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

Spirit Airlines, Volaris, and Viva are the most popular carriers operating from Chicago to Yucatan

What airlines fly to Yucatan?

Viva, American Airlines and Volaris 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 5 different airlines that fly to Yucatan on a routine basis, so you have a few additional options to choose from.

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

As of August 2025, there are 44 flights per week flying from Chicago to Yucatan. The most common day of the week flights depart is Mon, with 16% of flights taking off on this day.

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 August 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.

$100 Cheap Flights from Chicago to Yucatan in 2025

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Find the cheapest flights from Chicago to Yucatan

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

12:45 pm - 9:49 pmORD-CUN

9h 04m1 stop

10:20 am - 7:50 pmCUN-ORD

9h 30m1 stop

$235

Find Deal

Sat, Sep 27 - Thu, Oct 2

5:05 am - 12:59 pmORD-CUN

7h 54m1 stop

10:44 am - 2:49 pmCUN-ORD

4h 05mnonstop

$236Spirit Airlines

Find Deal

Wed, Sep 24 - Sat, Oct 4

12:25 pm - 12:45 amORD-MID

13h 20m1 stop

7:55 pm - 11:35 pmMID-ORD

26h 40m1 stop

$251Viva

Find Deal

Thu, Oct 9 - Thu, Oct 16

12:25 pm - 10:55 amORD-MID

23h 30m1 stop

6:00 am - 11:35 pmMID-ORD

16h 35m1 stop

$257Viva

Find Deal

Fri, Oct 10 - Wed, Oct 15

7:34 am - 12:30 pmORD-CUN

3h 56mnonstop

3:18 pm - 6:09 pmCUN-ORD

3h 51mnonstop

$271United Airlines

Find Deal

Mon, Nov 10 - Fri, Nov 14

1:40 am - 9:20 amORD-MID

8h 40m1 stop

9:09 pm - 11:05 amMID-ORD

12h 56m1 stop

$276Volaris

Find Deal

Fri, Oct 10 - Sat, Oct 18

7:34 am - 11:30 amORD-CUN

3h 56mnonstop

4:55 pm - 12:15 amCUN-ORD

7h 20m1 stop

$281United Airlines

Find Deal

Mon, Oct 27 - Fri, Oct 31

1:40 am - 9:20 amORD-MID

8h 40m1 stop

9:09 pm - 11:05 amMID-ORD

12h 56m1 stop

$300Volaris

Find Deal

Wed, Oct 8 - Thu, Oct 16

11:00 am - 8:15 pmMDW-CUN

9h 15m1 stop

8:00 am - 5:35 pmCUN-MDW

9h 35m1 stop

$326Delta

Find Deal

Sat, Sep 27 - Fri, Oct 3

9:35 am - 8:15 pmMDW-CUN

10h 40m2 stops

8:00 am - 9:10 pmCUN-MDW

13h 10m1 stop

$330Delta

Find Deal

Sat, Sep 13 - Sat, Sep 20

Frontier flights from Chicago to Yucatan

Our best Frontier deals on Chicago to Yucatan flight tickets

Frontier

Aug 31

ORD6:45 amChicago O'Hare Intl

3h 51m

CUN10:36 amCancun

Sep 4

CUN11:34 amCancun

4h 09m

ORD3:43 pmChicago O'Hare Intl

$318

Find similar

Frontier

Oct 4

MDW6:15 amChicago Midway

6h 25m

1 stop

CUN12:40 pmCancun

Oct 11

CUN1:41 pmCancun

9h 06m

1 stop

MDW10:47 pmChicago Midway

$364

Find similar

Frontier

Oct 4

MDW6:15 amChicago Midway

6h 25m

1 stop

CUN12:40 pmCancun

Oct 11

CUN1:41 pmCancun

9h 06m

1 stop

MDW10:47 pmChicago Midway

$367

Find similar

Southwest flights from Chicago to Yucatan

Our best Southwest deals on Chicago to Yucatan flight tickets

Southwest

Oct 25

MDW9:40 amChicago Midway

3h 35m

CUN1:15 pmCancun

Oct 31

CUN3:15 pmCancun

3h 35m

MDW6:50 pmChicago Midway

$271

Find similar

Southwest

Sep 14

MDW10:35 amChicago Midway

3h 35m

CUN2:10 pmCancun

Sep 18

CUN3:10 pmCancun

3h 40m

MDW6:50 pmChicago Midway

$281

Find similar

Southwest

Sep 13

MDW9:15 amChicago Midway

3h 35m

CUN12:50 pmCancun

Sep 20

CUN1:55 pmCancun

8h 50m

1 stop

MDW10:45 pmChicago Midway

$286

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 9/27

12:45 pm-9:49 pm

1 stop9h 04m

Cancun

Thu 10/2

10:20 am-7:50 pm

1 stop9h 30m

$235

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Wed 9/24

5:05 am-12:59 pm

1 stop7h 54m

Cancun

Sat 10/4

10:44 am-2:49 pm

Nonstop4h 05m

$236

ChicagoMérida

ORD - MID

ORDMID

Chicago O'Hare Intl

Thu 10/9

12:25 pm-12:45 am

1 stop13h 20m

Mérida Rejon

Thu 10/16

7:55 pm-11:35 pm

1 stop26h 40m

$251

ChicagoMérida

ORD - MID

ORDMID

Chicago O'Hare Intl

Fri 10/10

12:25 pm-10:55 am

1 stop23h 30m

Mérida Rejon

Wed 10/15

6:00 am-11:35 pm

1 stop16h 35m

$257

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Mon 11/10

7:34 am-12:30 pm

Nonstop3h 56m

Cancun

Fri 11/14

3:18 pm-6:09 pm

Nonstop3h 51m

$271

ChicagoMérida

ORD - MID

ORDMID

Chicago O'Hare Intl

Fri 10/10

1:40 am-9:20 am

1 stop8h 40m

Mérida Rejon

Sat 10/18

9:09 pm-11:05 am

1 stop12h 56m

$276

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Mon 10/27

7:34 am-11:30 am

Nonstop3h 56m

Cancun

Fri 10/31

4:55 pm-12:15 am

1 stop7h 20m

$281

ChicagoMérida

ORD - MID

ORDMID

Chicago O'Hare Intl

Wed 10/8

1:40 am-9:20 am

1 stop8h 40m

Mérida Rejon

Thu 10/16

9:09 pm-11:05 am

1 stop12h 56m

$300

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 9/27

11:00 am-8:15 pm

1 stop9h 15m

Cancun

Fri 10/3

8:00 am-5:35 pm

1 stop9h 35m

$326

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 9/13

9:35 am-8:15 pm

2 stops10h 40m

Cancun

Sat 9/20

8:00 am-9:10 pm

1 stop13h 10m

$330

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 October. Flight prices, which tend to average around $350, are often lower during this time because this is during the off-season. If you’re not able to fly to Yucatan in October, then February is your next best option. Flight prices from Chicago to Yucatan during February average around $411.

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 $473 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 $316 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	1 airport

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

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 August 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 $234	Free Cancellation	Rating 7.0 788 reviews	Search Viva flights
Volaris	PriceFrom $287	Free Cancellation	Rating 6.6 1,158 reviews	Search Volaris flights
Aeromexico	PriceFrom $473	Free Cancellation	Rating 7.4 1,713 reviews	Search Aeromexico flights
American Airlines	PriceFrom $490	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
United Airlines	PriceFrom $540	Free Cancellation	Rating 7.4 8,943 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.