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Cheap flights from Chicago Midway (MDW) to Cancun (CUN)

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How to find the cheapest flight from
Chicago Midway (MDW) to Cancun (CUN)

MDW - CUN
Price
$373 - $543
CUN
Temperature
69.8 - 89.6 °F

Popular in

December

High demand for flights, 16% potential price rise

Cheapest in

May

Best time to find cheap flights, 18% potential price drop

Round-trip from

$373

From Chicago Midway to Cancun

One-way from

$139

One-way flight from Chicago Midway to Cancun

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from Chicago Midway to Cancun?

Monday is generally a great day to depart. Flying on this day could help you save up to 26%.

How far in advance should I book a flight from Chicago Midway to Cancun?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 60 days in advance, which can save you up to 7% on flights from Chicago Midway to Cancun compared to booking the week you need them. Waiting 60 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $408. For sooner than that we have options available in the next 3 days from $439.

What is the cheapest month to fly from Chicago Midway to Cancun?

August can be a great time to fly to Cancun from Chicago Midway with a flight ticket averaging about $403. Cheapflights users have found deals in the month of August for as cheap as $177. The most expensive prices can be found in the month of December.

When is the cheapest time to fly from Chicago Midway to Cancun (MDW - CUN)?

It’s optimal to fly from Chicago Midway to Cancun in the afternoon. By choosing this option you can save up to 37% on the cost of your flight, compared to a flight in the morning.

Cheap flights from Chicago Midway to Cancun in November, December 2020

The best prices found for MDW to CUN flights for November, December
23 Nov - 27 Nov
$297pp
MDW
Chicago Midway
Aeromexico
 
1 STOP
CUN
Cancún
CUN
Cancún
Aeromexico
 
1 STOP
MDW
Chicago Midway
23 Nov - 26 Nov
$308pp
MDW
Chicago Midway
Aeromexico
 
1 STOP
CUN
Cancún
CUN
Cancún
Aeromexico
 
1 STOP
MDW
Chicago Midway
25 Nov - 27 Nov
$309pp
MDW
Chicago Midway
Aeromexico
 
1 STOP
CUN
Cancún
CUN
Cancún
Aeromexico
 
1 STOP
MDW
Chicago Midway

Chicago Midway to Cancun 2021 flight deals

Cheap flights to Cancun from Chicago Midway found for next year
23 Nov - 27 Nov
$297pp
MDW
Chicago Midway
Aeromexico
 
1 STOP
CUN
Cancún
CUN
Cancún
Aeromexico
 
1 STOP
MDW
Chicago Midway
22 Nov - 24 Nov
$308pp
MDW
Chicago Midway
Aeromexico
 
1 STOP
CUN
Cancún
CUN
Cancún
Aeromexico
 
1 STOP
MDW
Chicago Midway
25 Nov - 27 Nov
$309pp
MDW
Chicago Midway
Aeromexico
 
1 STOP
CUN
Cancún
CUN
Cancún
Aeromexico
 
1 STOP
MDW
Chicago Midway

Last minute flights from Chicago Midway to Cancun

Late deals on round-trip flights to Cancun from Chicago Midway, departing today and this week
28 Nov - 1 Dec
$318pp
MDW
Chicago Midway
Aeromexico
 
1 STOP
CUN
Cancún
CUN
Cancún
Aeromexico
 
1 STOP
MDW
Chicago Midway
28 Nov - 2 Dec
$319pp
MDW
Chicago Midway
Delta
 
1 STOP
CUN
Cancún
CUN
Cancún
Delta
   
2 STOPS
MDW
Chicago Midway
30 Nov - 7 Dec
$350pp
MDW
Chicago Midway
Delta
 
1 STOP
CUN
Cancún
CUN
Cancún
Delta
 
1 STOP
MDW
Chicago Midway

One-way flights to Cancun from Chicago Midway

The cheapest one-way flights from Chicago Midway to Cancun
6:27 am - 2:08 pm
Aeromexico
1 Stop
6h 41m
MDW - CUN
Aeromexico
$139
KAYAK
2:45 am - 4:55 pm
Multiple Airlines
2 Stops
13h 10m
MDW - CUN
Multiple Airlines
$351
Kiwi.com
6:15 am - 3:48 pm
Volaris
1 Stop
8h 33m
MDW - CUN
Volaris
$443
mytrip.com

Related info for your journey

Useful info, stats and facts about Chicago Midway to Cancun flights.

Flight FAQs

From Chicago Midway to Cancun

Are flight prices decreasing from Chicago Midway to Cancun due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Chicago Midway and Cancun for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

What safety measures are being taken by airlines flying from Chicago Midway to Cancún to control the spread of COVID-19?

Airlines globally have implemented additional safety measures to accommodate you. Delta is one of them. Some of the new policies that have been implemented to accommodate travelers flying from Chicago Midway to Cancún are improved sanitation, HEPA filters, mask requirements, social distance seating (for a limited time), and pre-flight testing for antibodies and symptoms. Policies will vary by airline.

Which airlines flying from Chicago Midway to Cancún have flexible cancellations due to COVID-19?

Due to the rapidly changing circumstances due to COVID-19, airlines like Aeromexico, Delta, and American Airlines flying from Chicago Midway to Cancún have implemented new flexible cancellation policies.

Can I find flights from Chicago Midway to Cancun for under $300 on Cheapflights?

Yes, there are multiple flights from Chicago Midway to Cancun for under $300. The cheapest flight booked recently is on Volaris for just $283, but on average you can expect to pay $319.

Are there nonstop flights from Chicago Midway to Cancun for under $300 on Cheapflights?

There are no nonstop flights from Chicago Midway to Cancun, but Cheapflights can provide you with all the information you need to find the fastest route with the fewest stops.

Are there last-minute flights available from Chicago Midway to Cancun for under $400?

There are currently 20+ open flights from Chicago Midway to Cancun within the next 7 days for less than $400.

What days are nonstop flights available from Chicago Midway to Cancun?

Nonstop flights are available for this route on the following days: Wednesday, Thursday, Saturday.

Does it rain more in Chicago Midway or Cancun?

Chicago Midway will have greater rainfall in 0 compared to Cancun over the next 14 days.

Is Chicago Midway weather warmer or cooler than Cancun?

Temperatures around the 90 °F's can be experienced in August. The weather in Cancun is hotter than in Chicago Midway. Plan for potential changes in flight availability as peak weather approaches in this location.

How long is the flight from Chicago Midway to Cancun?

For as low as $319, Delta can have you in Cancun from Chicago Midway in 6h 41m. This flight may include one or multiple stops.

What are the cheapest airlines flying from Chicago Midway to Cancun round-trip?

Our cheapest airline available from Chicago Midway to Cancun is Volaris. Our recent data shows that you can find tickets from as low as $283 on this airline. Additional options worth looking into are Aeromexico and Delta, starting at $299 and $319 round-trip. Volaris is 38% cheaper than the average price of flights available within the next 90 days to this destination.

What are the cheapest airlines to fly from Chicago Midway to Cancun one-way?

For one-way options, check prices for Aeromexico. According to our data, you can fly for as low as $139. Users have also found prices from $152 and $153 on Aeromexico and Delta, respectively.

Alternative routes for Chicago Midway to Cancun

Destination information for Cancun

Things to know before you go. Useful info for your trip from Chicago Midway to Cancun
Today's exchange rate
$1 = $20.07
Average temperature for November in Cancun
82.4 °F

Airports servicing Chicago

Airports servicing Cancún

Top 5 airlines from Chicago Midway to Cancun

The chart below displays the airlines Cheapflights users traveling from Chicago Midway to Cancun choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.

Airline Cheapest Average Flexibility On-time COVID-19 safety
Frontier
$206 $381 No cancel fee 62%
American Airlines
$286 $455 No cancel fee 71%
Delta
$159 $519 No cancel fee N/A
Aeromexico
$257 $559 No cancel fee N/A
United Airlines
$226 $582 No cancel fee 69%

Hourly flight availability from Chicago Midway to Cancun

Morning 6 AM to noon 100% of MDW to CUN departures
Early morning Midnight to 6 AM 0% of MDW to CUN departures
Afternoon Noon to 6 PM 0% of MDW to CUN departures
Evening 6 PM to midnight 0% of MDW to CUN departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Chicago Midway to Cancun
Sunday
1 daily flight
Monday
1 daily flight
Tuesday
1 daily flight
Wednesday
1 daily flight
Thursday
1 daily flight
Friday
1 daily flight
Saturday
2 daily flights
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