departs from Chicago O'Hare International on Mon, 10 Nov, arriving in Cancun.Price includes taxes and charges.From R 1,621, select.

Cancun.R 1,731 per passenger.Departing Mon, 5 May.One-way flight with Spirit Airlines.Outbound direct flight with Spirit Airlines departs from Chicago O'Hare International on Mon, 5 May, arriving in Cancun.Price includes taxes and charges.From R 1,731, select.

Cancun.R 1,751 per passenger.Departing Mon, 31 Mar.One-way flight with Viva Aerobus.Outbound indirect flight with Viva Aerobus, departs from Chicago O'Hare International on Mon, 31 Mar, arriving in Cancun.Price includes taxes and charges.From R 1,751, select.

Find the cheapest month to fly from Chicago to Cancun

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Cancun flights are currently cheapest in April.

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Direct flights from Chicago to Cancun

Chicago to Cancun: Alternative routes

Compare routes from Chicago to Cancun below. You may find an airport to fly into that's cheaper, faster, or easier than Cancun.

Chicago to Cancun: Flight information

The things to know before you go.

Cheapest flight found	R 1,562
Cheapest month to fly	April
Average flight time	3 hrs, 48 mins
Most popular airline	American Airlines
Average flights per week	128

Finding cheap flights from Chicago to Cancun: Frequently asked questions

How much are return flights from Chicago to Cancun?

The best price we found for a return flight from Chicago to Cancun is R 4,122. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

How long does it take to fly from Chicago to Cancun?

3 hours and 47 minutes is the average flight time from Chicago to Cancun.

Which airlines fly direct from Chicago to Cancun?

American Airlines, United and Emirates fly direct from Chicago to Cancun.

How many flights are there a week from Chicago to Cancun?

As of March 2025, there are 128 flights per week flying from Chicago to Cancun.

When is the cheapest time to fly from Chicago to Cancun?

The cheapest month to fly from Chicago to Cancun is usually March 2025.

Which upcoming date is cheapest to fly from Chicago to Cancun Airport on?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Cancun Airport on Monday, 7 April 2025.

Can I get a direct flight from Chicago to Cancun Airport?

Yes – the average flight time is 3 hours and 47 minutes.

How can I find the best flight deal to Cancun?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Cancun but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to Cancun?

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Cancun is around 40 days in advance, so don’t leave your flight to the last minute.

Which is the cheapest airline to fly from Chicago to Cancun with?

The cheapest airline that flies to Cancun is Spirit Airlines .

Travelling from Chicago to Cancun International Airport (CUN): what you need to know

There are a couple of main airports you can start your journey from in Chicago. Check out your options departing from O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW) when reserving your flight from Chicago to Cancun International Airport (CUN).
The average time for a direct flight from Chicago to Cancun International Airport is 3 hours 46 minutes.
Cancun's timezone is UTC-5, which is the same as Chicago. Cancun International Airport is located in Cancun.
The busiest route is from O'Hare International Airport (ORD) to Cancun International Airport (CUN), with 52 direct services every week. If you want to get going as soon as possible, the earliest flight from ORD to CUN is the 06:00 Frontier Airlines service. If you prefer travelling later, the final departure is at 16:04 with United.
Your flight from Chicago to CUN won't wait if you're running late, so be at the airport on time. Arrive up to one hour in advance for domestic flights and two hours ahead when you're travelling internationally.
Getting on a plane during a peak time like August? High seasons (like Thanksgiving, Christmas/New Year and spring break) can add another hour at check-in and security. Be extra cautious and arrive up to four hours ahead of international flights and two hours before a domestic departure.

Airports in Chicago

O'Hare International Airport (ORD)

O'Hare International Airport (ORD) will have you travelling directly to your destination. Nonstop flights from Chicago to Cancun International Airport (CUN) leave from this terminal.
Direct flights from Chicago to Cancun International Airport are offered by a good range of airlines at ORD. Travel with one of these:
We make it a cinch to plan a flight from Chicago to CUN that includes a stopover. To see the options departing from O'Hare International Airport (ORD), deselect 'Direct flights only.' Next, pick a flight offering a stop long enough to explore your chosen city. Top stopovers between ORD and CUN include:
- Hartsfield-Jackson Atlanta International Airport (ATL)
- Lambert-St. Louis International Airport (STL)
- Nashville International Airport (BNA)
From the centre of Chicago, ORD is around 40 kilometres away. Use navigation apps or check the official airport website to work out the best way to get there.
Catching an early flight from Chicago to Cancun International Airport? Avoid the hassle of rushing to the terminal (and sneak in some extra snooze time) by choosing one of these stays close to O'Hare International Airport:

Chicago Midway International Airport (MDW)

Planning to leave from Chicago Midway International Airport (MDW)? You can reserve a direct flight from Chicago to Cancun International Airport (CUN) out of this popular hub.
A good selection of airlines operate direct flights from Chicago to CUN departing from MDW. Book your favourite seat with any of these carriers and you'll arrive before you know it:
Visit family or friends or just take a moment to recharge with a stopover. If you'd like to split up your flight from Chicago to Cancun International Airport, here's where you can stop when departing from Chicago Midway International Airport:
- Lambert-St. Louis International Airport (STL)
- General Mitchell International Airport (MKE)
- Fort Lauderdale-Hollywood International Airport (FLL)
You can arrive at MDW from central Chicago in about 21 minutes by car (depending on traffic). The journey by public transport takes roughly 46 minutes to cover the 19 kilometres or so.
Get a head start on your holiday with an extra night away from home. Before your flight from Chicago to CUN, stay in one of these hotels near Chicago Midway International Airport:

About Cancun International Airport (CUN)

The last thing you want is a long journey to your hotel if you're getting in late on a flight from Chicago to Cancun International Airport. Stay at one of these accommodation options near CUN instead:

Getting from Cancun International Airport (CUN) to central Cancun

Cancun International Airport is approximately 19 kilometres from central Cancun. With your own car rental or if you're catching a cab, the drive is around 26 minutes.

How to find the cheapest flights from Chicago to Cancun International Airport (CUN)

For a one-way ticket from Chicago to Cancun International Airport, R 1,562 is the cheapest price. You can also book a return flight from just R 4,132. These are currently the lowest fares and may differ based on availability.
To pick up cheap tickets from Chicago to CUN, reserve your journey 8 months before your departure date.
May is the cheapest month for tickets from Chicago to Cancun International Airport. If you want to travel at a different time of year, use the 'Whole month' search feature to see the lowest prices for each month.
Sign into your online account or use the app to set up a Price Alert. We'll notify you right away if there's a better deal on this route. It doesn't take long, and it'll save you from searching for a cheap ticket from Chicago to CUN every day.
Tailor your flights with filters. Choose your preferred departure and arrival times, airlines and total journey duration. You can also sort the results by 'Cheapest,' 'Best' or 'Fastest' flights from Chicago to Cancun International Airport.

The best time to fly from Chicago to Cancun International Airport (CUN)

May is the quietest time to fly to Cancun. Alternatively, join the crowds and take off in July. This is the most popular month for flights from Chicago to Cancun International Airport, but the best time to go is your call.
Schedule your flight from Chicago to CUN for August if you're eager to experience the city during its warmest month. You can expect temperatures in Cancun to range from 26ºC to 32ºC.
If you want to travel in cooler conditions, search for a cheap flight from Chicago to Cancun International Airport in January when temperatures average between 20ºC and 27ºC.

More about Cancun

Once you've booked your flight from Chicago to Cancun International Airport, think about where to rest your head in this city. Make one of these accommodation options your base for exploring Cancun:
There are so many things to see and do in this city it can be tricky to know where to start. Playa Delfines, El Rey Ruins and Dubai Palace Casino are leading attractions which should be on every Cancun itinerary.

Complete your Cancun trip with a car rental

We use the same magic that helped you find your cheap flight from Chicago to Cancun International Airport to track down your ideal ride. Check out our car rentals in Cancun and compare offers in one place. Plus you'll find all the info you need to know, from the most popular rental company to the average daily price.