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Cheap flights from Yucatan to Chicago from $139

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 5/16. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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
2:09 pm - 10:39 pm
CUN
-
ORD
8h 30m
1 stop
Frontier Logo
6:55 am - 2:07 pm
ORD
-
CUN
7h 12m
1 stop
$210Frontier
Sat, May 2 - Fri, May 8
Frontier Logo
10:25 am - 2:35 pm
CUN
-
ORD
4h 10mnonstop
Frontier Logo
6:00 am - 10:01 am
ORD
-
CUN
4h 01mnonstop
$211Frontier
Thu, May 28 - Wed, Jun 24
Multiple Airlines Logo
11:05 am - 3:05 pm
CUN
-
ORD
4h 00mnonstop
Multiple Airlines Logo
2:53 am - 11:54 am
ORD
-
CUN
9h 01m
1 stop
$253Multiple Airlines
Sat, May 9 - Wed, Jun 10
Multiple Airlines Logo
11:05 am - 3:05 pm
CUN
-
ORD
4h 00mnonstop
Multiple Airlines Logo
2:53 am - 3:28 pm
ORD
-
CUN
12h 35m
1 stop
$262Multiple Airlines
Sat, May 9 - Sun, Jun 7
United Airlines Logo
12:55 pm - 5:00 pm
CUN
-
ORD
4h 05mnonstop
United Airlines Logo
9:17 am - 1:10 pm
ORD
-
CUN
3h 53mnonstop
$264United Airlines
Thu, Jul 9 - Mon, Jul 13
United Airlines Logo
3:43 pm - 12:44 am
CUN
-
ORD
9h 01m
1 stop
United Airlines Logo
10:33 am - 2:26 pm
ORD
-
CUN
3h 53mnonstop
$270United Airlines
Wed, May 27 - Wed, Jun 24
Delta Logo
8:00 am - 10:15 pm
CUN
-
MDW
14h 15m
1 stop
Delta Logo
11:05 am - 8:15 pm
MDW
-
CUN
9h 10m
1 stop
$280Delta
Wed, Jul 22 - Sun, Jul 26
Delta Logo
8:00 am - 9:09 pm
CUN
-
MDW
13h 09m
1 stop
Delta Logo
9:17 am - 8:25 pm
MDW
-
CUN
11h 08m
2 stops
$281Delta
Wed, May 27 - Wed, Jun 24
Viva Logo
6:00 am - 12:40 am
MID
-
ORD
17h 40m
1 stop
Viva Logo
1:30 am - 11:59 pm
ORD
-
MID
23h 29m
1 stop
$284Viva
Sat, Jun 20 - Mon, Jun 29
Viva Logo
1:40 pm - 12:45 am
MID
-
ORD
10h 05m
1 stop
Viva Logo
12:20 pm - 12:55 pm
ORD
-
MID
25h 35m
1 stop
$331Viva
Fri, May 8 - Tue, May 12

Frontier flights from Yucatan to Chicago

Our best Frontier deals on Yucatan to Chicago flight tickets
Frontier
May 2
CUN2:09 pmCancun
8h 30m
1 stop
ORD10:39 pmChicago O'Hare Intl
May 8
ORD6:55 amChicago O'Hare Intl
7h 12m
1 stop
CUN2:07 pmCancun
$210
Frontier
May 28
CUN10:25 amCancun
4h 10m
ORD2:35 pmChicago O'Hare Intl
Jun 24
ORD6:00 amChicago O'Hare Intl
4h 01m
CUN10:01 amCancun
$211
Frontier
Apr 23
CUN10:40 amCancun
4h 09m
ORD2:49 pmChicago O'Hare Intl
Apr 27
ORD6:30 amChicago O'Hare Intl
4h 08m
CUN10:38 amCancun
$213

United Airlines flights from Yucatan to Chicago

Our best United Airlines deals on Yucatan to Chicago flight tickets
United Airlines
Jul 9
CUN12:55 pmCancun
4h 05m
ORD5:00 pmChicago O'Hare Intl
Jul 13
ORD9:17 amChicago O'Hare Intl
3h 53m
CUN1:10 pmCancun
$264
United Airlines
May 27
CUN3:43 pmCancun
9h 01m
1 stop
ORD12:44 amChicago O'Hare Intl
Jun 24
ORD10:33 amChicago O'Hare Intl
3h 53m
CUN2:26 pmCancun
$270
United Airlines
Jul 9
CUN12:55 pmCancun
4h 05m
ORD5:00 pmChicago O'Hare Intl
Jul 13
ORD9:40 pmChicago O'Hare Intl
16h 38m
1 stop
CUN2:18 pmCancun
$284

momondo Fare Finder

 
Customize your flight search to find flights from Yucatan to Chicago 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 April 21, 2026.
Use the filters below to find and compare flights from Yucatan to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CancúnChicago

CUN - ORD

CUNORD

Cancun

Sat 5/2

2:09 pm-10:39 pm

1 stop8h 30m

Chicago O'Hare Intl

Fri 5/8

6:55 am-2:07 pm

1 stop7h 12m

$210

CancúnChicago

CUN - ORD

CUNORD

Cancun

Thu 5/28

10:25 am-2:35 pm

Nonstop4h 10m

Chicago O'Hare Intl

Wed 6/24

6:00 am-10:01 am

Nonstop4h 01m

$211

CancúnChicago

CUN - ORD

CUNORD

Cancun

Sat 5/9

11:05 am-3:05 pm

Nonstop4h 00m

Chicago O'Hare Intl

Wed 6/10

2:53 am-11:54 am

1 stop9h 01m

$253

CancúnChicago

CUN - ORD

CUNORD

Cancun

Sat 5/9

11:05 am-3:05 pm

Nonstop4h 00m

Chicago O'Hare Intl

Sun 6/7

2:53 am-3:28 pm

1 stop12h 35m

$262
Quickest round-trip

CancúnChicago

CUN - ORD

CUNORD

Cancun

Thu 7/9

12:55 pm-5:00 pm

Nonstop4h 05m

Chicago O'Hare Intl

Mon 7/13

9:17 am-1:10 pm

Nonstop3h 53m

$264

CancúnChicago

CUN - ORD

CUNORD

Cancun

Wed 5/27

3:43 pm-12:44 am

1 stop9h 01m

Chicago O'Hare Intl

Wed 6/24

10:33 am-2:26 pm

Nonstop3h 53m

$270

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Wed 7/22

8:00 am-10:15 pm

1 stop14h 15m

Chicago Midway

Sun 7/26

11:05 am-8:15 pm

1 stop9h 10m

$280

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Wed 5/27

8:00 am-9:09 pm

1 stop13h 09m

Chicago Midway

Wed 6/24

9:17 am-8:25 pm

2 stops11h 08m

$281

MéridaChicago

MID - ORD

MIDORD

Mérida Rejon

Sat 6/20

6:00 am-12:40 am

1 stop17h 40m

Chicago O'Hare Intl

Mon 6/29

1:30 am-11:59 pm

1 stop23h 29m

$284

MéridaChicago

MID - ORD

MIDORD

Mérida Rejon

Fri 5/8

1:40 pm-12:45 am

1 stop10h 05m

Chicago O'Hare Intl

Tue 5/12

12:20 pm-12:55 pm

1 stop25h 35m

$331

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

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 month to fly to Chicago?

The month of April is, on average, the cheapest month to fly to Chicago from Yucatan, with most prices found around $385. If you’re not able to fly to Chicago in April, then June is your next best option. Flight prices from Yucatan to Chicago during June average around $435.

Cheap Yucatan to Chicago flight deals and tips

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

Fastest flight time

3h 30m

Direct flights

Every day

Airports in Chicago

3 airports
The fastest flight from Yucatan to Chicago takes 3h 30m
Direct flights go from Yucatan to Chicago every day.
There are 3 airports in Chicago. From Yucatan there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).
Search flight deals

Frequently asked questions about flying from Yucatan to Chicago

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

    Prices for flights from Yucatan to Chicago refresh daily.

  • How many operators does momondo search for flights from Yucatan to Chicago?

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Yucatan to Chicago.

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

    The necessary travel and health documents for your Chicago 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.

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?

Finding the right flight to Chicago from Yucatan is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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

All flight searches from Yucatan to Chicago on momondo can be filtered to show those which offer flexible booking policies.

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

Once all potential Yucatan to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Price alerts on flights to Chicago from Yucatan are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Chicago trip

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport