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Cheap flights from Midway (MDW) to Cancún (CUN) from $115

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/23. 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.
MDW — CUN
Jun 12 — Jun 191
From?
To?
Wed 6/12
Wed 6/19
1 adult, Economy
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Cheap flight deals from Midway to Cancún

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Cancún (CUN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 7, 2024.

Popular in

March

Cheapest in

January

Round-trip from

$339

One-way from

$195
High demand for flights, 39% potential price rise
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Best time to find cheap flights, 57% potential price drop
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From Chicago Midway to Cancun
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One-way flight from Chicago Midway to Cancun
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What is the cheapest day to fly round-trip from Chicago Midway Airport to Cancún?

Flights from Chicago Midway Airport to Cancún are found to be more expensive on Wednesday. This shouldn't discourage you from searching as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Cancún.

What is the cheapest month to fly from Chicago Midway Airport to Cancún?

Flights from Chicago Midway Airport to Cancún lean towards being more expensive in March. Prices are generally better when you fly from Chicago Midway Airport to Cancún in January, with the cheapest ticket starting at $154.

What is the cheapest time of day to fly from MDW to CUN?

It’s typically best to fly out from Chicago Midway Airport to Cancún in the afternoon. Doing so could potentially save you 20% on the flight price compared to flying at noon, which is usually more expensive.

Cheap Midway to Cancún flights in June & July 2024

Find cheap flight options from Midway to Cancún specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,050,429 searches. Prices were last updated on June 7, 2024.
These are some of the best deals we've found on flights to Cancún in 2024 at this time. If these deals don't appeal to you, be sure to come back soon for more options.
Tue 7/237:45 amMDW - CUN
1 stop6h 20mFrontier
Fri 8/28:40 amCUN - MDW
1 stop14h 56mFrontier
Deal found 6/6$258
Wed 7/242:29 pmMDW - CUN
1 stop20h 00mFrontier
Mon 7/298:40 amCUN - MDW
1 stop14h 58mFrontier
Deal found 6/6$259
Tue 7/97:45 amMDW - CUN
1 stop6h 20mFrontier
Thu 7/1111:47 amCUN - MDW
1 stop8h 22mFrontier
Deal found 6/6$263
Tue 7/97:45 amMDW - CUN
1 stop6h 20mFrontier
Wed 7/105:26 pmCUN - MDW
1 stop20h 12mFrontier
Deal found 6/6$264
Tue 7/307:45 amMDW - CUN
1 stop6h 20mFrontier
Sat 8/310:46 amCUN - MDW
1 stop8h 12mFrontier
Deal found 6/7$270
Tue 7/237:45 amMDW - CUN
1 stop6h 20mFrontier
Fri 8/235:05 pmCUN - MDW
1 stop26h 13mFrontier
Deal found 6/6$287
Tue 7/97:45 amMDW - CUN
1 stop6h 20mFrontier
Tue 7/1611:47 amCUN - MDW
1 stop9h 38mFrontier
Deal found 6/6$293
Tue 7/27:36 pmMDW - CUN
1 stop20h 06mFrontier
Thu 7/1111:47 amCUN - MDW
1 stop8h 22mFrontier
Deal found 6/6$305
Tue 7/237:45 amMDW - CUN
1 stop6h 20mFrontier
Thu 8/811:47 amCUN - MDW
1 stop8h 22mFrontier
Deal found 6/6$322

Midway to Cancún 2024 flight deals

Discover exclusive flight deals for travel between Midway and Cancún in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 7, 2024.
These are some of the best deals we've found on flights to Cancún in 2024 at this time. If these deals don't appeal to you, be sure to come back soon for more options.
Sat 8/178:13 pmMDW - CUN
1 stop19h 37mFrontier
Sat 8/248:52 amCUN - MDW
1 stop13h 00mFrontier
Deal found 6/6$257
Tue 7/237:45 amMDW - CUN
1 stop6h 20mFrontier
Fri 8/28:40 amCUN - MDW
1 stop14h 56mFrontier
Deal found 6/6$258
Wed 7/242:29 pmMDW - CUN
1 stop20h 00mFrontier
Mon 7/298:40 amCUN - MDW
1 stop14h 58mFrontier
Deal found 6/6$259
Thu 8/86:30 amMDW - CUN
1 stop9h 53mFrontier
Mon 8/128:40 amCUN - MDW
1 stop14h 58mFrontier
Deal found 6/6$260
Thu 8/86:30 amMDW - CUN
1 stop9h 53mFrontier
Mon 8/128:40 amCUN - MDW
1 stop14h 58mFrontier
Deal found 6/5$261
Tue 7/97:45 amMDW - CUN
1 stop6h 20mFrontier
Thu 7/1111:47 amCUN - MDW
1 stop8h 22mFrontier
Deal found 6/6$263
Tue 7/97:45 amMDW - CUN
1 stop6h 20mFrontier
Wed 7/105:26 pmCUN - MDW
1 stop20h 12mFrontier
Deal found 6/6$264
Sat 9/219:44 pmMDW - CUN
1 stop10h 22mFrontier
Sat 9/288:52 amCUN - MDW
1 stop11h 57mFrontier
Deal found 6/6$270
Thu 9/127:48 amMDW - CUN
1 stop29h 07mFrontier
Thu 9/199:11 amCUN - MDW
1 stop25h 44mFrontier
Deal found 6/6$271

Midway to Cancún flights leaving soon

Find last-minute flight options from Midway to Cancún for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 7, 2024.
Book one of these great deals on flights from Chicago to Cancún. To prevent any unwanted surprises, users should verify their flight info before booking.
Fri 6/145:12 pmMDW - CUN
1 stop15h 03mFrontier
Tue 6/1811:59 amCUN - MDW
1 stop9h 21mFrontier
Deal found 6/6$334
Thu 6/135:57 pmMDW - CUN
1 stop13h 29mFrontier
Tue 6/1811:59 amCUN - MDW
1 stop9h 21mFrontier
Deal found 6/6$350
Fri 6/146:00 amMDW - CUN
1 stop10h 21mFrontier
Wed 6/197:54 amCUN - MDW
1 stop22h 06mFrontier
Deal found 6/6$357
Sat 6/158:53 amMDW - CUN
1 stop25h 51mFrontier
Wed 6/197:54 amCUN - MDW
1 stop22h 06mFrontier
Deal found 6/5$378
Thu 6/135:57 pmMDW - CUN
1 stop13h 29mFrontier
Mon 6/178:31 amCUN - MDW
1 stop15h 08mFrontier
Deal found 6/6$380
Sat 6/1511:51 amMDW - CUN
1 stop20h 25mFrontier
Wed 6/197:54 amCUN - MDW
1 stop22h 06mFrontier
Deal found 6/5$382
Fri 6/146:00 amMDW - CUN
1 stop10h 21mFrontier
Wed 6/197:54 amCUN - MDW
1 stop22h 06mFrontier
Deal found 6/6$387
Fri 6/146:00 amMDW - CUN
1 stop10h 21mFrontier
Wed 6/197:54 amCUN - MDW
1 stop22h 06mFrontier
Deal found 6/7$407
Wed 6/128:27 amMDW - CUN
1 stop7h 15mMultiple Airlines
Sat 6/159:22 amCUN - MDW
1 stop13h 36mMultiple Airlines
Deal found 6/5$410

One-way flights to Cancún from Midway

Search for one-way flight options from Midway to Cancún. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 7, 2024.
Some of the best available deals we've found on one-way flights from Chicago to Cancún. Users needing a return flight from Chicago to Cancún should utilize the search form above.
Tue 7/237:45 amMDW - CUN
1 stop6h 20mFrontier
Deal found 6/6$115
Thu 8/159:44 pmMDW - CUN
1 stop9h 23mFrontier
Deal found 6/6$116
Fri 6/285:12 pmMDW - CUN
1 stop15h 03mFrontier
Deal found 6/6$119
Tue 7/97:45 amMDW - CUN
1 stop6h 20mFrontier
Deal found 6/6$120
Mon 8/198:13 pmMDW - CUN
1 stop19h 37mFrontier
Deal found 6/6$122
Wed 7/242:29 pmMDW - CUN
1 stop20h 00mFrontier
Deal found 6/6$125
Fri 8/92:50 pmMDW - CUN
1 stop17h 22mFrontier
Deal found 6/6$126
Tue 8/274:00 pmMDW - CUN
1 stop18h 10mMultiple Airlines
Deal found 6/6$130
Sat 11/28:13 pmMDW - CUN
1 stop20h 37mFrontier
Deal found 6/5$132

Find flights from Midway to Cancún within your budget

Customize your flight search to find flights from Midway to Cancún that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 7, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$257 - $487

Route

Depart

Return

Price

Chicago MidwayCancun

MDW - CUN

MDWCUN

Chicago Midway

Sat 8/17

1 stop19h 37m

Cancun

Sat 8/24

1 stop13h 00m

$257

Chicago MidwayCancun

MDW - CUN

MDWCUN

Chicago Midway

Tue 7/23

1 stop6h 20m

Cancun

Fri 8/2

1 stop14h 56m

$258

Chicago MidwayCancun

MDW - CUN

MDWCUN

Chicago Midway

Wed 7/24

1 stop20h 00m

Cancun

Mon 7/29

1 stop14h 58m

$259

Chicago MidwayCancun

MDW - CUN

MDWCUN

Chicago Midway

Thu 8/8

1 stop9h 53m

Cancun

Mon 8/12

1 stop14h 58m

$260

Chicago MidwayCancun

MDW - CUN

MDWCUN

Chicago Midway

Thu 8/8

1 stop9h 53m

Cancun

Mon 8/12

1 stop14h 58m

$261

Chicago MidwayCancun

MDW - CUN

MDWCUN

Chicago Midway

Tue 7/9

1 stop6h 20m

Cancun

Thu 7/11

1 stop8h 22m

$263

Chicago MidwayCancun

MDW - CUN

MDWCUN

Chicago Midway

Thu 8/22

1 stop9h 23m

Cancun

Wed 8/28

1 stop11h 31m

$315

Chicago MidwayCancun

MDW - CUN

MDWCUN

Chicago Midway

Wed 9/18

2 stops11h 45m

Cancun

Wed 9/25

2 stops12h 04m

$410

Chicago MidwayCancun

MDW - CUN

MDWCUN

Chicago Midway

Tue 8/13

1 stop8h 07m

Cancun

Tue 8/20

1 stop9h 17m

$487

Flights are sorted by cheapest first

Deals found on 6/6

How far ahead should I book a flight from Chicago Midway Airport to Cancún?

Use this chart to determine the optimal time to book a round-trip flight from Midway to Cancún. Price data was last updated on May 31, 2024.
To ensure you get the cheapest price possible for a flight from Chicago Midway Airport to Cancún, you should look to book at least 76 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Search Deals

What is the cheapest day to fly from Chicago Midway Airport to Cancún?

Use this chart to determine the cheapest time to fly round-trip from Midway to Cancún. Price data was last updated on June 2, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Chicago Midway Airport to Cancún flight should consider departing on Sunday mornings when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Best time to book a flight from Midway to Cancún

Have a flexible travel schedule? Discover the best time to fly to Cancún from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Temperature and rainfall in Cancún by month

Plan your trip to Cancún by taking into account the average temperature and rainfall totals by month.

CUN

Temperature

75.2 - 86 °F

If weather is an important factor for your trip to Cancún, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 86.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 75.2 F).

Reviews of airlines servicing Cancún

Get insights into the airlines that provide service to Cancún. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cancún. Reviews last updated June 7, 2024.
Read through reviews of airlines operating flights from Chicago to Cancún, such as Frontier, Aeromexico and Delta. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.2
Very good
5,911 reviews

Entertainment

7.8

Crew

8.7

Boarding

8.3

Overall

8.2

Comfort

8.1

Food

7.3

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Southwest
8.2
Very good
5,911 reviews
Southwest
8.2
Very good
5,911 reviews

Entertainment

7.8

Crew

8.7

Boarding

8.3

Overall

8.2

Comfort

8.1

Food

7.3

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Delta
8.0
Very good
10,344 reviews
Southwest
8.2
Very good
5,911 reviews

Entertainment

7.8

Crew

8.7

Boarding

8.3

Overall

8.2

Comfort

8.1

Food

7.3

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Aeromexico
7.6
Good
2,436 reviews
Southwest
8.2
Very good
5,911 reviews

Entertainment

7.8

Crew

8.7

Boarding

8.3

Overall

8.2

Comfort

8.1

Food

7.3

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

WestJet
7.5
Good
2,853 reviews
Southwest
8.2
Very good
5,911 reviews

Entertainment

7.8

Crew

8.7

Boarding

8.3

Overall

8.2

Comfort

8.1

Food

7.3

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Air Canada
7.0
Good
7,051 reviews
Southwest
8.2
Very good
5,911 reviews

Entertainment

7.8

Crew

8.7

Boarding

8.3

Overall

8.2

Comfort

8.1

Food

7.3

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Related info for your journey

Find useful and relevant information for your journey from Midway to Cancún. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Cancún from Chicago Midway?

    Located just 8.9 mi from the city center, Cancun is the airport most travelers will use when flying to Cancún from Chicago Midway. Booking flights from Chicago Midway to Cancun (CUN) should be relatively easy as there is 1 daily inbound flight from Chicago Midway from 6 different airlines.

  • Can I find flights from Chicago Midway Airport to Cancún for under $300 on Cheapflights?

    Yes, there are multiple flights from Chicago Midway Airport to Cancún for under $300. The cheapest flight booked recently is on Frontier for just $257, but on average you can expect to pay $280.

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

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

  • What is the cheapest airline to fly from Chicago Midway Airport to Cancún round-trip?

    Cheapflights users have booked flights from Chicago Midway Airport to Cancún round-trip from $257. This flight start at 38% lower than the current average price 3 months from now.

  • What are the cheapest flights from Chicago Midway Airport to Cancún?

    On average you can expect to pay $184 for a flight from Chicago Midway Airport to Cancún. The cheapest flight overall is $79 while the most popular route, (Chicago Midway - Cancun) is currently priced at $335.

  • What does MDW to CUN mean?

    MDW and CUN are unique codes to identify airports used in the aviation industry. They are defined by IATA (International Air Transport Association) and are commonly called IATA codes. MDW to CUN refers to a flight route from Chicago Midway Airport to Cancun Airport.

  • Can I find deals for flights from Midway to Cancún that include extra baggage allowance?

    The amount of baggage you can bring on your Midway to Cancún flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Midway to Cancún with specific airlines?

    Yes, Cheapflights allows you to browse and filter Midway to Cancún flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Midway to Cancún that include hotel bookings?

    Yes. In addition to deals on Midway to Cancún flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Cancún?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Cancún.

  • Can I find deals for business class flights from Midway to Cancún?

    Yes. Cheapflights offers flight deals from Midway to Cancún by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Midway to Cancún that allow pets onboard?

    Many airlines flying from Midway to Cancún offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Midway to Cancún?

    Yes, you can often find last-minute deals on Midway to Cancún flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Chicago Midway Airport to Cancún flight deals updated?

    The Chicago Midway Airport to Cancún flight deals you see on this page were last updated on 6/6.

  • What are the most popular airlines that fly from Chicago Midway Airport to Cancún?

    The most popular airlines flying from Chicago Midway Airport to Cancún are Aeromexico, Delta and Frontier. Something to consider prior to booking your flight.

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

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Cancún (average of $339). Flying from Chicago Midway Airport to Cancún in June is currently the most expensive (average of $451). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Midway to Cancún
See prices for flight routes from nearby airports that may be better suited for you.

O'Hare Intl to Cancún flights
O'Hare Intl to Cozumel flights
Midway to Cozumel flights
O'Hare Intl to Chetumal flights

Top 6 airlines flying from Midway to Cancún

Discover the top 6 airlines that operate flights from Midway to Cancún. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 7, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$160Average$257FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$191Average$310FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$202Average$312FlexibilityNo cancel feeOn-time69%
VolarisCheapest$303Average$615FlexibilityNo cancel feeOn-time79%
DeltaCheapest$369Average$549FlexibilityNo cancel feeOn-timeN/A
AeromexicoCheapest$439Average$596FlexibilityNo cancel feeOn-timeN/A
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Search flights from Midway to Cancún by cabin class

Find flights from Midway to Cancún, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Class

Hourly flight availability from Midway to Cancún

Find hourly flight availability from Midway to Cancún. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 7, 2024.
0%of flight departuresEarly morningMidnight to 6 am
100%of flight departuresMorning6 am to noon
0%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Midway to Cancún

Explore weekly flight availability from Midway to Cancún. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 7, 2024.
Sunday1daily flight
Monday1daily flight
Tuesday1daily flight
Wednesday1daily flight
Thursday1daily flight
Friday1daily flight
Saturday1daily flight

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