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

As of October 2025, there are 42 flights per week flying from Chicago to Yucatan. The most common day of the week flights depart is Tue, with 19% of flights taking off on this day.

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

Volaris, Viva, and Spirit Airlines 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 46% 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 11 as of October 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

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

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 to Yucatan

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

11:59 pm - 8:45 amORD-MID

8h 46m1 stop

10:05 pm - 11:45 pmMID-ORD

25h 40m1 stop

$241Multiple Airlines

Find Deal

Thu, Feb 26 - Thu, Mar 5

10:32 am - 3:35 pmORD-CUN

4h 03mnonstop

12:31 pm - 8:09 pmCUN-ORD

8h 38m1 stop

$243Multiple Airlines

Find Deal

Sun, Nov 30 - Thu, Dec 4

10:00 am - 2:49 pmORD-CUN

3h 49mnonstop

2:35 pm - 5:40 pmCUN-ORD

4h 05mnonstop

$262American Airlines

Find Deal

Mon, Dec 1 - Fri, Dec 5

1:20 am - 7:10 pmORD-MID

17h 50m1 stop

4:45 pm - 11:50 pmMID-ORD

7h 05m1 stop

$267Viva

Find Deal

Fri, Jan 16 - Mon, Jan 26

7:34 am - 12:30 pmORD-CUN

3h 56mnonstop

5:55 pm - 12:15 amCUN-ORD

7h 20m1 stop

$267United Airlines

Find Deal

Sun, Dec 7 - Thu, Dec 11

1:20 am - 12:50 amORD-MID

23h 30m1 stop

7:00 pm - 11:50 pmMID-ORD

28h 50m1 stop

$272Viva

Find Deal

Wed, Feb 4 - Tue, Feb 17

7:34 am - 12:30 pmORD-CUN

3h 56mnonstop

3:18 pm - 6:09 pmCUN-ORD

3h 51mnonstop

$272United Airlines

Find Deal

Sat, Nov 29 - Sat, Dec 6

1:00 am - 2:00 pmORD-CUN

12h 00m1 stop

10:43 am - 10:06 pmCUN-ORD

12h 23m1 stop

$277Volaris

Find Deal

Fri, Feb 20 - Fri, Feb 27

6:23 am - 9:26 pmORD-CUN

14h 03m1 stop

10:43 am - 10:06 pmCUN-ORD

12h 23m1 stop

$280Volaris

Find Deal

Thu, Feb 5 - Mon, Feb 9

2:50 pm - 1:57 pmORD-MID

23h 07m1 stop

3:59 pm - 8:44 amMID-ORD

16h 45m1 stop

$390American Airlines

Find Deal

Thu, Nov 13 - Sun, Nov 16

Southwest flights from Chicago to Yucatan

Our best Southwest deals on Chicago to Yucatan flight tickets

Southwest

Jan 20

MDW9:15 amChicago Midway

3h 40m

CUN1:55 pmCancun

Jan 29

CUN1:45 pmCancun

3h 45m

MDW4:30 pmChicago Midway

$252

Find similar

Southwest

Nov 15

MDW3:40 pmChicago Midway

3h 45m

CUN8:25 pmCancun

Nov 21

CUN2:15 pmCancun

3h 45m

MDW5:00 pmChicago Midway

$262

Find similar

Southwest

Nov 15

MDW5:15 amChicago Midway

8h 50m

1 stop

CUN3:05 pmCancun

Nov 21

CUN2:15 pmCancun

3h 45m

MDW5:00 pmChicago Midway

$271

Find similar

Frontier flights from Chicago to Yucatan

Our best Frontier deals on Chicago to Yucatan flight tickets

Frontier

Mar 6

ORD10:37 amChicago O'Hare Intl

4h 11m

CUN3:48 pmCancun

Mar 10

CUN5:02 pmCancun

4h 10m

ORD9:12 pmChicago O'Hare Intl

$254

Find similar

Frontier

Nov 30

ORD10:32 amChicago O'Hare Intl

4h 03m

CUN3:35 pmCancun

Dec 2

CUN6:02 pmCancun

4h 10m

ORD9:12 pmChicago O'Hare Intl

$284

Find similar

Frontier

Nov 8

MDW6:15 amChicago Midway

6h 04m

1 stop

CUN1:19 pmCancun

Nov 15

CUN2:30 pmCancun

8h 05m

1 stop

MDW9:35 pmChicago Midway

$416

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMérida

ORD - MID

ORDMID

Chicago O'Hare Intl

Thu 2/26

11:59 pm-8:45 am

1 stop8h 46m

Mérida Rejon

Thu 3/5

10:05 pm-11:45 pm

1 stop25h 40m

$241

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 11/30

10:32 am-3:35 pm

Nonstop4h 03m

Cancun

Thu 12/4

12:31 pm-8:09 pm

1 stop8h 38m

$243

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Mon 12/1

10:00 am-2:49 pm

Nonstop3h 49m

Cancun

Fri 12/5

2:35 pm-5:40 pm

Nonstop4h 05m

$262

ChicagoMérida

ORD - MID

ORDMID

Chicago O'Hare Intl

Fri 1/16

1:20 am-7:10 pm

1 stop17h 50m

Mérida Rejon

Mon 1/26

4:45 pm-11:50 pm

1 stop7h 05m

$267

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 12/7

7:34 am-12:30 pm

Nonstop3h 56m

Cancun

Thu 12/11

5:55 pm-12:15 am

1 stop7h 20m

$267

ChicagoMérida

ORD - MID

ORDMID

Chicago O'Hare Intl

Wed 2/4

1:20 am-12:50 am

1 stop23h 30m

Mérida Rejon

Tue 2/17

7:00 pm-11:50 pm

1 stop28h 50m

$272

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 11/29

7:34 am-12:30 pm

Nonstop3h 56m

Cancun

Sat 12/6

3:18 pm-6:09 pm

Nonstop3h 51m

$272

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Fri 2/20

1:00 am-2:00 pm

1 stop12h 00m

Cancun

Fri 2/27

10:43 am-10:06 pm

1 stop12h 23m

$277

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Thu 2/5

6:23 am-9:26 pm

1 stop14h 03m

Cancun

Mon 2/9

10:43 am-10:06 pm

1 stop12h 23m

$280

ChicagoMérida

ORD - MID

ORDMID

Chicago O'Hare Intl

Thu 11/13

2:50 pm-1:57 pm

1 stop23h 07m

Mérida Rejon

Sun 11/16

3:59 pm-8:44 am

1 stop16h 45m

$390

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 $488 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 $363 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 35m
Direct flights	Every day
Airports in Yucatan	1 airport

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

Direct flights go from Chicago to Yucatan every day.

There is 1 airport near Yucatan: 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 11 as of October 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 $260	Free Cancellation	Rating 7.0 791 reviews	Search Viva flights
Volaris	PriceFrom $280	Free Cancellation	Rating 6.7 1,151 reviews	Search Volaris flights
Delta	PriceFrom $472	Free Cancellation	Rating 7.9 7,992 reviews	Search Delta flights
Aeromexico	PriceFrom $473	Free Cancellation	Rating 7.4 1,677 reviews	Search Aeromexico flights
American Airlines	PriceFrom $475	Free Cancellation	Rating 7.2 11,032 reviews	Search American Airlines flights
United Airlines	PriceFrom $481	Free Cancellation	Rating 7.4 9,001 reviews	Search United 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.