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

As of August 2026, there are 38 flights per week flying from Chicago to Yucatan. The most common day of the week flights depart is Mon, with 21% of flights taking off on this day.

What airlines fly to Yucatan?

Viva, Volaris 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 32% of people opting to fly with this airline when traveling to Yucatan. Keep in mind that there are 4 different airlines that fly to Yucatan on a routine basis, so you have a few additional options to choose from.

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

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

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 10 as of August 2026.

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.

$101 Cheap Flights from Chicago to Yucatan in 2026

Discover deals from 900+ travel sites with momondo.

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.

4:22 pm - 1:20 amORD Chicago O'Hare Intl-MID Mérida Rejon

9h 58m1 stop Monterrey Gen Mariano Escobedo

6:00 am - 2:52 pmMID Mérida Rejon-ORD Chicago O'Hare Intl

7h 52m1 stop Monterrey Gen Mariano Escobedo

$292Viva

Sun, Sep 27 - Mon, Sep 28

1:40 am - 9:00 amORD Chicago O'Hare Intl-MID Mérida Rejon

8h 20m1 stop Mexico City Benito Juarez

8:03 pm - 1:10 pmMID Mérida Rejon-ORD Chicago O'Hare Intl

16h 07m1 stop Monterrey Gen Mariano Escobedo

$299Multiple Airlines

Tue, Oct 20 - Thu, Oct 22

7:35 am - 3:40 pmORD Chicago O'Hare Intl-MID Mérida Rejon

9h 05m1 stop Mexico City Benito Juarez

8:03 pm - 1:10 pmMID Mérida Rejon-ORD Chicago O'Hare Intl

16h 07m1 stop Monterrey Gen Mariano Escobedo

$299Multiple Airlines

Sun, Oct 18 - Thu, Oct 22

7:35 am - 3:40 pmORD Chicago O'Hare Intl-MID Mérida Rejon

9h 05m1 stop Mexico City Benito Juarez

10:03 am - 11:47 pmMID Mérida Rejon-ORD Chicago O'Hare Intl

12h 44m1 stop Mexico City Benito Juarez

$300Volaris

Sat, Sep 19 - Sat, Sep 26

4:22 pm - 1:20 amORD Chicago O'Hare Intl-MID Mérida Rejon

9h 58m1 stop Monterrey Gen Mariano Escobedo

6:00 am - 3:50 pmMID Mérida Rejon-ORD Chicago O'Hare Intl

8h 50m1 stop Monterrey Gen Mariano Escobedo

$301Viva

Sun, Sep 27 - Mon, Oct 5

7:35 am - 3:40 pmORD Chicago O'Hare Intl-MID Mérida Rejon

9h 05m1 stop Mexico City Benito Juarez

10:03 am - 11:47 pmMID Mérida Rejon-ORD Chicago O'Hare Intl

12h 44m1 stop Mexico City Benito Juarez

$313Volaris

Sat, Sep 19 - Sat, Sep 26

6:30 am - 2:14 pmORD Chicago O'Hare Intl-CUN Cancun

6h 44m1 stop Atlanta Hartsfield-Jackson

11:29 am - 2:30 pmCUN Cancun-ORD Chicago O'Hare Intl

4h 01mnonstop

$328Frontier

Thu, Nov 12 - Mon, Nov 16

7:30 am - 12:25 pmORD Chicago O'Hare Intl-CUN Cancun

3h 55mnonstop

11:29 am - 2:30 pmCUN Cancun-ORD Chicago O'Hare Intl

4h 01mnonstop

$351Frontier

Tue, Nov 10 - Tue, Nov 17

8:20 am - 12:01 pmORD Chicago O'Hare Intl-CUN Cancun

3h 41mnonstop

1:50 pm - 9:09 pmCUN Cancun-ORD Chicago O'Hare Intl

7h 19m1 stop Dallas/Fort Worth

$387American Airlines

Tue, Sep 8 - Fri, Sep 11

8:20 am - 12:01 pmORD Chicago O'Hare Intl-CUN Cancun

3h 41mnonstop

1:14 pm - 5:19 pmCUN Cancun-ORD Chicago O'Hare Intl

4h 05mnonstop

$397American Airlines

Tue, Sep 1 - Thu, Sep 3

Cheap last minute flights

Enter your travel dates to find the best prices.

2:53 am - 12:04 pmORD Chicago O'Hare Intl-CUN Cancun

9h 11m1 stop Guadalajara Miguel Hidal

10:40 am - 12:55 amCUN Cancun-ORD Chicago O'Hare Intl

14h 15m1 stop Guadalajara Miguel Hidal

$356Volaris

Mon, Aug 10 - Sat, Sep 12

7:35 am - 9:03 pmORD Chicago O'Hare Intl-CUN Cancun

13h 28m1 stop Mexico City Benito Juarez

11:16 am - 12:06 amCUN Cancun-ORD Chicago O'Hare Intl

12h 50m1 stop León Del Bajio

$363Volaris

Tue, Aug 11 - Sun, Sep 13

1:30 am - 10:45 pmORD Chicago O'Hare Intl-CUN Cancun

21h 15m1 stop Monterrey Gen Mariano Escobedo

11:10 am - 8:15 pmCUN Cancun-ORD Chicago O'Hare Intl

9h 05m1 stop Dallas/Fort Worth

$429Multiple Airlines

Mon, Aug 10 - Thu, Aug 20

1:30 am - 11:50 pmORD Chicago O'Hare Intl-CUN Cancun

22h 20m1 stop Monterrey Gen Mariano Escobedo

5:25 am - 12:55 amCUN Cancun-ORD Chicago O'Hare Intl

19h 30m2 stops Mexico City Benito Juarez Guadalajara Miguel Hidal

$443Multiple Airlines

Mon, Aug 10 - Sat, Sep 12

6:05 am - 1:53 pmMDW Chicago Midway-CUN Cancun

7h 48m1 stop Atlanta Hartsfield-Jackson

1:51 pm - 11:44 pmCUN Cancun-MDW Chicago Midway

9h 53m1 stop Atlanta Hartsfield-Jackson

$518Frontier

Wed, Aug 12 - Mon, Sep 14

6:05 am - 1:53 pmMDW Chicago Midway-CUN Cancun

7h 48m1 stop Atlanta Hartsfield-Jackson

1:51 pm - 11:44 pmCUN Cancun-MDW Chicago Midway

9h 53m1 stop Atlanta Hartsfield-Jackson

$518Frontier

Tue, Aug 11 - Mon, Sep 14

9:40 am - 8:03 pmORD Chicago O'Hare Intl-CUN Cancun

10h 23m1 stop Dallas/Fort Worth

11:31 am - 10:00 pmCUN Cancun-ORD Chicago O'Hare Intl

10h 29m1 stop Austin Bergstrom

$544American Airlines

Sun, Aug 9 - Thu, Aug 13

10:33 am - 1:20 amORD Chicago O'Hare Intl-CUN Cancun

14h 47m2 stops Atlanta Hartsfield-Jackson Mexico City Benito Juarez

9:20 am - 11:59 pmCUN Cancun-ORD Chicago O'Hare Intl

14h 39m2 stops Mexico City Benito Juarez Atlanta Hartsfield-Jackson

$546Aeromexico

Tue, Aug 11 - Sat, Sep 12

9:40 am - 8:03 pmORD Chicago O'Hare Intl-CUN Cancun

10h 23m1 stop Dallas/Fort Worth

11:31 am - 10:00 pmCUN Cancun-ORD Chicago O'Hare Intl

10h 29m1 stop Austin Bergstrom

$563American Airlines

Sun, Aug 9 - Thu, Aug 13

7:04 am - 1:20 amORD Chicago O'Hare Intl-CUN Cancun

18h 16m1 stop Mexico City Benito Juarez

12:38 pm - 11:57 pmCUN Cancun-ORD Chicago O'Hare Intl

11h 19m2 stops Mexico City Benito Juarez Atlanta Hartsfield-Jackson

$580Aeromexico

Wed, Aug 12 - Wed, Aug 19

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Frontier flights from Chicago to Yucatan

Our best Frontier deals on Chicago to Yucatan flight tickets

Frontier

Aug 26

MDW6:05 amChicago Midway

28h 05m

1 stop

CUN10:10 amCancun

Aug 29

CUN3:06 pmCancun

7h 41m

1 stop

MDW10:47 pmChicago Midway

$439

Frontier

Sep 18

MDW6:25 amChicago Midway

6h 12m

1 stop

CUN12:37 pmCancun

Sep 25

CUN1:51 pmCancun

9h 53m

1 stop

MDW11:44 pmChicago Midway

$440

Frontier

Oct 31

MDW7:25 amChicago Midway

5h 49m

1 stop

CUN1:14 pmCancun

Nov 6

CUN3:24 pmCancun

7h 29m

1 stop

MDW9:53 pmChicago Midway

$447

Volaris flights from Chicago to Yucatan

Our best Volaris deals on Chicago to Yucatan flight tickets

Volaris

Sep 19

ORD7:35 amChicago O'Hare Intl

9h 05m

1 stop

MID3:40 pmMérida Rejon

Sep 26

MID10:03 amMérida Rejon

12h 44m

1 stop

ORD11:47 pmChicago O'Hare Intl

$300

Volaris

Sep 19

ORD7:35 amChicago O'Hare Intl

9h 05m

1 stop

MID3:40 pmMérida Rejon

Sep 26

MID10:03 amMérida Rejon

12h 44m

1 stop

ORD11:47 pmChicago O'Hare Intl

$313

Volaris

Aug 24

ORD7:35 amChicago O'Hare Intl

13h 28m

1 stop

CUN9:03 pmCancun

Sep 2

CUN10:50 amCancun

12h 57m

1 stop

ORD11:47 pmChicago O'Hare Intl

$321

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoMérida

ORD Chicago O'Hare Intl - MID Mérida Rejon

ORDMID

Chicago O'Hare Intl

Sun 9/27

4:22 pm-1:20 am

1 stop9h 58m

Mérida Rejon

Mon 9/28

6:00 am-2:52 pm

1 stop7h 52m

$292

ChicagoMérida

ORD Chicago O'Hare Intl - MID Mérida Rejon

ORDMID

Chicago O'Hare Intl

Tue 10/20

1:40 am-9:00 am

1 stop8h 20m

Mérida Rejon

Thu 10/22

8:03 pm-1:10 pm

1 stop16h 07m

$299

ChicagoMérida

ORD Chicago O'Hare Intl - MID Mérida Rejon

ORDMID

Chicago O'Hare Intl

Sun 10/18

7:35 am-3:40 pm

1 stop9h 05m

Mérida Rejon

Thu 10/22

8:03 pm-1:10 pm

1 stop16h 07m

$299

ChicagoMérida

ORD Chicago O'Hare Intl - MID Mérida Rejon

ORDMID

Chicago O'Hare Intl

Sat 9/19

7:35 am-3:40 pm

1 stop9h 05m

Mérida Rejon

Sat 9/26

10:03 am-11:47 pm

1 stop12h 44m

$300

ChicagoMérida

ORD Chicago O'Hare Intl - MID Mérida Rejon

ORDMID

Chicago O'Hare Intl

Sun 9/27

4:22 pm-1:20 am

1 stop9h 58m

Mérida Rejon

Mon 10/5

6:00 am-3:50 pm

1 stop8h 50m

$301

ChicagoMérida

ORD Chicago O'Hare Intl - MID Mérida Rejon

ORDMID

Chicago O'Hare Intl

Sat 9/19

7:35 am-3:40 pm

1 stop9h 05m

Mérida Rejon

Sat 9/26

10:03 am-11:47 pm

1 stop12h 44m

$313

ChicagoCancún

ORD Chicago O'Hare Intl - CUN Cancun

ORDCUN

Chicago O'Hare Intl

Thu 11/12

6:30 am-2:14 pm

1 stop6h 44m

Cancun

Mon 11/16

11:29 am-2:30 pm

Nonstop4h 01m

$328

ChicagoCancún

ORD Chicago O'Hare Intl - CUN Cancun

ORDCUN

Chicago O'Hare Intl

Tue 11/10

7:30 am-12:25 pm

Nonstop3h 55m

Cancun

Tue 11/17

11:29 am-2:30 pm

Nonstop4h 01m

$351

ChicagoCancún

ORD Chicago O'Hare Intl - CUN Cancun

ORDCUN

Chicago O'Hare Intl

Tue 9/8

8:20 am-12:01 pm

Nonstop3h 41m

Cancun

Fri 9/11

1:50 pm-9:09 pm

1 stop7h 19m

$387

Quickest round-trip

ChicagoCancún

ORD Chicago O'Hare Intl - CUN Cancun

ORDCUN

Chicago O'Hare Intl

Tue 9/1

8:20 am-12:01 pm

Nonstop3h 41m

Cancun

Thu 9/3

1:14 pm-5:19 pm

Nonstop4h 05m

$397

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 $347, 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 $358.

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	4 airports

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

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

Frequently asked questions about flying from Chicago to Yucatan

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 10 as of August 2026.
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
Volaris	PriceFrom $109	Free Cancellation	Rating 6.6 1,146 reviews	Search Volaris flights
Viva	PriceFrom $199	Free Cancellation	Rating 7.0 806 reviews	Search Viva flights
United Airlines	PriceFrom $373	Free Cancellation	Rating 7.4 10,085 reviews	Search United Airlines flights
American Airlines	PriceFrom $550	Free Cancellation	Rating 7.1 11,885 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.