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 3 per week as of February 2026. The most frequent departure day is Mon, with 33% 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 February 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.

$105 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.

9:00 am - 2:02 pm

MDW

CUN

4h 02mnonstop

3:07 pm - 7:13 pm

CUN

MDW

4h 06mnonstop

$247Frontier

Sat, Mar 7 - Sat, Mar 14

9:00 am - 2:02 pm

MDW

CUN

4h 02mnonstop

3:07 pm - 7:13 pm

CUN

MDW

4h 06mnonstop

$248Frontier

Sat, Mar 7 - Sat, Mar 14

9:00 am - 2:02 pm

MDW

CUN

4h 02mnonstop

3:07 pm - 7:13 pm

CUN

MDW

4h 06mnonstop

$252Frontier

Sat, Mar 7 - Sat, Mar 14

6:54 pm - 9:48 am

MDW

CUN

13h 54m

1 stop

3:07 pm - 7:13 pm

CUN

MDW

4h 06mnonstop

$279Multiple Airlines

Sat, Mar 7 - Sat, Mar 14

6:54 pm - 9:48 am

MDW

CUN

13h 54m

1 stop

3:07 pm - 7:13 pm

CUN

MDW

4h 06mnonstop

$287Multiple Airlines

Sat, Mar 7 - Sat, Mar 14

6:54 pm - 8:45 am

MDW

MID

13h 51m

1 stop

9:29 am - 6:34 pm

MID

MDW

8h 05m

1 stop

$500Volaris

Sat, Mar 7 - Thu, Mar 12

8:09 pm - 8:48 am

MDW

MID

13h 39m

1 stop

9:24 am - 6:40 pm

MID

MDW

8h 16m

1 stop

$514Volaris

Fri, Apr 10 - Fri, Apr 17

12:52 pm - 11:55 pm

MDW

MID

12h 03m

2 stops

5:45 am - 4:26 pm

MID

MDW

9h 41m

2 stops

$547Delta

Tue, Apr 28 - Tue, May 5

6:00 am - 5:05 pm

MDW

MID

12h 05m

2 stops

9:10 pm - 10:28 pm

MID

MDW

24h 18m

2 stops

$567Aeromexico

Mon, Apr 13 - Mon, Apr 20

6:00 am - 5:55 pm

MDW

MID

12h 55m

2 stops

7:15 am - 8:46 am

MID

MDW

24h 31m

2 stops

$579Delta

Sat, Apr 18 - Sat, Apr 25

Frontier flights from Chicago Midway Airport to Yucatan

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

Frontier

Mar 7

MDW9:00 amChicago Midway

4h 02m

CUN2:02 pmCancun

Mar 14

CUN3:07 pmCancun

4h 06m

MDW7:13 pmChicago Midway

$247

Frontier

Mar 7

MDW9:00 amChicago Midway

4h 02m

CUN2:02 pmCancun

Mar 14

CUN3:07 pmCancun

4h 06m

MDW7:13 pmChicago Midway

$248

Frontier

Mar 7

MDW9:00 amChicago Midway

4h 02m

CUN2:02 pmCancun

Mar 14

CUN3:07 pmCancun

4h 06m

MDW7:13 pmChicago Midway

$252

Volaris flights from Chicago Midway Airport to Yucatan

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

Volaris

Mar 2

MDW6:54 pmChicago Midway

13h 54m

1 stop

CUN9:48 amCancun

Mar 6

CUN10:39 amCancun

7h 55m

1 stop

MDW5:34 pmChicago Midway

$296

Volaris

Mar 3

MDW6:54 pmChicago Midway

13h 54m

1 stop

CUN9:48 amCancun

Mar 10

CUN10:39 amCancun

7h 55m

1 stop

MDW6:34 pmChicago Midway

$309

Volaris

Mar 15

MDW7:54 pmChicago Midway

13h 54m

1 stop

CUN9:48 amCancun

Mar 19

CUN10:39 amCancun

7h 55m

1 stop

MDW6:34 pmChicago Midway

$314

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

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 3/7

9:00 am-2:02 pm

Nonstop4h 02m

Cancun

Sat 3/14

3:07 pm-7:13 pm

Nonstop4h 06m

$247

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 3/7

9:00 am-2:02 pm

Nonstop4h 02m

Cancun

Sat 3/14

3:07 pm-7:13 pm

Nonstop4h 06m

$248

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 3/7

9:00 am-2:02 pm

Nonstop4h 02m

Cancun

Sat 3/14

3:07 pm-7:13 pm

Nonstop4h 06m

$252

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 3/7

6:54 pm-9:48 am

1 stop13h 54m

Cancun

Sat 3/14

3:07 pm-7:13 pm

Nonstop4h 06m

$279

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 3/7

6:54 pm-9:48 am

1 stop13h 54m

Cancun

Sat 3/14

3:07 pm-7:13 pm

Nonstop4h 06m

$287

ChicagoMérida

MDW - MID

MDWMID

Chicago Midway

Sat 3/7

6:54 pm-8:45 am

1 stop13h 51m

Mérida Rejon

Thu 3/12

9:29 am-6:34 pm

1 stop8h 05m

$500

ChicagoMérida

MDW - MID

MDWMID

Chicago Midway

Fri 4/10

8:09 pm-8:48 am

1 stop13h 39m

Mérida Rejon

Fri 4/17

9:24 am-6:40 pm

1 stop8h 16m

$514

ChicagoMérida

MDW - MID

MDWMID

Chicago Midway

Tue 4/28

12:52 pm-11:55 pm

2 stops12h 03m

Mérida Rejon

Tue 5/5

5:45 am-4:26 pm

2 stops9h 41m

$547

ChicagoMérida

MDW - MID

MDWMID

Chicago Midway

Mon 4/13

6:00 am-5:05 pm

2 stops12h 05m

Mérida Rejon

Mon 4/20

9:10 pm-10:28 pm

2 stops24h 18m

$567

ChicagoMérida

MDW - MID

MDWMID

Chicago Midway

Sat 4/18

6:00 am-5:55 pm

2 stops12h 55m

Mérida Rejon

Sat 4/25

7:15 am-8:46 am

2 stops24h 31m

$579

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?

Southwest, Delta, 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

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 February 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.