Latest deals
Insights
FAQs
Price Alerts

Cheap flights from Yucatan to Chicago from $178

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Yucatan to Chicago departing on 5/28. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Yucatan to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
3:36 pm - 10:15 pm
CUN
-
MDW
6h 39m
1 stop
Delta Logo
9:19 am - 8:15 pm
MDW
-
CUN
10h 56m
2 stops
$280Delta
Thu, Jul 9 - Wed, Jul 15
Aeromexico Logo
10:55 am - 10:15 pm
CUN
-
MDW
11h 20m
1 stop
Aeromexico Logo
6:00 am - 8:15 pm
MDW
-
CUN
14h 15m
1 stop
$282Aeromexico
Thu, Jul 9 - Mon, Jul 13
Delta Logo
8:00 am - 6:25 pm
CUN
-
MDW
10h 25m
2 stops
Delta Logo
6:05 am - 2:32 pm
MDW
-
CUN
8h 27m
1 stop
$310Delta
Wed, Jul 22 - Sat, Aug 8
Delta Logo
8:00 am - 9:09 pm
CUN
-
MDW
13h 09m
1 stop
Delta Logo
10:45 am - 8:16 pm
MDW
-
CUN
9h 31m
1 stop
$311Delta
Wed, May 27 - Sat, May 30
Delta Logo
8:00 am - 3:40 pm
CUN
-
MDW
7h 40m
1 stop
Delta Logo
10:55 am - 8:25 pm
MDW
-
CUN
9h 30m
1 stop
$312Delta
Wed, Jul 1 - Sat, Jul 4
Frontier Logo
3:01 pm - 10:08 pm
CUN
-
MDW
7h 07m
1 stop
Frontier Logo
6:00 am - 1:44 pm
MDW
-
CUN
7h 44m
1 stop
$326Frontier
Sat, Jul 11 - Tue, Jul 14
Frontier Logo
3:01 pm - 10:08 pm
CUN
-
MDW
7h 07m
1 stop
Frontier Logo
6:00 am - 2:13 pm
MDW
-
CUN
8h 13m
1 stop
$331Frontier
Tue, Aug 4 - Tue, Aug 18
Volaris Logo
9:18 am - 7:34 pm
MID
-
MDW
9h 16m
1 stop
Volaris Logo
8:49 pm - 8:46 am
MDW
-
MID
12h 57m
1 stop
$502Volaris
Thu, Jun 18 - Thu, Jun 25
Volaris Logo
9:18 am - 7:04 pm
MID
-
MDW
8h 46m
1 stop
Volaris Logo
8:23 pm - 8:46 am
MDW
-
MID
13h 23m
1 stop
$513Volaris
Wed, Oct 7 - Sun, Oct 11
Multiple Airlines Logo
9:18 am - 7:34 pm
MID
-
MDW
9h 16m
1 stop
Multiple Airlines Logo
6:00 am - 5:40 pm
MDW
-
MID
12h 40m
2 stops
$581Multiple Airlines
Thu, Jun 4 - Tue, Jun 9

Delta flights from Yucatan to Chicago Midway Airport

Our best Delta deals on Yucatan to Chicago Midway Airport flight tickets
Delta
Jul 9
CUN3:36 pmCancun
6h 39m
1 stop
MDW10:15 pmChicago Midway
Jul 15
MDW9:19 amChicago Midway
10h 56m
2 stops
CUN8:15 pmCancun
$280
Delta
Jul 22
CUN8:00 amCancun
10h 25m
2 stops
MDW6:25 pmChicago Midway
Aug 8
MDW6:05 amChicago Midway
8h 27m
1 stop
CUN2:32 pmCancun
$310
Delta
May 27
CUN8:00 amCancun
13h 09m
1 stop
MDW9:09 pmChicago Midway
May 30
MDW10:45 amChicago Midway
9h 31m
1 stop
CUN8:16 pmCancun
$311

Volaris flights from Yucatan to Chicago Midway Airport

Our best Volaris deals on Yucatan to Chicago Midway Airport flight tickets
Volaris
Jun 18
MID9:18 amMérida Rejon
9h 16m
1 stop
MDW7:34 pmChicago Midway
Jun 25
MDW8:49 pmChicago Midway
12h 57m
1 stop
MID8:46 amMérida Rejon
$502
Volaris
Oct 7
MID9:18 amMérida Rejon
8h 46m
1 stop
MDW7:04 pmChicago Midway
Oct 11
MDW8:23 pmChicago Midway
13h 23m
1 stop
MID8:46 amMérida Rejon
$513
Volaris
Jun 18
MID9:18 amMérida Rejon
9h 16m
1 stop
MDW7:34 pmChicago Midway
Jun 25
MDW8:49 pmChicago Midway
12h 57m
1 stop
MID8:46 amMérida Rejon
$521

momondo Fare Finder

 
Customize your flight search to find flights from Yucatan to Chicago Midway Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated May 9, 2026.
Use the filters below to find and compare flights from Yucatan to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Thu 7/9

3:36 pm-10:15 pm

1 stop6h 39m

Chicago Midway

Wed 7/15

9:19 am-8:15 pm

2 stops10h 56m

$280

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Thu 7/9

10:55 am-10:15 pm

1 stop11h 20m

Chicago Midway

Mon 7/13

6:00 am-8:15 pm

1 stop14h 15m

$282

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Wed 7/22

8:00 am-6:25 pm

2 stops10h 25m

Chicago Midway

Sat 8/8

6:05 am-2:32 pm

1 stop8h 27m

$310

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Wed 5/27

8:00 am-9:09 pm

1 stop13h 09m

Chicago Midway

Sat 5/30

10:45 am-8:16 pm

1 stop9h 31m

$311

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Wed 7/1

8:00 am-3:40 pm

1 stop7h 40m

Chicago Midway

Sat 7/4

10:55 am-8:25 pm

1 stop9h 30m

$312
Quickest round-trip

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Sat 7/11

3:01 pm-10:08 pm

1 stop7h 07m

Chicago Midway

Tue 7/14

6:00 am-1:44 pm

1 stop7h 44m

$326

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Tue 8/4

3:01 pm-10:08 pm

1 stop7h 07m

Chicago Midway

Tue 8/18

6:00 am-2:13 pm

1 stop8h 13m

$331

MéridaChicago

MID - MDW

MIDMDW

Mérida Rejon

Thu 6/18

9:18 am-7:34 pm

1 stop9h 16m

Chicago Midway

Thu 6/25

8:49 pm-8:46 am

1 stop12h 57m

$502

MéridaChicago

MID - MDW

MIDMDW

Mérida Rejon

Wed 10/7

9:18 am-7:04 pm

1 stop8h 46m

Chicago Midway

Sun 10/11

8:23 pm-8:46 am

1 stop13h 23m

$513

MéridaChicago

MID - MDW

MIDMDW

Mérida Rejon

Thu 6/4

9:18 am-7:34 pm

1 stop9h 16m

Chicago Midway

Tue 6/9

6:00 am-5:40 pm

2 stops12h 40m

$581

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

How to get the cheapest flight ticket from Yucatan to Chicago Midway Airport

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

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

Delta and Volaris are the most popular carriers operating from Yucatan to Chicago Midway

Cheap Yucatan to Chicago Midway Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Yucatan to Chicago Midway Airport

Fastest flight time

3h 30m

Direct flights

Every day
The fastest flight from Yucatan to Chicago Midway Airport takes 3h 30m
Direct flights go from Yucatan to Chicago Midway Airport every day.
Search flight deals

Frequently asked questions about flying from Yucatan to Chicago Midway Airport

  • When did momondo last update prices for flights from Yucatan to Chicago Midway Airport?

    Prices for flights from Yucatan to Chicago Midway Airport were last updated today.

  • How old do you have to be to fly from Yucatan to Chicago Midway Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Yucatan to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
Crown Point
Monticello
Chesterton
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Yucatan to Chicago?

It is quick and easy to find Yucatan to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from Yucatan to Chicago with flexible booking policies on momondo?

Flights from Yucatan to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Yucatan to Chicago?

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 Chicago from Yucatan.

I’m not ready to book a flight from Yucatan to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Yucatan to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your Chicago Midway Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Mon 6/8
Mon 6/15
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago