Cheap flights from Chicago (CHI) to Cancún (CUN)

CHI — CUN
Jan 31 — Feb 71

The best prices from Chicago to Cancun are usually found in February or September, booked 60 days in advance, depart on a Tuesday or Monday and return on a Friday

How to find the cheapest flight from Chicago (CHI) to Cancún (CUN)

All the information you need to plan the best CHI to CUN flight in 2023: compare Chicago to Cancún flight prices with the expected peak season, weather and rainfall in Cancún.

CHI - CUN

Price

$273 - $518

CUN

Temperature

75.2 - 86 °F

CUN

Rainfall

1.1 - 11.1 inches

Popular inDecemberHigh demand for flights, 24% potential price rise
Cheapest inFebruaryBest time to find cheap flights, 31% potential price drop
Round-trip from$273From Chicago (CHI) to Cancun
One-way from$117One-way flight from Chicago (CHI) to Cancun

What is the cheapest day to fly round-trip from Chicago to Cancún?

Wednesday flights are generally found to be more expensive for flights from Chicago to Cancún. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Cancún.

How far in advance should I book a flight from Chicago to Cancún?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 61 days in advance, which can save you up to 3% on flights from Chicago to Cancún compared to booking the week you need them. Waiting 61 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $390. For sooner than that we have options available in the next 3 days from $390.

What is the cheapest month to fly from Chicago to Cancún?

Flights from Chicago to Cancún lean towards being more expensive in December. Prices are generally better when you fly from Chicago to Cancún in February, with the cheapest ticket starting at $167.

When is the cheapest time to fly from Chicago to Cancún (CHI - CUN)?

It’s optimal to fly from Chicago to Cancún in the evening. By choosing this option you can save up to 21% on the cost of your flight, compared to a flight in the morning.

Cheap flights from Chicago to Cancún in January, February 2023

The best prices found for CHI to CUN flights for January, February
Feb 27 - Mar 7
ORD

Chicago O'Hare Intl

CUN

Cancun

1 stop

16h 43m
CUN

Cancun

ORD

Chicago O'Hare Intl

1 stop

15h 26m
$193

Frontier

Pick Dates

Deal found 1/24

Feb 26 - Mar 7
ORD

Chicago O'Hare Intl

CUN

Cancun

1 stop

16h 43m
CUN

Cancun

ORD

Chicago O'Hare Intl

1 stop

15h 26m
$196

Frontier

Pick Dates

Deal found 1/24

Feb 27 - Mar 8
ORD

Chicago O'Hare Intl

CUN

Cancun

1 stop

16h 43m
CUN

Cancun

ORD

Chicago O'Hare Intl

1 stop

15h 28m
$199

Frontier

Pick Dates

Deal found 1/25

Chicago to Cancún 2023 flight deals

Cheap flights to Cancún from Chicago found for this year
Feb 27 - Mar 7
ORD

Chicago O'Hare Intl

CUN

Cancun

1 stop

16h 43m
CUN

Cancun

ORD

Chicago O'Hare Intl

1 stop

15h 26m
$193

Frontier

Pick Dates

Deal found 1/24

Feb 26 - Mar 7
ORD

Chicago O'Hare Intl

CUN

Cancun

1 stop

16h 43m
CUN

Cancun

ORD

Chicago O'Hare Intl

1 stop

15h 26m
$196

Frontier

Pick Dates

Deal found 1/24

Feb 27 - Mar 8
ORD

Chicago O'Hare Intl

CUN

Cancun

1 stop

16h 43m
CUN

Cancun

ORD

Chicago O'Hare Intl

1 stop

15h 28m
$199

Frontier

Pick Dates

Deal found 1/25

Cheap Frontier flights from Chicago to Cancún

Feb 27 - Mar 7
ORD

Chicago O'Hare Intl

CUN

Cancun

1 stop

16h 43m
CUN

Cancun

ORD

Chicago O'Hare Intl

1 stop

15h 26m
$193

Frontier

Pick Dates

Deal found 1/24

Feb 26 - Mar 7
ORD

Chicago O'Hare Intl

CUN

Cancun

1 stop

16h 43m
CUN

Cancun

ORD

Chicago O'Hare Intl

1 stop

15h 26m
$196

Frontier

Pick Dates

Deal found 1/24

Feb 27 - Mar 8
ORD

Chicago O'Hare Intl

CUN

Cancun

1 stop

16h 43m
CUN

Cancun

ORD

Chicago O'Hare Intl

1 stop

15h 28m
$199

Frontier

Pick Dates

Deal found 1/25

  • One of the most popular airlines traveling from Chicago to Cancún is Frontier. Flights from Frontier traveling this route typically cost $503.29 RT. This price is typically 38% cheaper than other airlines that offer Chicago to Cancún flights. When booking this route, the cheapest RT price found was $194. Chicago O'Hare Intl Airport is the most common Chicago airport to take off from when flying to Cancún. Cancun Airport is the most popular arrival airport in Cancún. When flying from Chicago to Cancún, Frontier flights are 3% more popular than any other airline flying that same route.

Cheap Delta flights from Chicago to Cancún

Feb 4 - Feb 8
MDW

Chicago Midway

CUN

Cancun

1 stop

10h 28m
CUN

Cancun

MDW

Chicago Midway

1 stop

7h 36m
$282

Delta

Pick Dates

Deal found 1/26

Jan 31 - Feb 8
MDW

Chicago Midway

CUN

Cancun

1 stop

9h 53m
CUN

Cancun

MDW

Chicago Midway

1 stop

6h 04m
$283

Delta

Pick Dates

Deal found 1/26

Jan 31 - Feb 8
MDW

Chicago Midway

CUN

Cancun

2 stops

10h 05m
CUN

Cancun

MDW

Chicago Midway

1 stop

6h 04m
$287

Delta

Pick Dates

Deal found 1/26

  • One of the most popular airlines traveling from Chicago to Cancún is Delta. Flights from Delta traveling this route typically cost $544.15 RT. This price is typically 52% cheaper than other airlines that offer Chicago to Cancún flights. When booking this route, the cheapest RT price found was $207. Chicago O'Hare Intl Airport is the most common Chicago airport to take off from when flying to Cancún. Cancun Airport is the most popular arrival airport in Cancún. When flying from Chicago to Cancún, Delta flights are 0% more popular than any other airline flying that same route.

Non-stop flights to Cancún from Chicago

Save time with Chicago to Cancún direct flight deals
Feb 7 - Feb 8
ORD

Chicago O'Hare Intl

CUN

Cancun

Nonstop

4h 12m
CUN

Cancun

ORD

Chicago O'Hare Intl

Nonstop

4h 03m
$227

Frontier

Pick Dates

Deal found 1/24

Feb 7 - Feb 15
ORD

Chicago O'Hare Intl

CUN

Cancun

Nonstop

4h 12m
CUN

Cancun

ORD

Chicago O'Hare Intl

Nonstop

4h 03m
$229

Frontier

Pick Dates

Deal found 1/25

Feb 6 - Feb 8
ORD

Chicago O'Hare Intl

CUN

Cancun

Nonstop

4h 12m
CUN

Cancun

ORD

Chicago O'Hare Intl

Nonstop

3h 55m
$234

Multiple Airlines

Pick Dates

Deal found 1/25

Last minute flights from Chicago to Cancún

Late deals on return flights to Cancún from Chicago, departing today and this week
Feb 5 - Feb 7
ORD

Chicago O'Hare Intl

CUN

Cancun

1 stop

13h 48m
CUN

Cancun

ORD

Chicago O'Hare Intl

1 stop

15h 33m
$200

Frontier

Pick Dates

Deal found 1/24

Feb 4 - Feb 7
ORD

Chicago O'Hare Intl

CUN

Cancun

1 stop

16h 58m
CUN

Cancun

ORD

Chicago O'Hare Intl

1 stop

15h 33m
$202

Frontier

Pick Dates

Deal found 1/24

Feb 4 - Feb 8
ORD

Chicago O'Hare Intl

CUN

Cancun

1 stop

13h 48m
CUN

Cancun

ORD

Chicago O'Hare Intl

1 stop

15h 33m
$203

Frontier

Pick Dates

Deal found 1/25

One-way flights to Cancún from Chicago

The cheapest one-way flights from Chicago to Cancún
Feb 22
MDW

Chicago Midway

CUN

Cancun

1 stop

13h 31m
$96

Frontier

Pick Dates

Deal found 1/26

Feb 25
ORD

Chicago O'Hare Intl

CUN

Cancun

1 stop

14h 43m
$96

Frontier

Pick Dates

Deal found 1/26

Feb 23
MDW

Chicago Midway

CUN

Cancun

1 stop

13h 38m
$100

Frontier

Pick Dates

Deal found 1/26

Reviews of Airlines Servicing Cancún

Delta
7.9
Good
2,011 reviews

Overall

7.9

Entertainment

7.8

Food

7.2

Boarding

8.1

Comfort

7.9

Crew

8.5

Reviews

1 / 10

I thought the crew at OGG mainly the check-in crew were very cranky, there was no PA system so they were yelling at everybody and we had an hour delay in boarding with no one coming out and explaining what the problem was. It was a little discerning to see both the captain and the first officer come back out of the airplane talk to the desk and then go back in the airplane with no explanation to the people waiting to board. I thought it was in very poor taste and it flew against the grain that I have always thought of when I think of delta airlines being professional.

Delta
7.9
Good
2,011 reviews
Delta
7.9
Good
2,011 reviews

Overall

7.9

Entertainment

7.8

Food

7.2

Boarding

8.1

Comfort

7.9

Crew

8.5

Reviews

1 / 10

I thought the crew at OGG mainly the check-in crew were very cranky, there was no PA system so they were yelling at everybody and we had an hour delay in boarding with no one coming out and explaining what the problem was. It was a little discerning to see both the captain and the first officer come back out of the airplane talk to the desk and then go back in the airplane with no explanation to the people waiting to board. I thought it was in very poor taste and it flew against the grain that I have always thought of when I think of delta airlines being professional.

American Airlines
7.4
Good
1,680 reviews
Delta
7.9
Good
2,011 reviews

Overall

7.9

Entertainment

7.8

Food

7.2

Boarding

8.1

Comfort

7.9

Crew

8.5

Reviews

1 / 10

I thought the crew at OGG mainly the check-in crew were very cranky, there was no PA system so they were yelling at everybody and we had an hour delay in boarding with no one coming out and explaining what the problem was. It was a little discerning to see both the captain and the first officer come back out of the airplane talk to the desk and then go back in the airplane with no explanation to the people waiting to board. I thought it was in very poor taste and it flew against the grain that I have always thought of when I think of delta airlines being professional.

VivaAerobus
7.2
Good
215 reviews
Delta
7.9
Good
2,011 reviews

Overall

7.9

Entertainment

7.8

Food

7.2

Boarding

8.1

Comfort

7.9

Crew

8.5

Reviews

1 / 10

I thought the crew at OGG mainly the check-in crew were very cranky, there was no PA system so they were yelling at everybody and we had an hour delay in boarding with no one coming out and explaining what the problem was. It was a little discerning to see both the captain and the first officer come back out of the airplane talk to the desk and then go back in the airplane with no explanation to the people waiting to board. I thought it was in very poor taste and it flew against the grain that I have always thought of when I think of delta airlines being professional.

Aeromexico
7.0
Good
457 reviews
Delta
7.9
Good
2,011 reviews

Overall

7.9

Entertainment

7.8

Food

7.2

Boarding

8.1

Comfort

7.9

Crew

8.5

Reviews

1 / 10

I thought the crew at OGG mainly the check-in crew were very cranky, there was no PA system so they were yelling at everybody and we had an hour delay in boarding with no one coming out and explaining what the problem was. It was a little discerning to see both the captain and the first officer come back out of the airplane talk to the desk and then go back in the airplane with no explanation to the people waiting to board. I thought it was in very poor taste and it flew against the grain that I have always thought of when I think of delta airlines being professional.

Spirit Airlines
6.9
Okay
709 reviews
Delta
7.9
Good
2,011 reviews

Overall

7.9

Entertainment

7.8

Food

7.2

Boarding

8.1

Comfort

7.9

Crew

8.5

Reviews

1 / 10

I thought the crew at OGG mainly the check-in crew were very cranky, there was no PA system so they were yelling at everybody and we had an hour delay in boarding with no one coming out and explaining what the problem was. It was a little discerning to see both the captain and the first officer come back out of the airplane talk to the desk and then go back in the airplane with no explanation to the people waiting to board. I thought it was in very poor taste and it flew against the grain that I have always thought of when I think of delta airlines being professional.

Related info for your journey

Useful info, stats and facts about Chicago to Cancún flights.

How busy are the airports in Chicago and Cancun?

To fly to Cancun from Chicago, you can choose to board your flight at either Midway International Airport (MDW) or O’Hare International Airport (ORD). If you choose to take off to Cancun from Midway International Airport, you need not worry about encountering so many people as this airport isn’t always busy. If, however, you choose to board a flight to Cancun from Chicago at O’Hare International Airport, you can count on meeting loads of people, as this airport is one of the busiest airports in the country. At either, you can count on being assisted anytime you’re in need, as both these airports have superb airport officials. In Cancun, you’ll land at the popular Cancun International Airport (CUN). Situated nearby the heart of Cancun, this airport prides itself on processing travelers as quickly as possible. Once you land at this airport, you need not worry about being kept waiting for long as at this airport, you’ll be cleared for entry in a matter of two to three minutes.

Which airlines fly directly from Chicago to Cancun?

Several airlines offer direct flights to Cancun from Chicago. Thus, if you want to fly nonstop to Cancun from Chicago, you need not worry about lacking an airline to travel with. The air travel companies that offer these nonstop flights include Spirit Airlines, American Airlines, and Southwest Airlines. Aboard a Spirit Airlines non-stop flight, you’ll reach Cancun after three hours and 30 minutes, while onboard a Southwest Airlines non-stop flight, you’ll reach Cancun after three hours and 40 minutes. If none of these two airlines have convenient flights for you, and you choose to board an American Airlines non-stop flight, you’ll land after three hours and 35 minutes.

What are the stopover options between Chicago to Cancun?

The stopover options between Chicago and Cancun are quite numerous. Of these many stopover options, Charlotte, Dallas, and Atlanta are the most popular. If you board a flight with a stopover in Charlotte, you’ll land at Charlotte’s exclusive Charlotte Douglas International Airport, whereas if you choose a flight with a stopover in Atlanta, you’ll land at Hartsfield Jackson International Airport. If none of these stopover options appeal to you, and you board a flight with a stopover in Dallas, you’ll land at the Dallas-Fort Worth International Airport. At any of these airports, you’ll have a good rest, tasty meals, and a fun shopping experience, as they’ve all got comfy lounges, world-class restaurants, and well-stocked shops.

Do I need a passport or visa to fly from Chicago to Cancun?

If you’d like to fly to Cancun from Chicago, there are several documents you can use to pass airport security. If you’re Mexican, you can use your national ID to pass airport security, while if you’re an American or Canadian, you only need to present your passport and correctly filled entry forms to be allowed entry into the country once you land. If you’re not from any of the mentioned countries, you must have a visa to be granted entry. Mexican authorities are renowned for being strict enforcers of the law. Thus, to avoid any issues with them, when flying to Cancun from Chicago, you should have the required documents in order.

What airport do you fly into for flights to Cancún from Chicago?

Cancun (CUN) is the airport you will fly into if you book a flight from Chicago to Cancún. You should not have trouble finding flights to Cancun from Chicago; the airport handles an average of 10 inbound flights from Chicago per day. You should also have plenty of airline options to choose from since 19 airlines have flights to the Cancún airport from Chicago. It is only a 8.9 mi journey from Cancun (CUN) to Cancún’s city center.

Which airlines flying from Chicago to Cancun have flexible cancellations due to COVID-19?

Due to the rapidly changing circumstances due to COVID-19, airlines like American Airlines, United Airlines, and Spirit Airlines flying from Chicago to Cancun have implemented new flexible cancellation policies.

Can I find flights from Chicago to Cancún for under $200 on Cheapflights?

Yes, there are multiple flights from Chicago to Cancún for under $200. The cheapest flight booked recently is on Frontier for just $193, but on average you can expect to pay $209.

Are there nonstop flights from Chicago to Cancún for under $300 on Cheapflights?

Cheapflights has at least 20 direct flights from Chicago to Cancún under $300. A good price for a nonstop flight from Chicago to Cancún is less than $249.

Are there last-minute flights available from Chicago to Cancún for under $200?

There are currently 20+ open flights from Chicago to Cancún within the next 7 days for less than $200.

What is the cheapest airline to fly from Chicago to Cancún round-trip?

Our cheapest airline available from Chicago to Cancún is Frontier. Our recent data shows that you can find tickets from as low as $193 on this airline. This flight start at 50% lower than the current average price 3 months from now.

What are the cheapest airlines to fly from Chicago to Cancún one-way?

For one-way options, check prices for Frontier. According to our data, you can fly for as low as $96. Users have also found prices from $105 and $117 on VivaAerobus and Delta, respectively.

What are the most popular airlines that fly from Chicago to Cancún?

The most popular airlines flying from Chicago to Cancún are Interjet, AeroMexico Connect and American Airlines. Something to consider prior to booking your flight.

What are the most reliable airlines from Chicago to Cancún?

Consider Qatar Airways (81%), American Airlines (78%) or United Airlines (77%) when booking your flight. These represent the most reliable airlines when flying from Chicago to Cancún.

What are the cheapest flights from Chicago to Cancún?

Looking for the cheapest flight from Chicago to Cancún? While on average our users pay $743, our data indicates the cheapest price to be $123. The most popular route (Chicago O'Hare Intl - Cancun), is priced around $201.

What are the most eco-friendly airlines from Chicago to Cancun?

Plenty of airlines offer flights to Cancun from Chicago. Of these airlines, Air Canada, JetBlue Airlines, and Delta Airlines are the most eco-friendly. To reduce its carbon footprint, Air Canada has made many eco-friendly decisions. These decisions include investing in sustainable aviation fuel research and purchasing several energy-saving aircraft. Delta Airlines has also made several eco-friendly decisions. They include cutting down its use of single-use plastics, increasing its use of recyclable products, and reducing its emissions through carbon offsets. JetBlue Airlines, just like Air Canada and Delta Airlines, has also taken several steps to minimize its carbon footprint. Some of the steps it has taken include partnering with sustainable aviation fuel companies such as World Energy and World Fuel and reducing its operational waste.

How can I fly more sustainably from Chicago to Cancun?

There are many ways you can fly sustainably to Cancun from Chicago. The said ways include flying during the day, packing light luggage, and traveling on board a direct flight. If you travel during the day, you'll achieve your goal of traveling sustainably because flights during the night often lead to the founding of clouds that hinder radiation produced by the earth from escaping. If you pack light luggage, you'll also achieve your goal of traveling sustainably because flights with light luggage usually combust less fuel than flights with heavy luggage. You'll achieve sustainable travel by traveling on board a direct flight because direct flights normally consume less fuel and emit fewer carbon gases than flights with stopovers. Everyone has the moral responsibility of protecting the environment. By practicing the tips mentioned above, it's fair to say that you'll be travelling responsibly.

Alternative routes for Chicago to Cancún

See prices for flight routes from nearby airports that may be better suited for you.

Top 10 airlines flying from Chicago to Cancún

The chart below displays the airlines Cheapflights users traveling from Chicago to Cancún choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
Juneyao AirlinesCheapest$14Average$20FlexibilityNo cancel feeOn-time66%COVID-19 safety
Search Juneyao Airlines flights
FrontierCheapest$159Average$347FlexibilityNo cancel feeOn-time62%COVID-19 safety
Search Frontier flights
Spirit AirlinesCheapest$160Average$384FlexibilityNo cancel feeOn-time65%COVID-19 safety
Search Spirit Airlines flights
VolarisCheapest$168Average$409FlexibilityNo cancel feeOn-time79%COVID-19 safety
Search Volaris flights
Qatar AirwaysCheapest$175Average$268FlexibilityNo cancel feeOn-time68%COVID-19 safety
Search Qatar Airways flights
United AirlinesCheapest$194Average$503FlexibilityNo cancel feeOn-time69%COVID-19 safety
Search United Airlines flights
AeromexicoCheapest$204Average$458FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Aeromexico flights
LufthansaCheapest$204Average$238FlexibilityNo cancel feeOn-time76%COVID-19 safety
Search Lufthansa flights
American AirlinesCheapest$207Average$544FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights
DeltaCheapest$208Average$729FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Delta flights

Hourly flight availability from Chicago to Cancún

See what time of day planes typically take off from Chicago to Cancún
10%of flight departuresEarly morningMidnight to 6 am
72%of flight departuresMorning6 am to noon
18%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Chicago to Cancún

See how many times per day planes take to the skies headed from Chicago to Cancún
Sunday10daily flights
Monday11daily flights
Tuesday11daily flights
Wednesday11daily flights
Thursday11daily flights
Friday11daily flights
Saturday10daily flights
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