How many flights depart from Chicago Midway Airport to Yucatan on average per week?

The number of flights available between Chicago Midway Airport and Yucatan is 5 per week as of April 2026. The most frequent departure day is Sat, with 40% of weekly flights leaving on this day.

When did momondo last update prices for flights from Chicago Midway Airport to Yucatan?

Prices for flights from Chicago Midway Airport to Yucatan are refreshed on a daily basis.

How many operators does momondo search for flights from Chicago Midway Airport to Yucatan?

The number of operators available for flights from Chicago Midway Airport to Yucatan is 4 as of April 2026.

How old do you have to be to fly from Chicago Midway Airport to Yucatan?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago Midway Airport to Yucatan.

What documentation or ID do you need to fly to Yucatan?

The necessary travel and health documents for your Yucatan trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$118 Cheap Flights from Chicago Midway Airport to Yucatan in 2026

1 adult

0 bags

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Chicago Midway Airport to Yucatan

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:00 am - 2:56 pm

MDW

CUN

8h 56m

1 stop

3:22 pm - 11:09 am

CUN

MDW

19h 47m

1 stop

$272Frontier

Mon, May 4 - Mon, May 11

6:00 am - 2:56 pm

MDW

CUN

8h 56m

1 stop

2:09 pm - 10:14 pm

CUN

MDW

8h 05m

1 stop

$280Frontier

Thu, Apr 30 - Sat, May 2

11:59 am - 2:07 pm

MDW

CUN

26h 08m

1 stop

3:22 pm - 11:09 am

CUN

MDW

19h 47m

1 stop

$282Frontier

Sat, May 16 - Mon, May 18

6:00 am - 2:56 pm

MDW

CUN

8h 56m

1 stop

3:22 pm - 11:09 am

CUN

MDW

19h 47m

1 stop

$286Frontier

Mon, May 4 - Mon, May 11

2:15 pm - 2:56 pm

MDW

CUN

24h 41m

1 stop

4:07 pm - 11:09 am

CUN

MDW

19h 02m

1 stop

$292Frontier

Thu, Apr 30 - Mon, May 4

6:00 am - 2:56 pm

MDW

CUN

8h 56m

1 stop

4:07 pm - 11:09 am

CUN

MDW

19h 02m

1 stop

$293Frontier

Thu, Apr 30 - Mon, May 4

8:49 pm - 8:46 am

MDW

MID

12h 57m

1 stop

9:18 am - 7:34 pm

MID

MDW

9h 16m

1 stop

$499Volaris

Tue, Jun 2 - Tue, Jun 9

8:49 pm - 8:46 am

MDW

MID

12h 57m

1 stop

9:18 am - 7:34 pm

MID

MDW

9h 16m

1 stop

$524Volaris

Sat, Jun 13 - Sat, Jun 20

8:49 pm - 8:46 am

MDW

MID

12h 57m

1 stop

9:18 am - 7:34 pm

MID

MDW

9h 16m

1 stop

$546Volaris

Sat, Jun 13 - Sat, Jun 20

12:53 pm - 11:50 pm

MDW

MID

11h 57m

2 stops

5:47 am - 9:09 pm

MID

MDW

14h 22m

2 stops

$607Delta

Tue, May 12 - Mon, May 18

Frontier flights from Chicago Midway Airport to Yucatan

Our best Frontier deals on Chicago Midway Airport to Yucatan flight tickets

Frontier

May 4

MDW6:00 amChicago Midway

8h 56m

1 stop

CUN2:56 pmCancun

May 11

CUN3:22 pmCancun

19h 47m

1 stop

MDW11:09 amChicago Midway

$272

Frontier

Apr 30

MDW6:00 amChicago Midway

8h 56m

1 stop

CUN2:56 pmCancun

May 2

CUN2:09 pmCancun

8h 05m

1 stop

MDW10:14 pmChicago Midway

$280

Frontier

May 16

MDW11:59 amChicago Midway

26h 08m

1 stop

CUN2:07 pmCancun

May 18

CUN3:22 pmCancun

19h 47m

1 stop

MDW11:09 amChicago Midway

$282

Southwest flights from Chicago Midway Airport to Yucatan

Our best Southwest deals on Chicago Midway Airport to Yucatan flight tickets

Southwest

May 17

MDW11:00 amChicago Midway

3h 35m

CUN2:35 pmCancun

May 20

CUN3:15 pmCancun

3h 40m

MDW6:55 pmChicago Midway

$313

Southwest

May 10

MDW11:00 amChicago Midway

3h 35m

CUN2:35 pmCancun

May 13

CUN3:15 pmCancun

3h 40m

MDW6:55 pmChicago Midway

$333

Southwest

May 9

MDW6:10 amChicago Midway

3h 35m

CUN9:45 amCancun

May 14

CUN4:10 pmCancun

3h 40m

MDW7:50 pmChicago Midway

$348

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 5/4

6:00 am-2:56 pm

1 stop8h 56m

Cancun

Mon 5/11

3:22 pm-11:09 am

1 stop19h 47m

$272

Quickest round-trip

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Thu 4/30

6:00 am-2:56 pm

1 stop8h 56m

Cancun

Sat 5/2

2:09 pm-10:14 pm

1 stop8h 05m

$280

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 5/16

11:59 am-2:07 pm

1 stop26h 08m

Cancun

Mon 5/18

3:22 pm-11:09 am

1 stop19h 47m

$282

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 5/4

6:00 am-2:56 pm

1 stop8h 56m

Cancun

Mon 5/11

3:22 pm-11:09 am

1 stop19h 47m

$286

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Thu 4/30

2:15 pm-2:56 pm

1 stop24h 41m

Cancun

Mon 5/4

4:07 pm-11:09 am

1 stop19h 02m

$292

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Thu 4/30

6:00 am-2:56 pm

1 stop8h 56m

Cancun

Mon 5/4

4:07 pm-11:09 am

1 stop19h 02m

$293

ChicagoMérida

MDW - MID

MDWMID

Chicago Midway

Tue 6/2

8:49 pm-8:46 am

1 stop12h 57m

Mérida Rejon

Tue 6/9

9:18 am-7:34 pm

1 stop9h 16m

$499

ChicagoMérida

MDW - MID

MDWMID

Chicago Midway

Sat 6/13

8:49 pm-8:46 am

1 stop12h 57m

Mérida Rejon

Sat 6/20

9:18 am-7:34 pm

1 stop9h 16m

$524

ChicagoMérida

MDW - MID

MDWMID

Chicago Midway

Sat 6/13

8:49 pm-8:46 am

1 stop12h 57m

Mérida Rejon

Sat 6/20

9:18 am-7:34 pm

1 stop9h 16m

$546

ChicagoMérida

MDW - MID

MDWMID

Chicago Midway

Tue 5/12

12:53 pm-11:50 pm

2 stops11h 57m

Mérida Rejon

Mon 5/18

5:47 am-9:09 pm

2 stops14h 22m

$607

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago Midway Airport to Yucatan

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Airlines

Other information

What is the cheapest airline that flies from Chicago Midway to Yucatan?

Delta, Southwest, and Volaris are the most popular carriers operating from Chicago Midway to Yucatan

Cheap Chicago Midway Airport to Yucatan flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Yucatan

Fastest flight time	3h 30m
Direct flights	Every day
Airports in Yucatan	4 airports

The fastest flight from Chicago Midway Airport to Yucatan takes 3h 30m

Direct flights go from Chicago Midway Airport to Yucatan every day.

There are 4 airports in Yucatan. From Chicago Midway Airport there are direct flights to Cancun (CUN).

Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to Yucatan

When did momondo last update prices for flights from Chicago Midway Airport to Yucatan?
Prices for flights from Chicago Midway Airport to Yucatan are refreshed on a daily basis.
How many operators does momondo search for flights from Chicago Midway Airport to Yucatan?
The number of operators available for flights from Chicago Midway Airport to Yucatan is 4 as of April 2026.
How old do you have to be to fly from Chicago Midway Airport to Yucatan?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago Midway Airport to Yucatan.
What documentation or ID do you need to fly to Yucatan?
The necessary travel and health documents for your Yucatan trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Yucatan?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Yucatan. momondo saves you time and could save you money on your trip.

Can I find flights from Chicago to Yucatan with flexible booking policies on momondo?

All flight searches from Chicago to Yucatan on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Chicago to Yucatan?

momondo helps you find the best flight between Chicago and Yucatan by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Yucatan right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to Yucatan flights. All you need is a valid email address and we will do the rest; it is that quick and easy.