Find flights
Deals
Insights
When to book
FAQs & Tips
Direct Flights

ORD - CUN

Find cheap flights from Chicago to Cancun

1 adult
0 bags

Search hundreds of travel sites at once for deals on flights to Cancun

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Cancún, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Cancún, as well as popular online travel agencies
In the last 7 days, travellers have searched 46,479,581 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Cheap flight deals from Chicago to Cancun (ORD-CUN)

 
These are the cheapest deals for flights from Chicago to Cancún currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Chicago to Cancún

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Chicago to Cancún.

Recent one-way flight deals from Chicago to Cancún

Only flying one-way? Below are some of the best one-way flight deals from Chicago to Cancún found on KAYAK recently.

Recent last-minute flight deals from Chicago to Cancún

Leaving soon but still want a bargain? Check out these latest deals for last minute flights from Chicago to Cancún.

Recent direct flight deals from Chicago to Cancún

The latest deals for direct flights from Chicago to Cancún so you can sit back and relax without the need for a layover.

Cheap bus & train deals from Chicago to Cancún

Find recent round-trip train or bus tickets from Chicago to Cancún.

All round-trip flight deals to Cancún

The cheapest plane tickets to Cancún found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
ORD-CUN
3h 45mdirect
CUN-ORD
4h 00mdirect
American Airlines
Find Deal
ORD-CUN
4h 09mdirect
CUN-ORD
4h 05mdirect
Frontier
Find Deal
ORD-CUN
3h 51mdirect
CUN-ORD
3h 53mdirect
Emirates
Find Deal
ORD-CUN
3h 55mdirect
CUN-ORD
4h 15mdirect
Southwest
Find Deal
ORD-CUN
3h 51mdirect
CUN-ORD
3h 53mdirect
United Airlines
Find Deal
ORD-CUN
3h 46mdirect
CUN-ORD
4h 03mdirect
Spirit Airlines
Find Deal
ORD-CUN
3h 45mdirect
American Airlines
Find Deal
ORD-CUN
4h 09mdirect
Frontier
Find Deal
ORD-CUN
3h 51mdirect
Emirates
Find Deal
ORD-CUN
3h 55mdirect
Southwest
Find Deal
ORD-CUN
3h 51mdirect
United Airlines
Find Deal
ORD-CUN
3h 46mdirect
Spirit Airlines
Find Deal

Flights from Chicago to Cancún - Travel Insights & Trends

Get data-powered insights and trends into flights from Chicago to Cancún to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Cancún?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago O'Hare Intl Airport to Cancún, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago O'Hare Intl Airport to Cancún is February, where tickets cost C$ 411 on average. On the other hand, the most expensive months are March and June, where the average cost of tickets is C$ 716 and C$ 598 respectively.

How far in advance should I book a flight from Chicago O'Hare Intl Airport to Cancún?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago O'Hare Intl Airport to Cancún, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago O'Hare Intl Airport to Cancún, you should book around 1 day before departure. For the absolute cheapest price, our data suggests you should book 4 days before departure.

Good to know

Low season

September

High season

March
Best time to beat the crowds (16% less expensive on average)
Most popular time to fly (32% more expensive on average)

When to book flights from Chicago to Cancún

Are your dates flexible? Find out the best times to travel from Chicago to Cancún based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago to Cancun flights

  • What services exist for people with limited mobility at O'Hare International Airport (ORD)?

    ORD is fully accessible. It features a motorized elevator, wide ramps, ADA-compliant toilets, and wheelchair-accessible roll-in showers. It also boasts a number of TSA professionals who are well-trained in how to assist individuals with disabilities.

  • How can I get from Cancun International Airport (CUN) to the city center?

    To travel from CUN to the city center, you can use a shared minivan, a bus, or a cab. Of the three, cabs are the fastest, while buses and minivans are the cheap options. Hence, if you'd like to quickly cover the distance between CUN and the city center, you should board a taxi, while if you'd like to spend as little as you can on fare, take the shared minivan or bus.

  • Does O'Hare International Airport (ORD) have CLEAR?

    Once you land at ORD Airport, you do not need to waste your time on long TSA queues, as the airport is integrated with CLEAR, allowing passengers to verify their credentials using a biometric scan swiftly. CLEAR counters are available in Terminal 1 and Terminal 2.

  • Does Cancun International Airport (CUN) have storage lockers?

    If you do not wish to travel with all of your belongings from CUN, you're in luck, as this airport prides itself on having multiple-sized lockers. These lockers are situated in the main terminal. To use any, you'll have to incur a small fee.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Cancun?

    American Airlines, Delta, Aeromexico, and British Airways offer inflight Wi-Fi service on the Chicago to Cancun flight route.

  • Which aircraft models fly most regularly from Chicago to Cancun?

    The Boeing 737-800 is the aircraft model that flies most regularly on the Chicago to Cancun flight route.

  • Which airline alliances offer flights from Chicago to Cancun?

    oneworld, and Star Alliance are the airline alliances operating flights between Chicago and Cancun, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Chicago to Cancun?

    There are direct flights from Chicago to Cancun on a daily basis.

  • How does KAYAK find such low prices on flights from Chicago to Cancun?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Cancun.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Cancun?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Cancun from Chicago is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Cancun?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Cancun with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Cancun?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Cancun from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

KAYAK’s top tips for finding a cheap flight from Chicago O'Hare Intl Airport to Cancún

  • If your flight departs from O'Hare International Airport (ORD) early in the morning, you should consider spending the night at the Hilton Chicago O'Hare Airport Hotel. Located right across from Terminals 1, 2, and 3, this hotel is connected to all domestic terminals by a subway and the international terminal via the airport transit system.
  • When flying internationally from Chicago, you can opt to use either ORD or Midway International Airport (MDW). ORD is one of the busiest airports in the country. Thus, it tends to have long security lines. Given that this is the case, it is in your best interest to fly through MDW, where traffic is lighter and navigation is more effortless.
  • At ORD, you'll enjoy easy inter-terminal travel thanks to its Airport Transit System (ATS). The ATS connects to all five terminals, the airport's car rental facility, and Economy Parking Lot F. Besides this system, ORD also has designated walkways connecting all terminals.
  • If you haven't already exchanged your currency, it's a good idea to do so when you arrive at Cancun International Airport (CUN). There are two currency exchange counters at this airport. One is in Terminal 2, while another is in Terminal 3. Terminal 2's counter usually closes at 10 pm, while Terminal 3 normally closes at 9 pm.
  • CUN is the main international airport in Cancun. Given its location, Isla Mujeres, Leona Vicario, Playa del Carmen, Cozumel, and Kantunilkin are all accessible from this airport. It's worth noting that you can also catch domestic flights to all of Mexico's major airports at this airport.
See more tips

Prefer to fly non-stop from Chicago to Cancun?

Find which airlines fly direct from Chicago O'Hare Intl Airport to Cancun Airport, which days they fly and book direct flights.

Nonstop departures

Chicago O'Hare Intl to Cancun

Monday

American Airlines,Emirates,Frontier, +2 more

American Airlines,Emirates, +3 more

Tuesday

American Airlines,Emirates,Frontier, +2 more

American Airlines,Emirates, +3 more

Wednesday

American Airlines,Emirates,Frontier, +2 more

American Airlines,Emirates, +3 more

Thursday

American Airlines,Emirates,Frontier, +2 more

American Airlines,Emirates, +3 more

Friday

American Airlines,Emirates,Frontier, +2 more

American Airlines,Emirates, +3 more

Saturday

American Airlines,Emirates,Frontier, +3 more

American Airlines,Emirates, +4 more

Sunday

American Airlines,Emirates,Frontier, +2 more

American Airlines,Emirates, +3 more

See more nonstop flights

Nonstop returns

Cancun to Chicago O'Hare Intl

Monday

American Airlines,Emirates,Frontier, +3 more

American Airlines,Emirates, +4 more

Tuesday

American Airlines,Emirates,Frontier, +3 more

American Airlines,Emirates, +4 more

Wednesday

American Airlines,Emirates,Frontier, +3 more

American Airlines,Emirates, +4 more

Thursday

American Airlines,Emirates,Frontier, +3 more

American Airlines,Emirates, +4 more

Friday

American Airlines,Emirates,Frontier, +3 more

American Airlines,Emirates, +4 more

Saturday

American Airlines,Emirates,Frontier, +4 more

American Airlines,Emirates, +5 more

Sunday

American Airlines,Emirates,Frontier, +3 more

American Airlines,Emirates, +4 more

See more nonstop flights
See more nonstop flights

Book cheap flights from Chicago to Cancun

One-way flight deals

directAmerican Airlines
3h 45mORD-CUN
directFrontier
4h 09mORD-CUN
directEmirates
3h 51mORD-CUN
directSouthwest
3h 55mORD-CUN
directUnited Airlines
3h 51mORD-CUN
directSpirit Airlines
3h 46mORD-CUN

Search by stops

Search by airline

Everything you need to know for your flight from Chicago to Cancún

Information on your arrival and departure airports