Yucatan

$116+ Cheap flights from Midway (MDW) to Yucatan

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 3/10. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MID
Jan 26 — Feb 21
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Midway to Yucatan with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Midway to Yucatan

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Yucatan (MXYU). 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 January 21, 2025.

Round-trip from

$300
(Kiwi.com)

One-way from

$116
(Southwest)
From Chicago Midway to Yucatan
One-way flight from Chicago Midway to Yucatan

Find flight deals from Midway to Yucatan

Cheapest flights from Midway to Yucatan
Explore the most affordable flight options available from Midway to Yucatan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.

This Kiwi.com deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/225:10 amMDW - CUN
1 stop27h 46mFrontier
Wed 2/263:49 pmCUN - MDW
1 stop9h 28mFrontier
Deal found 1/21$300
This Southwest deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/276:55 amMDW - CUN
1 stop7h 55mSouthwest
Thu 5/19:00 amCUN - MDW
Nonstop3h 40mSouthwest
Deal found 1/21$313
This Expedia deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/510:57 amMDW - CUN
1 stop9h 08mMultiple Airlines
Wed 2/123:49 pmCUN - MDW
1 stop9h 28mMultiple Airlines
Deal found 1/20$318
This Delta deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/146:00 amMDW - CUN
1 stop5h 30mDelta
Thu 5/111:10 amCUN - MDW
1 stop6h 50mDelta
Deal found 1/21$386
This Aeromexico deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/512:44 pmMDW - CUN
2 stops11h 14mAeromexico
Tue 3/112:05 pmCUN - MDW
1 stop8h 18mAeromexico
Deal found 1/21$391
This Kiwi.com deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/187:25 amMDW - MID
1 stop11h 15mMultiple Airlines
Tue 2/256:00 amMID - MDW
2 stops16h 09mMultiple Airlines
Deal found 1/21$395
This Gotogate deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/188:39 pmMDW - CUN
1 stop14h 24mVolaris
Sat 3/228:00 amCUN - MDW
1 stop11h 10mVolaris
Deal found 1/21$452
This Delta deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2712:44 pmMDW - MID
2 stops11h 15mDelta
Tue 3/48:54 amMID - MDW
2 stops13h 26mDelta
Deal found 1/20$501
This SmartFares deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/247:55 pmMDW - MID
1 stop24h 27mVolaris
Fri 1/319:04 pmMID - MDW
1 stop11h 41mVolaris
Deal found 1/20$931
This Aeromexico deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/256:00 amMDW - MID
2 stops16h 00mAeromexico
Mon 1/278:00 pmMID - MDW
2 stops20h 21mAeromexico
Deal found 1/21$1,247

Find flights from Midway to Yucatan within your budget

Customize your flight search to find flights from Midway to Yucatan 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 2,558,603 searches. Data last updated January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 4/26

8:21 am-12:25 pm

1 stop28h 04m

Cancun

Thu 5/1

3:15 pm-7:08 pm

1 stop27h 53m

$312

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 2/10

7:55 pm-3:49 pm

1 stop18h 54m

Cancun

Wed 2/12

3:49 pm-12:17 am

1 stop9h 28m

$313

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Fri 3/7

4:30 pm-9:25 pm

Nonstop3h 55m

Cancun

Tue 3/11

12:55 pm-10:45 pm

1 stop9h 50m

$329

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Wed 3/5

12:44 pm-9:05 pm

1 stop7h 21m

Cancun

Tue 3/11

10:00 am-4:14 pm

1 stop6h 14m

$367

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Tue 2/11

12:44 pm-9:05 pm

1 stop7h 21m

Cancun

Wed 2/12

8:00 am-4:20 pm

1 stop9h 20m

$382

ChicagoMérida

MDW - MID

MDWMID

Chicago Midway

Tue 2/18

7:25 am-6:40 pm

1 stop11h 15m

Mérida Rejon

Tue 2/25

6:00 am-10:09 pm

2 stops16h 09m

$395

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Thu 3/6

7:55 pm-9:04 am

1 stop12h 09m

Cancun

Thu 3/13

1:57 pm-9:18 pm

1 stop7h 21m

$407

ChicagoMérida

MDW - MID

MDWMID

Chicago Midway

Thu 2/27

12:44 pm-11:59 pm

2 stops11h 15m

Mérida Rejon

Tue 3/4

8:54 am-10:20 pm

2 stops13h 26m

$501

ChicagoMérida

MDW - MID

MDWMID

Chicago Midway

Wed 3/26

12:51 pm-11:15 pm

2 stops11h 24m

Mérida Rejon

Sun 3/30

2:31 pm-4:14 pm

2 stops24h 43m

$1,794

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 3/10

4:30 pm-8:25 pm

Nonstop3h 55m

$116

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 16 results
1
2

Best time to book a flight from Midway to Yucatan

Have a flexible travel schedule? Discover the best time to fly to Yucatan 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.

Travel insights for flights from Midway to Yucatan

Get recent, data-driven insights about flights from Midway to Yucatan including ideal travel times, pricing trends, and more.

Rainfall in Yucatan by month

Plan your trip to Yucatan by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Yucatan ranges from 0.8 - 6.3 inches per month. September is typically the wettest month, when rainfall can reach 6.3 in. February is typically the driest time to visit Yucatan when rainfall is around 0.8 in.

Temperature in Yucatan by month

Plan your trip to Yucatan by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Yucatan, use this chart to help with planning. For those seeking warmer temperatures, May is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 73.4 F).

Reviews of airlines servicing Yucatan

Get insights into the airlines that provide service to Yucatan. 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 Yucatan. Reviews last updated January 21, 2025.
See what other customers who have flown with Frontier, Southwest and Aeromexico from Chicago to Yucatan have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
4,662 reviews

Food

7.2

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.1
Very good
4,662 reviews
8.1
Very good
4,662 reviews

Food

7.2

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
8,521 reviews
8.1
Very good
4,662 reviews

Food

7.2

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.5
Good
1,849 reviews
8.1
Very good
4,662 reviews

Food

7.2

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

6.7
Okay
1,249 reviews
8.1
Very good
4,662 reviews

Food

7.2

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

6.1
Okay
3,443 reviews
8.1
Very good
4,662 reviews

Food

7.2

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Midway to Yucatan. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What are the cheapest airlines to fly from Chicago Midway Airport to Yucatan one-way?

    One-way options have recently been found by users for as low as $116 on Southwest. Other airlines that offer cheap prices include Frontier from $121 and Delta from $176 one-way.

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

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

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

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

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

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

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

    Currently, June is the cheapest month in which you can book a flight from Chicago Midway Airport to Yucatan (average of $499). Flying from Chicago Midway Airport to Yucatan in December is currently the most expensive (average of $667). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Midway to Yucatan

See prices for flight routes from nearby airports that may be better suited for you.
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.