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Cheap flights from Chicago Midway Airport to Cancún from $121

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Cancún departing on 3/7. 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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Find the cheapest flights from Chicago Midway Airport to Cancún

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago Midway Airport to Cancún that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago Midway Airport to Cancún.

Cheap last minute flights

Planning a quick getaway from Chicago Midway Airport to Cancún? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Cancún, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago Midway Airport to Cancún

Find recent round-trip train or bus tickets from Chicago Midway Airport to Cancún.

All round-trip flight deals to Cancún

The cheapest plane tickets to Cancún found on KAYAK recently.
5:10 am - 1:04 pmMDW-CUN
6h 54m1 stop
3:49 pm - 12:17 amCUN-MDW
9h 28m1 stop
Sat, Mar 1 - Wed, Mar 5
5:10 am - 1:04 pmMDW-CUN
6h 54m1 stop
3:49 pm - 12:17 amCUN-MDW
9h 28m1 stop
Sat, Mar 1 - Wed, Mar 5
4:08 pm - 12:25 pmMDW-CUN
19h 17m1 stop
3:49 pm - 12:17 amCUN-MDW
9h 28m1 stop
$302Frontier
Find Deal
Sun, Mar 2 - Wed, Mar 5
8:01 pm - 9:01 amMDW-CUN
12h 00m1 stop
3:49 pm - 12:17 amCUN-MDW
9h 28m1 stop
$306Frontier
Find Deal
Wed, Feb 5 - Wed, Feb 12
9:40 am - 5:10 pmMDW-CUN
6h 30m1 stop
9:20 am - 12:00 pmCUN-MDW
3h 40mnonstop
$331Southwest
Find Deal
Sat, Mar 1 - Thu, Mar 6
4:30 pm - 8:25 pmMDW-CUN
3h 55mnonstop
8:20 am - 12:00 pmCUN-MDW
3h 40mnonstop
$341Southwest
Find Deal
Fri, Mar 14 - Thu, Mar 20
7:55 pm - 9:04 amMDW-CUN
12h 09m1 stop
9:45 pm - 8:45 amCUN-MDW
12h 00m1 stop
$346Volaris
Find Deal
Mon, Jan 27 - Wed, Feb 5
7:55 pm - 9:04 amMDW-CUN
12h 09m1 stop
9:45 pm - 8:45 amCUN-MDW
12h 00m1 stop
$351Volaris
Find Deal
Sat, Feb 1 - Wed, Feb 5
6:00 am - 6:31 pmMDW-CUN
11h 31m2 stops
4:25 pm - 10:20 pmCUN-MDW
6h 55m1 stop
$391Delta
Find Deal
Sun, Feb 2 - Fri, Feb 7
9:25 am - 8:05 pmMDW-CUN
10h 40m2 stops
8:00 am - 6:02 pmCUN-MDW
10h 02m2 stops
$396Delta
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Wed, Apr 2 - Wed, Apr 9
4:30 pm - 9:25 pmMDW-CUN
3h 55mnonstop
$121Southwest
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Fri, Mar 7
6:30 pm - 2:21 pmMDW-CUN
19h 51m1 stop
$124Frontier
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Sat, May 10
5:10 am - 9:56 amMDW-CUN
27h 46m1 stop
$125Frontier
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Sat, Feb 22
7:50 pm - 9:49 pmMDW-CUN
24h 59m1 stop
$130Volaris
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Tue, Feb 4
7:55 pm - 8:49 pmMDW-CUN
23h 54m1 stop
$132Volaris
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Wed, Feb 12
6:00 am - 4:30 pmMDW-CUN
9h 30m1 stop
$168Aeromexico
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Tue, Feb 4
10:57 am - 9:05 pmMDW-CUN
9h 08m1 stop
$176Aeromexico
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Fri, Feb 21
9:34 am - 9:05 pmMDW-CUN
10h 31m2 stops
$181Delta
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Thu, Jan 23
9:05 am - 1:55 pmMDW-CUN
3h 50mnonstop
$191Southwest
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Tue, Feb 4
6:00 am - 6:35 pmMDW-CUN
11h 35m2 stops
$200Delta
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Fri, Mar 7
10:57 am - 9:05 pmMDW-CUN
9h 08m1 stop
10:08 am - 12:17 amCUN-MDW
15h 09m1 stop
Thu, Jan 9 - Thu, Jan 16
6:00 am - 1:53 pmMDW-CUN
6h 53m1 stop
3:03 pm - 10:20 pmCUN-MDW
8h 17m1 stop
$382Aeromexico
Find Deal
Mon, Jan 6 - Wed, Jan 15
10:57 am - 9:05 pmMDW-CUN
9h 08m1 stop
8:00 am - 2:53 pmCUN-MDW
7h 53m1 stop
$391Aeromexico
Find Deal
Thu, Jan 9 - Sat, Jan 18
9:34 am - 9:05 pmMDW-CUN
10h 31m2 stops
8:00 am - 4:21 pmCUN-MDW
9h 21m1 stop
$396Delta
Find Deal
Thu, Jan 9 - Thu, Jan 16
9:05 am - 1:55 pmMDW-CUN
3h 50mnonstop
6:05 pm - 8:55 pmCUN-MDW
3h 50mnonstop
$397Southwest
Find Deal
Tue, Jan 7 - Sat, Feb 15
6:00 am - 12:30 pmMDW-CUN
5h 30m1 stop
4:25 pm - 10:20 pmCUN-MDW
6h 55m1 stop
$410Delta
Find Deal
Tue, Jan 7 - Sat, Feb 15
6:20 am - 3:10 pmMDW-CUN
7h 50m1 stop
6:05 pm - 8:55 pmCUN-MDW
3h 50mnonstop
$506Southwest
Find Deal
Tue, Jan 7 - Sat, Feb 15
8:15 am - 1:16 pmMDW-CUN
28h 01m1 stop
2:22 pm - 11:29 pmCUN-MDW
10h 07m1 stop
$745Frontier
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Wed, Jan 8 - Sat, Jan 11
7:55 pm - 9:24 amMDW-CUN
12h 29m1 stop
10:20 pm - 8:45 amCUN-MDW
11h 25m1 stop
$935Volaris
Find Deal
Sun, Jan 5 - Fri, Jan 10
7:55 pm - 9:04 amMDW-CUN
12h 09m1 stop
1:31 pm - 8:45 amCUN-MDW
20h 14m2 stops
$968Volaris
Find Deal
Mon, Jan 6 - Wed, Jan 15
4:30 pm - 8:25 pmMDW-CUN
3h 55mnonstop
8:20 am - 12:00 pmCUN-MDW
3h 40mnonstop
$341Southwest
Find Deal
Fri, Mar 14 - Thu, Mar 20
11:55 am - 4:40 pmMDW-CUN
3h 45mnonstop
9:20 am - 12:00 pmCUN-MDW
3h 40mnonstop
$387Southwest
Find Deal
Sat, Mar 1 - Thu, Mar 6
4:30 pm - 9:25 pmMDW-CUN
3h 55mnonstop
8:20 am - 12:00 pmCUN-MDW
3h 40mnonstop
$410Southwest
Find Deal
Fri, Mar 7 - Thu, Mar 13
10:25 am - 3:15 pmMDW-CUN
3h 50mnonstop
9:20 am - 12:00 pmCUN-MDW
3h 40mnonstop
$412Southwest
Find Deal
Sun, Mar 2 - Thu, Mar 6
4:30 pm - 8:25 pmMDW-CUN
3h 55mnonstop
8:20 am - 12:00 pmCUN-MDW
3h 40mnonstop
$415Southwest
Find Deal
Sun, Mar 16 - Thu, Mar 20
4:30 pm - 9:25 pmMDW-CUN
3h 55mnonstop
8:20 am - 12:00 pmCUN-MDW
3h 40mnonstop
$422Southwest
Find Deal
Thu, Mar 6 - Sun, Mar 9
4:30 pm - 9:25 pmMDW-CUN
3h 55mnonstop
3:25 pm - 7:15 pmCUN-MDW
3h 50mnonstop
$437Southwest
Find Deal
Fri, Mar 7 - Tue, Mar 11
10:20 am - 3:10 pmMDW-CUN
3h 50mnonstop
9:20 am - 12:00 pmCUN-MDW
3h 40mnonstop
$441Southwest
Find Deal
Mon, Mar 3 - Thu, Mar 6
9:05 am - 1:55 pmMDW-CUN
3h 50mnonstop
3:00 pm - 5:50 pmCUN-MDW
3h 50mnonstop
$471Southwest
Find Deal
Tue, Jan 21 - Wed, Jan 29
4:30 pm - 8:25 pmMDW-CUN
3h 55mnonstop
3:25 pm - 7:15 pmCUN-MDW
3h 50mnonstop
$472Southwest
Find Deal
Fri, Mar 14 - Tue, Mar 18

Frontier flights from Chicago Midway Airport to Cancún

Our best Frontier deals on Chicago Midway Airport to Cancún flight tickets
Frontier
Mar 2
MDW4:08 pmChicago Midway
19h 17m
1 stop
CUN12:25 pmCancun
Mar 5
CUN3:49 pmCancun
9h 28m
1 stop
MDW12:17 amChicago Midway
Frontier
Feb 5
MDW8:01 pmChicago Midway
12h 00m
1 stop
CUN9:01 amCancun
Feb 12
CUN3:49 pmCancun
9h 28m
1 stop
MDW12:17 amChicago Midway
Frontier
Feb 21
MDW6:48 pmChicago Midway
17h 21m
1 stop
CUN1:09 pmCancun
Feb 27
CUN10:31 amCancun
11h 58m
1 stop
MDW9:29 pmChicago Midway

Southwest flights from Chicago Midway Airport to Cancún

Our best Southwest deals on Chicago Midway Airport to Cancún flight tickets
Southwest
Mar 1
MDW9:40 amChicago Midway
6h 30m
1 stop
CUN5:10 pmCancun
Mar 6
CUN9:20 amCancun
3h 40m
MDW12:00 pmChicago Midway
Southwest
Mar 14
MDW4:30 pmChicago Midway
3h 55m
CUN8:25 pmCancun
Mar 20
CUN8:20 amCancun
3h 40m
MDW12:00 pmChicago Midway
Southwest
Mar 14
MDW4:30 pmChicago Midway
3h 55m
CUN8:25 pmCancun
Mar 20
CUN8:10 amCancun
8h 45m
1 stop
MDW4:55 pmChicago Midway

See travel insights to Cancún from

How to get the cheapest flight ticket from Chicago Midway Airport to Cancún

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

What is the cheapest month to fly to Cancún?

If you don’t want to visit Cancún in September, then you should wait until February to fly from Chicago Midway Airport, when ticket prices are also cheap, with an average price of $318.

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

The cheapest day to depart from Chicago Midway Airport to Cancún is on a Tuesday when prices can be found for as low as $340. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around $441. These prices are subject to change though, so be sure to set up a Price Alert for flights to Cancún.

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

Our most recent data shows that the best time of day to fly to Cancún is at noon. Flights from Chicago Midway Airport to Cancún during this time can be as low as $211. Flights to Cancún are more costly in the evening, with an average ticket price of $405. Departure times in the evening fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Chicago Midway to Cancun flight route?

Fly from Chicago Midway to Cancun for the best Chicago Midway - Cancun flight prices

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

You are more likely to see cheaper flights to Cancún from Chicago Midway Airport when booking 33 days ahead of your departure date. In general, you can expect to find flights to Cancún for around $534 when searching 33 days out. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $166.

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

There are 1 cabin classes available to choose from on Chicago Midway to Cancun flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago Midway Airport to Cancún flights?

You could potentially save up to 2% on your flight if you consider stops on a Chicago Midway Airport to Cancún flight.

When to book flights from Chicago Midway Airport to Cancún

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

Cheap Chicago Midway Airport to Cancún (MDW to CUN) flight deals and tips

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

Best Price Found

$121

Fastest flight time

3h 40m

Direct flights

Every day

Airports in Cancún

1 airport
The best one-way flight to Cancún from Chicago Midway Airport in the past 72 hours is $121. The best round-trip flight deal from Chicago Midway Airport to Cancún found on momondo in the last 72 hours is $289.
The fastest flight from Chicago Midway Airport to Cancún takes 3h 40m
Direct flights go from Chicago Midway Airport to Cancún every day.
There is 1 airport near Cancún: Cancun (CUN)

  • How far is Chicago Midway to Cancun by plane?

    Chicago Midway and Cancun are 1425.4 mi apart from one another. Typically, this will take 3h 40m by plane in normal conditions.

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

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

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to Cancun Airport.

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

    The travel and health documents you'll need for your trip to Cancun Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Cancun Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

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

  • What is the most popular airline from Chicago Midway Airport to Cancún?


Best airlines flying from Chicago Midway Airport to Cancún

Compare and see reviews for airlines that fly from Chicago Midway Airport to Cancún with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $166Free CancellationRating
6.0
3,451 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $177Free CancellationRating
6.3
8,088 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $311Free CancellationRating
7.4
8,966 reviews
Search United Airlines flights
DeltaPriceFrom $380Free CancellationRating
8.0
8,526 reviews
Search Delta flights
AeromexicoPriceFrom $382Free CancellationRating
7.5
1,868 reviews
Search Aeromexico flights
VolarisPriceFrom $425Free CancellationRating
6.6
1,254 reviews
Search Volaris flights
SouthwestPriceFrom $479Free CancellationRating
8.1
4,679 reviews
Search Southwest flights
LATAM AirlinesPriceFrom $3,369Free CancellationRating
7.5
1,844 reviews
Search LATAM Airlines flights
  • Southwest Flights From Chicago Midway Airport to Cancún

    Southwest operates around 1 flight from Chicago Midway Airport to Cancún every week. The average price of these flights found in the last 72 hours has been $692, but momondo users have found Southwest deals from Chicago Midway Airport to Cancún from as low as $479 round-trip. Southwest has been scored 8.1/10 in 4,679 reviews.


Why use momondo?

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

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

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

Yes. momondo allows you to filter the results for Chicago to Cancún flights to just show those with flexible booking policies.

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

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

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

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


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