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 10 per week as of June 2026. The most frequent departure day is Mon, with 20% 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 June 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.

$129 Cheap Flights from Chicago Midway Airport to Yucatan in 2026

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.

8:49 pm - 10:55 am

MDW

CUN

14h 06m

1 stop

10:40 am - 7:34 pm

CUN

MDW

8h 54m

1 stop

$363Volaris

Sat, Jul 18 - Tue, Jul 21

8:49 pm - 9:55 am

MDW

CUN

13h 06m

1 stop

10:40 am - 7:34 pm

CUN

MDW

8h 54m

1 stop

$366Volaris

Sat, Jul 18 - Tue, Jul 21

8:23 pm - 9:55 am

MDW

CUN

13h 32m

1 stop

10:40 am - 7:04 pm

CUN

MDW

8h 24m

1 stop

$368Volaris

Fri, Jul 3 - Fri, Jul 10

8:23 pm - 9:55 am

MDW

CUN

13h 32m

1 stop

10:40 am - 7:04 pm

CUN

MDW

8h 24m

1 stop

$373Volaris

Fri, Aug 28 - Mon, Aug 31

8:23 pm - 9:55 am

MDW

CUN

13h 32m

1 stop

10:40 am - 7:04 pm

CUN

MDW

8h 24m

1 stop

$376Volaris

Mon, Jul 6 - Fri, Jul 10

8:23 pm - 9:55 am

MDW

CUN

13h 32m

1 stop

10:40 am - 7:04 pm

CUN

MDW

8h 24m

1 stop

$377Volaris

Fri, Jul 3 - Wed, Jul 8

3:29 pm - 1:15 am

MDW

MID

10h 46m

2 stops

9:18 am - 7:04 pm

MID

MDW

8h 46m

1 stop

$598Multiple Airlines

Thu, Aug 13 - Sun, Aug 30

6:00 am - 10:19 pm

MDW

MID

16h 19m

2 stops

12:20 pm - 9:52 am

MID

MDW

21h 32m

2 stops

$634Delta

Mon, Nov 23 - Fri, Dec 11

6:05 am - 9:21 pm

MDW

MID

16h 16m

2 stops

9:09 am - 10:10 pm

MID

MDW

12h 01m

2 stops

$639Delta

Mon, Oct 5 - Sat, Oct 10

10:54 am - 12:06 am

MDW

MID

14h 12m

2 stops

6:59 am - 10:45 pm

MID

MDW

14h 46m

2 stops

$654Delta

Wed, Sep 2 - Tue, Sep 8

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Aeromexico flights from Chicago Midway Airport to Yucatan

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

Aeromexico

Aug 4

MDW10:54 amChicago Midway

9h 11m

1 stop

CUN8:05 pmCancun

Aug 11

CUN12:30 pmCancun

10h 06m

1 stop

MDW10:36 pmChicago Midway

$422

Aeromexico

Aug 4

MDW10:54 amChicago Midway

9h 11m

1 stop

CUN8:05 pmCancun

Aug 11

CUN2:10 pmCancun

8h 26m

1 stop

MDW10:36 pmChicago Midway

$453

Southwest flights from Chicago Midway Airport to Yucatan

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

Southwest

Aug 23

MDW8:40 amChicago Midway

3h 35m

CUN12:15 pmCancun

Aug 26

CUN12:40 pmCancun

3h 35m

MDW4:15 pmChicago Midway

$432

Southwest

Sep 7

MDW5:30 amChicago Midway

6h 40m

1 stop

CUN12:10 pmCancun

Sep 11

CUN1:05 pmCancun

3h 35m

MDW4:40 pmChicago Midway

$437

Southwest

Sep 7

MDW5:30 amChicago Midway

6h 40m

1 stop

CUN12:10 pmCancun

Sep 16

CUN12:40 pmCancun

3h 35m

MDW4:15 pmChicago Midway

$442

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

Sat 7/18

8:49 pm-10:55 am

1 stop14h 06m

Cancun

Tue 7/21

10:40 am-7:34 pm

1 stop8h 54m

$363

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 7/18

8:49 pm-9:55 am

1 stop13h 06m

Cancun

Tue 7/21

10:40 am-7:34 pm

1 stop8h 54m

$366

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Fri 7/3

8:23 pm-9:55 am

1 stop13h 32m

Cancun

Fri 7/10

10:40 am-7:04 pm

1 stop8h 24m

$368

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Fri 8/28

8:23 pm-9:55 am

1 stop13h 32m

Cancun

Mon 8/31

10:40 am-7:04 pm

1 stop8h 24m

$373

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 7/6

8:23 pm-9:55 am

1 stop13h 32m

Cancun

Fri 7/10

10:40 am-7:04 pm

1 stop8h 24m

$376

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Fri 7/3

8:23 pm-9:55 am

1 stop13h 32m

Cancun

Wed 7/8

10:40 am-7:04 pm

1 stop8h 24m

$377

Quickest round-trip

ChicagoMérida

MDW - MID

MDWMID

Chicago Midway

Thu 8/13

3:29 pm-1:15 am

2 stops10h 46m

Mérida Rejon

Sun 8/30

9:18 am-7:04 pm

1 stop8h 46m

$598

ChicagoMérida

MDW - MID

MDWMID

Chicago Midway

Mon 11/23

6:00 am-10:19 pm

2 stops16h 19m

Mérida Rejon

Fri 12/11

12:20 pm-9:52 am

2 stops21h 32m

$634

ChicagoMérida

MDW - MID

MDWMID

Chicago Midway

Mon 10/5

6:05 am-9:21 pm

2 stops16h 16m

Mérida Rejon

Sat 10/10

9:09 am-10:10 pm

2 stops12h 01m

$639

ChicagoMérida

MDW - MID

MDWMID

Chicago Midway

Wed 9/2

10:54 am-12:06 am

2 stops14h 12m

Mérida Rejon

Tue 9/8

6:59 am-10:45 pm

2 stops14h 46m

$654

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?

Volaris, Southwest, and Delta 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 35m
Direct flights	Every day
Airports in Yucatan	4 airports

The fastest flight from Chicago Midway Airport to Yucatan takes 3h 35m

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 June 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.