Cheap Flights from Cancun to Chicago, IL from $127

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On Cheapflightsplus.com you will find 128 connecting flights from Cancun to Chicago. You can compare airfare deals from 10 airlines and multiple travel sites from $127, 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: $127 (one-way), $218 (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 $127. Take a look at the list of flights with layovers from Cancun to Chicago from $127. There’re no direct flights. The fastest connecting flight – 6h 20m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $127 Find flight	09:12 Cancun Cancun Int	20:03 Chicago O'Hare International	10h 51m layover 5h 43m - Orlando	Spirit Airlines	NK3643 NK2541
from $141 Find flight	12:39 Cancun Cancun Int	22:39 Chicago O'Hare International	10h 0m layover 4h 39m - Houston	Spirit Airlines	NK1337 NK2174
from $185 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 $186 Find flight	12:26 Cancun Cancun Int	23:45 Chicago O'Hare International	11h 19m layover 5h 57m - Miami	Spirit Airlines	NK528 NK2188
from $196 Find flight	16:00 Cancun Cancun Int	05:42+1 день Chicago O'Hare International	13h 42m layover 7h 20m - Mexico City	Volaris	Y4103 Y4700
from $206 Find flight	16:00 Cancun Cancun Int	23:32 Chicago O'Hare International	7h 32m layover 1h 10m - Mexico City	Volaris	Y4103 Y4702
from $206 Find flight	15:21 Cancun Cancun Int	00:15 Chicago O'Hare International	8h 54m layover 2h 3m - Guadalajara	Volaris	Y41047 Y41702
from $212 Find flight	15:19 Cancun Cancun Int	04:51+1 день Chicago O'Hare International	13h 32m layover 7h 2m - Silao	Volaris	Y43502 Y47730
from $219 Find flight	12:39 Cancun Cancun Int	22:00 Chicago Midway	9h 21m layover 4h 12m - Houston	Spirit Airlines	NK1337 F93282
from $226 Find flight	11:43 Cancun Cancun Int	19:31 Chicago Midway	7h 48m layover 2h 27m - Baltimore	Spirit Airlines	NK1030 F93087
from $226 Find flight	13:57 Cancun Cancun Int	04:12+1 день Chicago O'Hare International	14h 15m layover 7h 41m - Morelia	Volaris	Y43628 Y47820
from $227 Find flight	18:20 Cancun Cancun Int	13:15+1 день Chicago O'Hare International	18h 55m layover 9h 20m - Bogota	Avianca	AV265 AV262
from $229 Find flight	15:45 Cancun Cancun Int	13:15+1 день Chicago O'Hare International	21h 30m layover 11h 55m - Bogota	Avianca	AV69 AV262
from $231 Find flight	17:37 Cancun Cancun Int	22:18+1 день Chicago Midway	28h 41m layover 23h 26m - Houston	Frontier Airlines	F9317 F93282
from $211 Find flight	12:18 Cancun Cancun Int	23:29 Chicago O'Hare International	11h 11m layover 4h 20m - Miami 0h 48m - Orlando	Spirit Airlines	NK528 NK2008 NK2190
from $244 Find flight	14:15 Cancun Cancun Int	14:25+1 день Chicago O'Hare International	24h 10m layover 2h 40m - San Salvador 14h 15m - Guatemala City	Avianca	AV651 AV550 AV630

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on August 02, 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
05:35 — 12:26	05:35 — 08:04 UA1248 United Airlines Cancun — Houston 1h 26m stop 09:30 — 12:26 UA2124 United Airlines Houston — Chicago	6h 51m including layover	Find flight from$365
05:35 — 14:51	05:35 — 08:04 UA1248 United Airlines Cancun — Houston 3h 51m stop 11:55 — 14:51 UA2417 United Airlines Houston — Chicago	9h 16m including layover	Find flight from$379
08:00 — 19:16	08:00 — 09:43 Y41049 Volaris Cancun — Guadalajara 4h 29m stop 14:12 — 19:16 Y41840 Volaris Guadalajara — Chicago	11h 16m including layover	Find flight from$273
08:58 — 23:45	08:58 — 11:55 NK1611 Spirit Airlines Cancun — Miami 9h 27m stop 21:22 — 23:45 NK2188 Spirit Airlines Miami — Chicago	14h 47m including layover	Find flight from$262
09:12 — 20:03	09:12 — 12:12 NK3643 Spirit Airlines Cancun — Orlando 5h 43m stop 17:55 — 20:03 NK2541 Spirit Airlines Orlando — Chicago	10h 51m including layover	Find flight from$127
09:13 — 20:17	09:12 — 12:12 NK3643 Spirit Airlines Cancun — Orlando 6h 10m stop 18:20 — 20:17 F93853 Frontier Airlines Orlando — Chicago	11h 4m including layover	Find flight from$222
10:07 — 20:44	09:49 — 11:30 Y43500 Volaris Cancun — Silao 4h 15m stop 15:56 — 20:41 Y47702 Volaris Silao — Chicago	10h 37m including layover	Find flight from$287
10:20 — 19:29	10:15 — 15:15 AC1811 Air Canada Cancun — Toronto 3h 15m stop 18:35 — 19:30 AC511 Air Canada Toronto — Chicago	9h 9m including layover	Find flight from$307
11:08 — 20:00	11:08 — 14:31 UA1102 United Airlines Cancun — Denver 1h 46m stop 16:17 — 20:00 UA2200 United Airlines Denver — Chicago	8h 52m including layover	Find flight from$237
11:43 — 19:31	11:43 — 16:00 NK1030 Spirit Airlines Cancun — Baltimore 2h 27m stop 18:36 — 19:43 F93087 Frontier Airlines Baltimore — Chicago	7h 48m including layover	Find flight from$226
12:18 — 00:05	12:18 — 15:05 NK528 Spirit Airlines Cancun — Miami 6h 47m stop 21:52 — 00:05 NK1 Spirit Airlines Miami — Chicago	11h 47m including layover	Find flight from$127
12:39 — 22:39	12:39 — 15:15 NK1337 Spirit Airlines Cancun — Houston 4h 39m stop 19:54 — 22:39 NK2174 Spirit Airlines Houston — Chicago	10h including layover	Find flight from$141
13:10 — 22:05	13:10 — 18:15 WS2425 WestJet Cancun — Toronto 2h 45m stop 21:00 — 22:05 AC4961 Air Canada Toronto — Chicago	8h 55m including layover	Find flight from$342
13:57 — 04:12 +1 day	13:57 — 15:31 Y43628 Volaris Cancun — Morelia 7h 41m stop 23:13 — 04:12 Y47820 Volaris Morelia — Chicago	14h 15m including layover	Find flight from$226
14:00 — 18:21 +1 day	14:00 — 19:25 AC1883 Air Canada Cancun — Montreal 21h 5m stop 16:30 — 18:21 AC3109 Air Canada Montreal — Chicago	28h 21m including layover	Find flight from$250
14:00 — 14:41 +1 day	14:00 — 19:25 AC1883 Air Canada Cancun — Montreal 17h 50m stop 13:15 — 14:47 AC8963 Air Canada Montreal — Chicago	24h 41m including layover	Find flight from$340
15:19 — 04:51 +1 day	14:54 — 16:35 Y43502 Volaris Cancun — Silao 7h 2m stop 23:59 — 04:51 Y47730 Volaris Silao — Chicago	13h 32m including layover	Find flight from$212
15:21 — 00:15	13:44 — 15:42 Y41047 Volaris Cancun — Guadalajara 2h 3m stop 21:02 — 01:02 Y41702 Volaris Guadalajara — Chicago	8h 54m including layover	Find flight from$206
16:00 — 05:42 +1 day	16:00 — 17:20 Y4103 Volaris Cancun — Mexico City 7h 20m stop 00:40 — 05:42 Y4700 Volaris Mexico City — Chicago	13h 42m including layover	Find flight from$196
16:00 — 23:32	16:00 — 17:20 Y4103 Volaris Cancun — Mexico City 1h 10m stop 18:30 — 23:32 Y4702 Volaris Mexico City — Chicago	7h 32m including layover	Find flight from$206
17:22 — 00:13	17:22 — 19:53 UA1058 United Airlines Cancun — Houston 1h 37m stop 21:30 — 00:13 UA2013 United Airlines Houston — Chicago	6h 51m including layover	Find flight from$307
17:37 — 22:18 +1 day	16:35 — 19:15 F9317 Frontier Airlines Cancun — Houston 23h 26m stop 19:52 — 22:25 F93282 Frontier Airlines Houston — Chicago	28h 41m including layover	Find flight from$231
18:00 — 23:45 +1 day	18:00 — 19:30 VB2200 VivaAerobus Cancun — Monterrey 23h 45m stop 19:15 — 23:45 VB632 VivaAerobus Monterrey — Chicago	29h 45m including layover	Find flight from$326
18:20 — 13:15 +1 day	18:20 — 21:40 AV265 Avianca Cancun — Bogota 9h 20m stop 07:00 — 13:15 AV262 Avianca Bogota — Chicago	18h 55m including layover	Find flight from$227
19:40 — 08:45 +1 day	19:40 — 00:43 WS2009 WestJet Cancun — Toronto 7h 11m stop 07:55 — 08:45 PD2387 Porter Airlines Toronto — Chicago	13h 5m including layover	Find flight from$318
19:53 — 11:05 +1 day	19:53 — 21:36 Y41043 Volaris Cancun — Guadalajara 8h 21m stop 05:57 — 11:05 Y41704 Volaris Guadalajara — Chicago	15h 12m including layover	Find flight from$381
20:45 — 15:04 +1 day	20:45 — 01:45 AC1813 Air Canada Cancun — Toronto 12h 25m stop 14:10 — 15:05 AC507 Air Canada Toronto — Chicago	18h 19m including layover	Find flight from$307
20:45 — 19:29 +1 day	20:45 — 01:45 AC1813 Air Canada Cancun — Toronto 16h 50m stop 18:35 — 19:30 AC511 Air Canada Toronto — Chicago	22h 44m including layover	Find flight from$307
21:20 — 11:05 +1 day	19:45 — 21:10 VB1373 VivaAerobus Cancun — Mexico City 7h 5m stop 19:40 — 23:45 VB186 VivaAerobus Mexico City — Chicago	13h 45m including layover	Find flight from$259
21:55 — 11:05 +1 day	21:55 — 23:45 VB2140 VivaAerobus Cancun — Guadalajara 6h 12m stop 05:57 — 11:05 Y41704 Volaris Guadalajara — Chicago	13h 10m including layover	Find flight from$251
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$185
22:05 — 11:05 +1 day	22:00 — 23:20 VB2022 VivaAerobus Cancun — Mexico City 6h 35m stop 05:50 — 11:05 VB186 VivaAerobus Mexico City — Chicago	13h including layover	Find flight from$419
23:10 — 23:32 +1 day	23:10 — 00:35 VB1025 VivaAerobus Cancun — Mexico City 17h 55m stop 18:30 — 23:32 Y4702 Volaris Mexico City — Chicago	24h 22m including layover	Find flight from$349

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

*Departure and arrival times - local. Updated on August 2, 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 05:35 to 23:10 from 2 Cancun airports and arrive 05:35 to 23:10 to 7 Chicago airports. Average flight time is 18h 27m.

The fastest flight 6h 20m
Average flight time 18h 27m
The earliest flight 05:35
The latest flight 23:10
Distance 1441 ml

The cheapest months to travel to Chicago are may (from 127 $), june (from 127 $), august (from 185 $).

The most expensive months are february (from 604 $), january (from 604 $), december (from 353 $).

What is the lowest airfare Cancun to Chicago?

The cheapest plane ticket found by our users is $127. This airfare is for economy class on one-way NK3643 flight by Spirit Airlines for June 9, 2025 which leaves Cancun Int in Cancun at 09:12 am and arrives at Chicago O'Hare International at 20:03.

Economy class

$127

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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 10 regular airlines and 6 low-cost airlines. Most of the flights on this route are operated by Air Canada - 15 departures per week at the price of from $ 250 . And the most expensive tickets are offered by Air Canada airline - from $ 957.

Direct flights

There’re no direct flights on this route. Try flights with stops.

Connecting Flights

There are 128 flights with layovers on the route. The fastest connecting flight is AM3506 by Aeromexico takes 6h 20m and the cheapest is NK3643 by Spirit Airlines for $127.

AC - Air Canada

from $250

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F9 - Frontier Airlines

from $231

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AV - Avianca

from $227

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Y4 - Volaris

from $185

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UA - United Airlines

from $237

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VB - VivaAerobus

from $251

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AM - Aeromexico

from $288

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WS - WestJet

from $318

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NK - Spirit Airlines

from $127

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TS - Air Transat

from $490

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See more connecting flights

Airports

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

Cancun airports

Cancun Int-CUN

from $127
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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 10 airlines that use 1 aircraft brands. They range from huge modern airplanes to small-sized.

Airbus A318

from $259

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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.