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$138+ 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 4/15. Fares are subject to change and may not be available on all flights or dates of travel.
MID — MDW
feb. 25 — mar. 41
mar. 2/25
mar. 3/4
1 adult, Economy
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Cheap flight deals from Yucatan to Midway

Keep the following information in mind while searching for Yucatan to Midway flight deals. Data was last updated febrero 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$249
(Southwest)

One-way from

$138
(Kiwi.com)

Popular in

July

Cheapest in

February

Average price

$301
Provider with most accurate pricing for Mérida Rejon-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Mérida Rejon-Chicago (CHI) flights.
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From Yucatan to Chicago Midway
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One-way flight from Yucatan to Chicago Midway
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Highest demand for flights based on searches. 8% potential increase in price ($37 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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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 febrero 20, 2025.

This Southwest deal was found by Cheapflights users on 2/20. 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.
jue. 3/69:20 amCUN - MDW
Nonstop3h 40mSouthwest
lun. 3/104:30 pmMDW - CUN
Nonstop3h 55mSouthwest
Deal found 2/20$249
This Kiwi.com deal was found by Cheapflights users on 2/19. 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.
mié. 3/53:49 pmCUN - MDW
1 stop9h 28mFrontier
mié. 3/125:58 pmMDW - CUN
1 stop14h 18mFrontier
Deal found 2/19$276
This Kiwi.com deal was found by Cheapflights users on 2/19. 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.
vie. 2/281:12 pmCUN - MDW
1 stop7h 07mMultiple Airlines
mié. 3/51:16 pmMDW - CUN
2 stops22h 04mMultiple Airlines
Deal found 2/19$314
This Delta deal was found by Cheapflights users on 2/20. 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.
jue. 2/278:00 amCUN - MDW
1 stop9h 20mDelta
mié. 3/510:57 amMDW - CUN
1 stop9h 08mDelta
Deal found 2/20$347
This Aeromexico deal was found by Cheapflights users on 2/20. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/153:11 pmCUN - MDW
1 stop7h 15mAeromexico
vie. 4/186:04 amMDW - CUN
1 stop5h 21mAeromexico
Deal found 2/20$378
This eDestinos deal was found by Cheapflights users on 2/19. 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.
vie. 3/218:00 amCUN - MDW
1 stop11h 10mVolaris
vie. 3/288:39 pmMDW - CUN
1 stop13h 16mVolaris
Deal found 2/19$470
This Delta deal was found by Cheapflights users on 2/20. 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.
mié. 3/266:53 amMID - MDW
2 stops14h 30mDelta
dom. 5/186:00 amMDW - MID
2 stops13h 20mDelta
Deal found 2/20$472
This WestJet deal was found by Cheapflights users on 2/20. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/152:00 pmCUN - MDW
2 stops24h 22mWestJet
vie. 4/181:16 pmMDW - CUN
2 stops29h 54mWestJet
Deal found 2/20$1,297

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 febrero 20, 2025.

Fly from

Yucatan

Fly to

Midway

Route

Depart

Return

Price

CancúnChicago

CUN - MDW

CUNMDW

Cancun

jue. 3/6

9:20 am-12:00 pm

Nonstop3h 40m

Chicago Midway

lun. 3/10

4:30 pm-8:25 pm

Nonstop3h 55m

$249

CancúnChicago

CUN - MDW

CUNMDW

Cancun

mié. 3/5

3:49 pm-12:17 am

1 stop9h 28m

Chicago Midway

mié. 3/12

5:58 pm-8:16 am

1 stop14h 18m

$276

CancúnChicago

CUN - MDW

CUNMDW

Cancun

mié. 3/19

11:05 am-6:02 pm

1 stop6h 57m

Chicago Midway

mié. 3/26

9:54 am-8:00 pm

1 stop10h 06m

$347

CancúnChicago

CUN - MDW

CUNMDW

Cancun

jue. 5/22

9:49 am-8:41 pm

1 stop10h 52m

Chicago Midway

vie. 5/30

9:12 pm-10:11 am

1 stop12h 59m

$361

CancúnChicago

CUN - MDW

CUNMDW

Cancun

mar. 4/15

3:11 pm-10:26 pm

1 stop7h 15m

Chicago Midway

vie. 4/18

6:04 am-11:25 am

1 stop5h 21m

$378

CancúnChicago

CUN - MDW

CUNMDW

Cancun

vie. 3/21

8:00 am-7:10 pm

1 stop11h 10m

Chicago Midway

vie. 3/28

8:39 pm-9:55 am

1 stop13h 16m

$470

MéridaChicago

MID - MDW

MIDMDW

Mérida Rejon

mié. 3/26

6:53 am-10:23 pm

2 stops14h 30m

Chicago Midway

dom. 5/18

6:00 am-6:20 pm

2 stops13h 20m

$472

CancúnChicago

CUN - MDW

CUNMDW

Cancun

mar. 4/15

2:00 pm-2:22 pm

2 stops24h 22m

Chicago Midway

vie. 4/18

1:16 pm-7:10 pm

2 stops29h 54m

$1,297

CancúnChicago

CUN - MDW

CUNMDW

Cancun

mié. 4/23

1:20 am-10:26 pm

2 stops21h 06m

Chicago Midway

dom. 4/27

4:59 pm-2:15 pm

2 stops21h 16m

$2,212

CancúnChicago

CUN - MDW

CUNMDW

Cancun

mar. 4/15

12:40 pm-7:45 pm

1 stop7h 05m

$138

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 16 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 febrero 20, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and LATAM Airlines 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.
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

LATAM Airlines
7.5
Good
1,795 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Aeromexico
7.5
Good
1,771 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

WestJet
7.2
Good
2,801 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 Frontier. According to our data, you can fly for as low as $138. Users have also found prices from $158 and $189 on Southwest 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

Traveling to a place near Yucatan?

Book flights to Yucatan if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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