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 1/31. 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

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
11:40 am - 2:49 pm
CUN
-
ORD
4h 09mnonstop
Frontier Logo
6:30 am - 10:34 am
ORD
-
CUN
4h 04mnonstop
$168Frontier
Fri, Mar 6 - Wed, Mar 11
Frontier Logo
6:27 pm - 9:37 pm
CUN
-
ORD
4h 10mnonstop
Frontier Logo
6:10 am - 11:14 am
ORD
-
CUN
4h 04mnonstop
$171Frontier
Thu, Feb 19 - Mon, Feb 23
Frontier Logo
7:19 pm - 10:28 pm
CUN
-
ORD
4h 09mnonstop
Frontier Logo
6:10 am - 11:14 am
ORD
-
CUN
4h 04mnonstop
$174Frontier
Wed, Feb 11 - Sun, Feb 15
Spirit Airlines Logo
11:59 am - 2:53 pm
CUN
-
ORD
3h 54mnonstop
Spirit Airlines Logo
6:05 am - 10:54 am
ORD
-
CUN
3h 49mnonstop
$202Spirit Airlines
Fri, Jan 30 - Mon, Feb 2
Viva Logo
7:55 pm - 12:45 am
MID
-
ORD
27h 50m1 stop
Viva Logo
2:20 am - 7:05 pm
ORD
-
MID
17h 45m1 stop
$272Viva
Sun, Mar 8 - Fri, Mar 13
Delta Logo
8:00 am - 5:29 pm
CUN
-
MDW
10h 29m1 stop
Delta Logo
12:46 pm - 9:11 pm
MDW
-
CUN
7h 25m1 stop
$278Delta
Wed, Jan 28 - Wed, Feb 4
Delta Logo
8:00 am - 5:55 pm
CUN
-
MDW
10h 55m2 stops
Delta Logo
10:46 am - 9:11 pm
MDW
-
CUN
9h 25m1 stop
$279Delta
Fri, Jan 30 - Mon, Feb 2
Viva Logo
8:30 pm - 11:50 pm
MID
-
ORD
27h 20m1 stop
Viva Logo
1:20 am - 12:05 am
ORD
-
MID
22h 45m1 stop
$286Viva
Sat, Jan 31 - Mon, Feb 2
Volaris Logo
8:46 am - 10:06 pm
MID
-
ORD
13h 20m1 stop
Volaris Logo
11:58 pm - 7:46 am
ORD
-
MID
7h 48m1 stop
$299Volaris
Wed, Jan 28 - Wed, Feb 4
Volaris Logo
9:29 am - 10:29 pm
MID
-
ORD
13h 00m1 stop
Volaris Logo
11:59 pm - 8:45 am
ORD
-
MID
8h 46m1 stop
$300Volaris
Thu, Feb 5 - Tue, Feb 10

Spirit Airlines flights from Yucatan to Chicago

Our best Spirit Airlines deals on Yucatan to Chicago flight tickets
Spirit Airlines
Jan 30
CUN11:59 amCancun
3h 54m
ORD2:53 pmChicago O'Hare Intl
Feb 2
ORD6:05 amChicago O'Hare Intl
3h 49m
CUN10:54 amCancun
$202
Spirit Airlines
Jan 22
CUN11:59 amCancun
3h 54m
ORD2:53 pmChicago O'Hare Intl
Jan 26
ORD6:05 amChicago O'Hare Intl
3h 49m
CUN10:54 amCancun
$204
Spirit Airlines
Jan 15
CUN11:59 amCancun
3h 54m
ORD2:53 pmChicago O'Hare Intl
Jan 18
ORD6:05 amChicago O'Hare Intl
3h 49m
CUN10:54 amCancun
$209

Viva flights from Yucatan to Chicago

Our best Viva deals on Yucatan to Chicago flight tickets
Viva
Mar 8
MID7:55 pmMérida Rejon
27h 50m
1 stop
ORD12:45 amChicago O'Hare Intl
Mar 13
ORD2:20 amChicago O'Hare Intl
17h 45m
1 stop
MID7:05 pmMérida Rejon
$272
Viva
Jan 31
MID8:30 pmMérida Rejon
27h 20m
1 stop
ORD11:50 pmChicago O'Hare Intl
Feb 2
ORD1:20 amChicago O'Hare Intl
22h 45m
1 stop
MID12:05 amMérida Rejon
$286
Viva
Jan 29
MID10:05 pmMérida Rejon
25h 45m
1 stop
ORD11:50 pmChicago O'Hare Intl
Feb 3
ORD12:55 amChicago O'Hare Intl
14h 00m
1 stop
MID2:55 pmMérida Rejon
$305

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 January 8, 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

CancúnChicago

CUN - ORD

CUNORD

Cancun

Fri 3/6

11:40 am-2:49 pm

Nonstop4h 09m

Chicago O'Hare Intl

Wed 3/11

6:30 am-10:34 am

Nonstop4h 04m

$168

CancúnChicago

CUN - ORD

CUNORD

Cancun

Thu 2/19

6:27 pm-9:37 pm

Nonstop4h 10m

Chicago O'Hare Intl

Mon 2/23

6:10 am-11:14 am

Nonstop4h 04m

$171

CancúnChicago

CUN - ORD

CUNORD

Cancun

Wed 2/11

7:19 pm-10:28 pm

Nonstop4h 09m

Chicago O'Hare Intl

Sun 2/15

6:10 am-11:14 am

Nonstop4h 04m

$174

CancúnChicago

CUN - ORD

CUNORD

Cancun

Fri 1/30

11:59 am-2:53 pm

Nonstop3h 54m

Chicago O'Hare Intl

Mon 2/2

6:05 am-10:54 am

Nonstop3h 49m

$202

MéridaChicago

MID - ORD

MIDORD

Mérida Rejon

Sun 3/8

7:55 pm-12:45 am

1 stop27h 50m

Chicago O'Hare Intl

Fri 3/13

2:20 am-7:05 pm

1 stop17h 45m

$272

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Wed 1/28

8:00 am-5:29 pm

1 stop10h 29m

Chicago Midway

Wed 2/4

12:46 pm-9:11 pm

1 stop7h 25m

$278

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Fri 1/30

8:00 am-5:55 pm

2 stops10h 55m

Chicago Midway

Mon 2/2

10:46 am-9:11 pm

1 stop9h 25m

$279

MéridaChicago

MID - ORD

MIDORD

Mérida Rejon

Sat 1/31

8:30 pm-11:50 pm

1 stop27h 20m

Chicago O'Hare Intl

Mon 2/2

1:20 am-12:05 am

1 stop22h 45m

$286

MéridaChicago

MID - ORD

MIDORD

Mérida Rejon

Wed 1/28

8:46 am-10:06 pm

1 stop13h 20m

Chicago O'Hare Intl

Wed 2/4

11:58 pm-7:46 am

1 stop7h 48m

$299

MéridaChicago

MID - ORD

MIDORD

Mérida Rejon

Thu 2/5

9:29 am-10:29 pm

1 stop13h 00m

Chicago O'Hare Intl

Tue 2/10

11:59 pm-8:45 am

1 stop8h 46m

$300

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 February is, on average, the cheapest month to fly to Chicago from Yucatan, with most prices found around $367. If you’re not able to fly to Chicago in February, then March is your next best option. Flight prices from Yucatan to Chicago during March average around $374.

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 40m

Direct flights

Every day

Airports in Chicago

3 airports
The fastest flight from Yucatan to Chicago takes 3h 40m
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).
  • 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
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
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?

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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1 adult
Sat 2/7
Sat 2/14

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