Cheap Flights from Cancun to Chicago, IL from $148

Return flight: Chicago – Cancun

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 $148, 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.

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 148 $), october (from 150 $), may (from 150 $).

The most expensive months are february (from 571 $), january (from 571 $), december (from 334 $).

What is the lowest airfare Cancun to Chicago?

The cheapest plane ticket found by our users is $148. This airfare is for economy class on one-way UA1667 flight by United Airlines for August 31, 2025 which leaves Cancun Int in Cancun at 15:38 am and arrives at Chicago O'Hare International at 19:36.

Economy class
$148
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Business class
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First class
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Flight Schedule Cancun to Chicago (Illinois)

07:51 — 07:53+1day
24h 2m flight time
Find flight
from$167
07:51 — 10:20 Cancun — Houston
UA1059 United Airlines
18h 40m stop
05:00 — 07:56 Houston — Chicago
UA343 United Airlines
07:51 — 22:41
14h 50m flight time
Find flight
from$170
07:51 — 10:20 Cancun — Houston
UA1059 United Airlines
9h 30m stop
21:30 — 00:13 Houston — Chicago
UA787 United Airlines
07:51 — 14:48
6h 57m flight time
Find flight
from$195
07:51 — 10:20 Cancun — Houston
UA1059 United Airlines
1h 35m stop
11:55 — 14:51 Houston — Chicago
UA2417 United Airlines
08:00 — 14:19
6h 19m flight time
Find flight
from$176
08:00 — 11:41 Cancun — Atlanta
AM3429 Aeromexico
1h 29m stop
13:10 — 14:19 Atlanta — Chicago
AM4478 Aeromexico
10:48 — 19:42
8h 54m flight time
Find flight
from$175
10:48 — 13:24 Cancun — Houston
NK1337 Spirit Airlines
3h 38m stop
17:02 — 19:42 Houston — Chicago
NK2690 Spirit Airlines
12:20 — 16:18
3h 58m flight time
Find flight
from$150
Cancun — Chicago
UA1196 United Airlines
13:43 — 22:41
8h 58m flight time
Find flight
from$157
13:43 — 16:14 Cancun — Houston
UA1056 United Airlines
3h 38m stop
21:30 — 00:13 Houston — Chicago
UA787 United Airlines
13:43 — 07:53+1day
18h 10m flight time
Find flight
from$170
13:43 — 16:14 Cancun — Houston
UA1056 United Airlines
12h 48m stop
05:00 — 07:56 Houston — Chicago
UA343 United Airlines
14:03 — 21:40
7h 37m flight time
Find flight
from$157
14:03 — 16:32 Cancun — Houston
UA1017 United Airlines
2h 18m stop
18:50 — 21:40 Houston — Chicago
UA2197 United Airlines
14:03 — 22:41
8h 38m flight time
Find flight
from$157
13:12 — 15:43 Cancun — Houston
UA1017 United Airlines
3h 18m stop
21:30 — 00:13 Houston — Chicago
UA787 United Airlines
14:03 — 00:15
10h 12m flight time
Find flight
from$170
14:03 — 16:32 Cancun — Houston
UA1017 United Airlines
5h 2m stop
21:34 — 00:15 Houston — Chicago
UA2234 United Airlines
15:01 — 22:41
7h 40m flight time
Find flight
from$156
15:01 — 17:32 Cancun — Houston
UA1123 United Airlines
2h 20m stop
21:30 — 00:13 Houston — Chicago
UA787 United Airlines
15:38 — 19:36
3h 58m flight time
Find flight
from$148
Cancun — Chicago
UA1667 United Airlines
17:22 — 07:53+1day
14h 31m flight time
Find flight
from$169
17:22 — 19:53 Cancun — Houston
UA1058 United Airlines
9h 9m stop
05:00 — 07:56 Houston — Chicago
UA343 United Airlines
22:00 — 05:42+1day
7h 42m flight time
Find flight
from$175
14:41 — 16:10 Cancun — Mexico City
Y4105 Volaris
1h 20m stop
00:40 — 04:37 Mexico City — Chicago
Y4700 Volaris
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 and arrival times - local. Updated on October 8, 2025.

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 $ 243 . And the most expensive tickets are offered by WestJet airline - from $ 4187.

Direct flights

There are 2 nonstop flights on the route. The fastest direct flight is UA1667 by United Airlines takes 3h 58m and the cheapest is UA1667 by United Airlines for $148.

  • UA - United Airlines
    from $148
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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 UA1667 by United Airlines for $156.

  • AC - Air Canada
    from $243
    Find
  • F9 - Frontier Airlines
    from $356
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  • AV - Avianca
    from $215
    Find
  • N3 - Omskavia
    from $377
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  • SY - Sun Country Airlines
    from $502
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  • Y4 - Volaris
    from $175
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  • UA - United Airlines
    from $156
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  • AM - Aeromexico
    from $176
    Find
  • VB - VivaAerobus
    from $231
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  • WS - WestJet
    from $1847
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  • NK - Spirit Airlines
    from $175
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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 $148
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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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How to book a plane ticket yourself?

How to book an air 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.

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