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Tulum

$110+ 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 4/6. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CUN
Feb 27 — Mar 61
Thu 2/27
Thu 3/6
1 adult, Economy
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The best prices from Chicago Midway to Tulum are usually found in February or April, booked 57 days in advance, depart on a Monday or Thursday 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 February 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$292
(Kiwi.com)

One-way from

$110
(Southwest)

Popular in

December

Cheapest in

February

Average price

$388
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. 18% potential increase in price ($127 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 February 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 February 22, 2025.

This Kiwi.com deal was found by Cheapflights users on 2/21. 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 4/14:40 pmMDW - CUN
1 stop15h 33mMultiple Airlines
Tue 4/810:40 amCUN - MDW
1 stop9h 11mMultiple Airlines
Deal found 2/21$292
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.
Wed 5/78:45 amMDW - CUN
1 stop6h 05mSouthwest
Wed 5/149:00 amCUN - MDW
Nonstop3h 40mSouthwest
Deal found 2/20$307
This Mytrip deal was found by Cheapflights users on 2/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/86:45 amMDW - CUN
1 stop30h 43mFrontier
Tue 4/1512:40 pmCUN - MDW
1 stop7h 05mFrontier
Deal found 2/22$321
This eDestinos deal was found by Cheapflights users on 2/22. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/2510:57 amMDW - CUN
1 stop9h 08mAeromexico
Mon 3/33:03 pmCUN - MDW
1 stop8h 17mAeromexico
Deal found 2/22$370
This Delta deal was found by Cheapflights users on 2/21. 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 3/612:44 pmMDW - CUN
1 stop7h 21mDelta
Thu 3/1311:05 amCUN - MDW
1 stop6h 57mDelta
Deal found 2/21$390
This Kiwi.com deal was found by Cheapflights users on 2/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/98:39 pmMDW - CUN
1 stop22h 19mVolaris
Fri 3/148:00 amCUN - MDW
1 stop11h 10mVolaris
Deal found 2/22$392

Find flights from Midway to Tulum within your budget

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 February 22, 2025.

Fly from

Midway

Fly to

Tulum

Route

Depart

Return

Price

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Tue 4/1

4:40 pm-8:13 am

1 stop15h 33m

Cancun

Tue 4/8

10:40 am-7:51 pm

1 stop9h 11m

$292

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Wed 5/7

8:45 am-2:50 pm

1 stop6h 05m

Cancun

Wed 5/14

9:00 am-12:40 pm

Nonstop3h 40m

$307

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Tue 4/8

6:45 am-1:28 pm

1 stop30h 43m

Cancun

Tue 4/15

12:40 pm-7:45 pm

1 stop7h 05m

$321

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Tue 2/25

10:57 am-9:05 pm

1 stop9h 08m

Cancun

Mon 3/3

3:03 pm-10:20 pm

1 stop8h 17m

$370

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sun 3/9

8:39 pm-6:58 pm

1 stop22h 19m

Cancun

Fri 3/14

8:00 am-7:10 pm

1 stop11h 10m

$392

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sun 3/2

9:33 am-9:05 pm

2 stops10h 32m

Cancun

Tue 3/4

8:00 am-6:11 pm

2 stops11h 11m

$395

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sun 4/6

4:30 pm-8:25 pm

Nonstop3h 55m

$110

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 5/5

8:03 pm-2:10 pm

1 stop18h 07m

$111

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 4/28

4:47 pm-11:10 am

2 stops18h 23m

$140

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 3/3

7:55 pm-9:04 am

1 stop12h 09m

$168

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/21

Showing 1-10 of 12 results
1
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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.

Travel insights for flights from Midway to Tulum

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

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 February 14, 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 February 22, 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.

What is the cheapest day to fly from Chicago Midway Airport to Tulum?

Use this chart to determine the cheapest time to fly round-trip from Midway to Tulum. Price data was last updated on February 16, 2025.

Travelers seeking maximum savings on their Chicago Midway Airport to Tulum flight should consider departing on Friday at noon when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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 February 22, 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
8.1
Very good
4,395 reviews

Boarding

8.2

Crew

8.7

Overall

8.1

Entertainment

7.6

Comfort

8.1

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
4,395 reviews
Southwest
8.1
Very good
4,395 reviews

Boarding

8.2

Crew

8.7

Overall

8.1

Entertainment

7.6

Comfort

8.1

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
8,203 reviews
Southwest
8.1
Very good
4,395 reviews

Boarding

8.2

Crew

8.7

Overall

8.1

Entertainment

7.6

Comfort

8.1

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
1,769 reviews
Southwest
8.1
Very good
4,395 reviews

Boarding

8.2

Crew

8.7

Overall

8.1

Entertainment

7.6

Comfort

8.1

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.

Volaris
6.7
Okay
1,206 reviews
Southwest
8.1
Very good
4,395 reviews

Boarding

8.2

Crew

8.7

Overall

8.1

Entertainment

7.6

Comfort

8.1

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.

Frontier
6.0
Okay
3,352 reviews
Southwest
8.1
Very good
4,395 reviews

Boarding

8.2

Crew

8.7

Overall

8.1

Entertainment

7.6

Comfort

8.1

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 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 $110. Frontier flights start at $111 while deals on Volaris start at $168 one-way.

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

    Looking at all options, your cheapest flight can be booked for $111. While the most popular route (Chicago Midway - Cancun) can be booked for $331 on average our data indicates $473 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 February 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$175Average$393FlexibilityNo cancel feeOn-time69%
FrontierCheapest$177Average$338FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$183Average$409FlexibilityNo cancel feeOn-time65%
DeltaCheapest$380Average$537FlexibilityNo cancel feeOn-timeN/A
AeromexicoCheapest$382Average$567FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$460Average$704FlexibilityNo cancel feeOn-time63%
VolarisCheapest$486Average$872FlexibilityNo cancel feeOn-time79%
LATAM AirlinesCheapest$3,369Average$3,369FlexibilityNo cancel feeOn-time81%
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