What are the cheapest airlines to fly from Chicago Midway Airport to Tulum one-way?

To fly one-way, consider booking your trip with Aeromexico, which is currently one of the cheapest options available, starting at $135. Frontier flights start at $142 while deals on Delta start at $184 one-way.

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

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. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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

Looking at all options, your cheapest flight can be booked for $110. While the most popular route (Chicago Midway - Cancun) can be booked for $286 on average our data indicates $500 when flying from Chicago Midway Airport to Tulum.

What are the most popular airlines that fly from Chicago Midway Airport to Tulum?

When booking a flight from Chicago Midway Airport to Tulum, you may want to consider flying on Aeromexico, Delta or Frontier as they are the most popular for this route.

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

Travelers have found it’s best to book a flight 60 days in advance to save up to 2% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 60 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Chicago Midway Airport to Tulum 1-2 weeks in advance for as low as $320, or $332 for flights within the next 24 hours.

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

The best pricing can be found in the month of September. Prices to Tulum from Chicago Midway Airport average $400. You can even find prices in September for less than $400, as users have found deals to Tulum from as low as $104. The month of March appears to be one of the more expensive times to travel to Tulum from Chicago Midway Airport. Flying in the targeted month can save you up to 28%.

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.

$135+ Flights from Chicago Midway Airport to Tulum

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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

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Round-trip from	$301 (Trip.com)
One-way from	$135 (Trip.com)
Popular in	December
Cheapest in	September
Average price	$671

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

Search Deals

Highest demand for flights based on searches. 15% potential increase in price ($109 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 March 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 March 31, 2025.

Wed 5/712:48 pmMDW - CUN

1 stop7h 32mAeromexico

Wed 5/1412:35 pmCUN - MDW

1 stop8h 53mAeromexico

Deal found 3/29

$301

Fri 6/612:48 pmMDW - CUN

2 stops11h 34mDelta

Wed 6/1112:25 pmCUN - MDW

1 stop9h 13mDelta

Deal found 3/31

$321

Tue 7/14:30 pmMDW - CUN

Nonstop3h 35mSouthwest

Tue 7/158:30 amCUN - MDW

Nonstop3h 35mSouthwest

Deal found 3/31

$336

Mon 5/512:48 pmMDW - CUN

1 stop7h 14mMultiple Airlines

Sat 5/108:00 amCUN - MDW

1 stop11h 06mMultiple Airlines

Deal found 3/30

$352

Fri 4/111:05 pmMDW - CUN

1 stop21h 50mFrontier

Thu 4/172:33 pmCUN - MDW

1 stop9h 48mFrontier

Deal found 3/30

$413

Best flights from Midway to Tulum
Discover carefully curated flight deals from Midway to Tulum that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 31, 2025.

Wed 5/712:48 pmMDW - CUN

1 stop7h 32mAeromexico

Wed 5/1412:35 pmCUN - MDW

1 stop8h 53mAeromexico

Deal found 3/29

$301

Mon 5/1212:48 pmMDW - CUN

1 stop7h 32mDelta

Wed 5/1411:00 amCUN - MDW

1 stop10h 28mDelta

Deal found 3/31

$321

Sun 4/64:30 pmMDW - CUN

Nonstop3h 55mSouthwest

Thu 4/103:55 pmCUN - MDW

1 stop6h 45mSouthwest

Deal found 3/31

$341

Mon 5/512:48 pmMDW - CUN

1 stop7h 14mMultiple Airlines

Sat 5/108:00 amCUN - MDW

1 stop11h 06mMultiple Airlines

Deal found 3/30

$352

Thu 5/152:45 pmMDW - CUN

1 stop19h 13mFrontier

Sun 5/1811:09 amCUN - MDW

1 stop9h 24mFrontier

Deal found 3/31

$406

Last-minute flights from Midway to Tulum
Discover last-minute flight deals from Midway to Tulum. Data last updated March 31, 2025 and is based on user searches.

Wed 4/29:54 amMDW - CUN

1 stop10h 06mDelta

Wed 4/911:05 amCUN - MDW

1 stop6h 57mDelta

Deal found 3/31

$321

Sat 4/59:23 amMDW - CUN

1 stop5h 42mDelta

Mon 4/711:05 amCUN - MDW

1 stop6h 57mDelta

Deal found 3/30

$321

Sat 4/54:00 pmMDW - CUN

2 stops24h 20mLATAM Airlines

Wed 4/93:45 pmCUN - MDW

2 stops20h 18mLATAM Airlines

Deal found 3/30

$1,898

Sun 4/68:00 amMDW - CUN

1 stop25h 25mMultiple Airlines

Wed 4/98:00 amCUN - MDW

1 stop8h 12mMultiple Airlines

Deal found 3/30

$377

Sun 4/612:48 pmMDW - CUN

2 stops12h 07mAeromexico

Sun 4/138:00 amCUN - MDW

1 stop8h 12mAeromexico

Deal found 3/30

$516

Mon 4/74:30 pmMDW - CUN

Nonstop3h 55mSouthwest

Tue 4/82:05 pmCUN - MDW

1 stop8h 45mSouthwest

Deal found 3/30

$341

Mon 4/710:41 pmMDW - CUN

1 stop14h 21mVolaris

Mon 4/148:00 amCUN - MDW

1 stop11h 06mVolaris

Deal found 3/31

$647

Thu 4/104:31 pmMDW - CUN

1 stop17h 09mFrontier

Thu 4/1712:00 pmCUN - MDW

1 stop7h 35mFrontier

Deal found 3/30

$417

Fri 4/114:36 pmMDW - CUN

1 stop16h 24mMultiple Airlines

Mon 4/148:15 amCUN - MDW

1 stop7h 57mMultiple Airlines

Deal found 3/31

$376

Fri 4/116:00 amMDW - CUN

1 stop9h 24mAeromexico

Thu 4/1710:00 amCUN - MDW

1 stop6h 12mAeromexico

Deal found 3/30

$393

Fri 4/111:05 pmMDW - CUN

1 stop21h 50mFrontier

Thu 4/172:33 pmCUN - MDW

1 stop9h 48mFrontier

Deal found 3/30

$413

One-way flights from Midway to Tulum
Search for one-way flight options from Midway to Tulum. Find affordable one-way fares based on user searches. Data last updated March 31, 2025.

Wed 5/1410:25 amMDW - CUN

1 stop9h 55mAeromexico

Deal found 3/30

$135

Mon 5/58:03 pmMDW - CUN

1 stop18h 07mFrontier

Deal found 3/31

$142

Thu 5/82:45 pmMDW - CUN

2 stops18h 36mMultiple Airlines

Deal found 3/31

$146

Sun 5/186:00 amMDW - CUN

2 stops11h 28mDelta

Deal found 3/31

$184

Tue 4/89:35 amMDW - CUN

Nonstop3h 35mSouthwest

Deal found 3/29

$196

Wed 6/49:59 pmMDW - CUN

1 stop13h 48mVolaris

Deal found 3/31

$241

Wed 6/189:21 amMDW - CUN

3 stops33h 24mWestJet

Deal found 3/31

$348

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago Midway Airport to Tulum that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Wed 5/7

12:48 pm-8:20 pm

1 stop7h 32m

Cancun

Wed 5/14

12:35 pm-9:28 pm

1 stop8h 53m

$301

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Fri 6/6

12:48 pm-8:20 pm

1 stop7h 32m

Cancun

Wed 6/11

2:00 pm-9:38 pm

1 stop7h 38m

$321

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 4/7

4:30 pm-8:25 pm

Nonstop3h 55m

Cancun

Tue 4/8

2:05 pm-10:50 pm

1 stop8h 45m

$341

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 5/5

12:48 pm-8:02 pm

1 stop7h 14m

Cancun

Sat 5/10

8:00 am-7:06 pm

1 stop11h 06m

$352

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Fri 4/11

1:05 pm-10:55 am

1 stop21h 50m

Cancun

Thu 4/17

2:33 pm-12:21 am

1 stop9h 48m

$413

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Wed 5/14

10:25 am-8:20 pm

1 stop9h 55m

$135

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 5/5

8:03 pm-2:10 pm

1 stop18h 07m

$142

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Thu 5/8

2:45 pm-9:21 am

2 stops18h 36m

$146

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sun 5/18

6:00 am-5:28 pm

2 stops11h 28m

$184

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Tue 4/8

9:35 am-1:10 pm

Nonstop3h 35m

$196

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/30

Showing 1-10 of 12 results

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?

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?

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

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

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

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

4,276 reviews

Reviews

1 / 20

8.0

Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Southwest

8.0

Very good

4,276 reviews

Southwest

8.0

Very good

4,276 reviews

Reviews

1 / 20

8.0

Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Delta

8.0

Very good

7,899 reviews

Southwest

8.0

Very good

4,276 reviews

Reviews

1 / 20

8.0

Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Aeromexico

7.5

Good

1,700 reviews

Southwest

8.0

Very good

4,276 reviews

Reviews

1 / 20

8.0

Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

WestJet

7.2

Good

2,789 reviews

Southwest

8.0

Very good

4,276 reviews

Reviews

1 / 20

8.0

Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Volaris

6.7

Okay

1,171 reviews

Southwest

8.0

Very good

4,276 reviews

Reviews

1 / 20

8.0

Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

What are the cheapest airlines to fly from Chicago Midway Airport to Tulum one-way?
To fly one-way, consider booking your trip with Aeromexico, which is currently one of the cheapest options available, starting at $135. Frontier flights start at $142 while deals on Delta start at $184 one-way.
What are the cheapest flights from Chicago Midway Airport to Tulum?
Looking at all options, your cheapest flight can be booked for $110. While the most popular route (Chicago Midway - Cancun) can be booked for $286 on average our data indicates $500 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

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Midway to Tulum

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

Airline	Cheapest	Average	Flexibility	On-time
United Airlines	Cheapest$175	Average$393	FlexibilityNo cancel fee	On-time69%
Spirit Airlines	Cheapest$183	Average$333	FlexibilityNo cancel fee	On-time65%
Frontier	Cheapest$198	Average$443	FlexibilityNo cancel fee	On-time62%
Aeromexico	Cheapest$368	Average$537	FlexibilityNo cancel fee	On-timeN/A
Delta	Cheapest$380	Average$538	FlexibilityNo cancel fee	On-timeN/A
Southwest	Cheapest$433	Average$693	FlexibilityNo cancel fee	On-time63%
Volaris	Cheapest$486	Average$872	FlexibilityNo cancel fee	On-time79%
LATAM Airlines	Cheapest$3,369	Average$3,369	FlexibilityNo cancel fee	On-time81%

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$135+ 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 5/14. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Midway to Tulum with Cheapflights

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3. Compare prices and book

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 March 31, 2025.

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Midway to Tulum

Cheapest flights from Midway to TulumExplore 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 March 31, 2025.

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 March 31, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago Midway Airport to Tulum that are best for you.

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.

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 March 28, 2025.

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

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 March 31, 2025.

Rainfall in Tulum by month

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

Temperature in Tulum by month

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

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 March 31, 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.

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?

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

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

How can I find direct flights from Midway to Tulum?

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

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Midway to Tulum

See prices for flight routes from nearby airports that may be better suited for you.

Top 8 airlines flying from Midway to Tulum

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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 March 31, 2025.