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Tulum

$123+ Cheap flights from Midway (MDW) to Tulum, Mexico

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 7/18. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CUN
jun. 17 — jun. 241
mar. 6/17
mar. 6/24
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago Midway to Tulum are usually found in July or September, booked 57 days in advance, depart on a Monday or Sunday and return on a Monday

Cheap flight deals from Midway to Tulum

Keep the following information in mind while searching for Midway to Tulum flight deals. Data was last updated junio 12, 2025.

Round-trip from

$269
(Southwest)

One-way from

$123
(Southwest)

Popular in

December

Cheapest in

July

Average price

$513
From Chicago Midway to Tulum
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One-way flight from Chicago Midway to Tulum
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Highest demand for flights based on searches. 15% potential increase in price ($108 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Midway to Tulum

Cheapest flights from Midway to Tulum
Explore the most affordable flight options available from Midway to Tulum. Find the lowest fares from popular airlines and budget airlines, with prices last updated on junio 12, 2025.

This Southwest deal was found by Cheapflights users on 6/9. 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. 7/104:35 pmMDW - CUN
Nonstop3h 35mSouthwest
mar. 7/158:30 amCUN - MDW
Nonstop3h 35mSouthwest
Deal found 6/9$269
This Priceline deal was found by Cheapflights users on 6/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 8/236:10 amMDW - CUN
1 stop6h 29mFrontier
sáb. 8/301:54 pmCUN - MDW
1 stop9h 17mFrontier
Deal found 6/10$292
This Trip.com deal was found by Cheapflights users on 6/10. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/2412:44 pmMDW - CUN
1 stop7h 36mAeromexico
sáb. 9/612:40 pmCUN - MDW
1 stop8h 32mAeromexico
Deal found 6/10$305
This Trip.com deal was found by Cheapflights users on 6/11. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/2412:44 pmMDW - CUN
1 stop7h 36mMultiple Airlines
mié. 6/253:25 pmCUN - MDW
1 stop29h 28mMultiple Airlines
Deal found 6/11$322
This Delta deal was found by Cheapflights users on 6/10. 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.
lun. 9/86:00 amMDW - CUN
1 stop8h 10mDelta
sáb. 9/138:15 amCUN - MDW
1 stop7h 15mDelta
Deal found 6/10$323

Cheapflights Fare Finder

Customize your flight search to find flights from Midway to Tulum 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 junio 12, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Tulum that are best for you.

Fly from

Midway

Fly to

Tulum

Route

Depart

Return

Price

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

jue. 7/10

4:35 pm-8:10 pm

Nonstop3h 35m

Cancun

mar. 7/15

8:30 am-12:05 pm

Nonstop3h 35m

$269

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

sáb. 8/23

6:10 am-12:39 pm

1 stop6h 29m

Cancun

sáb. 8/30

1:54 pm-11:11 pm

1 stop9h 17m

$292

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

mar. 6/24

12:44 pm-8:20 pm

1 stop7h 36m

Cancun

sáb. 9/6

12:40 pm-9:12 pm

1 stop8h 32m

$305

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

mar. 6/24

12:44 pm-8:20 pm

1 stop7h 36m

Cancun

mié. 6/25

3:25 pm-8:53 pm

1 stop29h 28m

$322

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

lun. 9/8

6:00 am-2:10 pm

1 stop8h 10m

Cancun

sáb. 9/13

8:15 am-3:30 pm

1 stop7h 15m

$323

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

vie. 7/18

4:35 pm-8:10 pm

Nonstop3h 35m

$123

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

sáb. 8/23

6:10 am-12:39 pm

1 stop6h 29m

$131

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

sáb. 8/9

6:00 am-2:25 pm

1 stop8h 25m

$132

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

mar. 9/2

6:00 am-2:10 pm

1 stop8h 10m

$147

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

lun. 9/8

12:50 pm-11:33 am

2 stops22h 43m

$181

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 11 results
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Best time to book a flight from Midway to Tulum

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

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Tulum

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

Use this chart to determine the optimal time to book a round-trip flight from Midway to Tulum. Price data was last updated on June 9, 2025.

The price you pay for your flight from Chicago Midway Airport to Tulum may vary depending on when you book. For the best chance of a lower fare, look to book 57 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Tulum (average of $360). Flying from Chicago Midway Airport to Tulum in March is currently the most expensive (average of $492). 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.

What is the cheapest time of day to fly from MDW to TU9?

Find hourly flight availability from Midway to Tulum. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated junio 12, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Tulum as you normally would.

Rainfall in Tulum by month

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

In terms of precipitation, rainfall in Tulum ranges from 1.1 - 11.1 inches per month. October is typically the wettest month, when rainfall can reach 11.1 in. April is typically the driest time to visit Tulum when rainfall is around 1.1 in.

Temperature in Tulum by month

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

If weather is an important factor for your trip to Tulum, 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 Tulum

Get insights into the airlines that provide service to Tulum. 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 Tulum. Reviews last updated junio 12, 2025.
To help decide which airline to fly from Chicago to Tulum, see what other customers have to say about Southwest, Delta and Aeromexico. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Entertainment

7.6

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Entertainment

7.6

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,946 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Entertainment

7.6

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Aeromexico
7.5
Good
1,706 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Entertainment

7.6

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Volaris
6.7
Okay
1,170 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Entertainment

7.6

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Frontier
6.0
Okay
3,295 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Entertainment

7.6

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

Find useful and relevant information for your journey from Midway to Tulum. 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 Tulum one-way?

    To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $123. Frontier flights start at $131 while deals on Aeromexico start at $132 one-way.

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

    Looking at all options, your cheapest flight can be booked for $121. While the most popular route (Chicago Midway - Cancun) can be booked for $269 on average our data indicates $291 when flying from Chicago Midway Airport to Tulum.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway to Tulum 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 Tulum?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Tulum (average of $360). Flying from Chicago Midway Airport to Tulum in March is currently the most expensive (average of $492). 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 Tulum

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Cancún flights
Midway to Cancún flights
O'Hare Intl to Cozumel flights
Midway to Cozumel flights
O'Hare Intl to Chetumal flights

Top 8 airlines flying from Midway to Tulum

Discover the top 8 airlines that operate flights from Midway to Tulum. 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 2,558,603 searches. Data last updated junio 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$161Average$419FlexibilityNo cancel feeOn-time69%
FrontierCheapest$198Average$450FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$241Average$341FlexibilityNo cancel feeOn-time65%
AeromexicoCheapest$319Average$523FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$345Average$582FlexibilityNo cancel feeOn-time63%
DeltaCheapest$380Average$610FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$486Average$872FlexibilityNo cancel feeOn-time79%
LATAM AirlinesCheapest$3,369Average$3,369FlexibilityNo cancel feeOn-time81%

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