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MDW - CUN

$119 Find cheap flights from Chicago Midway Airport to Cancun

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Cancún departing on 6/1. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Fri 6/21
Fri 6/28

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.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Cancún.
In the last 7 days travelers have searched 43,423,329 times on KAYAK, and here is why:

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Cheap flight deals from Midway to Cancún (MDW-CUN)

 
These are the cheapest deals for flights from Midway 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 Midway to Cancún

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

Recent one-way flight deals from Midway to Cancún

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

Recent last minute flight deals from Midway to Cancún

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

Recent direct flight deals from Midway to Cancún

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

Cheap bus & train deals from Midway to Cancún

Find recent round-trip train or bus tickets from Midway 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
8:27 am - 3:42 pmMDW-CUN
7h 15m1 stop
2:05 pm - 1:32 pmCUN-MDW
23h 27m1 stop
Wed, Jun 5 - Tue, Jun 11
8:27 am - 3:42 pmMDW-CUN
7h 15m1 stop
7:54 am - 2:34 pmCUN-MDW
6h 40m1 stop
$291Frontier
Find Deal
Wed, Jun 5 - Wed, Jun 12
8:27 am - 3:42 pmMDW-CUN
7h 15m1 stop
7:54 am - 2:37 pmCUN-MDW
6h 43m1 stop
$314Frontier
Find Deal
Wed, Jun 19 - Wed, Jul 10
10:16 am - 10:44 amMDW-CUN
24h 28m1 stop
11:59 am - 9:20 pmCUN-MDW
9h 21m1 stop
$321Frontier
Find Deal
Tue, Jun 4 - Tue, Jun 11
8:27 am - 3:42 pmMDW-CUN
7h 15m1 stop
2:05 pm - 1:38 pmCUN-MDW
23h 33m1 stop
Wed, Jun 5 - Sun, Jun 9
8:27 am - 3:42 pmMDW-CUN
7h 15m1 stop
7:54 am - 2:34 pmCUN-MDW
6h 40m1 stop
$325Frontier
Find Deal
Mon, Jun 24 - Wed, Jun 26
6:00 am - 7:55 pmMDW-CUN
13h 55m1 stop
8:00 am - 9:46 pmCUN-MDW
13h 46m1 stop
$390Aeromexico
Find Deal
Sun, Jul 7 - Wed, Jul 10
9:35 am - 7:53 pmMDW-CUN
10h 18m2 stops
6:02 am - 5:59 pmCUN-MDW
11h 57m2 stops
$394Delta
Find Deal
Sat, Sep 7 - Tue, Sep 10
1:05 pm - 7:53 pmMDW-CUN
6h 48m1 stop
9:00 am - 9:44 pmCUN-MDW
12h 44m2 stops
$434Delta
Find Deal
Fri, Sep 13 - Mon, Sep 16
10:11 am - 8:53 pmMDW-CUN
9h 42m1 stop
8:15 am - 5:59 pmCUN-MDW
10h 44m1 stop
$471Aeromexico
Find Deal
Tue, Nov 5 - Tue, Nov 12
2:35 pm - 10:24 amMDW-CUN
19h 49m1 stop
$119Frontier
Find Deal
Sat, Jun 1
10:00 am - 8:06 amMDW-CUN
22h 06m1 stop
$122Frontier
Find Deal
Sat, Sep 14
6:00 am - 3:18 pmMDW-CUN
9h 18m1 stop
$176Aeromexico
Find Deal
Tue, Aug 13
6:00 am - 9:04 amMDW-CUN
27h 04m2 stops
Wed, Jun 12
9:32 am - 7:51 pmMDW-CUN
10h 19m2 stops
$180Delta
Find Deal
Tue, Jun 4
10:20 pm - 11:29 amMDW-CUN
13h 09m2 stops
Tue, Jul 9
9:32 am - 7:51 pmMDW-CUN
10h 19m2 stops
$224Delta
Find Deal
Wed, Jun 5
10:11 am - 3:18 pmMDW-CUN
5h 07m1 stop
$253Aeromexico
Find Deal
Wed, Aug 14
8:45 pm - 12:40 pmMDW-CUN
15h 55m2 stops
$340Volaris
Find Deal
Tue, Jun 18
8:45 pm - 12:40 pmMDW-CUN
15h 55m2 stops
$347Volaris
Find Deal
Thu, Jun 6
5:11 am - 12:59 pmMDW-CUN
31h 48m1 stop
11:09 am - 7:57 pmCUN-MDW
8h 48m1 stop
Mon, May 27 - Sat, Jun 1
2:35 pm - 10:24 amMDW-CUN
19h 49m1 stop
11:39 am - 7:40 pmCUN-MDW
8h 01m1 stop
$492Frontier
Find Deal
Sat, May 25 - Thu, May 30
6:00 am - 6:43 pmMDW-CUN
12h 43m2 stops
8:10 am - 5:06 pmCUN-MDW
8h 56m2 stops
$676Delta
Find Deal
Sun, May 26 - Wed, May 29
9:32 am - 7:51 pmMDW-CUN
10h 19m2 stops
8:10 am - 10:01 pmCUN-MDW
13h 51m1 stop
$714Delta
Find Deal
Mon, May 27 - Mon, Jun 3
8:45 pm - 9:28 pmMDW-CUN
24h 43m2 stops
1:15 pm - 9:47 amCUN-MDW
20h 32m2 stops
$822Volaris
Find Deal
Thu, May 23 - Mon, May 27
3:45 pm - 9:59 amMDW-CUN
18h 14m1 stop
9:40 am - 10:01 pmCUN-MDW
12h 21m2 stops
$1,008Aeromexico
Find Deal
Sat, May 25 - Sat, Jun 1
8:45 pm - 9:04 amMDW-CUN
12h 19m1 stop
10:04 pm - 9:47 amCUN-MDW
11h 43m1 stop
$1,094Volaris
Find Deal
Mon, May 27 - Fri, May 31
2:15 pm - 12:06 pmMDW-CUN
21h 51m2 stops
7:38 pm - 6:07 pmCUN-MDW
22h 29m2 stops
$1,098WestJet
Find Deal
Fri, May 24 - Tue, May 28
5:00 pm - 12:21 pmMDW-CUN
19h 21m2 stops
7:38 pm - 1:35 pmCUN-MDW
17h 57m2 stops
$1,112WestJet
Find Deal
Sat, May 25 - Tue, May 28
8:45 am - 8:28 pmMDW-CUN
11h 43m2 stops
8:20 am - 10:01 pmCUN-MDW
13h 41m2 stops
$1,421Aeromexico
Find Deal
Fri, May 24 - Sun, May 26

Flights from Midway to Cancún - Travel Insights & Trends

Get data-powered insights and trends into flights from Midway 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 Midway Airport to Cancún?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago Midway 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 Midway Airport to Cancún is January, where tickets cost $300 on average. On the other hand, the most expensive months are March and June, where the average cost of tickets is $522 and $391 respectively.

How far in advance should I book a flight from Chicago Midway 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 Midway 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 Midway Airport to Cancún, you should book around 1 day before departure. For the absolute cheapest price, our data suggests you should book 9 days before departure.

Which airlines provide the cheapest flights from Chicago Midway Airport to Cancún?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The cheapest return flight ticket from Chicago Midway Airport to Cancún found by KAYAK users in the last 72 hours was for $291 on Frontier, followed by Aeromexico ($390). One-way flight deals have also been found from as low as $119 on Frontier and from $176 on Aeromexico.

How many flights are there between Chicago Midway Airport and Cancún per day?

Each day, there are between 1 and 2 nonstop flights that take off from Chicago Midway Airport and land in Cancún, with an average flight time of 3h 37m. The most common departure time is 6:00 am and most flights take off in the morning. Each week, there are 9 flights. The most frequent day of departure is Sunday, when 22% of all weekly flights depart. The fewest flights depart on a Friday.

Which cabin class options are there for flights between Chicago Midway Airport and Cancún?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There is only one cabin class option available for the route, which is Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

What’s the earliest departure time from Chicago Midway Airport to Cancún?

Early birds can take the earliest flight from Chicago Midway Airport at 6:15 am and will be landing in Cancún at 9:55 am.

What’s the latest departure time from Chicago Midway Airport to Cancún?

If you prefer to fly at night, the latest flight from Chicago Midway Airport to Cancún jets off at 1:00 pm and lands at 4:40 pm.

Good to know

Low season

September

High season

December

Cheapest flight

$119
Best time to beat the crowds but there is an average 8% increase in price.
Most popular time to fly and prices are also 18% lower on average.
Flight from Chicago Midway Airport to Cancún

When to book flights from Midway to Cancún

Are your dates flexible? Find out the best times to travel from Midway 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 Midway Airport to Cancun flights

  • What is the cheapest flight from Chicago Midway Airport to Cancún?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Cancún was $119 for a one-way ticket and $284 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Cancún?

    Yes

  • Which airports will I be using when flying from Chicago Midway Airport to Cancún?

    Chicago Midway Airport airport is called Chicago Midway and the only airport in Cancún is Cancun.

  • Which airlines offer Wi-Fi service onboard planes from Chicago Midway Airport to Cancún?

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

  • Which aircraft models fly most regularly from Chicago Midway Airport to Cancún?

    The Airbus A320neo is the aircraft model that flies most regularly on the Chicago Midway Airport to Cancun flight route.

  • On which days can I fly direct from Chicago Midway Airport to Cancún?

    There are nonstop flights from Chicago Midway Airport to Cancún on a daily basis.

  • Which is the best airline for flights from Chicago to Cancún, Delta or Aeromexico?

    The two airlines most popular with KAYAK users for flights from Chicago to Cancún are Delta and Aeromexico. With an average price for the route of $532 and an overall rating of 8.0, Delta is the most popular choice. Aeromexico is also a great choice for the route, with an average price of $589 and an overall rating of 7.6.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Cancún?

    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 Midway Airport to Cancún.

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

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

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Cancún?

    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 Cancún with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and CUN can sometimes prove cheaper using this method.

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

    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 Cancún from Chicago Midway Airport 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 Midway Airport to Cancún

  • Looking for a cheap flight? 25% of our users found flights on this route for $133 or less round-trip.

Prefer to fly non-stop from Chicago Midway Airport to Cancún?

Find which airlines fly direct from Midway to Cancun, which days they fly and book direct flights.

Nonstop departures

Chicago Midway to Cancun

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Nonstop returns

Cancun to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights
See more direct flights

Top 5 airlines serving from Midway to Cancún

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Cancún. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Cancún? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10585 reviews
7.4Food
7.9Comfort
8.6Crew
8.0Entertainment
8.2Boarding
Airline reviews

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

2.0 MediocreLisa, May 2024AUS - JFK
Read more about Delta reviews

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Half the bathrooms assigned to economy were out of action

Delta crushed it. Flight attendant in first was attentive and just never stopped. Honestly one of the best domestic flights I’ve been on.

They were an hour late and they didn’t have my wheelchair for me

The Flight crew didn’t serve us until about 1.5 hours into the flight because of turbulence but after it ended it was fine to move around. They served us water only and snacks and then NEVER, NOT ONE TIME came through to collect trash until right before landing about 1.5 hours later. There was absolutely no need for that. They crew was just standing around talking and visiting with each other and really never tried to see if we might want something besides water or even try to come pick up trash. This is VERY unusual for a Delta flight but it was not what I would have expected for a 4 hour flight.

The 1st class male crew member was very pleasant - the short female with round glasses , maybe in 50’s had no personality- never spoke when delivering my food, drink, & never smiled the whole trip! In fact looked annoyed when the boarding proses was happening- I would never hire this woman - unfriendly . Have never dealt with a crew member like her-

5-hour delay due to storms in Tanoa and airspace restricted by Miami traffic controllers.

A regional sized plane was used for a cross country flight with no overhead bin space. I had to "pink check" my laptop and my medications. I was NOT pleased!!!!

The plane was so outdated, that it made it uncomfortable. The temperature was hot during the whole flight

Happy attentive flight crew. All in all good flight the night flight works well. Getting into Mexico City early so you don't get caught up it all the immigration and custom ques, additionally, this helps when exiting the airport and crossing the city to your final destination. All works very well and would do it again

Some entertainment and food/snack service would have been nice

All the pessengers should be wait in a line útil the creo and piloto are arrived.

Planes seat could be bigger very uncomfortable for tall humans.

Atraso de dos horas y media con vuelos sobre vendidos

1 hour waiting for suitcases to come out traveling in business class and food in business class is a sandwich? Avoid Aeromexico .

Newer plane with large seats. No meal, but snacks were plentiful. Inflight entertainment was good but movies were dated.

No space reserved for anyone who didn’t have underseat in front of them. Made it inconvenient to get the backs secured. No inflight entertainment in the 190. Bring your own! Food was excellent and we were surprised to get a full breakfast.

Cons: "left Houston more than 2 hours later, arrive in Mexico over 2 am"

Standard flight experience, but there is only power at the seat to row 20 on the aircraft, on my initial check in it did not say that was the case

Energetic crew - flight full of swiftied going to Taylor's opening show in Paris! Long lines for bathroom made out kind of suck though

I’ve had a couple flights this week on United that were delayed by an hour or more

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

Nothing beats ANA customer service on my opinion. Maybe because of their Japanese culture (and food). Arigatō

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

Flight delayed for 2 hours due to a part. The plane sat waiting for boarding for a long time and during final preflight inspection the issue was found. Why not do the preflight inspection sooner if you know the plane is being used?

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

I got a one-way, last-minute nonstop flight from PDX to BWI for only $125. Yes, I got nicked $79 more for a checked suitcase and $89 more for the BIG SEAT option, but it was worth it, even with $4.50 for coffee and $10 for a snack (the latter no different than any other airline). The grand total was still less flying on any other airline.

It was the worst ever, i will be filing a lawsuit to get a refund. Our flight was delayed 4 hours so we would miss our connecting flight, we were not rebooked to our destination the same day, we were not offered any options to get home on the same day despite being clear that we absolutely cannot get stranded at night due to family, we were forced to book our own flights on a different airline to get home, and spririt is refusing a refund because our flight wasn't cancelled, only delayed. oh yeah, and they lost our luggage on the first part of the trip and you cannot get a hold of customer service when anything goes wrong, on hold for 30+ minutes. and their app breaks so you can't use that either.

This recognisable no-frills airline gets me from point-A to point-B. I was able to get to Chicago without stress. The checked baggage collection and reclaim could be improved.

The crew was the best and very accommodating I know you don't offer any complimentary items but water and coffee will not break the bank !!

My flight was cancelled!!! I had to spend 200.00 on another flight!!

The whole day was a nightmare. Flight extremely late. Boarding was a mess of a nightmare.

When we landed, they kept us on the plane for almost 25 minutes. Could do better.

worst trip ever Spirit lost our Baggs which were never put on the plane in Atlanta. 24 hours ago they are telling me now that the bags are still missing.

The flight attendants were very personable, extremely friendly, and had a very good feeling of the energy around them not to mention they’re very funny and engaging. What made up for the discomfort of the seats and the fact that the plane sat for a long time on the Turmac. Not sure if the pilot was new, but the landing was very rough sort of like I was at a magic mountain theme park ride that was built in 1959

Flight was delayed 2+ hours missed a concert because of it…

Plane could have been more on time. More leg room .

I arrived 1 hour prior to boarding, and they said I was too late for a domestic flight. First time I heard that :-(

Check in online was easy. Seats aren’t very comfortable

Fecal matter in seat back pocket. Presumably from a kids diaper.

Worst airline to travel with. They treat you like a prisoner in a jailhouse barking out orders and threats. Nickle and dime you to the same price or higher than a respectable airline like one of the big 3 . Might as well fly with standard airlines

Well I mean u get what u pay for so 🤷‍♂️

Over an hour delay in departure but I was notified beforehand. Another delay on tarmac upon arrival at LGA. We ended up departing the plane almost 2 hours later than expected

I fly Frontier because it’s affordable. I understand that the seats are tight and not the most comfortable…but that’s part of it. The problem with this flight was that there was a group of travelers directly behind me at the back of the plane who were ridiculously loud and obnoxious the entire flight. I’m pretty sure they were drunk and I could periodically smell an odd odor that I believe was one of them using a smokeless vape pen. The stewards had to remind them to keep quiet during the pre-flight instruction, but that was it. They never said another thing to them for the rest of the flight. It was a miserable.

I checked a bag because it was $5 less than carry on. They managed to lose my bag on a 2.5 hr direct flight! Frontier has no airport staff at baggage claim to help. As soon as I got home around 11 pm I tried to use their online system to file the claim for lost bag - system wouldn't take the # on my baggage claim ticket - said it was not the correct number. Also said that I had not checked a bag, which wasn't true - even my online boarding pass showed that I had checked a bag. Wasted about an hour on that process with no luck. Tried again in the morning - same thing. So tried online chat with Frontier bot - waited 35-40" twice to be connected to a baggage agent and it never happened. Eventually drove to PDX after work and waited 2 hrs for the Frontier ticket agents to arrive prior to the next Frontier flight out of PDX and FINALLY got some help from one of them, to take me to lost luggage area where I was able to retrive my bag. Probably took 4-5 hrs. of my time and endless frustration to get my bag. This was my first -- and LAST -- experience flying Frontier Airlines. Check-in was also extremely difficult and time consuming. The flight itself (and staff) were fine but everything else about the experience was a total disaster! The fact that Frontier literally has NO WAY to connect to a human voice for customer service (in this case for lost luggage) is the WORST!!!!!

Frontier is a crappy airline nothing about it is honest

Book cheap flights from Chicago to Cancun

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Cancún found on KAYAK in the last 72 hours.
6/1Sat
1 stopFrontier
19h 49mMDW-CUN
$119
9/14Sat
1 stopFrontier
22h 06mMDW-CUN
$122
8/13Tue
1 stopAeromexico
9h 18mMDW-CUN
$176
6/12Wed
2 stops
27h 04mMDW-CUN
$179
6/4Tue
2 stopsDelta
10h 19mMDW-CUN
$180
7/9Tue
2 stops
13h 09mMDW-CUN
$189
6/5Wed
2 stopsDelta
10h 19mMDW-CUN
$224
8/14Wed
1 stopAeromexico
5h 07mMDW-CUN
$253
6/18Tue
2 stopsVolaris
15h 55mMDW-CUN
$340
6/6Thu
2 stopsVolaris
15h 55mMDW-CUN
$347

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Last minute flights from Midway to Cancún

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Cancún that are departing in the next 10 days.
5/27Mon
multi-stop
31h 48mMDW-CUN
6/1Sat
multi-stop
8h 48mCUN-MDW
$445
5/25Sat
multi-stopFrontier
19h 49mMDW-CUN
5/30Thu
multi-stopFrontier
8h 01mCUN-MDW
$492
5/26Sun
multi-stopDelta
12h 43mMDW-CUN
5/29Wed
multi-stopDelta
8h 56mCUN-MDW
$676
5/27Mon
multi-stopDelta
10h 19mMDW-CUN
6/3Mon
multi-stopDelta
13h 51mCUN-MDW
$714
5/23Thu
multi-stopVolaris
24h 43mMDW-CUN
5/27Mon
multi-stopVolaris
20h 32mCUN-MDW
$822
5/25Sat
multi-stopAeromexico
18h 14mMDW-CUN
6/1Sat
multi-stopAeromexico
12h 21mCUN-MDW
$1,008
5/27Mon
multi-stopVolaris
12h 19mMDW-CUN
5/31Fri
multi-stopVolaris
11h 43mCUN-MDW
$1,094
5/24Fri
multi-stopWestJet
21h 51mMDW-CUN
5/28Tue
multi-stopWestJet
22h 29mCUN-MDW
$1,098
5/25Sat
multi-stopWestJet
19h 21mMDW-CUN
5/28Tue
multi-stopWestJet
17h 57mCUN-MDW
$1,112
5/24Fri
multi-stopAeromexico
11h 43mMDW-CUN
5/26Sun
multi-stopAeromexico
13h 41mCUN-MDW
$1,421

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Chicago Midway Airport - Cancún Flights

Departure:

Chicago Midway Airport (undefined)United States

Destination:

Cancun (CUN)Mexico

Return flight deals:

Cancun - Chicago Midway Airport

Cabin classes:

$79

Browse destinations: