Which airline has the best punctuality record on Cancún to Chicago flights?

According to our data, Southwest have had the least number of delays on this route over the last 12 months; with about 11% of their flights experiencing any sort of delay.

How often are flights from Cancún to Chicago delayed?

Historically, on average around 14% of flights between Cancún and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 157 minutes.

What day of the week experiences the fewest flight delays on this route?

Wednesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Saturday has historically seen more delays on average compared to the rest of the week.

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

United Airlines, Spirit Airlines, and Southwest are the most popular carriers operating from Cancun to Chicago

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

As of February 2026, there are 81 flights per week flying from Cancún to Chicago. The most common day of the week flights depart is Thu, with 16% of flights taking off on this day.

What is the most punctual flight time for Cancún to Chicago flights?

Generally, flights departing in the morning tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

What airlines fly to Chicago?

United Airlines, Frontier and Spirit Airlines are the top three most popular airlines that fly to Chicago from Cancún according to our data. United Airlines is the first choice among our users, with 42% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

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

As of February 2026, there are 11 flights per day flying from Cancún to Chicago. The most common time of day flights depart is 3:00PM, with 85% of flights taking off in the afternoon.

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

Prices for flights from Cancun Airport to Chicago refresh daily.

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

As of February 2026, there are 4 operators available to choose from for flights from Cancun Airport to Chicago.

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

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Cancun Airport to Chicago.

What documentation or ID do you need to fly to Chicago?

The necessary travel and health documents for your Chicago 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.

$110 Cheap Flights from Cancún to Chicago in 2026

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Find the cheapest flights from Cancún to Chicago

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Enter your travel dates to find the best prices.

6:27 pm - 9:37 pm

CUN

ORD

4h 10mnonstop

6:10 am - 11:14 am

ORD

CUN

4h 04mnonstop

$173Frontier

Thu, Feb 19 - Mon, Feb 23

7:19 pm - 10:28 pm

CUN

ORD

4h 09mnonstop

6:10 am - 11:14 am

ORD

CUN

4h 04mnonstop

$195Frontier

Wed, Feb 11 - Sun, Feb 15

6:27 pm - 9:37 pm

CUN

ORD

4h 10mnonstop

8:00 am - 1:17 pm

ORD

CUN

4h 17mnonstop

$204Frontier

Thu, Feb 12 - Tue, Feb 17

11:59 am - 2:53 pm

CUN

ORD

3h 54mnonstop

6:05 am - 10:54 am

ORD

CUN

3h 49mnonstop

$208Spirit Airlines

Fri, Feb 13 - Mon, Feb 16

10:40 am - 2:48 pm

CUN

ORD

4h 08mnonstop

1:00 am - 10:25 am

ORD

CUN

9h 25m

1 stop

$213Multiple Airlines

Mon, Mar 16 - Sun, Mar 22

11:59 am - 2:53 pm

CUN

ORD

3h 54mnonstop

6:23 am - 9:26 pm

ORD

CUN

14h 03m

1 stop

$214Multiple Airlines

Thu, Feb 12 - Tue, Feb 17

11:59 am - 2:53 pm

CUN

ORD

3h 54mnonstop

6:05 am - 10:54 am

ORD

CUN

3h 49mnonstop

$217Spirit Airlines

Sat, Feb 14 - Wed, Feb 18

10:00 am - 4:29 pm

CUN

MDW

6h 29m

1 stop

9:27 am - 8:14 pm

MDW

CUN

10h 47m

2 stops

$277Delta

Thu, Apr 16 - Tue, Apr 21

8:00 am - 5:55 pm

CUN

MDW

10h 55m

2 stops

10:49 am - 9:11 pm

MDW

CUN

9h 22m

1 stop

$280Delta

Wed, Feb 11 - Wed, Feb 18

2:55 pm - 5:40 pm

CUN

MDW

3h 45mnonstop

8:05 am - 11:50 am

MDW

CUN

3h 45mnonstop

$295Southwest

Thu, Mar 5 - Wed, Mar 11

Spirit Airlines flights from Cancún to Chicago

Our best Spirit Airlines deals on Cancún to Chicago flight tickets

Spirit Airlines

Feb 13

CUN11:59 amCancun

3h 54m

ORD2:53 pmChicago O'Hare Intl

Feb 16

ORD6:05 amChicago O'Hare Intl

3h 49m

CUN10:54 amCancun

$208

Spirit Airlines

Feb 13

CUN11:59 amCancun

3h 54m

ORD2:53 pmChicago O'Hare Intl

Feb 15

ORD6:05 amChicago O'Hare Intl

3h 49m

CUN10:54 amCancun

$213

Spirit Airlines

Feb 14

CUN11:59 amCancun

3h 54m

ORD2:53 pmChicago O'Hare Intl

Feb 18

ORD6:05 amChicago O'Hare Intl

3h 49m

CUN10:54 amCancun

$217

United Airlines flights from Cancún to Chicago

Our best United Airlines deals on Cancún to Chicago flight tickets

United Airlines

Apr 16

CUN12:55 pmCancun

4h 05m

ORD5:00 pmChicago O'Hare Intl

Apr 21

ORD8:10 pmChicago O'Hare Intl

13h 56m

1 stop

CUN10:06 amCancun

$220

United Airlines

Apr 30

CUN12:55 pmCancun

4h 05m

ORD5:00 pmChicago O'Hare Intl

May 10

ORD9:17 amChicago O'Hare Intl

3h 53m

CUN1:10 pmCancun

$223

United Airlines

Apr 30

CUN12:55 pmCancun

4h 05m

ORD5:00 pmChicago O'Hare Intl

May 5

ORD8:05 pmChicago O'Hare Intl

15h 57m

1 stop

CUN12:02 pmCancun

$224

Fly from

Fly to

Route

Depart

Return

Price

CancúnChicago

CUN - ORD

CUNORD

Cancun

Thu 2/19

6:27 pm-9:37 pm

Nonstop4h 10m

Chicago O'Hare Intl

Mon 2/23

6:10 am-11:14 am

Nonstop4h 04m

$173

CancúnChicago

CUN - ORD

CUNORD

Cancun

Wed 2/11

7:19 pm-10:28 pm

Nonstop4h 09m

Chicago O'Hare Intl

Sun 2/15

6:10 am-11:14 am

Nonstop4h 04m

$195

CancúnChicago

CUN - ORD

CUNORD

Cancun

Thu 2/12

6:27 pm-9:37 pm

Nonstop4h 10m

Chicago O'Hare Intl

Tue 2/17

8:00 am-1:17 pm

Nonstop4h 17m

$204

CancúnChicago

CUN - ORD

CUNORD

Cancun

Fri 2/13

11:59 am-2:53 pm

Nonstop3h 54m

Chicago O'Hare Intl

Mon 2/16

6:05 am-10:54 am

Nonstop3h 49m

$208

CancúnChicago

CUN - ORD

CUNORD

Cancun

Mon 3/16

10:40 am-2:48 pm

Nonstop4h 08m

Chicago O'Hare Intl

Sun 3/22

1:00 am-10:25 am

1 stop9h 25m

$213

CancúnChicago

CUN - ORD

CUNORD

Cancun

Thu 2/12

11:59 am-2:53 pm

Nonstop3h 54m

Chicago O'Hare Intl

Tue 2/17

6:23 am-9:26 pm

1 stop14h 03m

$214

CancúnChicago

CUN - ORD

CUNORD

Cancun

Sat 2/14

11:59 am-2:53 pm

Nonstop3h 54m

Chicago O'Hare Intl

Wed 2/18

6:05 am-10:54 am

Nonstop3h 49m

$217

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Thu 4/16

10:00 am-4:29 pm

1 stop6h 29m

Chicago Midway

Tue 4/21

9:27 am-8:14 pm

2 stops10h 47m

$277

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Wed 2/11

8:00 am-5:55 pm

2 stops10h 55m

Chicago Midway

Wed 2/18

10:49 am-9:11 pm

1 stop9h 22m

$280

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Thu 3/5

2:55 pm-5:40 pm

Nonstop3h 45m

Chicago Midway

Wed 3/11

8:05 am-11:50 am

Nonstop3h 45m

$295

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 Cancún to Chicago

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

Delays

Other information

What is the cheapest month to fly to Chicago?

The month of February is, on average, the cheapest month to fly to Chicago from Cancún, with most prices found around $223. If you’re not able to fly to Chicago in February, then January is your next best option. Flight prices from Cancún to Chicago during January average around $227.

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

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $222. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Cancún to Chicago for around $415.

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

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Cancún to Chicago during this time can be as low as $224. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $352.

What is the cheapest Cancun to Chicago flight route?

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

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

You are more likely to see cheaper flights to Chicago from Cancún when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $269 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Cancún for as low as $124 on momondo.

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

There are 4 cabin classes available to choose from on Cancun to Chicago 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 Cancún to Chicago flights?

No. A direct flight is the cheapest option for a flight between Cancún to Chicago.

How have Cancún to Chicago flight prices changed over time?

As of February 2026, prices for Cancún to Chicago flights are approximately 39% more expensive when compared to flights at the same time last year.

When to book flights from Cancún to Chicago

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

Estimated round-trip price

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

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

Best Price Found	$209
Fastest flight time	3h 35m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Cancún in the past 72 hours is $209. The best round-trip flight deal from Cancún to Chicago found on momondo in the last 72 hours is $169.

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

Direct flights go from Cancún to Chicago every day.

There are 3 airports in Chicago. From Cancún there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).

Search flight deals

How far is Cancun to Chicago by plane?
A flight from Cancun to Chicago will travel around 1431.3 mi. 3h 35m is a normal flight duration for this route.
When did momondo last update prices for flights from Cancun Airport to Chicago?
Prices for flights from Cancun Airport to Chicago refresh daily.
How many operators does momondo search for flights from Cancun Airport to Chicago?
As of February 2026, there are 4 operators available to choose from for flights from Cancun Airport to Chicago.
How old do you have to be to fly from Cancun Airport to Chicago?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Cancun Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The necessary travel and health documents for your Chicago 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 Cancún to Chicago?
Based on momondo bookings for flights between Cancún and Chicago, the leading plane model is Airbus A321neo, making up 20.39% of the total bookings. Other popular models include Airbus A321-100/200 with 16.15%, Boeing 777 with 14.90%, and Boeing 737 MAX 9 with 14.84%.
What is the most popular airline from Cancún to Chicago?
Based on momondo bookings for flights between Cancún and Chicago, the leading airline is Spirit Airlines, making up 39% of the total bookings. Other popular airlines include Southwest with 33%, United Airlines with 19%, and Frontier with 9%.

Best airlines flying from Cancún to Chicago

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

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $142	Free Cancellation	Rating 5.7 3,051 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $147	Free Cancellation	Rating 6.3 8,392 reviews	Search Spirit Airlines flights
United Airlines	PriceFrom $209	Free Cancellation	Rating 7.4 9,225 reviews	Search United Airlines flights
American Airlines	PriceFrom $271	Free Cancellation	Rating 7.2 11,211 reviews	Search American Airlines flights

United Airlines Flights From Cancún to Chicago
The lowest priced United Airlines flight from Cancún to Chicago from the last 72 hours was $209. Generally, United Airlines has 20 flights on this route every week with an average price of $325. United Airlines is rated 7.4/10 by our users.
American Airlines Flights From Cancún to Chicago
American Airlines is also a popular choice for this route. American Airlines flight deals for Cancún to Chicago start from as low as $271 round-trip, depending on your selected dates, with average American Airlines deals seen on momondo around $310. American Airlines operates 19 flights to Chicago from Cancún in an average week. Users have rated it 7.2/10 across 11,211 reviews.

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Schererville

Valparaiso

Munster

Crown Point

Chesterton

Monticello

Porter

Griffith

Saint John

Why use momondo?

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

Finding the right flight to Chicago from Cancún 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 Chicago quick and easy, saving you time and money.

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

Flights from Cancún to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

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

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

If you are not ready to book a flight from Cancún to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

An easier way to manage your Chicago 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.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

Popular cities in the United States

Flights to New Yorkfrom $49

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Flights to Orlandofrom $49

Flights to San Franciscofrom $67

Flights to Las Vegasfrom $40

Flights to Washington, D.C.from $46

Flights to Bostonfrom $51

Flights to Atlantafrom $42

Flights to Dallasfrom $51

Flights to Seattlefrom $73

Flights to Denverfrom $41

Cheap flights from Cancún to Chicago from $146

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Cancún to Chicago departing on 2/19. 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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Our best Spirit Airlines deals on Cancún to Chicago flight tickets

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Our best United Airlines deals on Cancún to Chicago flight tickets

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Use the filters below to find and compare flights from Cancún to Chicago that are best for you.

See travel insights to Chicago from

How to get the cheapest flight ticket from Cancún to Chicago

What is the cheapest month to fly to Chicago?

The month of February is, on average, the cheapest month to fly to Chicago from Cancún, with most prices found around $223. If you’re not able to fly to Chicago in February, then January is your next best option. Flight prices from Cancún to Chicago during January average around $227.

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

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

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Cancún to Chicago during this time can be as low as $224. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $352.

What is the cheapest Cancun to Chicago flight route?

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

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

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

There are 4 cabin classes available to choose from on Cancun to Chicago 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 Cancún to Chicago flights?

No. A direct flight is the cheapest option for a flight between Cancún to Chicago.

How have Cancún to Chicago flight prices changed over time?

As of February 2026, prices for Cancún to Chicago flights are approximately 39% more expensive when compared to flights at the same time last year.

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

United Airlines, Spirit Airlines, and Southwest are the most popular carriers operating from Cancun to Chicago

What airlines fly to Chicago?

How often are flights from Cancún to Chicago delayed?

Historically, on average around 14% of flights between Cancún and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 157 minutes.

What is the most punctual flight time for Cancún to Chicago flights?

Generally, flights departing in the morning tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

What day of the week experiences the fewest flight delays on this route?

Wednesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Saturday has historically seen more delays on average compared to the rest of the week.

Which airline has the best punctuality record on Cancún to Chicago flights?

According to our data, Southwest have had the least number of delays on this route over the last 12 months; with about 11% of their flights experiencing any sort of delay.

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

As of February 2026, there are 11 flights per day flying from Cancún to Chicago. The most common time of day flights depart is 3:00PM, with 85% of flights taking off in the afternoon.

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

As of February 2026, there are 81 flights per week flying from Cancún to Chicago. The most common day of the week flights depart is Thu, with 16% of flights taking off on this day.

When to book flights from Cancún to Chicago

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

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

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

How far is Cancun to Chicago by plane?

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

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

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

What documentation or ID do you need to fly to Chicago?

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

What is the most popular airline from Cancún to Chicago?

Best airlines flying from Cancún to Chicago

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

United Airlines Flights From Cancún to Chicago

American Airlines Flights From Cancún to Chicago

Traveling to a place near Chicago?

Why use momondo?

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

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

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

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

An easier way to manage your Chicago 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

Daily price changes in your inbox - only with Price Alerts.