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Cheap flights from Yucatan to Chicago from $152

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 4/7. 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
1 adult, Economy, 0 bags

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Find the cheapest flights from Yucatan to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
12:04 pm - 10:22 pm
CUN
-
MDW
10h 18m
1 stop
Frontier Logo
6:10 am - 2:56 pm
MDW
-
CUN
8h 46m
1 stop
$196Frontier
Thu, Apr 16 - Tue, Apr 21
Frontier Logo
1:31 pm - 10:19 pm
CUN
-
MDW
8h 48m
1 stop
Frontier Logo
6:10 am - 2:56 pm
MDW
-
CUN
8h 46m
1 stop
$217Frontier
Tue, Apr 7 - Tue, Apr 14
Frontier Logo
12:04 pm - 10:22 pm
CUN
-
MDW
10h 18m
1 stop
Frontier Logo
6:00 am - 2:56 pm
MDW
-
CUN
8h 56m
1 stop
$240Frontier
Thu, Apr 16 - Sun, Apr 19
Frontier Logo
12:04 pm - 10:22 pm
CUN
-
MDW
10h 18m
1 stop
Frontier Logo
6:00 am - 2:56 pm
MDW
-
CUN
8h 56m
1 stop
$241Frontier
Thu, Apr 16 - Sun, Apr 19
Delta Logo
8:00 am - 4:26 pm
CUN
-
MDW
8h 26m
1 stop
Delta Logo
6:23 am - 2:02 pm
MDW
-
CUN
7h 39m
1 stop
$275Delta
Wed, May 6 - Mon, May 18
Volaris Logo
9:18 am - 7:20 pm
MID
-
MDW
9h 02m
1 stop
Volaris Logo
8:48 pm - 8:38 am
MDW
-
MID
12h 50m
1 stop
$420Volaris
Thu, May 21 - Tue, May 26
Volaris Logo
9:18 am - 7:20 pm
MID
-
MDW
9h 02m
1 stop
Volaris Logo
8:48 pm - 8:38 am
MDW
-
MID
12h 50m
1 stop
$421Volaris
Thu, May 21 - Tue, May 26
Volaris Logo
9:18 am - 7:04 pm
MID
-
MDW
8h 46m
1 stop
Volaris Logo
8:23 pm - 8:38 am
MDW
-
MID
13h 15m
1 stop
$435Volaris
Wed, May 13 - Mon, May 18
Delta Logo
7:16 am - 10:28 pm
MID
-
MDW
14h 12m
2 stops
Delta Logo
6:00 am - 5:56 pm
MDW
-
MID
12h 56m
2 stops
$436Delta
Thu, Apr 23 - Sun, Apr 26
Delta Logo
5:46 am - 4:26 pm
MID
-
MDW
9h 40m
2 stops
Delta Logo
6:00 am - 4:26 pm
MDW
-
MID
11h 26m
2 stops
$459Delta
Tue, Apr 21 - Mon, Apr 27

Volaris flights from Yucatan to Chicago Midway Airport

Our best Volaris deals on Yucatan to Chicago Midway Airport flight tickets
Volaris
Mar 29
CUN11:52 amCancun
11h 37m
1 stop
MDW11:29 pmChicago Midway
Apr 6
MDW8:23 pmChicago Midway
13h 32m
1 stop
CUN9:55 amCancun
$404
Volaris
May 21
MID9:18 amMérida Rejon
9h 02m
1 stop
MDW7:20 pmChicago Midway
May 26
MDW8:48 pmChicago Midway
12h 50m
1 stop
MID8:38 amMérida Rejon
$420
Volaris
May 21
MID9:18 amMérida Rejon
9h 02m
1 stop
MDW7:20 pmChicago Midway
May 26
MDW8:48 pmChicago Midway
12h 50m
1 stop
MID8:38 amMérida Rejon
$421

Delta flights from Yucatan to Chicago Midway Airport

Our best Delta deals on Yucatan to Chicago Midway Airport flight tickets
Delta
May 6
CUN8:00 amCancun
8h 26m
1 stop
MDW4:26 pmChicago Midway
May 18
MDW6:23 amChicago Midway
7h 39m
1 stop
CUN2:02 pmCancun
$275
Delta
May 5
CUN12:40 pmCancun
9h 48m
1 stop
MDW10:28 pmChicago Midway
May 12
MDW6:23 amChicago Midway
7h 39m
1 stop
CUN2:02 pmCancun
$277
Delta
Apr 15
CUN1:50 pmCancun
8h 38m
1 stop
MDW10:28 pmChicago Midway
Apr 19
MDW6:00 amChicago Midway
5h 30m
1 stop
CUN11:30 amCancun
$280

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 March 22, 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 4/16

12:04 pm-10:22 pm

1 stop10h 18m

Chicago Midway

Tue 4/21

6:10 am-2:56 pm

1 stop8h 46m

$196

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Tue 4/7

1:31 pm-10:19 pm

1 stop8h 48m

Chicago Midway

Tue 4/14

6:10 am-2:56 pm

1 stop8h 46m

$217

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Thu 4/16

12:04 pm-10:22 pm

1 stop10h 18m

Chicago Midway

Sun 4/19

6:00 am-2:56 pm

1 stop8h 56m

$240

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Thu 4/16

12:04 pm-10:22 pm

1 stop10h 18m

Chicago Midway

Sun 4/19

6:00 am-2:56 pm

1 stop8h 56m

$241
Quickest round-trip

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Wed 5/6

8:00 am-4:26 pm

1 stop8h 26m

Chicago Midway

Mon 5/18

6:23 am-2:02 pm

1 stop7h 39m

$275

MéridaChicago

MID - MDW

MIDMDW

Mérida Rejon

Thu 5/21

9:18 am-7:20 pm

1 stop9h 02m

Chicago Midway

Tue 5/26

8:48 pm-8:38 am

1 stop12h 50m

$420

MéridaChicago

MID - MDW

MIDMDW

Mérida Rejon

Thu 5/21

9:18 am-7:20 pm

1 stop9h 02m

Chicago Midway

Tue 5/26

8:48 pm-8:38 am

1 stop12h 50m

$421

MéridaChicago

MID - MDW

MIDMDW

Mérida Rejon

Wed 5/13

9:18 am-7:04 pm

1 stop8h 46m

Chicago Midway

Mon 5/18

8:23 pm-8:38 am

1 stop13h 15m

$435

MéridaChicago

MID - MDW

MIDMDW

Mérida Rejon

Thu 4/23

7:16 am-10:28 pm

2 stops14h 12m

Chicago Midway

Sun 4/26

6:00 am-5:56 pm

2 stops12h 56m

$436

MéridaChicago

MID - MDW

MIDMDW

Mérida Rejon

Tue 4/21

5:46 am-4:26 pm

2 stops9h 40m

Chicago Midway

Mon 4/27

6:00 am-4:26 pm

2 stops11h 26m

$459

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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?

Frontier, Southwest, and Delta 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.
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  • 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
Schererville
Munster
Crown Point
Chesterton
Monticello
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.

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