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

As of December 2025, there are 40 flights per week flying from Chicago to Yucatan. The most common day of the week flights depart is Wed, with 23% of flights taking off on this day.

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

Volaris, American Airlines, and Southwest are the most popular carriers operating from Chicago to Yucatan

What airlines fly to Yucatan?

Viva, American Airlines and United Airlines are the top three most popular airlines that fly to Yucatan from Chicago according to our data. Viva is the first choice among our users, with 42% of people opting to fly with this airline when traveling to Yucatan. Keep in mind that there are 6 different airlines that fly to Yucatan on a routine basis, so you have a few additional options to choose from.

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

Prices for flights from Chicago to Yucatan refresh daily.

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

The number of operators available for flights from Chicago to Yucatan is 12 as of December 2025.

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

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago 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.

$106 Cheap Flights from Chicago to Yucatan in 2025/26

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Find the cheapest flights from Chicago to Yucatan

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

5:05 am - 3:22 pm

ORD

CUN

9h 17m1 stop

7:19 pm - 10:28 pm

CUN

ORD

4h 09mnonstop

$212Frontier

Sat, Feb 21 - Wed, Feb 25

7:11 am - 12:19 pm

ORD

CUN

4h 08mnonstop

11:40 am - 2:49 pm

CUN

ORD

4h 09mnonstop

$213Frontier

Sat, Jan 24 - Tue, Feb 3

1:20 am - 4:05 pm

ORD

MID

14h 45m1 stop

4:50 pm - 11:50 pm

MID

ORD

7h 00m1 stop

$213Viva

Sun, Feb 15 - Mon, Feb 23

8:43 pm - 12:16 pm

ORD

CUN

14h 33m1 stop

11:40 am - 2:49 pm

CUN

ORD

4h 09mnonstop

$214Multiple Airlines

Fri, Jan 23 - Wed, Jan 28

6:05 am - 10:54 am

ORD

CUN

3h 49mnonstop

11:40 am - 2:49 pm

CUN

ORD

4h 09mnonstop

$215Multiple Airlines

Sat, Jan 24 - Fri, Jan 30

1:20 am - 7:45 pm

ORD

MID

18h 25m1 stop

5:45 am - 11:50 pm

MID

ORD

18h 05m1 stop

$221Viva

Fri, Feb 6 - Sun, Feb 15

7:54 pm - 9:48 am

MDW

CUN

13h 54m1 stop

10:39 am - 6:34 pm

CUN

MDW

7h 55m1 stop

$300Volaris

Mon, Mar 16 - Fri, Mar 20

10:53 am - 9:04 am

MDW

MID

22h 11m2 stops

5:46 am - 10:42 pm

MID

MDW

16h 56m2 stops

$451Delta

Tue, Feb 17 - Thu, Feb 26

5:31 pm - 5:03 pm

MDW

MID

23h 32m2 stops

5:46 am - 5:29 pm

MID

MDW

11h 43m2 stops

$471Delta

Sat, Jan 17 - Wed, Jan 21

6:54 pm - 8:45 am

MDW

MID

13h 51m1 stop

9:29 am - 5:34 pm

MID

MDW

8h 05m1 stop

$593Volaris

Wed, Feb 25 - Mon, Mar 2

Southwest flights from Chicago to Yucatan

Our best Southwest deals on Chicago to Yucatan flight tickets

Southwest

Jan 19

MDW5:25 amChicago Midway

6h 40m

1 stop

CUN1:05 pmCancun

Jan 22

CUN1:45 pmCancun

3h 45m

MDW4:30 pmChicago Midway

$318

Find similar

Southwest

Jan 26

MDW9:15 amChicago Midway

3h 40m

CUN1:55 pmCancun

Feb 4

CUN1:40 pmCancun

3h 45m

MDW4:25 pmChicago Midway

$344

Find similar

Southwest

Mar 6

MDW4:05 pmChicago Midway

3h 40m

CUN8:45 pmCancun

Mar 12

CUN8:30 amCancun

3h 40m

MDW12:10 pmChicago Midway

$354

Find similar

Frontier flights from Chicago to Yucatan

Our best Frontier deals on Chicago to Yucatan flight tickets

Frontier

Feb 21

ORD5:05 amChicago O'Hare Intl

9h 17m

1 stop

CUN3:22 pmCancun

Feb 25

CUN7:19 pmCancun

4h 09m

ORD10:28 pmChicago O'Hare Intl

$212

Find similar

Frontier

Jan 24

ORD7:11 amChicago O'Hare Intl

4h 08m

CUN12:19 pmCancun

Feb 3

CUN11:40 amCancun

4h 09m

ORD2:49 pmChicago O'Hare Intl

$213

Find similar

Frontier

Jan 21

ORD7:11 amChicago O'Hare Intl

4h 08m

CUN12:19 pmCancun

Jan 29

CUN11:40 amCancun

4h 09m

ORD2:49 pmChicago O'Hare Intl

$221

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 2/21

5:05 am-3:22 pm

1 stop9h 17m

Cancun

Wed 2/25

7:19 pm-10:28 pm

Nonstop4h 09m

$212

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 1/24

7:11 am-12:19 pm

Nonstop4h 08m

Cancun

Tue 2/3

11:40 am-2:49 pm

Nonstop4h 09m

$213

ChicagoMérida

ORD - MID

ORDMID

Chicago O'Hare Intl

Sun 2/15

1:20 am-4:05 pm

1 stop14h 45m

Mérida Rejon

Mon 2/23

4:50 pm-11:50 pm

1 stop7h 00m

$213

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Fri 1/23

8:43 pm-12:16 pm

1 stop14h 33m

Cancun

Wed 1/28

11:40 am-2:49 pm

Nonstop4h 09m

$214

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 1/24

6:05 am-10:54 am

Nonstop3h 49m

Cancun

Fri 1/30

11:40 am-2:49 pm

Nonstop4h 09m

$215

ChicagoMérida

ORD - MID

ORDMID

Chicago O'Hare Intl

Fri 2/6

1:20 am-7:45 pm

1 stop18h 25m

Mérida Rejon

Sun 2/15

5:45 am-11:50 pm

1 stop18h 05m

$221

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 3/16

7:54 pm-9:48 am

1 stop13h 54m

Cancun

Fri 3/20

10:39 am-6:34 pm

1 stop7h 55m

$300

ChicagoMérida

MDW - MID

MDWMID

Chicago Midway

Tue 2/17

10:53 am-9:04 am

2 stops22h 11m

Mérida Rejon

Thu 2/26

5:46 am-10:42 pm

2 stops16h 56m

$451

ChicagoMérida

MDW - MID

MDWMID

Chicago Midway

Sat 1/17

5:31 pm-5:03 pm

2 stops23h 32m

Mérida Rejon

Wed 1/21

5:46 am-5:29 pm

2 stops11h 43m

$471

ChicagoMérida

MDW - MID

MDWMID

Chicago Midway

Wed 2/25

6:54 pm-8:45 am

1 stop13h 51m

Mérida Rejon

Mon 3/2

9:29 am-5:34 pm

1 stop8h 05m

$593

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 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

Prices

Airlines

Other information

What is the cheapest month to fly to Yucatan?

The cheapest month to fly to Yucatan from Chicago is in September. Flight prices, which tend to average around $331, are often lower during this time because this is during the off-season. If you’re not able to fly to Yucatan in September, then May is your next best option. Flight prices from Chicago to Yucatan during May average around $413.

What is the cheapest day to depart on your flight to Yucatan?

According to our data, Friday is the cheapest day to fly to Yucatan from Chicago. The lowest ticket price found for a Friday departure recently was $369. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. Flights from Chicago to Yucatan on a Thursday will generally be more expensive and average around $599. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Yucatan?

Our data shows that the cheapest Chicago to Yucatan flights are usually those with departure times in the afternoon. Our users have found flights to Yucatan in the afternoon for as low as $382. Flights in the morning are often more expensive with an average ticket price of $602.

How far in advance should I book a flight to Yucatan?

You are more likely to see cheaper flights to Yucatan from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Yucatan for around $492 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Yucatan from Chicago for as low as $409 on momondo.

Cheap Chicago to Yucatan flight deals and tips

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

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

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

Direct flights go from Chicago to Yucatan every day.

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

Search flight deals

When did momondo last update prices for flights from Chicago to Yucatan?
Prices for flights from Chicago to Yucatan refresh daily.
How many operators does momondo search for flights from Chicago to Yucatan?
The number of operators available for flights from Chicago to Yucatan is 12 as of December 2025.
How old do you have to be to fly from Chicago to Yucatan?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago 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.

Best airlines flying from Chicago to Yucatan

Compare and see reviews for airlines that fly from Chicago to Yucatan with momondo

Airline	Rating	Free Cancellation	Price
Viva	PriceFrom $270	Free Cancellation	Rating 7.0 797 reviews	Search Viva flights
Volaris	PriceFrom $280	Free Cancellation	Rating 6.6 1,155 reviews	Search Volaris flights
Delta	PriceFrom $371	Free Cancellation	Rating 7.9 8,009 reviews	Search Delta flights
United Airlines	PriceFrom $373	Free Cancellation	Rating 7.4 9,093 reviews	Search United Airlines flights
Aeromexico	PriceFrom $473	Free Cancellation	Rating 7.4 1,629 reviews	Search Aeromexico flights
American Airlines	PriceFrom $520	Free Cancellation	Rating 7.2 11,054 reviews	Search American Airlines flights

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Yucatan for you.

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

momondo does allow users to show only those flights to Yucatan from Chicago which offer a flexible booking policy as well as other useful filters and features.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Yucatan from Chicago.

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

If you are not ready to book a flight from Chicago to Yucatan now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Yucatan and let you know when they change.