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

Volaris, Spirit Airlines, and Southwest 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 40% 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 January 2026, there are 83 flights per week flying from Chicago to Yucatan. The most common day of the week flights depart is Thu, 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 January 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.

$103 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.

6:10 am - 11:14 am

ORD

CUN

4h 04mnonstop

7:19 pm - 10:28 pm

CUN

ORD

4h 09mnonstop

$229Frontier

lun., feb. 23 - mié., mar. 4

5:15 am - 12:20 pm

ORD

CUN

6h 05m

1 stop

11:59 am - 2:53 pm

CUN

ORD

3h 54mnonstop

$230Spirit Airlines

dom., feb. 22 - jue., feb. 26

6:23 am - 9:26 pm

ORD

CUN

14h 03m

1 stop

1:21 pm - 9:03 pm

CUN

ORD

8h 42m

1 stop

$232Multiple Airlines

dom., feb. 8 - mié., feb. 11

6:10 am - 11:14 am

ORD

CUN

4h 04mnonstop

1:25 pm - 7:11 pm

CUN

ORD

6h 46m

1 stop

$233Multiple Airlines

lun., feb. 16 - mié., feb. 25

11:58 pm - 7:46 am

ORD

MID

7h 48m

1 stop

8:17 pm - 11:19 am

MID

ORD

14h 02m

1 stop

$275Volaris

lun., mar. 2 - mié., mar. 11

1:40 am - 9:00 am

ORD

MID

8h 20m

1 stop

9:24 am - 12:39 am

MID

ORD

14h 15m

1 stop

$285Volaris

lun., abr. 13 - sáb., abr. 18

2:15 am - 12:40 am

ORD

MID

23h 25m

1 stop

7:00 pm - 12:45 am

MID

ORD

28h 45m

1 stop

$289Viva

mié., abr. 8 - mar., abr. 14

2:15 am - 12:40 am

ORD

MID

23h 25m

1 stop

6:05 am - 12:45 am

MID

ORD

17h 40m

1 stop

$301Viva

mié., abr. 8 - lun., abr. 13

6:00 am - 8:46 pm

MDW

MID

14h 46m

2 stops

5:48 am - 5:22 pm

MID

MDW

10h 34m

2 stops

$470Delta

mar., mar. 3 - mié., mar. 18

6:00 am - 8:20 pm

MDW

MID

15h 20m

2 stops

5:45 am - 4:25 pm

MID

MDW

9h 40m

2 stops

$523Delta

mar., abr. 7 - sáb., abr. 18

Frontier flights from Chicago to Yucatan

Our best Frontier deals on Chicago to Yucatan flight tickets

Frontier

Feb 23

ORD6:10 amChicago O'Hare Intl

4h 04m

CUN11:14 amCancun

Mar 4

CUN7:19 pmCancun

4h 09m

ORD10:28 pmChicago O'Hare Intl

$229

Frontier

Feb 24

ORD7:55 amChicago O'Hare Intl

4h 12m

CUN1:07 pmCancun

Mar 5

CUN6:27 pmCancun

4h 10m

ORD9:37 pmChicago O'Hare Intl

$235

Frontier

Feb 4

ORD7:11 amChicago O'Hare Intl

4h 08m

CUN12:19 pmCancun

Feb 11

CUN7:19 pmCancun

4h 09m

ORD10:28 pmChicago O'Hare Intl

$236

Volaris flights from Chicago to Yucatan

Our best Volaris deals on Chicago to Yucatan flight tickets

Volaris

Feb 7

ORD6:23 amChicago O'Hare Intl

14h 03m

1 stop

CUN9:26 pmCancun

Feb 12

CUN1:02 pmCancun

10h 27m

1 stop

ORD10:29 pmChicago O'Hare Intl

$268

Volaris

Feb 10

ORD6:23 amChicago O'Hare Intl

14h 03m

1 stop

CUN9:26 pmCancun

Feb 16

CUN10:13 pmCancun

7h 23m

1 stop

ORD4:36 amChicago O'Hare Intl

$275

Volaris

Mar 8

ORD7:23 amChicago O'Hare Intl

14h 03m

1 stop

CUN9:26 pmCancun

Mar 13

CUN11:12 amCancun

11h 36m

1 stop

ORD10:48 pmChicago O'Hare Intl

$278

Fly from

Fly to

Route

Depart

Return

Price

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

lun. 2/23

6:10 am-11:14 am

Nonstop4h 04m

Cancun

mié. 3/4

7:19 pm-10:28 pm

Nonstop4h 09m

$229

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

dom. 2/22

5:15 am-12:20 pm

1 stop6h 05m

Cancun

jue. 2/26

11:59 am-2:53 pm

Nonstop3h 54m

$230

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

dom. 2/8

6:23 am-9:26 pm

1 stop14h 03m

Cancun

mié. 2/11

1:21 pm-9:03 pm

1 stop8h 42m

$232

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

lun. 2/16

6:10 am-11:14 am

Nonstop4h 04m

Cancun

mié. 2/25

1:25 pm-7:11 pm

1 stop6h 46m

$233

ChicagoMérida

ORD - MID

ORDMID

Chicago O'Hare Intl

lun. 3/2

11:58 pm-7:46 am

1 stop7h 48m

Mérida Rejon

mié. 3/11

8:17 pm-11:19 am

1 stop14h 02m

$275

ChicagoMérida

ORD - MID

ORDMID

Chicago O'Hare Intl

lun. 4/13

1:40 am-9:00 am

1 stop8h 20m

Mérida Rejon

sáb. 4/18

9:24 am-12:39 am

1 stop14h 15m

$285

ChicagoMérida

ORD - MID

ORDMID

Chicago O'Hare Intl

mié. 4/8

2:15 am-12:40 am

1 stop23h 25m

Mérida Rejon

mar. 4/14

7:00 pm-12:45 am

1 stop28h 45m

$289

ChicagoMérida

ORD - MID

ORDMID

Chicago O'Hare Intl

mié. 4/8

2:15 am-12:40 am

1 stop23h 25m

Mérida Rejon

lun. 4/13

6:05 am-12:45 am

1 stop17h 40m

$301

ChicagoMérida

MDW - MID

MDWMID

Chicago Midway

mar. 3/3

6:00 am-8:46 pm

2 stops14h 46m

Mérida Rejon

mié. 3/18

5:48 am-5:22 pm

2 stops10h 34m

$470

ChicagoMérida

MDW - MID

MDWMID

Chicago Midway

mar. 4/7

6:00 am-8:20 pm

2 stops15h 20m

Mérida Rejon

sáb. 4/18

5:45 am-4:25 pm

2 stops9h 40m

$523

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.

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 $504 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 $443 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 January 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 $156	Free Cancellation	Rating 6.6 1,173 reviews	Search Volaris flights
Viva	PriceFrom $263	Free Cancellation	Rating 7.0 816 reviews	Search Viva flights
Delta	PriceFrom $371	Free Cancellation	Rating 7.9 8,127 reviews	Search Delta flights
United Airlines	PriceFrom $373	Free Cancellation	Rating 7.4 9,216 reviews	Search United Airlines flights
Aeromexico	PriceFrom $483	Free Cancellation	Rating 7.4 1,589 reviews	Search Aeromexico flights
American Airlines	PriceFrom $525	Free Cancellation	Rating 7.2 11,206 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.