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

What airlines fly to Yucatan?

American Airlines, Viva and United Airlines are the top three most popular airlines that fly to Yucatan from Chicago according to our data. American Airlines is the first choice among our users, with 29% 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.

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

As of March 2026, there are 100 flights per week flying from Chicago to Yucatan. The most common day of the week flights depart is Sat, with 17% 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 March 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.

$98 Cheap Flights from Chicago to Yucatan in 2026

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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.

6:30 am - 10:00 am

ORD

CUN

3h 30mnonstop

3:11 pm - 9:12 pm

CUN

ORD

6h 01m

1 stop

$249Spirit Airlines

Sat, Apr 18 - Thu, Apr 23

6:30 am - 10:00 am

ORD

CUN

3h 30mnonstop

1:14 pm - 11:01 pm

CUN

ORD

9h 47m

1 stop

$250Multiple Airlines

Sat, May 9 - Wed, May 13

8:30 am - 12:20 pm

MDW

CUN

3h 50mnonstop

12:04 pm - 10:22 pm

CUN

MDW

10h 18m

1 stop

$251Frontier

Sat, Apr 11 - Thu, Apr 16

7:35 am - 9:03 pm

ORD

CUN

13h 28m

1 stop

3:11 pm - 9:12 pm

CUN

ORD

6h 01m

1 stop

$251Multiple Airlines

Sat, Apr 18 - Fri, Apr 24

8:30 am - 12:20 pm

MDW

CUN

3h 50mnonstop

1:25 pm - 10:14 pm

CUN

MDW

8h 49m

1 stop

$254Frontier

Sat, Apr 11 - Sat, Apr 18

1:30 am - 11:59 pm

ORD

MID

23h 29m

1 stop

7:05 pm - 11:45 pm

MID

ORD

27h 40m

1 stop

$281Viva

Mon, Jun 1 - Tue, Jun 9

1:30 am - 12:01 am

ORD

MID

23h 31m

1 stop

7:05 pm - 11:45 pm

MID

ORD

27h 40m

1 stop

$287Viva

Mon, Aug 31 - Tue, Sep 15

7:35 am - 3:40 pm

ORD

MID

9h 05m

1 stop

4:48 pm - 5:52 am

MID

ORD

12h 04m

1 stop

$319Volaris

Sat, Sep 12 - Sat, Sep 26

9:53 pm - 8:46 am

MDW

MID

11h 53m

1 stop

9:18 am - 8:23 pm

MID

MDW

10h 05m

1 stop

$430Volaris

Tue, Jun 2 - Tue, Jun 9

12:52 pm - 11:53 pm

MDW

MID

12h 01m

2 stops

5:46 am - 10:28 pm

MID

MDW

15h 42m

2 stops

$535Delta

Tue, Apr 21 - Tue, Apr 28

Frontier flights from Chicago to Yucatan

Our best Frontier deals on Chicago to Yucatan flight tickets

Frontier

Apr 11

MDW8:30 amChicago Midway

3h 50m

CUN12:20 pmCancun

Apr 16

CUN12:04 pmCancun

10h 18m

1 stop

MDW10:22 pmChicago Midway

$251

Frontier

Apr 11

MDW8:30 amChicago Midway

3h 50m

CUN12:20 pmCancun

Apr 18

CUN1:25 pmCancun

8h 49m

1 stop

MDW10:14 pmChicago Midway

$254

Frontier

May 7

ORD6:00 amChicago O'Hare Intl

4h 03m

CUN10:03 amCancun

May 11

CUN10:25 amCancun

4h 10m

ORD2:35 pmChicago O'Hare Intl

$257

Spirit Airlines flights from Chicago to Yucatan

Our best Spirit Airlines deals on Chicago to Yucatan flight tickets

Spirit Airlines

Apr 18

ORD6:30 amChicago O'Hare Intl

3h 30m

CUN10:00 amCancun

Apr 23

CUN3:11 pmCancun

6h 01m

1 stop

ORD9:12 pmChicago O'Hare Intl

$249

Spirit Airlines

Apr 5

ORD6:05 amChicago O'Hare Intl

3h 46m

CUN9:51 amCancun

Apr 16

CUN3:11 pmCancun

6h 01m

1 stop

ORD9:12 pmChicago O'Hare Intl

$258

Spirit Airlines

Apr 18

ORD6:30 amChicago O'Hare Intl

3h 30m

CUN10:00 amCancun

Apr 24

CUN3:11 pmCancun

6h 01m

1 stop

ORD9:12 pmChicago O'Hare Intl

$262

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 4/18

6:30 am-10:00 am

Nonstop3h 30m

Cancun

Thu 4/23

3:11 pm-9:12 pm

1 stop6h 01m

$249

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 5/9

6:30 am-10:00 am

Nonstop3h 30m

Cancun

Wed 5/13

1:14 pm-11:01 pm

1 stop9h 47m

$250

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 4/11

8:30 am-12:20 pm

Nonstop3h 50m

Cancun

Thu 4/16

12:04 pm-10:22 pm

1 stop10h 18m

$251

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 4/18

7:35 am-9:03 pm

1 stop13h 28m

Cancun

Fri 4/24

3:11 pm-9:12 pm

1 stop6h 01m

$251

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 4/11

8:30 am-12:20 pm

Nonstop3h 50m

Cancun

Sat 4/18

1:25 pm-10:14 pm

1 stop8h 49m

$254

ChicagoMérida

ORD - MID

ORDMID

Chicago O'Hare Intl

Mon 6/1

1:30 am-11:59 pm

1 stop23h 29m

Mérida Rejon

Tue 6/9

7:05 pm-11:45 pm

1 stop27h 40m

$281

ChicagoMérida

ORD - MID

ORDMID

Chicago O'Hare Intl

Mon 8/31

1:30 am-12:01 am

1 stop23h 31m

Mérida Rejon

Tue 9/15

7:05 pm-11:45 pm

1 stop27h 40m

$287

ChicagoMérida

ORD - MID

ORDMID

Chicago O'Hare Intl

Sat 9/12

7:35 am-3:40 pm

1 stop9h 05m

Mérida Rejon

Sat 9/26

4:48 pm-5:52 am

1 stop12h 04m

$319

ChicagoMérida

MDW - MID

MDWMID

Chicago Midway

Tue 6/2

9:53 pm-8:46 am

1 stop11h 53m

Mérida Rejon

Tue 6/9

9:18 am-8:23 pm

1 stop10h 05m

$430

ChicagoMérida

MDW - MID

MDWMID

Chicago Midway

Tue 4/21

12:52 pm-11:53 pm

2 stops12h 01m

Mérida Rejon

Tue 4/28

5:46 am-10:28 pm

2 stops15h 42m

$535

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 $338.

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 $520 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 $381 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 11 as of March 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 1,170 reviews	Search Volaris flights
Viva	PriceFrom $263	Free Cancellation	Rating 7.0 818 reviews	Search Viva flights
Delta	PriceFrom $371	Free Cancellation	Rating 7.9 8,318 reviews	Search Delta flights
United Airlines	PriceFrom $373	Free Cancellation	Rating 7.4 9,462 reviews	Search United Airlines flights
Aeromexico	PriceFrom $483	Free Cancellation	Rating 7.4 1,561 reviews	Search Aeromexico flights
American Airlines	PriceFrom $525	Free Cancellation	Rating 7.1 11,486 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.