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MDW - CUN

$122 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 10/21. 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
Tue 7/2
Tue 7/9

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 41,909,192 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
7:54 am - 2:34 pmCUN-MDW
6h 40m1 stop
$293Frontier
Find Deal
Mon, Jun 17 - Wed, Jun 26
7:00 am - 4:21 pmMDW-CUN
9h 21m1 stop
11:10 am - 9:02 pmCUN-MDW
9h 52m1 stop
Tue, Aug 6 - Tue, Aug 20
8:27 am - 3:42 pmMDW-CUN
7h 15m1 stop
5:26 pm - 1:40 pmCUN-MDW
20h 14m1 stop
$295Frontier
Find Deal
Mon, Jul 1 - Wed, Jul 3
8:27 am - 3:42 pmMDW-CUN
7h 15m1 stop
7:54 am - 2:37 pmCUN-MDW
6h 43m1 stop
$299Frontier
Find Deal
Mon, Jul 1 - Wed, Jul 10
6:00 am - 4:21 pmMDW-CUN
10h 21m1 stop
7:54 am - 2:37 pmCUN-MDW
6h 43m1 stop
$300Frontier
Find Deal
Wed, Jul 24 - Wed, Aug 7
9:44 pm - 7:07 amMDW-CUN
9h 23m1 stop
11:05 am - 10:41 pmCUN-MDW
11h 36m1 stop
Sun, Sep 15 - Wed, Sep 18
2:05 pm - 7:53 pmMDW-CUN
5h 48m1 stop
8:15 am - 2:56 pmCUN-MDW
6h 41m1 stop
$389Aeromexico
Find Deal
Sat, Sep 14 - Thu, Sep 19
12:47 pm - 12:32 amMDW-CUN
11h 45m2 stops
9:34 am - 9:38 pmCUN-MDW
12h 04m2 stops
$390Delta
Find Deal
Wed, Sep 25 - Sat, Sep 28
12:47 pm - 12:32 amMDW-CUN
11h 45m2 stops
8:15 am - 9:38 pmCUN-MDW
13h 23m1 stop
$401Delta
Find Deal
Fri, Sep 20 - Tue, Sep 24
10:11 am - 7:53 pmMDW-CUN
9h 42m1 stop
8:15 am - 9:44 pmCUN-MDW
13h 29m1 stop
$467Aeromexico
Find Deal
Sat, Oct 19 - Wed, Oct 23
8:13 pm - 3:50 pmMDW-CUN
19h 37m1 stop
$122Frontier
Find Deal
Mon, Oct 21
5:57 pm - 7:26 amMDW-CUN
13h 29m1 stop
$127Frontier
Find Deal
Thu, Jun 13
8:53 am - 12:57 pmMDW-CUN
28h 04m1 stop
Sat, Jun 15
10:41 am - 7:55 pmMDW-CUN
9h 14m1 stop
$168Aeromexico
Find Deal
Tue, Jun 25
1:05 pm - 8:53 pmMDW-CUN
6h 48m1 stop
$179Aeromexico
Find Deal
Mon, Nov 18
9:33 am - 7:55 pmMDW-CUN
10h 22m2 stops
$180Delta
Find Deal
Tue, Jul 23
3:36 pm - 8:13 amMDW-CUN
16h 37m2 stops
Wed, Jul 17
9:33 am - 7:55 pmMDW-CUN
10h 22m2 stops
$282Delta
Find Deal
Tue, Jul 16
8:45 pm - 9:28 pmMDW-CUN
24h 43m2 stops
$291Volaris
Find Deal
Mon, Oct 21
10:41 pm - 12:59 pmMDW-CUN
13h 18m1 stop
$298Volaris
Find Deal
Sat, Nov 23
5:12 pm - 8:15 amMDW-CUN
15h 03m1 stop
4:09 pm - 2:34 pmCUN-MDW
22h 25m1 stop
$334Frontier
Find Deal
Fri, Jun 7 - Thu, Jun 13
2:36 pm - 3:42 pmMDW-CUN
25h 06m1 stop
11:59 am - 9:20 pmCUN-MDW
9h 21m1 stop
$337Frontier
Find Deal
Thu, Jun 6 - Tue, Jun 11
2:29 pm - 12:57 pmMDW-CUN
22h 28m1 stop
7:54 am - 2:34 pmCUN-MDW
6h 40m1 stop
Wed, Jun 5 - Wed, Jun 12
10:02 pm - 12:55 pmMDW-CUN
14h 53m1 stop
5:05 pm - 8:34 amCUN-MDW
15h 29m1 stop
Mon, Jun 3 - Fri, Jun 7
12:42 pm - 12:29 amMDW-CUN
11h 47m2 stops
8:00 am - 9:46 pmCUN-MDW
13h 46m1 stop
$512Aeromexico
Find Deal
Wed, Jun 5 - Fri, Jun 7
6:00 am - 2:11 pmMDW-CUN
8h 11m1 stop
8:00 am - 5:04 pmCUN-MDW
9h 04m2 stops
$614Delta
Find Deal
Wed, Jun 5 - Wed, Jun 12
9:32 am - 7:51 pmMDW-CUN
10h 19m2 stops
8:00 am - 9:46 pmCUN-MDW
13h 46m1 stop
$638Delta
Find Deal
Tue, Jun 4 - Tue, Jun 11
8:45 pm - 8:54 pmMDW-CUN
24h 09m2 stops
9:30 am - 9:47 amCUN-MDW
24h 17m2 stops
$824Volaris
Find Deal
Thu, Jun 6 - Thu, Jun 13
8:45 am - 2:11 pmMDW-CUN
5h 26m1 stop
8:00 am - 2:55 pmCUN-MDW
6h 55m1 stop
$949Aeromexico
Find Deal
Tue, Jun 4 - Sat, Jun 8
8:45 pm - 9:04 amMDW-CUN
12h 19m1 stop
9:39 pm - 9:47 amCUN-MDW
12h 08m1 stop
$1,619Volaris
Find Deal
Tue, Jun 4 - Sun, Jun 9

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 $301 on average. On the other hand, the most expensive months are March and June, where the average cost of tickets is $522 and $393 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 4 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 $293 on Frontier, followed by Aeromexico ($389). One-way flight deals have also been found from as low as $122 on Frontier and from $168 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 Thursday.

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

$122
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 $122 for a one-way ticket and $293 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 $549 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 $596 and an overall rating of 7.5.

  • 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 10402 reviews
8.2Boarding
8.6Crew
8.0Entertainment
7.9Comfort
7.4Food
Airline reviews

Friendly flight attendants. Comfort plus seats were very comfortable and had lots of leg room. 10A and 10 B.

10.0 ExcellentBarb, Jun 2024MSP - JFK
Read more about Delta reviews

Friendly flight attendants. Comfort plus seats were very comfortable and had lots of leg room. 10A and 10 B.

I've flown many many times on Northwest and then Delta. The crew on this flight were absolutely the best I've had the pleasure of being looked after by.

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

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

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

Great airplane The confort was within the high standards. My only little problem was That all the movies ( only 3) was on Spanish, even though I was selecting the audio on English it didn't happen. After that I highly recommend aeromexico

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.

Flighty delayed on boarding - then group 1 had to check their carry on bags but groups 3 and beyond could carry bags on - very inconvenient for weekend business trip with no checked baggage. Then delayed on the runway - before take off. No communication from pilot on why or how long. Wifi/Entertainment didn't work for 4+ flight. Upon arrival, attendants announced wrong carousel for baggage claim - everyone was waiting at the wrong place for their checked bags. This was a mess united!

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

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?

Flight got diwngraded last minute and left us stranded. I was told I’ll be given credit for my luggage and seat upgrades but haven’t got anything yet

We can’t predict circumstances like this ahead of time, but I give your staff a hats off for immediately giving us updated informations.

It was nice! There was a very unhappy child in front of us and the flight attendant did a great job calming the child. I was impressed.

The plane was not on time for boarding or departure or arrivals.

EVERYTHING WAS WONDERFUL HOSPITALITY THE HELP.THE SEATING FRIENDLY ALWAYS HAVE A GOOD RIDE NOT ONE BAD EXPERIENCE WITH THEM

This was the smoothest flight I have had in awhile. I was also offered an exit row seat for a great upgrade cost and was able to sleep almost thr whole flight due to comfort and a smooth flight. We left on time and arrived on time.

No food not even water offered unless you buy it and no usb in the seat but other than that everything was good

Because our flight from marsh Harbor to Fort Lauderdale was over three hours delayed it caused us to miss our flight in Fort Lauderdale. Because we missed that flight, it cost us nearly $100 apiece for four different travelers which totaled nearly $400. We are seeking a reimbursement for the flight that we missed in Fort Lauderdale Florida.

Flight expected to leave at 6:40 pm ended leaving at 8:00 am the following day. I slept in a cold airport. Never again Spirit for me…

This was the return leg of my journey with Spirit Airlines. Despite its reputation, I found no issues as it got me from point A to B safely and without delay, especially with no mechanical delays, which is fantastic in my book! The staff, from ground crew to cabin crew, were all pleasant and hassle-free. The flight was smooth from takeoff to landing. I have absolutely no complaints about this no-frills airline!

Flight was delay 9hrs and nothing was provided at airport, had to go and get a room to sleep in, paid for Uber back and fort with no offers until we landed back home a 1hr later for a $75 voucher for a future flight.

Didn't like anything..entire crew was very rude to everyone on the flight. Plane old and the trays fall down on you the while time you're flying. Charged more for a carry on bag than for the plane ticket itself. Did make it from point a to point b, but worth the extra money to fly with another airline

9 hours of delay!! Was not able to check my luggage that I paid for!!!

It was delayed 9 hours for operational reasons, despite the plane arriving to the airport on time.

I am very disappointed with Frontier Airlines. They cancelled our flight because they couldn't find a crew member, and then didn't get us to our connecting flight. We had to cancel our whole vacation. We were promised flight and hotel vouchers, but they never sent them.

9hrs delay and didn’t provided anything until after flight landed $75 voucher for fiuture travel no meals or anything.

It was ridiculously hard to check in for the flight, and Frontier charged us a LOT of money to have a carry on suitcase, and then told everyone we could not carry on bags and had to check them through at the gate, and didn't refund the extra money we paid to have the suitcase as carry on.

I had a terrible experience with Frontier. I arrived before the 60 minute cut off and was told that Frontier has a two hour window for bags. I was then told the next available flight wasn’t until the end of the day (I had booked a 6am flight). I took a look around and saw other people being told that they could not board their flights or that they had to pay additional fees. I opted to rebook on American Airlines. There’s absolutely no straightforward way to contact Frontier, so this ticket was a complete waste of money. Oh - and the kicker is that the lady lied about the two hour cut off.

Frontier won’t help you at the airport without paying $25. Carry on was $75. Then you get on the plain and every beverage or snack is also a charge. Seats are hard and real packed in. I would never fly them again.

Worst experience I have seen. The flight was cancelled without any reason.

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.
10/21Mon
1 stopFrontier
19h 37mMDW-CUN
$122
6/13Thu
1 stopFrontier
13h 29mMDW-CUN
$127
6/15Sat
1 stop
28h 04mMDW-CUN
$148
6/25Tue
1 stopAeromexico
9h 14mMDW-CUN
$168
11/18Mon
1 stopAeromexico
6h 48mMDW-CUN
$179
7/23Tue
2 stopsDelta
10h 22mMDW-CUN
$180
7/17Wed
2 stops
16h 37mMDW-CUN
$188
7/16Tue
2 stopsDelta
10h 22mMDW-CUN
$282
10/21Mon
2 stopsVolaris
24h 43mMDW-CUN
$291
11/23Sat
1 stopVolaris
13h 18mMDW-CUN
$298

Search by stops

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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.
6/7Fri
multi-stopFrontier
15h 03mMDW-CUN
6/13Thu
multi-stopFrontier
22h 25mCUN-MDW
$334
6/6Thu
multi-stopFrontier
25h 06mMDW-CUN
6/11Tue
multi-stopFrontier
9h 21mCUN-MDW
$337
6/5Wed
multi-stop
22h 28mMDW-CUN
6/12Wed
multi-stop
6h 40mCUN-MDW
$343
6/3Mon
multi-stop
14h 53mMDW-CUN
6/7Fri
multi-stop
15h 29mCUN-MDW
$418
6/5Wed
multi-stopAeromexico
11h 47mMDW-CUN
6/7Fri
multi-stopAeromexico
13h 46mCUN-MDW
$512
6/5Wed
multi-stopDelta
8h 11mMDW-CUN
6/12Wed
multi-stopDelta
9h 04mCUN-MDW
$614
6/4Tue
multi-stopDelta
10h 19mMDW-CUN
6/11Tue
multi-stopDelta
13h 46mCUN-MDW
$638
6/6Thu
multi-stopVolaris
24h 09mMDW-CUN
6/13Thu
multi-stopVolaris
24h 17mCUN-MDW
$824
6/4Tue
multi-stopAeromexico
5h 26mMDW-CUN
6/8Sat
multi-stopAeromexico
6h 55mCUN-MDW
$949
6/4Tue
multi-stopVolaris
12h 19mMDW-CUN
6/9Sun
multi-stopVolaris
12h 08mCUN-MDW
$1,619

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Chicago Midway Airport - Cancún Flights

Departure:

Chicago Midway Airport (MDW)United States

Destination:

Cancun (CUN)Mexico

Return flight deals:

Cancun - Chicago Midway Airport

Cabin classes:

$79

Browse destinations: