Midway

$145+ Cheap flights from Yucatan to Midway (MDW)

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 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
MID — MDW
Dec 27 — Jan 31
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Cheap flight deals from Yucatan to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Yucatan (MXYU) to Midway (MDW). 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 December 22, 2024.

Round-trip from

$329
(Booking.com)

One-way from

$145
(Southwest)
From Yucatan to Chicago Midway
One-way flight from Yucatan to Chicago Midway

Find flight deals from Yucatan to Midway

Cheapest flights from Yucatan to Midway
Explore the most affordable flight options available from Yucatan to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 22, 2024.

This Delta deal was found by Cheapflights users on 12/20. 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.
Tue 12/243:15 pmCUN - MDW
1 stop7h 51mDelta
Fri 1/312:10 pmMDW - CUN
1 stop7h 52mDelta
Deal found 12/20$344
This Southwest deal was found by Cheapflights users on 12/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/277:10 amCUN - MDW
Nonstop3h 35mSouthwest
Sat 1/43:00 pmMDW - CUN
Nonstop3h 45mSouthwest
Deal found 12/20$483
This Aeromexico deal was found by Cheapflights users on 12/21. 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.
Mon 12/234:25 pmCUN - MDW
1 stop6h 41mAeromexico
Tue 12/316:00 amMDW - CUN
1 stop5h 35mAeromexico
Deal found 12/21$571
This eDestinos deal was found by Cheapflights users on 12/21. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/257:23 pmCUN - MDW
1 stop14h 22mVolaris
Wed 1/110:41 pmMDW - CUN
1 stop13h 05mVolaris
Deal found 12/21$962
This Frontier deal was found by Cheapflights users on 12/21. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/279:58 amCUN - MDW
2 stops14h 37mFrontier
Sat 1/42:20 pmMDW - CUN
2 stops17h 18mFrontier
Deal found 12/21$1,304
This WestJet deal was found by Cheapflights users on 12/21. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/289:15 pmCUN - MDW
2 stops37h 08mWestJet
Sun 1/512:10 pmMDW - CUN
2 stops47h 25mWestJet
Deal found 12/21$1,322
This Aeromexico deal was found by Cheapflights users on 12/21. 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 12/219:35 pmMID - MDW
2 stops24h 31mAeromexico
Fri 12/2712:10 pmMDW - MID
2 stops12h 59mAeromexico
Deal found 12/21$1,689
This Delta deal was found by Cheapflights users on 12/21. 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.
Thu 12/268:53 amMID - MDW
2 stops13h 13mDelta
Fri 1/310:08 amMDW - MID
2 stops15h 01mDelta
Deal found 12/21$2,079

Find flights from Yucatan to Midway within your budget

Customize your flight search to find flights from Yucatan to Midway 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 December 22, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Wed 2/12

3:49 pm-12:17 am

1 stop9h 28m

Chicago Midway

Mon 2/24

6:40 am-1:55 pm

1 stop30h 15m

$329

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Thu 1/16

10:08 am-12:17 am

1 stop15h 09m

Chicago Midway

Tue 1/21

6:00 am-3:15 pm

1 stop8h 15m

$330

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Thu 1/23

4:25 pm-10:20 pm

1 stop6h 55m

Chicago Midway

Mon 1/27

6:00 am-3:15 pm

1 stop8h 15m

$344

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Thu 1/30

3:00 pm-5:50 pm

Nonstop3h 50m

Chicago Midway

Tue 2/4

9:05 am-4:05 pm

1 stop6h 00m

$399

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Wed 4/30

11:10 am-6:00 pm

1 stop6h 50m

Chicago Midway

Mon 5/5

6:00 am-12:45 pm

1 stop6h 45m

$442

MéridaChicago

MID - MDW

MIDMDW

Mérida Rejon

Thu 2/13

10:30 am-10:20 pm

2 stops11h 50m

Chicago Midway

Tue 2/18

6:00 am-7:32 pm

2 stops13h 32m

$444

MéridaChicago

MID - MDW

MIDMDW

Mérida Rejon

Mon 1/27

9:04 pm-8:45 am

1 stop11h 41m

Chicago Midway

Sun 2/2

10:45 am-7:15 pm

1 stop8h 30m

$491

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Mon 1/27

9:45 pm-8:45 am

1 stop12h 00m

Chicago Midway

Thu 1/30

7:55 pm-9:04 am

1 stop12h 09m

$502

MéridaChicago

MID - MDW

MIDMDW

Mérida Rejon

Wed 4/30

7:12 pm-2:54 pm

2 stops18h 42m

Chicago Midway

Mon 5/5

3:45 pm-4:33 pm

2 stops25h 48m

$951

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Thu 1/16

8:30 pm-12:46 pm

2 stops17h 16m

Chicago Midway

Tue 1/21

12:44 pm-8:18 pm

2 stops30h 34m

$1,263

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

Showing 1-10 of 19 results
1
2

Best time to book a flight from Yucatan to Midway

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

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

Rainfall in Midway by month

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

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

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

If weather is an important factor for your trip to Chicago Midway Airport, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated December 22, 2024.
Peruse reviews from past customers who have flown with Delta, Frontier and Southwest from Yucatan to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
4,804 reviews

Entertainment

7.7

Crew

8.7

Comfort

8.1

Overall

8.1

Boarding

8.2

Food

7.2

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
4,804 reviews
8.1
Very good
4,804 reviews

Entertainment

7.7

Crew

8.7

Comfort

8.1

Overall

8.1

Boarding

8.2

Food

7.2

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
8,594 reviews
8.1
Very good
4,804 reviews

Entertainment

7.7

Crew

8.7

Comfort

8.1

Overall

8.1

Boarding

8.2

Food

7.2

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
1,868 reviews
8.1
Very good
4,804 reviews

Entertainment

7.7

Crew

8.7

Comfort

8.1

Overall

8.1

Boarding

8.2

Food

7.2

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
1,917 reviews
8.1
Very good
4,804 reviews

Entertainment

7.7

Crew

8.7

Comfort

8.1

Overall

8.1

Boarding

8.2

Food

7.2

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.

7.3
Good
2,812 reviews
8.1
Very good
4,804 reviews

Entertainment

7.7

Crew

8.7

Comfort

8.1

Overall

8.1

Boarding

8.2

Food

7.2

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 Yucatan to Midway. 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 Yucatan to Chicago Midway Airport one-way?

    For one-way options, check prices for Southwest. According to our data, you can fly for as low as $145. Users have also found prices from $146 and $206 on Frontier and Volaris, respectively.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Yucatan to Midway 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 Yucatan to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Yucatan to Chicago Midway Airport (average of $160). Flying from Yucatan to Chicago Midway Airport in November is currently the most expensive (average of $249). 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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