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Tulum

$111+ 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 4/27. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CUN
Apr 29 — May 61
Tue 4/29
Tue 5/6
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago Midway to Tulum are usually found in September or April, booked 57 days in advance, depart on a Monday or Tuesday 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 April 24, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$246
(Southwest)

One-way from

$111
(Southwest)

Popular in

November

Cheapest in

September

Average price

$496
Provider with most accurate pricing for Chicago (CHI)-Cancun flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Cancun flights.
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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. 8% potential increase in price ($52 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 24, 2025.

This Southwest deal was found by Cheapflights users on 4/23. 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 5/1110:45 amMDW - CUN
Nonstop3h 40mSouthwest
Thu 5/159:00 amCUN - MDW
Nonstop3h 40mSouthwest
Deal found 4/23$246
This Trip.com deal was found by Cheapflights users on 4/22. 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.
Tue 5/66:04 amMDW - CUN
1 stop6h 46mAeromexico
Tue 5/138:00 amCUN - MDW
1 stop7h 30mAeromexico
Deal found 4/22$299
This Delta deal was found by Cheapflights users on 4/23. 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.
Sat 6/712:48 pmMDW - CUN
1 stop7h 32mDelta
Sat 6/148:30 amCUN - MDW
2 stops13h 15mDelta
Deal found 4/23$321
This Kiwi.com deal was found by Cheapflights users on 4/23. 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.
Mon 5/1212:48 pmMDW - CUN
1 stop7h 32mMultiple Airlines
Fri 5/1612:39 pmCUN - MDW
1 stop9h 34mMultiple Airlines
Deal found 4/23$339
This Kiwi.com deal was found by Cheapflights users on 4/23. 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.
Thu 5/152:45 pmMDW - CUN
1 stop19h 13mFrontier
Mon 5/192:31 pmCUN - MDW
1 stop9h 16mFrontier
Deal found 4/23$403
This Cheapflightsfares deal was found by Cheapflights users on 4/23. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/209:59 pmMDW - CUN
1 stop13h 00mVolaris
Wed 8/278:00 amCUN - MDW
1 stop11h 16mVolaris
Deal found 4/23$543

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 April 24, 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

Sun 5/11

10:45 am-2:25 pm

Nonstop3h 40m

Cancun

Thu 5/15

9:00 am-12:40 pm

Nonstop3h 40m

$246

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Tue 5/6

6:04 am-12:50 pm

1 stop6h 46m

Cancun

Tue 5/13

8:00 am-3:30 pm

1 stop7h 30m

$299

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 6/7

6:00 am-5:30 pm

2 stops11h 30m

Cancun

Sat 6/14

9:15 am-9:45 pm

2 stops12h 30m

$321

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 5/12

12:48 pm-8:20 pm

1 stop7h 32m

Cancun

Fri 5/16

12:39 pm-10:13 pm

1 stop9h 34m

$339

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Thu 5/15

2:45 pm-9:58 am

1 stop19h 13m

Cancun

Mon 5/19

2:31 pm-11:47 pm

1 stop9h 16m

$403

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Wed 8/20

9:59 pm-10:59 am

1 stop13h 00m

Cancun

Wed 8/27

8:00 am-7:16 pm

1 stop11h 16m

$543

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sun 7/27

5:25 pm-9:00 pm

Nonstop3h 35m

$111

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Fri 8/15

6:00 am-2:08 pm

1 stop8h 08m

$140

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 6/7

12:48 pm-8:20 pm

1 stop7h 32m

$146

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Thu 5/15

2:45 pm-9:58 am

1 stop19h 13m

$160

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

Showing 1-10 of 12 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 April 18, 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 April 24, 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 April 24, 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
4,286 reviews

Food

7.1

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,286 reviews
Southwest
8.0
Very good
4,286 reviews

Food

7.1

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,920 reviews
Southwest
8.0
Very good
4,286 reviews

Food

7.1

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Aeromexico
7.5
Good
1,700 reviews
Southwest
8.0
Very good
4,286 reviews

Food

7.1

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Volaris
6.7
Okay
1,172 reviews
Southwest
8.0
Very good
4,286 reviews

Food

7.1

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Frontier
6.0
Okay
3,283 reviews
Southwest
8.0
Very good
4,286 reviews

Food

7.1

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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 $111. Aeromexico flights start at $136 while deals on Delta start at $146 one-way.

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

    Looking at all options, your cheapest flight can be booked for $120. While the most popular route (Chicago Midway - Cancun) can be booked for $309 on average our data indicates $399 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
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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 April 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$161Average$408FlexibilityNo cancel feeOn-time69%
FrontierCheapest$198Average$445FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$241Average$333FlexibilityNo cancel feeOn-time65%
AeromexicoCheapest$320Average$526FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$380Average$534FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$430Average$686FlexibilityNo cancel feeOn-time63%
VolarisCheapest$486Average$872FlexibilityNo cancel feeOn-time79%
LATAM AirlinesCheapest$3,369Average$3,369FlexibilityNo cancel feeOn-time81%

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