Cheap Flights from Cancun to Chicago, IL from $155

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On Cheapflightsplus.com you will find 2 direct and 229 connecting flights from Cancun to Chicago. You can compare airfare deals from 11 airlines and multiple travel sites from $155, book and save on cheap plane tickets and last minute offers. Also check out CUN-CHI flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Cancun to Chicago Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $155 (one-way), $266 (round-trip).

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Best Flights from Cancun to Chicago Today

Take a look at the list of non stop flights and flights with layovers from Cancun to Chicago with the lowest price of $155. The fastest direct flight takes 3h 58m and the fastest connecting – 5h 49m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $166 Find flight	12:20 Cancun Cancun Int	16:18 Chicago O'Hare International	3h 58m	United Airlines	UA1196
from $193 Find flight	15:38 Cancun Cancun Int	19:36 Chicago O'Hare International	3h 58m	United Airlines	UA1667
from $155 Find flight	15:01 Cancun Cancun Int	22:41 Chicago O'Hare International	7h 40m layover 2h 20m - Houston	United Airlines	UA1123 UA787
from $174 Find flight	22:00 Cancun Cancun Int	05:42+1 день Chicago O'Hare International	7h 42m layover 1h 20m - Mexico City	Volaris	Y4105 Y4700
from $244 Find flight	10:48 Cancun Cancun Int	04:50+1 день Chicago O'Hare International	18h 2m layover 7h 32m - Houston 1h 3m - Las Vegas	Spirit Airlines	NK1337 NK1139 NK2070
from $298 Find flight	09:14 Cancun Cancun Int	10:39+1 день Chicago O'Hare International	25h 25m layover 17h 48m - Orlando 1h 34m - Atlanta	Spirit Airlines	NK3643 F91563 F91441

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on September 18, 2025

Flight Schedule Cancun to Chicago (Illinois)

Full flight schedule will help you in detecting at what time planes fly from Cancun to Chicago. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.

Departure	Flight Details	Flight Duration	Price
07:51 — 07:53 +1 day	07:51 — 10:20 UA1059 United Airlines Cancun — Houston 18h 40m stop 05:00 — 07:56 UA343 United Airlines Houston — Chicago	24h 2m including layover	Find flight from$166
07:51 — 22:41	07:51 — 10:20 UA1059 United Airlines Cancun — Houston 9h 30m stop 21:30 — 00:13 UA787 United Airlines Houston — Chicago	14h 50m including layover	Find flight from$169
07:51 — 14:48	07:51 — 10:20 UA1059 United Airlines Cancun — Houston 1h 35m stop 11:55 — 14:51 UA2417 United Airlines Houston — Chicago	6h 57m including layover	Find flight from$194
08:00 — 14:19	08:00 — 11:41 AM3429 Aeromexico Cancun — Atlanta 1h 29m stop 13:10 — 14:19 AM4478 Aeromexico Atlanta — Chicago	6h 19m including layover	Find flight from$175
10:48 — 19:42	10:48 — 13:24 NK1337 Spirit Airlines Cancun — Houston 3h 38m stop 17:02 — 19:42 NK2690 Spirit Airlines Houston — Chicago	8h 54m including layover	Find flight from$174
12:20 — 16:18	12:20 — 16:18 UA1196 United Airlines Cancun — Chicago	3h 58m	Find flight from$166
13:43 — 22:41	13:43 — 16:14 UA1056 United Airlines Cancun — Houston 3h 38m stop 21:30 — 00:13 UA787 United Airlines Houston — Chicago	8h 58m including layover	Find flight from$156
13:43 — 07:53 +1 day	13:43 — 16:14 UA1056 United Airlines Cancun — Houston 12h 48m stop 05:00 — 07:56 UA343 United Airlines Houston — Chicago	18h 10m including layover	Find flight from$191
14:03 — 21:40	14:03 — 16:32 UA1017 United Airlines Cancun — Houston 2h 18m stop 18:50 — 21:40 UA2197 United Airlines Houston — Chicago	7h 37m including layover	Find flight from$156
14:03 — 22:41	13:12 — 15:43 UA1017 United Airlines Cancun — Houston 3h 18m stop 21:30 — 00:13 UA787 United Airlines Houston — Chicago	8h 38m including layover	Find flight from$156
14:03 — 00:15	14:03 — 16:32 UA1017 United Airlines Cancun — Houston 5h 2m stop 21:34 — 00:15 UA2234 United Airlines Houston — Chicago	10h 12m including layover	Find flight from$169
15:01 — 22:41	15:01 — 17:32 UA1123 United Airlines Cancun — Houston 2h 20m stop 21:30 — 00:13 UA787 United Airlines Houston — Chicago	7h 40m including layover	Find flight from$155
15:38 — 19:36	15:38 — 19:36 UA1667 United Airlines Cancun — Chicago	3h 58m	Find flight from$193
17:22 — 07:53 +1 day	17:22 — 19:53 UA1058 United Airlines Cancun — Houston 9h 9m stop 05:00 — 07:56 UA343 United Airlines Houston — Chicago	14h 31m including layover	Find flight from$186
22:00 — 05:42 +1 day	14:41 — 16:10 Y4105 Volaris Cancun — Mexico City 1h 20m stop 00:40 — 04:37 Y4700 Volaris Mexico City — Chicago	7h 42m including layover	Find flight from$174

Departure	Arrival	Flight Details	Flight Time	Price
		stop stop	including layover	Find flight from$

*Departure and arrival times - local. Updated on September 18, 2025

Flight Information

Below we will explain in detail what the flights cost on the destination from Cancun to Chicago depends on and how to choose the most interesting flight option for you.

Distance between Cancun and Chicago is 2319 miles. Time difference between the cities is 1h. Airplanes depart 04:25 to 23:20 from 2 Cancun airports and arrive 04:25 to 23:20 to 7 Chicago airports. Average flight time is 3h 58m.

The fastest flight 3h 58m
Average flight time 3h 58m
The earliest flight 04:25
The latest flight 23:20
Distance 1441 ml

The cheapest months to travel to Chicago are august (from 147 $), may (from 149 $), september (from 149 $).

The most expensive months are february (from 568 $), january (from 568 $), december (from 332 $).

What is the lowest airfare Cancun to Chicago?

The cheapest plane ticket found by our users is $155. This airfare is for economy class on one-way UA1123 flight by United Airlines for August 24, 2025 which leaves Cancun Int in Cancun at 15:01 am and arrives at Chicago O'Hare International at 22:41.

Economy class

$155

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Business class

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First class

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Popular Airlines on the Route

The flight Cancun — Chicago is served by 11 regular airlines and 6 low-cost airlines. Most of the flights on this route are operated by Air Canada - 27 departures per week at the price of from $ 289 . And the most expensive tickets are offered by WestJet airline - from $ 4163.

Direct flights

There are 2 nonstop flights on the route. The fastest direct flight is UA1196 by United Airlines takes 3h 58m and the cheapest is UA1123 by United Airlines for $166.

UA - United Airlines

from $166

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Connecting Flights

There are 229 flights with layovers on the route. The fastest connecting flight is NK1281 by Spirit Airlines takes 5h 49m and the cheapest is UA1123 by United Airlines for $155.

AC - Air Canada

from $289

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F9 - Frontier Airlines

from $354

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AV - Avianca

from $214

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N3 - Omskavia

from $375

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SY - Sun Country Airlines

from $499

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Y4 - Volaris

from $174

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UA - United Airlines

from $155

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AM - Aeromexico

from $175

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VB - VivaAerobus

from $251

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WS - WestJet

from $1837

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NK - Spirit Airlines

from $174

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Airports

You can fly from Cancun to Chicago from 2 airports (Cancun Int, Puerto Juarez).

Cancun airports

Cancun Int-CUN

from $155
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Puerto Juarez-PJZ

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Chicago airports

O'Hare International-ORD

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Midway-MDW

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Dupage County-DPA

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Chicago FSS-CHI

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Merrill C Meigs (closed)-CGX

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Pal-Waukee-PWK

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Chicago NAS-NOH

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Airplanes

There are flights to Chicago from Cancun by 11 airlines that use 1 aircraft brands. They range from huge modern airplanes to small-sized.

Airbus A318

from $263

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Top International Destinations from Cancun

Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.

Cancun — Chicago

from $76

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Cancun — New York

from $67

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Cancun — Miami

from $72

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Cancun — Houston

from $68

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Cancun — Dallas

from $74

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Cancun — Atlanta

from $69

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Cancun — Denver

from $78

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Cancun — Orlando

from $79

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Cancun — Boston

from $71

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Cancun — Austin

from $54

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How to book a plane ticket yourself?

Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.
To find a plane ticket, please select dates.