Find Cheap Flights from Cancun to Chicago (CUN - CHI)

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

Wed 2/21
Wed 2/28
Any month
Compare vs. KAYAK |

Good to Know

Average Price:
$357
(avg. price over the last 2 weeks)
Good Deal:
$268
or less (round trip)

When to Book Flights from Cancun to Chicago

Flight prices as travel date approaches
-1 day
-2 days

Top tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for $268 or less.
The cheapest flight from Cancun to Chicago was found 49 days before departure, on average.
Book at least 3 weeks before departure in order to get a below-average price.
Morning departure is around 16% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for Booking Cancun to Chicago Flights

How long does a flight from Cancun to Chicago take?
An average nonstop flight takes 3h 40m, covering a distance of 1441 miles.
How many flights are there between Cancun and Chicago?
There are 201 (nonstop) flights between Cancun and Chicago per week, averaging 26 per day.
Which airlines provide the cheapest flights from Cancun to Chicago?
In the past 3 days, the cheapest round-trip tickets were found on Spirit Airlines ($189), Delta ($245) and Aeromexico ($257).
Do I need a passport to fly between Cancun and Chicago?
Yes.
Which airlines fly most frequently between Cancun and Chicago?
United (11 times daily), Southwest (6 times daily), American Airlines (4 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Cancun to Chicago?
For Cancun to Chicago, Wednesday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Chicago back to Cancun, the best deals are generally found on Tuesday, with Sunday being the most expensive.

Book cheap flights from Cancun to Chicago (round-trip)

Airports
Origin
Cancun
$189
only
$189
Destination
Chicago
$189
only
$189
$245
only
$245
Wed, Apr 18
CUN
ORD
3h 50m
Wed, Apr 25
ORD
CUN
3h 25m
Trip: 8 days
5.5OkayShow reviews
Overall 5.5 Okay
Based on 52841 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
TPA
BDL
Excellent 10.0

Flights arrived early

DTW
MSY
Okay 4.6

Please at least give free cups of water. Every time I fly, someone needs a cup if water.

ORD
MCO
Mediocre 2.0

Sprint is by far the worst airline poor communication and customer service.The made us wait for 6hrs then just decided to cancel the flight

EWR
MYR
Excellent 10.0

With a receipt and they went above and beyond to locate me

IAH
MSY
Good 6.3

cheap

Flight options were terrible

Thu, Mar 1
CUN
MDW
10h 19m
Sun, Mar 4
MDW
CUN
6h 22m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16124 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
DTW
SLC
Okay 5.3

Its a 3.5 hr flight. No charging outlets available. Food options very limited by the time they got to me, row 26. No in -seat entertainment screen. Hard seats.

LAX
JFK
Excellent 10.0

I was able to pass the time with ease. A+++ in flight experiences. Great airline staff and awesome food.

No complaints whatsoever.

ATL
DCA
Good 6.6

The movie availability was very much appreciated.

Although my TSA Pre check number was on my flight coming into Atlanta, it wss not on my fight leaving Atlanta. That caused me to arrive at my gate 5 mins before boarding time and prevented me from having time to eat breakfast before my flight.

VPS
ATL
Good 7.3

Quick boarding. Nice crew. No food or entertainment so I couldn't rate those. N/A should be a choice

ATL
SLC
Excellent 10.0

Quick boarding for a big plane. Lots of room for overhead luggage. Two beverage services. Nice crew!

Thu, Apr 12
CUN
MDW
10h 22m
Fri, Apr 20
MDW
CUN
27h 40m
Trip: 9 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 5530 reviews
Overall
7.4
Boarding
7.3
Comfort
7.3
Crew
7.7
Entertainment
7.1
Food
6.9
HUX
MEX
Excellent 10.0

huatulco airport is small and easy to navigate. only needed to arrive 50 mins before departure even with luggage. the flight was comfortable and less than an hour with a complimentary drink (soft drinks, coffee/tea, alcohol).

nothing

SJO
MEX
Excellent 8.0

Left early due to their boarding organization

Nice to be fed but very mediocre

CUN
MEX
Good 7.6

Personal at the check in desks were very nice and helpful. Seats in the air craft were comfortable. Flight AM to JFK was great! I had 3 seats blankets and pillows to my self.

That there was nothing ales but peanuts for a snack. I don't like peanuts. I understand that it was a 2hr flight, but I was tired and would of loved a blanket and they didn't have any. Flight AM to JFK again only one choice for breackfast, so I tried it, eggs w string beans and black beans. Did not like!!

MEX
BOS
Excellent 10.0

we flew clase premier and really enjoyed it. there was cheese and wine to start, then a chicken breast with potatoes along with a courgette salad and then asparagus on the side. the movie selection was good, the seats were comfortable... we were very happy with it.

nothing

MEX
LIM
Mediocre 3.6

Mexico City lounge was terrible as their key hub , the wife and food was bad so I went to the hsbc lounge as I am a vip there was well

Sat, Feb 24
CUN
ORD
3h 48m
Tue, Feb 27
ORD
CUN
3h 30m
Trip: 4 days
5.5OkayShow reviews
Overall 5.5 Okay
Based on 52841 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
DTW
MSY
Okay 4.6

Please at least give free cups of water. Every time I fly, someone needs a cup if water.

TPA
BDL
Good 7.6

On time departure

Golf travel bag was damaged (wheels gone and zippers ripped, soft shell with holes in it). How does this happen on a direct flight? The bag does not have to go very far...

IAH
MSY
Good 6.3

cheap

Flight options were terrible

MSP
MCO
Mediocre 2.3

NOTHING

VERY small aisle, seats were small and very uncomfortable. there was no entertainment and the extra fees for bags and even to have a drink of water or soda on the plane is ridiculous. I will not be flying spirit airlines again.

LAX
IAH
Mediocre 3.0

Horrible customer service. They rescheduled the flight 6 times. they kept lying on the status. Finally departed at 3 AM (instead of 7 PM). Totally arrogant behavior by their ground staff. They have food coupons that no one accepted in the airport.

Sat, May 5
CUN
ORD
3h 50m
Sun, May 13
ORD
CUN
3h 25m
Trip: 9 days
5.5OkayShow reviews
Overall 5.5 Okay
Based on 52841 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
LGA
MYR
Excellent 10.0

Smooth flight and landing. Arrived 10 min early!

Easy and comfortable.

MSP
MCO
Mediocre 2.3

NOTHING

VERY small aisle, seats were small and very uncomfortable. there was no entertainment and the extra fees for bags and even to have a drink of water or soda on the plane is ridiculous. I will not be flying spirit airlines again.

TPA
BDL
Excellent 10.0

Flights arrived early

MCO
MSP
Okay 5.3

decent size plane with wide walking aisle, friendly staff

I will not fly the airline again due to the cheap quality seats, discomfort and lack of any entertainment. not to mention all the additional costs/fees they have separated from the cost of the flight.

MSY
MCO
Mediocre 3.6

We landed.

No free drinks available, not even water. Carry-on size limit is smaller than other airlines, which is deceptive. We sat on the tarmac waiting for another plane to move for 30 minutes after we landed.

Wed, Apr 18
CUN
MDW
10h 34m
Mon, Apr 30
MDW
CUN
6h 45m
Trip: 13 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16124 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
ATL
SLC
Excellent 10.0

Quick boarding for a big plane. Lots of room for overhead luggage. Two beverage services. Nice crew!

JFK
LAX
Excellent 10.0

The in flight entertainment was superb.

I have no complaints.

LAX
JFK
Excellent 10.0

I was able to pass the time with ease. A+++ in flight experiences. Great airline staff and awesome food.

No complaints whatsoever.

DTW
RSW
Excellent 9.6

Free movies. Clean and modern look to airplane.

Could not get wifi to work.

MEX
LAX
Excellent 10.0

The Delta flight was such a pleasant contrast to the funky Interjet flight that I took from L.A. to Mexico that my Economy Class felt like First Class.

Thu, May 17
CUN
ORD
3h 50m
Sun, May 20
ORD
CUN
3h 25m
Trip: 4 days
5.5OkayShow reviews
Overall 5.5 Okay
Based on 52841 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
TPA
BDL
Good 7.6

On time departure

Golf travel bag was damaged (wheels gone and zippers ripped, soft shell with holes in it). How does this happen on a direct flight? The bag does not have to go very far...

TPA
BDL
Excellent 10.0

Flights arrived early

LAX
IAH
Mediocre 3.0

Horrible customer service. They rescheduled the flight 6 times. they kept lying on the status. Finally departed at 3 AM (instead of 7 PM). Totally arrogant behavior by their ground staff. They have food coupons that no one accepted in the airport.

IAH
MSY
Good 6.3

cheap

Flight options were terrible

EWR
MYR
Excellent 10.0

With a receipt and they went above and beyond to locate me

Thu, Apr 12
CUN
ORD
3h 50m
Fri, Apr 20
ORD
CUN
3h 25m
Trip: 9 days
5.5OkayShow reviews
Overall 5.5 Okay
Based on 52841 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
MSP
MCO
Mediocre 2.3

NOTHING

VERY small aisle, seats were small and very uncomfortable. there was no entertainment and the extra fees for bags and even to have a drink of water or soda on the plane is ridiculous. I will not be flying spirit airlines again.

IAH
MSY
Good 6.3

cheap

Flight options were terrible

TPA
BDL
Good 7.6

On time departure

Golf travel bag was damaged (wheels gone and zippers ripped, soft shell with holes in it). How does this happen on a direct flight? The bag does not have to go very far...

MSY
MCO
Mediocre 3.6

We landed.

No free drinks available, not even water. Carry-on size limit is smaller than other airlines, which is deceptive. We sat on the tarmac waiting for another plane to move for 30 minutes after we landed.

MCO
MSP
Okay 5.3

decent size plane with wide walking aisle, friendly staff

I will not fly the airline again due to the cheap quality seats, discomfort and lack of any entertainment. not to mention all the additional costs/fees they have separated from the cost of the flight.

Tue, Jul 3
CUN
MDW
8h 05m
Sat, Jul 7
MDW
CUN
7h 00m
Trip: 5 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 5530 reviews
Overall
7.4
Boarding
7.3
Comfort
7.3
Crew
7.7
Entertainment
7.1
Food
6.9
HUX
MEX
Excellent 10.0

huatulco airport is small and easy to navigate. only needed to arrive 50 mins before departure even with luggage. the flight was comfortable and less than an hour with a complimentary drink (soft drinks, coffee/tea, alcohol).

nothing

MEX
LAX
Excellent 9.3

Loved that they let me board an earlier flight to LAX

Food was insubstantial

LAX
MEX
Okay 4.3

It was a very good fare in terms of biz class

Food was terrible . Drink selections terrible, bathroom dirty , service was not good at all

SFO
MEX
Mediocre 2.0

Never took that flight as I missed the connection. It is a shame how things are done. I had 1.30 min of layer. If it was organized properly I had way enough time to catch the plane but the immagration doesn't care about the time of your flight. No one helps you anywhere. Then I was sent from one place to another before finally finding someone who knew what to do. And course no apologies at any moment

SJO
MEX
Excellent 8.0

Left early due to their boarding organization

Nice to be fed but very mediocre

Sat, Feb 24
CUN
MDW
9h 33m
Tue, Feb 27
MDW
CUN
6h 30m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16124 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
ORD
LGA
Good 6.0

The crew and pilot were absolutely amazing.

This is my 3rd delta flight in a row that has been delayed. I understand these things happen, just extremely frustrating.

DTW
RSW
Excellent 9.6

Free movies. Clean and modern look to airplane.

Could not get wifi to work.

LAX
SFO
Good 7.6

Crew was wonderful, fine flight, very prompt

Was unable to board an earlier flight without paying $75. If there are seats it shouldn't be so difficult to be moved.

JFK
LAX
Excellent 10.0

The in flight entertainment was superb.

I have no complaints.

ATL
SLC
Excellent 10.0

Quick boarding for a big plane. Lots of room for overhead luggage. Two beverage services. Nice crew!

Tue, Jul 3
CUN
ORD
3h 40m
Wed, Jul 11
ORD
CUN
3h 25m
Trip: 9 days
5.5OkayShow reviews
Overall 5.5 Okay
Based on 52841 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
MSP
MCO
Mediocre 2.3

NOTHING

VERY small aisle, seats were small and very uncomfortable. there was no entertainment and the extra fees for bags and even to have a drink of water or soda on the plane is ridiculous. I will not be flying spirit airlines again.

MCO
SJU
Okay 4.0

Timely concienced

Awful seating Expensive food and old No complimentary beverages nor snacks 40 pounds for checkin bags ridicule Hidden costs First time traveling and prices shown on internet raised considerably after all extra charges

MCO
MSP
Okay 5.3

decent size plane with wide walking aisle, friendly staff

I will not fly the airline again due to the cheap quality seats, discomfort and lack of any entertainment. not to mention all the additional costs/fees they have separated from the cost of the flight.

ORD
MCO
Mediocre 2.0

Sprint is by far the worst airline poor communication and customer service.The made us wait for 6hrs then just decided to cancel the flight

EWR
MYR
Excellent 10.0

With a receipt and they went above and beyond to locate me

Thu, May 17
CUN
MDW
9h 22m
Sun, May 20
MDW
CUN
5h 27m
Trip: 4 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 5530 reviews
Overall
7.4
Boarding
7.3
Comfort
7.3
Crew
7.7
Entertainment
7.1
Food
6.9
MEX
SEA
Good 7.0

Flight was too hot, like they forgot to turn the AC on

SJO
MEX
Excellent 8.0

Left early due to their boarding organization

Nice to be fed but very mediocre

MEX
BOS
Excellent 10.0

we flew clase premier and really enjoyed it. there was cheese and wine to start, then a chicken breast with potatoes along with a courgette salad and then asparagus on the side. the movie selection was good, the seats were comfortable... we were very happy with it.

nothing

LAX
MEX
Okay 4.3

It was a very good fare in terms of biz class

Food was terrible . Drink selections terrible, bathroom dirty , service was not good at all

SFO
MEX
Mediocre 2.0

Never took that flight as I missed the connection. It is a shame how things are done. I had 1.30 min of layer. If it was organized properly I had way enough time to catch the plane but the immagration doesn't care about the time of your flight. No one helps you anywhere. Then I was sent from one place to another before finally finding someone who knew what to do. And course no apologies at any moment

Sun, Jun 17
CUN
MDW
8h 25m
Sat, Jul 21
MDW
CUN
5h 37m
Trip: 35 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 5530 reviews
Overall
7.4
Boarding
7.3
Comfort
7.3
Crew
7.7
Entertainment
7.1
Food
6.9
MEX
LAX
Excellent 9.3

Loved that they let me board an earlier flight to LAX

Food was insubstantial

SFO
MEX
Mediocre 2.0

Never took that flight as I missed the connection. It is a shame how things are done. I had 1.30 min of layer. If it was organized properly I had way enough time to catch the plane but the immagration doesn't care about the time of your flight. No one helps you anywhere. Then I was sent from one place to another before finally finding someone who knew what to do. And course no apologies at any moment

MEX
BOS
Excellent 10.0

we flew clase premier and really enjoyed it. there was cheese and wine to start, then a chicken breast with potatoes along with a courgette salad and then asparagus on the side. the movie selection was good, the seats were comfortable... we were very happy with it.

nothing

HUX
MEX
Excellent 10.0

huatulco airport is small and easy to navigate. only needed to arrive 50 mins before departure even with luggage. the flight was comfortable and less than an hour with a complimentary drink (soft drinks, coffee/tea, alcohol).

nothing

LAX
MEX
Okay 4.3

It was a very good fare in terms of biz class

Food was terrible . Drink selections terrible, bathroom dirty , service was not good at all

Sun, Jun 17
CUN
ORD
3h 40m
Sat, Jul 21
ORD
CUN
6h 11m
Trip: 35 days
5.5OkayShow reviews
Overall 5.5 Okay
Based on 52841 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
MCO
MSP
Okay 5.3

decent size plane with wide walking aisle, friendly staff

I will not fly the airline again due to the cheap quality seats, discomfort and lack of any entertainment. not to mention all the additional costs/fees they have separated from the cost of the flight.

EWR
MYR
Excellent 10.0

With a receipt and they went above and beyond to locate me

TPA
BDL
Good 7.6

On time departure

Golf travel bag was damaged (wheels gone and zippers ripped, soft shell with holes in it). How does this happen on a direct flight? The bag does not have to go very far...

ORD
MCO
Mediocre 2.0

Sprint is by far the worst airline poor communication and customer service.The made us wait for 6hrs then just decided to cancel the flight

MSP
MCO
Mediocre 2.3

NOTHING

VERY small aisle, seats were small and very uncomfortable. there was no entertainment and the extra fees for bags and even to have a drink of water or soda on the plane is ridiculous. I will not be flying spirit airlines again.

Show more results

Cancun to Chicago Flight Information

Avg. Flight Duration 3h 36m
Flights Arrive in Chicago
Flights Depart from Cancun
Flight Price $189
Distance 1441 miles
Airlines Spirit Airlines, Delta, Aeromexico
*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an and someone from our team will get back to you promptly.

^
The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.