How long is the flight from Chicago Midway Airport to Tulum?

A quick flight from Chicago Midway Airport to Tulum can take about 3h 40m. Southwest provides one of the quickest options available for as low as $324. The distance from Chicago Midway Airport to Tulum is about 1434 mi. This flight may include one or multiple stops.

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.

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).

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

Looking at all options, your cheapest flight can be booked for $97. While the most popular route (Chicago Midway - Cancun) can be booked for $318 on average, our data indicates $349 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 Southwest, Delta or Volaris as they are the most popular for this route.

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.

$106+ Flights from Chicago Midway Airport to Tulum

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1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

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Cheapflights Tip: The best prices from Chicago Midway to Tulum are usually found in September or July, booked 57 days in advance, depart on a Monday or Tuesday and return on a Thursday

Cheap 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 December 18, 2025.

Fri 12/1910:49 amMDW - CUN

1 stop9h 31mAeromexico

Wed 12/248:00 amCUN - MDW

1 stop7h 44mAeromexico

Deal found 12/16

$327

Mon 12/296:08 pmMDW - CUN

1 stop16h 07mDelta

Sat 1/317:00 amCUN - MDW

2 stops16h 22mDelta

Deal found 12/16

$337

Wed 12/313:29 pmMDW - CUN

2 stops19h 34mDelta

Sat 1/317:00 amCUN - MDW

2 stops16h 22mDelta

Deal found 12/16

$348

Wed 12/316:12 amMDW - CUN

1 stop6h 28mFrontier

Wed 1/73:14 pmCUN - MDW

1 stop8h 03mFrontier

Deal found 12/17

$349

Wed 12/176:00 amMDW - CUN

1 stop7h 05mDelta

Wed 12/2411:25 amCUN - MDW

1 stop11h 57mDelta

Deal found 12/16

$354

Thu 12/186:00 amMDW - CUN

1 stop7h 05mDelta

Wed 1/214:40 pmCUN - MDW

1 stop6h 42mDelta

Deal found 12/17

$399

Fri 12/199:34 amMDW - CUN

2 stops10h 46mDelta

Mon 12/298:00 amCUN - MDW

1 stop9h 20mDelta

Deal found 12/17

$403

Wed 12/175:25 amMDW - CUN

1 stop9h 00mSouthwest

Sat 12/2011:20 amCUN - MDW

Nonstop3h 40mSouthwest

Deal found 12/16

$404

Tue 12/232:01 pmMDW - CUN

1 stop26h 11mFrontier

Wed 12/312:50 pmCUN - MDW

1 stop8h 22mFrontier

Deal found 12/17

$405

Thu 12/189:35 amMDW - CUN

1 stop9h 10mSouthwest

Sun 12/212:30 pmCUN - MDW

Nonstop3h 45mSouthwest

Deal found 12/17

$409

Fri 12/199:34 amMDW - CUN

2 stops10h 46mDelta

Mon 12/228:00 amCUN - MDW

2 stops10h 26mDelta

Deal found 12/17

$423

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 December 18, 2025.

Tue 1/209:15 amMDW - CUN

Nonstop3h 40mSouthwest

Tue 1/272:55 pmCUN - MDW

1 stop9h 00mSouthwest

Deal found 12/16

$324

Tue 2/312:48 pmMDW - CUN

1 stop7h 23mDelta

Thu 2/54:40 pmCUN - MDW

1 stop6h 42mDelta

Deal found 12/17

$333

Thu 3/126:30 amMDW - CUN

1 stop13h 29mDelta

Tue 3/172:00 pmCUN - MDW

1 stop8h 29mDelta

Deal found 12/16

$333

Sun 2/110:48 amMDW - CUN

1 stop9h 23mDelta

Tue 2/312:15 pmCUN - MDW

1 stop6h 14mDelta

Deal found 12/17

$333

Fri 1/2312:48 pmMDW - CUN

1 stop7h 23mDelta

Wed 1/284:40 pmCUN - MDW

1 stop6h 42mDelta

Deal found 12/16

$333

Sun 2/110:48 amMDW - CUN

1 stop9h 23mDelta

Fri 2/64:40 pmCUN - MDW

1 stop6h 42mDelta

Deal found 12/17

$333

Sat 1/316:25 amMDW - CUN

1 stop9h 10mDelta

Wed 2/412:15 pmCUN - MDW

1 stop6h 14mDelta

Deal found 12/15

$333

Wed 2/410:46 amMDW - CUN

1 stop9h 25mDelta

Wed 2/111:40 pmCUN - MDW

1 stop9h 42mDelta

Deal found 12/17

$333

Thu 1/2912:48 pmMDW - CUN

1 stop7h 23mDelta

Tue 2/33:13 pmCUN - MDW

1 stop8h 09mDelta

Deal found 12/17

$333

Sat 1/246:25 amMDW - CUN

2 stops12h 37mDelta

Thu 1/294:40 pmCUN - MDW

1 stop6h 42mDelta

Deal found 12/15

$333

Mon 3/1612:47 pmMDW - CUN

1 stop7h 12mDelta

Wed 3/258:00 amCUN - MDW

1 stop8h 53mDelta

Deal found 12/17

$333

Sat 1/106:45 amMDW - CUN

1 stop8h 50mDelta

Wed 1/1412:05 pmCUN - MDW

2 stops11h 02mDelta

Deal found 12/16

$338

Last-minute flights from Midway to Tulum
Discover last-minute flight deals from Midway to Tulum. Data last updated December 18, 2025 and is based on user searches.

Sat 1/36:12 amMDW - CUN

1 stop6h 25mFrontier

Sat 1/103:34 pmCUN - MDW

1 stop7h 53mFrontier

Deal found 12/15

$285

Mon 1/56:12 amMDW - CUN

1 stop6h 28mFrontier

Thu 1/154:12 pmCUN - MDW

1 stop7h 07mFrontier

Deal found 12/15

$282

Mon 1/56:12 amMDW - CUN

1 stop6h 28mFrontier

Thu 1/83:14 pmCUN - MDW

1 stop8h 03mFrontier

Deal found 12/16

$284

Sun 1/114:21 pmMDW - CUN

1 stop15h 52mMultiple Airlines

Fri 1/162:04 pmCUN - MDW

1 stop10h 43mMultiple Airlines

Deal found 12/16

$317

Mon 1/196:10 amMDW - CUN

1 stop8h 00mFrontier

Thu 1/222:57 pmCUN - MDW

1 stop8h 22mFrontier

Deal found 12/15

$231

Thu 1/226:20 amMDW - CUN

1 stop6h 27mFrontier

Mon 1/262:57 pmCUN - MDW

1 stop8h 22mFrontier

Deal found 12/15

$233

Sat 1/249:38 amMDW - CUN

1 stop28h 42mFrontier

Thu 1/292:57 pmCUN - MDW

1 stop8h 22mFrontier

Deal found 12/15

$247

Fri 1/306:00 amMDW - CUN

1 stop8h 30mAeromexico

Fri 2/61:40 pmCUN - MDW

1 stop9h 42mAeromexico

Deal found 12/16

$298

Fri 1/306:54 pmMDW - CUN

1 stop13h 54mMultiple Airlines

Sat 2/74:30 pmCUN - MDW

1 stop20h 15mMultiple Airlines

Deal found 12/15

$315

Sat 1/319:38 amMDW - CUN

1 stop28h 42mFrontier

Sat 2/74:30 pmCUN - MDW

1 stop20h 15mFrontier

Deal found 12/16

$302

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 December 18, 2025.

Thu 1/226:20 amMDW - CUN

1 stop6h 27mFrontier

Deal found 12/16

$106

Mon 1/196:10 amMDW - CUN

1 stop8h 00mFrontier

Deal found 12/16

$107

Thu 1/86:10 amMDW - CUN

1 stop6h 54mFrontier

Deal found 12/16

$108

Thu 2/265:16 pmMDW - CUN

1 stop14h 35mFrontier

Deal found 12/16

$110

Sat 1/176:10 amMDW - CUN

1 stop8h 00mFrontier

Deal found 12/16

$111

Sun 1/186:54 pmMDW - CUN

1 stop13h 54mVolaris

Deal found 12/17

$112

Mon 3/167:54 pmMDW - CUN

1 stop13h 54mVolaris

Deal found 12/18

$116

Wed 1/286:54 pmMDW - CUN

1 stop13h 54mVolaris

Deal found 12/16

$117

Fri 2/66:54 pmMDW - CUN

1 stop13h 54mVolaris

Deal found 12/16

$118

Fri 1/166:54 pmMDW - CUN

1 stop13h 54mVolaris

Deal found 12/17

$120

Wed 1/211:20 pmMDW - CUN

1 stop23h 27mFrontier

Deal found 12/16

$122

Wed 2/186:54 pmMDW - CUN

1 stop13h 54mVolaris

Deal found 12/17

$125

Find flight deals from Midway to Tulum

Most accurate provider	Mytrip 3 stars
Most trusted provider	Mytrip 3 stars
Round-trip from	$231 (Frontier)
One-way from	$106 (Mytrip)
Popular in	December
Cheapest in	September
Average price	$710

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

Search Deals

One-way flight from Chicago Midway to Tulum

Search Deals

Highest demand for flights based on searches. 12% potential increase in price ($77 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in December 2025

Search Deals

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

Tue 1/20

9:15 am-1:55 pm

Nonstop3h 40m

Cancun

Tue 1/27

2:55 pm-10:55 pm

1 stop9h 00m

$324

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Tue 2/3

12:48 pm-9:11 pm

1 stop7h 23m

Cancun

Thu 2/5

4:40 pm-10:22 pm

1 stop6h 42m

$333

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Thu 3/12

6:30 am-7:59 pm

1 stop13h 29m

Cancun

Tue 3/17

2:00 pm-10:29 pm

1 stop8h 29m

$333

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sun 2/1

10:48 am-9:11 pm

1 stop9h 23m

Cancun

Tue 2/3

12:15 pm-5:29 pm

1 stop6h 14m

$333

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Fri 1/23

12:48 pm-9:11 pm

1 stop7h 23m

Cancun

Wed 1/28

4:40 pm-10:22 pm

1 stop6h 42m

$333

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sun 2/1

10:48 am-9:11 pm

1 stop9h 23m

Cancun

Fri 2/6

4:40 pm-10:22 pm

1 stop6h 42m

$333

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 1/31

6:25 am-4:35 pm

1 stop9h 10m

Cancun

Wed 2/4

12:15 pm-5:29 pm

1 stop6h 14m

$333

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Wed 2/4

10:46 am-9:11 pm

1 stop9h 25m

Cancun

Wed 2/11

1:40 pm-10:22 pm

1 stop9h 42m

$333

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Thu 1/29

12:48 pm-9:11 pm

1 stop7h 23m

Cancun

Tue 2/3

3:13 pm-10:22 pm

1 stop8h 09m

$333

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 1/24

6:25 am-8:02 pm

2 stops12h 37m

Cancun

Thu 1/29

4:40 pm-10:22 pm

1 stop6h 42m

$333

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/18

Showing 1-10 of 24 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, April is the cheapest month in which you can book a flight from Chicago Midway Airport to Tulum (average of $254). Flying from Chicago Midway Airport to Tulum in January is currently the most expensive (average of $430). 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?

A simple way to save on the total cost of your ticket is to fly from Chicago Midway Airport to Tulum in the afternoon. If you’re flexible enough to do this you can expect to save up to 25% on your trip compared to booking a flight at noon.

Reviews of airlines servicing Tulum

Read through reviews of airlines operating flights from Chicago Midway Airport to Tulum, such as Southwest, Delta, and LATAM Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Southwest

7.9

Good

4,249 reviews

Reviews

1 / 20

2.0

Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Southwest

7.9

Good

4,249 reviews

Southwest

7.9

Good

4,249 reviews

Reviews

1 / 20

2.0

Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Delta

7.9

Good

8,006 reviews

Southwest

7.9

Good

4,249 reviews

Reviews

1 / 20

2.0

Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

LATAM Airlines

7.5

Good

1,893 reviews

Southwest

7.9

Good

4,249 reviews

Reviews

1 / 20

2.0

Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Aeromexico

7.4

Good

1,629 reviews

Southwest

7.9

Good

4,249 reviews

Reviews

1 / 20

2.0

Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Volaris

6.6

Okay

1,156 reviews

Southwest

7.9

Good

4,249 reviews

Reviews

1 / 20

2.0

Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

How long is the flight from Chicago Midway Airport to Tulum?
A quick flight from Chicago Midway Airport to Tulum can take about 3h 40m. Southwest provides one of the quickest options available for as low as $324. The distance from Chicago Midway Airport to Tulum is about 1434 mi. This flight may include one or multiple stops.
What are the cheapest flights from Chicago Midway Airport to Tulum?
Looking at all options, your cheapest flight can be booked for $97. While the most popular route (Chicago Midway - Cancun) can be booked for $318 on average, our data indicates $349 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, April is the cheapest month in which you can book a flight from Chicago Midway Airport to Tulum (average of $254). Flying from Chicago Midway Airport to Tulum in January is currently the most expensive (average of $430). 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$161	Average$419	FlexibilityNo cancel fee	On-time69%
Aeromexico	Cheapest$312	Average$519	FlexibilityNo cancel fee	On-timeN/A
Southwest	Cheapest$345	Average$569	FlexibilityNo cancel fee	On-time63%
Frontier	Cheapest$362	Average$565	FlexibilityNo cancel fee	On-time62%
Delta	Cheapest$380	Average$607	FlexibilityNo cancel fee	On-timeN/A
American Airlines	Cheapest$506	Average$667	FlexibilityNo cancel fee	On-time71%
Volaris	Cheapest$848	Average$872	FlexibilityNo cancel fee	On-time79%
LATAM Airlines	Cheapest$3,369	Average$3,369	FlexibilityNo cancel fee	On-time81%

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$106+ 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 1/22. 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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2. Select your favorite providers

3. Compare prices and book

Cheapflights Tip: The best prices from Chicago Midway to Tulum are usually found in September or July, booked 57 days in advance, depart on a Monday or Tuesday and return on a Thursday

Cheap 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 December 18, 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 December 18, 2025.

Find flight deals from Midway to Tulum

Keep the following information in mind while searching for Midway to Tulum flight deals. Data was last updated December 18, 2025.

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

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 December 12, 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 December 18, 2025.

Reviews of airlines servicing Tulum

Read through reviews of airlines operating flights from Chicago Midway Airport to Tulum, such as Southwest, Delta, and LATAM Airlines. Reviews also offer insight into each airline's 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.

How long is the flight from Chicago Midway Airport to Tulum?

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 December 18, 2025.