How many flights depart from Chicago to Cancún on average per week?

As of October 2025, 49 flights take off from Chicago and land in Cancún each week. The most common flight departure day for this route is Sat, with 16% of weekly flights taking off on this day.

Which layover airport has the shortest connection time from Chicago to Cancún?

Detroit (DTW) has the shortest average layover time for this route: 1h 23m.

How many flights depart from Chicago to Cancún on average per day?

As of October 2025, 7 flights take off from Chicago and land in Cancún each day. The most common flight departure time for this route is 10:00AM, with 100% of daily flights taking off at noon.

What is the cheapest airline that flies from Chicago to Cancun?

Volaris, Viva, and Spirit Airlines are the most popular carriers operating from Chicago to Cancun

Which airport is the most popular layover for flights between Chicago and Cancún?

Atlanta (ATL) was the most common stop: 40% of momondo users choosing 1-stop flights on this route connected there.

What airlines fly to Cancún?

United Airlines, American Airlines and Spirit Airlines are the top three most popular airlines that fly to Cancún from Chicago according to our data. United Airlines is the first choice among our users, with 34% of people opting to fly with this airline when traveling to Cancún. Keep in mind that there are 12 different airlines that fly to Cancún on a routine basis, so you have a few additional options to choose from.

Which layover airport has the shortest travel time from Chicago to Cancún?

Flights connecting via St. Louis (STL) have the shortest average one-way travel time: 5h 10m.

Which layover airport offers the lowest fares from Chicago to Cancún?

Flights via Mexico City (MEX) offer the lowest average round-trip price of $299.

When did momondo last update prices for flights from Chicago to Cancun Airport?

Prices for flights from Chicago to Cancun Airport are updated daily.

How many operators does momondo search for flights from Chicago to Cancun Airport?

There are 11 operators available for flights from Chicago to Cancun Airport as of October 2025.

How old do you have to be to fly from Chicago to Cancun Airport?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Cancun Airport.

What documentation or ID do you need to fly to Cancun Airport?

The necessary travel and health documents for your Cancun Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$103 Cheap Flights from Chicago to Cancún in 2025/26

Q: What is the typical price of a round-trip flight between Chicago and Cancún?

Prices are currently low for flights on this route. Typical prices usually range from $315 to $634. The lowest price recently found on this route was $241.

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6:45 am - 11:46 amORD-CUN

4h 01mnonstop

11:42 am - 2:50 pmCUN-ORD

4h 08mnonstop

$241Multiple Airlines

Find Deal

Wed, Jan 21 - Sat, Jan 24

5:00 am - 1:35 pmORD-CUN

7h 35m1 stop

2:36 pm - 12:09 amCUN-ORD

10h 33m1 stop

$242Spirit Airlines

Find Deal

Tue, Dec 2 - Sat, Dec 6

7:34 am - 12:30 pmORD-CUN

3h 56mnonstop

3:18 pm - 6:09 pmCUN-ORD

3h 51mnonstop

$252United Airlines

Find Deal

Sun, Jan 11 - Fri, Jan 16

9:15 am - 1:55 pmMDW-CUN

3h 40mnonstop

3:00 pm - 5:45 pmCUN-MDW

3h 45mnonstop

$252Southwest

Find Deal

Mon, Jan 12 - Fri, Jan 16

7:00 am - 11:50 amORD-CUN

3h 50mnonstop

3:52 pm - 6:57 pmCUN-ORD

4h 05mnonstop

$262American Airlines

Find Deal

Sun, Dec 7 - Fri, Dec 12

8:43 am - 1:33 pmORD-CUN

3h 50mnonstop

4:51 pm - 10:58 pmCUN-ORD

7h 07m1 stop

$267United Airlines

Find Deal

Sun, Jan 11 - Thu, Jan 15

6:57 am - 11:43 amORD-CUN

3h 46mnonstop

3:54 pm - 6:59 pmCUN-ORD

4h 05mnonstop

$272American Airlines

Find Deal

Sat, Nov 15 - Tue, Nov 18

3:40 pm - 8:25 pmMDW-CUN

3h 45mnonstop

2:15 pm - 5:00 pmCUN-MDW

3h 45mnonstop

$282Southwest

Find Deal

Sat, Nov 8 - Fri, Nov 14

5:34 pm - 10:50 amMDW-CUN

16h 16m1 stop

1:32 pm - 11:47 pmCUN-MDW

11h 15m2 stops

$326Delta

Find Deal

Thu, Nov 27 - Fri, Dec 5

6:45 am - 9:11 pmMDW-CUN

13h 26m1 stop

12:05 pm - 10:26 pmCUN-MDW

11h 21m2 stops

$331Delta

Find Deal

Sat, Jan 17 - Wed, Jan 21

Delta flights from Chicago to Cancún

Our best Delta deals on Chicago to Cancún flight tickets

Delta

Nov 27

MDW5:34 pmChicago Midway

16h 16m

1 stop

CUN10:50 amCancun

Dec 5

CUN1:32 pmCancun

11h 15m

2 stops

MDW11:47 pmChicago Midway

$326

Find similar

Delta

Jan 17

MDW6:45 amChicago Midway

13h 26m

1 stop

CUN9:11 pmCancun

Jan 21

CUN12:05 pmCancun

11h 21m

2 stops

MDW10:26 pmChicago Midway

$331

Find similar

Delta

Nov 17

MDW6:00 amChicago Midway

5h 22m

1 stop

CUN12:22 pmCancun

Nov 27

CUN4:15 pmCancun

17h 46m

1 stop

MDW9:01 amChicago Midway

$344

Find similar

Southwest flights from Chicago to Cancún

Our best Southwest deals on Chicago to Cancún flight tickets

Southwest

Jan 12

MDW9:15 amChicago Midway

3h 40m

CUN1:55 pmCancun

Jan 16

CUN3:00 pmCancun

3h 45m

MDW5:45 pmChicago Midway

$252

Find similar

Southwest

Nov 8

MDW3:40 pmChicago Midway

3h 45m

CUN8:25 pmCancun

Nov 14

CUN2:15 pmCancun

3h 45m

MDW5:00 pmChicago Midway

$282

Find similar

Southwest

Nov 8

MDW3:40 pmChicago Midway

3h 45m

CUN8:25 pmCancun

Nov 15

CUN11:20 amCancun

8h 15m

1 stop

MDW6:35 pmChicago Midway

$287

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Wed 1/21

6:45 am-11:46 am

Nonstop4h 01m

Cancun

Sat 1/24

11:42 am-2:50 pm

Nonstop4h 08m

$241

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Tue 12/2

5:00 am-1:35 pm

1 stop7h 35m

Cancun

Sat 12/6

2:36 pm-12:09 am

1 stop10h 33m

$242

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 1/11

7:34 am-12:30 pm

Nonstop3h 56m

Cancun

Fri 1/16

3:18 pm-6:09 pm

Nonstop3h 51m

$252

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 1/12

9:15 am-1:55 pm

Nonstop3h 40m

Cancun

Fri 1/16

3:00 pm-5:45 pm

Nonstop3h 45m

$252

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 12/7

7:00 am-11:50 am

Nonstop3h 50m

Cancun

Fri 12/12

3:52 pm-6:57 pm

Nonstop4h 05m

$262

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 1/11

8:43 am-1:33 pm

Nonstop3h 50m

Cancun

Thu 1/15

4:51 pm-10:58 pm

1 stop7h 07m

$267

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 11/15

6:57 am-11:43 am

Nonstop3h 46m

Cancun

Tue 11/18

3:54 pm-6:59 pm

Nonstop4h 05m

$272

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 11/8

3:40 pm-8:25 pm

Nonstop3h 45m

Cancun

Fri 11/14

2:15 pm-5:00 pm

Nonstop3h 45m

$282

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Thu 11/27

5:34 pm-10:50 am

1 stop16h 16m

Cancun

Fri 12/5

1:32 pm-11:47 pm

2 stops11h 15m

$326

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 1/17

6:45 am-9:11 pm

1 stop13h 26m

Cancun

Wed 1/21

12:05 pm-10:26 pm

2 stops11h 21m

$331

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago to Cancún

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Layovers

Other information

What is the typical price of a round-trip flight between Chicago and Cancún?

What is the cheapest month to fly to Cancún?

If you don’t want to visit Cancún in September, then you should wait until October to fly from Chicago, when ticket prices are also cheap, with an average price of $397.

What is the cheapest day to depart on your flight to Cancún?

The cheapest day to depart from Chicago to Cancún is on a Monday when prices can be found for as low as $401. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around $525. These prices are subject to change though, so be sure to set up a Price Alert for flights to Cancún.

What is the cheapest time of day to depart on your flight to Cancún?

Our most recent data shows that the best time of day to fly to Cancún is in the morning. Flights from Chicago to Cancún during this time can be as low as $465. Flights to Cancún are more costly at noon, with an average ticket price of $653. Departure times at noon fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Chicago to Cancun flight route?

Fly from Chicago O'Hare Intl to Cancun for the best Chicago - Cancun flight prices

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

You are more likely to see cheaper flights to Cancún from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Cancún for around $436 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Cancún from Chicago for as low as $367 on momondo.

What cabin class options are available on Chicago to Cancun flights?

There are 4 cabin classes available to choose from on Chicago to Cancun flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Cancún flights?

You could potentially save up to 22% on your flight if you consider stops on a Chicago to Cancún flight.

How have Chicago to Cancún flight prices changed over time?

As of October 2025, prices for Chicago to Cancún flights are approximately 22% more expensive when compared to flights at the same time last year.

When to book flights from Chicago to Cancún

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Cancún according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Chicago to Cancún (CHI to CUN) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Cancún

Best Price Found	$150
Fastest flight time	3h 35m
Direct flights	Every day
Airports in Cancún	1 airport

The best one-way flight to Cancún from Chicago in the past 72 hours is $150. The best round-trip flight deal from Chicago to Cancún found on momondo in the last 72 hours is $270.

The fastest flight from Chicago to Cancún takes 3h 35m

Direct flights go from Chicago to Cancún every day.

There is 1 airport near Cancún: Cancun (CUN)

Search flight deals

How far is Chicago to Cancun by plane?
Cancun is 1431.3 mi away from Chicago. By plane, this route typically takes 3h 30m.
When did momondo last update prices for flights from Chicago to Cancun Airport?
Prices for flights from Chicago to Cancun Airport are updated daily.
How many operators does momondo search for flights from Chicago to Cancun Airport?
There are 11 operators available for flights from Chicago to Cancun Airport as of October 2025.
How old do you have to be to fly from Chicago to Cancun Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Cancun Airport.
What documentation or ID do you need to fly to Cancun Airport?
The necessary travel and health documents for your Cancun Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Chicago to Cancún?
Based on momondo bookings for flights between Chicago and Cancún, the leading plane model is Airbus A321neo, making up 17.52% of the total bookings. Other popular models include Boeing 737-800 with 16.24%, Boeing 777 with 14.81%, and Boeing 737-900 with 11.67%.
What is the most popular airline from Chicago to Cancún?
momondo data reveals that the most frequently booked airline on the route from Chicago to Cancún is United Airlines, representing 29% of all bookings. The subsequent popular airlines are American Airlines at 21%, Spirit Airlines at 19%, and Frontier at 16%.

Best airlines flying from Chicago to Cancún

Compare and see reviews for airlines that fly from Chicago to Cancún with momondo

Airline	Rating	Free Cancellation	Price
Aeromexico	PriceFrom $145	Free Cancellation	Rating 7.4 1,678 reviews	Search Aeromexico flights
Spirit Airlines	PriceFrom $151	Free Cancellation	Rating 6.3 8,110 reviews	Search Spirit Airlines flights
United Airlines	PriceFrom $161	Free Cancellation	Rating 7.4 8,996 reviews	Search United Airlines flights
Delta	PriceFrom $168	Free Cancellation	Rating 7.9 7,996 reviews	Search Delta flights
Frontier	PriceFrom $175	Free Cancellation	Rating 5.8 3,122 reviews	Search Frontier flights
Volaris	PriceFrom $179	Free Cancellation	Rating 6.7 1,150 reviews	Search Volaris flights
Viva	PriceFrom $251	Free Cancellation	Rating 7.0 790 reviews	Search Viva flights
Southwest	PriceFrom $266	Free Cancellation	Rating 8.0 4,235 reviews	Search Southwest flights
American Airlines	PriceFrom $340	Free Cancellation	Rating 7.2 11,033 reviews	Search American Airlines flights
Avianca	PriceFrom $552	Free Cancellation	Rating 6.6 2,468 reviews	Search Avianca flights

Southwest Flights From Chicago to Cancún
Southwest operates around 7 flights from Chicago to Cancún every week. The average price of these flights found in the last 72 hours has been $592, but momondo users have found Southwest deals from Chicago to Cancún from as low as $266 round-trip. Southwest has been scored 8.0/10 in 4,235 reviews.
United Airlines Flights From Chicago to Cancún
$161 is the best United Airlines flight deal from Chicago to Cancún found on momondo over the last 72 hours. The average United Airlines ticket price found was closer to $515, however, with flight time and availability significantly affecting the price. United Airlines (7.4/10 from 8,996 user reviews) flies into Cancún from Chicago 14 times in an average week so prices can vary.

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Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Cancún?

Finding the right flight to Cancún from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Cancún quick and easy, saving you time and money.

Can I find flights from Chicago to Cancún with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Cancún from Chicago with this policy.

How can momondo help me find flights from Chicago to Cancún?

momondo provides multiple filters to help you find the best flight to Cancún from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Chicago to Cancún right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Cancún from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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Cheap flights from Chicago to Cancún from $103

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Cancún departing on 1/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Delta flights from Chicago to Cancún

Our best Delta deals on Chicago to Cancún flight tickets

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Our best Southwest deals on Chicago to Cancún flight tickets

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How to get the cheapest flight ticket from Chicago to Cancún

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Chicago and Cancún?

What is the cheapest month to fly to Cancún?

If you don’t want to visit Cancún in September, then you should wait until October to fly from Chicago, when ticket prices are also cheap, with an average price of $397.

What is the cheapest day to depart on your flight to Cancún?

What is the cheapest time of day to depart on your flight to Cancún?

What is the cheapest Chicago to Cancun flight route?

Fly from Chicago O'Hare Intl to Cancun for the best Chicago - Cancun flight prices

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

What cabin class options are available on Chicago to Cancun flights?

There are 4 cabin classes available to choose from on Chicago to Cancun flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Cancún flights?

You could potentially save up to 22% on your flight if you consider stops on a Chicago to Cancún flight.

How have Chicago to Cancún flight prices changed over time?

As of October 2025, prices for Chicago to Cancún flights are approximately 22% more expensive when compared to flights at the same time last year.

What is the cheapest airline that flies from Chicago to Cancun?

Volaris, Viva, and Spirit Airlines are the most popular carriers operating from Chicago to Cancun

What airlines fly to Cancún?

Which airport is the most popular layover for flights between Chicago and Cancún?

Atlanta (ATL) was the most common stop: 40% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport offers the lowest fares from Chicago to Cancún?

Flights via Mexico City (MEX) offer the lowest average round-trip price of $299.

Which layover airport has the shortest travel time from Chicago to Cancún?

Flights connecting via St. Louis (STL) have the shortest average one-way travel time: 5h 10m.

Which layover airport has the shortest connection time from Chicago to Cancún?

Detroit (DTW) has the shortest average layover time for this route: 1h 23m.

How many flights depart from Chicago to Cancún on average per day?

As of October 2025, 7 flights take off from Chicago and land in Cancún each day. The most common flight departure time for this route is 10:00AM, with 100% of daily flights taking off at noon.

How many flights depart from Chicago to Cancún on average per week?

As of October 2025, 49 flights take off from Chicago and land in Cancún each week. The most common flight departure day for this route is Sat, with 16% of weekly flights taking off on this day.

When to book flights from Chicago to Cancún

Cheap Chicago to Cancún (CHI to CUN) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Cancún

Best Price Found

Fastest flight time

Direct flights

Airports in Cancún

How far is Chicago to Cancun by plane?

When did momondo last update prices for flights from Chicago to Cancun Airport?

How many operators does momondo search for flights from Chicago to Cancun Airport?

How old do you have to be to fly from Chicago to Cancun Airport?

What documentation or ID do you need to fly to Cancun Airport?

What is the most popular plane model from Chicago to Cancún?

What is the most popular airline from Chicago to Cancún?

Best airlines flying from Chicago to Cancún

Compare and see reviews for airlines that fly from Chicago to Cancún with momondo

Southwest Flights From Chicago to Cancún

United Airlines Flights From Chicago to Cancún

Traveling to a place near Cancún?

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Cancún?

Can I find flights from Chicago to Cancún with flexible booking policies on momondo?

How can momondo help me find flights from Chicago to Cancún?

I’m not ready to book a flight from Chicago to Cancún right now. Can momondo alert me if prices change?

An easier way to manage your Cancún trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down