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Cheap flights from Chicago Midway Airport to Cancún from $110

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 9/25. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago Midway Airport to Cancún

Cheap round-trip flights

Southwest Logo
5:25 pm - 9:00 pmMDW-CUN
3h 35mnonstop
Southwest Logo
8:15 am - 11:50 amCUN-MDW
3h 35mnonstop
$270Southwest
Find Deal
Sun, Jul 13 - Thu, Jul 17
Southwest Logo
10:35 am - 2:10 pmMDW-CUN
3h 35mnonstop
Southwest Logo
2:25 pm - 6:05 pmCUN-MDW
3h 40mnonstop
$275Southwest
Find Deal
Sun, Sep 21 - Sat, Sep 27
Frontier Logo
4:01 pm - 2:12 pmMDW-CUN
22h 11m1 stop
Frontier Logo
3:25 pm - 8:54 pmCUN-MDW
29h 29m1 stop
$318Frontier
Find Deal
Mon, Aug 11 - Wed, Aug 13
Delta Logo
11:00 am - 8:15 pmMDW-CUN
9h 15m1 stop
Delta Logo
8:10 am - 9:36 pmCUN-MDW
13h 26m2 stops
$323Delta
Find Deal
Sat, Sep 27 - Wed, Oct 1
Delta Logo
6:00 am - 8:39 pmMDW-CUN
14h 39m2 stops
Delta Logo
8:10 am - 9:36 pmCUN-MDW
13h 26m2 stops
$324Delta
Find Deal
Wed, Sep 24 - Tue, Sep 30
 Logo
6:00 am - 8:59 amMDW-CUN
26h 59m1 stop
 Logo
9:54 am - 9:51 pmCUN-MDW
11h 57m1 stop
Mon, Aug 18 - Thu, Aug 21
Frontier Logo
6:40 pm - 11:18 amMDW-CUN
16h 38m1 stop
Frontier Logo
3:25 pm - 8:54 pmCUN-MDW
29h 29m1 stop
$335Frontier
Find Deal
Fri, Jul 25 - Wed, Jul 30
Aeromexico Logo
6:00 am - 12:43 amMDW-CUN
18h 43m2 stops
Aeromexico Logo
12:25 pm - 9:36 pmCUN-MDW
9h 11m1 stop
$341Aeromexico
Find Deal
Wed, Sep 24 - Thu, Sep 25
 Logo
6:40 pm - 1:57 pmMDW-CUN
19h 17m1 stop
 Logo
9:54 am - 9:51 pmCUN-MDW
11h 57m1 stop
Fri, Aug 15 - Thu, Aug 21
Aeromexico Logo
6:04 am - 11:30 amMDW-CUN
5h 26m1 stop
Aeromexico Logo
8:00 am - 9:44 pmCUN-MDW
13h 44m1 stop
$367Aeromexico
Find Deal
Mon, Aug 11 - Fri, Aug 22

Frontier flights from Chicago Midway Airport to Cancún

Our best Frontier deals on Chicago Midway Airport to Cancún flight tickets
Frontier
Aug 11
MDW4:01 pmChicago Midway
22h 11m
1 stop
CUN2:12 pmCancun
Aug 13
CUN3:25 pmCancun
29h 29m
1 stop
MDW8:54 pmChicago Midway
Frontier
Jul 25
MDW6:40 pmChicago Midway
16h 38m
1 stop
CUN11:18 amCancun
Jul 30
CUN3:25 pmCancun
29h 29m
1 stop
MDW8:54 pmChicago Midway
Frontier
Jul 13
MDW8:35 amChicago Midway
23h 13m
1 stop
CUN7:48 amCancun
Jul 17
CUN5:37 pmCancun
28h 43m
1 stop
MDW10:20 pmChicago Midway

Delta flights from Chicago Midway Airport to Cancún

Our best Delta deals on Chicago Midway Airport to Cancún flight tickets
Delta
Sep 27
MDW11:00 amChicago Midway
9h 15m
1 stop
CUN8:15 pmCancun
Oct 1
CUN8:10 amCancun
13h 26m
2 stops
MDW9:36 pmChicago Midway
Delta
Sep 24
MDW6:00 amChicago Midway
14h 39m
2 stops
CUN8:39 pmCancun
Sep 30
CUN8:10 amCancun
13h 26m
2 stops
MDW9:36 pmChicago Midway
Delta
Oct 18
MDW9:30 amChicago Midway
10h 39m
2 stops
CUN8:09 pmCancun
Oct 25
CUN8:15 amCancun
13h 29m
1 stop
MDW9:44 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 July to fly from Chicago Midway Airport, when ticket prices are also cheap, with an average price of $457.

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 Monday when prices can be found for as low as $370. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around $528. 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 in the evening. Flights from Chicago Midway Airport to Cancún during this time can be as low as $405. Flights to Cancún are more costly at noon, with an average ticket price of $713. Departure times at noon 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 weeks ahead of your departure date. In general, you can expect to find flights to Cancún for around $587 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Cancún from Chicago Midway Airport for as low as $440 on momondo.

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.

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

$110

Fastest flight time

3h 35m

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 $110. The best round-trip flight deal from Chicago Midway Airport to Cancún found on momondo in the last 72 hours is $270.
The fastest flight from Chicago Midway Airport to Cancún takes 3h 35m
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 35m 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
United AirlinesPriceFrom $161Free CancellationRating
7.4
8,861 reviews
Search United Airlines flights
FrontierPriceFrom $198Free CancellationRating
5.9
3,286 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $241Free CancellationRating
6.3
8,086 reviews
Search Spirit Airlines flights
AeromexicoPriceFrom $319Free CancellationRating
7.5
1,718 reviews
Search Aeromexico flights
SouthwestPriceFrom $345Free CancellationRating
8.0
4,266 reviews
Search Southwest flights
DeltaPriceFrom $380Free CancellationRating
8.0
7,982 reviews
Search Delta flights
VolarisPriceFrom $486Free CancellationRating
6.7
1,171 reviews
Search Volaris flights
LATAM AirlinesPriceFrom $3,369Free CancellationRating
7.5
1,805 reviews
Search LATAM Airlines flights
  • Southwest Flights From Chicago Midway Airport to Cancún

    Southwest operates around 9 flights from Chicago Midway Airport to Cancún every week. The average price of these flights found in the last 72 hours has been $580, but momondo users have found Southwest deals from Chicago Midway Airport to Cancún from as low as $345 round-trip. Southwest has been scored 8.0/10 in 4,266 reviews.


Traveling to a place near Cancún?

Book flights to Cancún if you plan to visit one of these locations
Playa del Carmen
Isla Mujeres
Puerto Morelos
Holbox
Akumal
Puerto Aventuras
Valladolid
Punta Sam

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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1 adult
Tue 7/8
Tue 7/15

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