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 31% 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?

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

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

As of June 2026, there are 58 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.

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 June 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.

$116 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.

6:21 am - 3:28 pm

ORD

CUN

9h 07m

1 stop

4:32 pm - 12:55 am

CUN

ORD

8h 23m

1 stop

$308Volaris

Sun, Jul 5 - Wed, Jul 8

1:40 am - 10:03 am

ORD

CUN

8h 23m

1 stop

9:50 pm - 5:52 am

CUN

ORD

8h 02m

1 stop

$309Volaris

Wed, Jul 8 - Mon, Jul 13

7:35 am - 9:03 pm

ORD

CUN

13h 28m

1 stop

3:20 pm - 11:47 pm

CUN

ORD

8h 27m

1 stop

$310Volaris

Fri, Sep 18 - Fri, Sep 25

8:40 pm - 10:45 pm

ORD

MID

27h 05m

1 stop

8:50 pm - 12:09 pm

MID

ORD

14h 19m

1 stop

$329Multiple Airlines

Sat, Jul 4 - Tue, Jul 7

12:30 am - 4:00 pm

ORD

MID

15h 30m

1 stop

8:00 pm - 10:50 pm

MID

ORD

26h 50m

1 stop

$335Viva

Fri, Nov 27 - Sat, Dec 12

1:40 am - 9:00 am

ORD

MID

8h 20m

1 stop

10:10 pm - 11:55 pm

MID

ORD

24h 45m

1 stop

$354Multiple Airlines

Thu, Jul 9 - Wed, Jul 15

8:25 am - 12:00 pm

MDW

CUN

3h 35mnonstop

12:40 pm - 4:15 pm

CUN

MDW

3h 35mnonstop

$358Southwest

Mon, Aug 17 - Wed, Aug 26

8:25 am - 12:00 pm

MDW

CUN

3h 35mnonstop

1:10 pm - 8:45 pm

CUN

MDW

7h 35m

1 stop

$369Southwest

Mon, Aug 17 - Wed, Aug 26

6:00 am - 10:19 pm

MDW

MID

16h 19m

2 stops

12:20 pm - 9:52 am

MID

MDW

21h 32m

2 stops

$634Delta

Mon, Nov 23 - Fri, Dec 11

6:05 am - 9:21 pm

MDW

MID

16h 16m

2 stops

9:09 am - 10:10 pm

MID

MDW

12h 01m

2 stops

$639Delta

Mon, Oct 5 - Sat, Oct 10

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Southwest flights from Chicago to Yucatan

Our best Southwest deals on Chicago to Yucatan flight tickets

Southwest

Aug 17

MDW8:25 amChicago Midway

3h 35m

CUN12:00 pmCancun

Aug 26

CUN12:40 pmCancun

3h 35m

MDW4:15 pmChicago Midway

$358

Southwest

Aug 17

MDW8:25 amChicago Midway

3h 35m

CUN12:00 pmCancun

Aug 26

CUN1:10 pmCancun

7h 35m

1 stop

MDW8:45 pmChicago Midway

$369

Southwest

Aug 17

MDW7:55 amChicago Midway

5h 35m

1 stop

CUN1:30 pmCancun

Aug 26

CUN12:50 pmCancun

6h 20m

1 stop

MDW7:10 pmChicago Midway

$410

Volaris flights from Chicago to Yucatan

Our best Volaris deals on Chicago to Yucatan flight tickets

Volaris

Jul 5

ORD6:21 amChicago O'Hare Intl

9h 07m

1 stop

CUN3:28 pmCancun

Jul 8

CUN4:32 pmCancun

8h 23m

1 stop

ORD12:55 amChicago O'Hare Intl

$308

Volaris

Jul 8

ORD1:40 amChicago O'Hare Intl

8h 23m

1 stop

CUN10:03 amCancun

Jul 13

CUN9:50 pmCancun

8h 02m

1 stop

ORD5:52 amChicago O'Hare Intl

$309

Volaris

Sep 18

ORD7:35 amChicago O'Hare Intl

13h 28m

1 stop

CUN9:03 pmCancun

Sep 25

CUN3:20 pmCancun

8h 27m

1 stop

ORD11:47 pmChicago O'Hare Intl

$310

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 7/5

6:21 am-3:28 pm

1 stop9h 07m

Cancun

Wed 7/8

4:32 pm-12:55 am

1 stop8h 23m

$308

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Wed 7/8

1:40 am-10:03 am

1 stop8h 23m

Cancun

Mon 7/13

9:50 pm-5:52 am

1 stop8h 02m

$309

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Fri 9/18

7:35 am-9:03 pm

1 stop13h 28m

Cancun

Fri 9/25

3:20 pm-11:47 pm

1 stop8h 27m

$310

ChicagoMérida

ORD - MID

ORDMID

Chicago O'Hare Intl

Sat 7/4

8:40 pm-10:45 pm

1 stop27h 05m

Mérida Rejon

Tue 7/7

8:50 pm-12:09 pm

1 stop14h 19m

$329

ChicagoMérida

ORD - MID

ORDMID

Chicago O'Hare Intl

Fri 11/27

12:30 am-4:00 pm

1 stop15h 30m

Mérida Rejon

Sat 12/12

8:00 pm-10:50 pm

1 stop26h 50m

$335

ChicagoMérida

ORD - MID

ORDMID

Chicago O'Hare Intl

Thu 7/9

1:40 am-9:00 am

1 stop8h 20m

Mérida Rejon

Wed 7/15

10:10 pm-11:55 pm

1 stop24h 45m

$354

Quickest round-trip

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 8/17

8:25 am-12:00 pm

Nonstop3h 35m

Cancun

Wed 8/26

12:40 pm-4:15 pm

Nonstop3h 35m

$358

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 8/17

8:25 am-12:00 pm

Nonstop3h 35m

Cancun

Wed 8/26

1:10 pm-8:45 pm

1 stop7h 35m

$369

ChicagoMérida

MDW - MID

MDWMID

Chicago Midway

Mon 11/23

6:00 am-10:19 pm

2 stops16h 19m

Mérida Rejon

Fri 12/11

12:20 pm-9:52 am

2 stops21h 32m

$634

ChicagoMérida

MDW - MID

MDWMID

Chicago Midway

Mon 10/5

6:05 am-9:21 pm

2 stops16h 16m

Mérida Rejon

Sat 10/10

9:09 am-10:10 pm

2 stops12h 01m

$639

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 April. Flight prices, which tend to average around $109, are often lower during this time because this is during the off-season. If you’re not able to fly to Yucatan in April, then March is your next best option. Flight prices from Chicago to Yucatan during March average around $109.

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 June 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 1,157 reviews	Search Volaris flights
Viva	PriceFrom $199	Free Cancellation	Rating 7.0 801 reviews	Search Viva flights
United Airlines	PriceFrom $373	Free Cancellation	Rating 7.4 9,874 reviews	Search United Airlines flights
American Airlines	PriceFrom $544	Free Cancellation	Rating 7.1 11,740 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.