Cheap Flights from Chicago, IL to Cancun from $163

Return flight: Cancun – Chicago

On Cheapflightsplus.com you will find 1 direct and 88 connecting flights from Chicago to Cancun. You can compare airfare deals from 10 airlines and multiple travel sites from $163, book and save on cheap plane tickets and last minute offers. Also check out CHI-CUN flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Chicago to Cancun 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: $163 (one-way), $280 (round-trip).
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Full flight schedule will help you in detecting at what time planes fly from Chicago to Cancun. 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 Arrival Flight Details Flight Duration Price
10:20 — 14:15
10:20 — 14:15 NK124 Spirit Airlines
Chicago — Cancun
3h 55m
Find flight
from$188
01:40 — 12:31
01:40 — 04:50 Y4701 Volaris
Chicago — Toluca
4h 17m stop
09:07 — 12:31 Y43481 Volaris
Toluca — Cancun
10h 51m
including layover
Find flight
from$194
01:55 — 14:26
02:42 — 07:11 Y41703 Volaris
Chicago — Guadalajara
5h 37m stop
18:00 — 21:49 Y41048 Volaris
Guadalajara — Cancun
12h 31m
including layover
Find flight
from$183
02:01 — 10:25
01:55 — 05:20 AM689 Aeromexico
Chicago — Mexico City
1h 45m stop
06:55 — 10:24 AM504 Aeromexico
Mexico City — Cancun
8h 24m
including layover
Find flight
from$284
06:00 — 14:24
06:00 — 08:57 AM4430 Aeromexico
Chicago — Atlanta
3h 54m stop
12:53 — 14:25 AM5533 Aeromexico
Atlanta — Cancun
8h 24m
including layover
Find flight
from$244
06:55 — 15:40
06:55 — 10:05 VB543 VivaAerobus
Chicago — Guadalajara
1h 35m stop
11:45 — 15:50 VB2133 VivaAerobus
Guadalajara — Cancun
8h 45m
including layover
Find flight
from$245
07:00 — 16:20
06:00 — 08:02 F91483 Frontier Airlines
Chicago — Denver
2h 20m stop
10:13 — 15:20 F970 Frontier Airlines
Denver — Cancun
9h 20m
including layover
Find flight
from$163
07:25 — 21:03
07:25 — 10:35 Y4703 Volaris
Chicago — Mexico City
7h 10m stop
17:45 — 21:03 Y4104 Volaris
Mexico City — Cancun
13h 38m
including layover
Find flight
from$174
08:40 — 12:55
+1 day
08:40 — 11:56 AC8958 Air Canada
Chicago — Montreal
21h 27m stop
09:30 — 13:00 AC1882 Air Canada
Montreal — Cancun
28h 15m
including layover
Find flight
from$255
10:40 — 12:55
+1 day
10:40 — 13:56 AC8960 Air Canada
Chicago — Montreal
19h 27m stop
09:30 — 13:00 AC1882 Air Canada
Montreal — Cancun
26h 15m
including layover
Find flight
from$318
12:45 — 21:49
12:35 — 15:57 Y41705 Volaris
Chicago — Guadalajara
2h 10m stop
18:11 — 21:49 Y41046 Volaris
Guadalajara — Cancun
9h 4m
including layover
Find flight
from$166
12:45 — 19:20
12:45 — 15:40 UA2657 United Airlines
Chicago — Houston
1h 25m stop
17:05 — 19:20 UA1020 United Airlines
Houston — Cancun
6h 35m
including layover
Find flight
from$181
14:35 — 11:45
+1 day
14:35 — 20:25 AV263 Avianca
Chicago — Bogota
11h 25m stop
07:50 — 11:45 AV256 Avianca
Bogota — Cancun
21h 10m
including layover
Find flight
from$197
14:44 — 16:20
+1 day
14:44 — 16:36 F92209 Frontier Airlines
Chicago — Denver
18h 40m stop
11:13 — 16:22 F970 Frontier Airlines
Denver — Cancun
25h 36m
including layover
Find flight
from$178
15:50 — 09:20
+1 day
15:50 — 18:32 AC508 Air Canada
Chicago — Toronto
11h 40m stop
06:15 — 09:20 AC1810 Air Canada
Toronto — Cancun
17h 30m
including layover
Find flight
from$249
15:50 — 19:40
+1 day
15:50 — 18:32 AC508 Air Canada
Chicago — Toronto
22h stop
16:35 — 19:40 AC1812 Air Canada
Toronto — Cancun
27h 50m
including layover
Find flight
from$249
20:25 — 09:20
+1 day
20:25 — 23:06 AC510 Air Canada
Chicago — Toronto
7h 5m stop
06:15 — 10:35 AC1810 Air Canada
Toronto — Cancun
12h 55m
including layover
Find flight
from$249
20:25 — 19:40
+1 day
20:25 — 23:06 AC510 Air Canada
Chicago — Toronto
17h 25m stop
17:30 — 21:40 AC1812 Air Canada
Toronto — Cancun
23h 15m
including layover
Find flight
from$249
21:10 — 09:37
+1 day
20:15 — 22:57 NK2047 Spirit Airlines
Chicago — Dallas
7h 12m stop
06:55 — 09:37 NK1120 Spirit Airlines
Dallas — Cancun
12h 27m
including layover
Find flight
from$172
21:45 — 11:11
+1 day
21:14 — 23:59 NK2274 Spirit Airlines
Chicago — Houston
8h 26m stop
09:27 — 11:39 NK1336 Spirit Airlines
Houston — Cancun
13h 26m
including layover
Find flight
from$170
22:44 — 13:02
+1 day
22:44 — 01:44 Y47773 Volaris
Chicago — Morelia
7h 43m stop
09:27 — 13:02 Y43629 Volaris
Morelia — Cancun
14h 18m
including layover
Find flight
from$385
17:25 — 13:10
+1 day
17:25 — 21:05 AV409 Avianca
Chicago — San Salvador
1h 15m stop
22:20 — 23:10 AV578 Avianca
San Salvador — Guatemala City
11h 5m stop
10:15 — 13:10 AV650 Avianca
Guatemala City — Cancun
19h 45m
including layover
Find flight
from$203
17:25 — 13:10
+1 day
17:25 — 21:05 AV409 Avianca
Chicago — San Salvador
8h 25m stop
05:30 — 06:20 AV556 Avianca
San Salvador — Guatemala City
3h 55m stop
10:15 — 13:10 AV650 Avianca
Guatemala City — Cancun
19h 45m
including layover
Find flight
from$213
18:20 — 22:45
+1 day
18:20 — 21:04 AC8912 Air Canada
Chicago — Toronto
11h 6m stop
08:10 — 11:10 AC991 Air Canada
Toronto — Mexico City
9h 20m stop
20:30 — 22:45 VB3140 VivaAerobus
Mexico City — Cancun
28h 25m
including layover
Find flight
from$336
18:20 — 02:33
+2 days
18:20 — 21:04 AC8912 Air Canada
Chicago — Toronto
11h 6m stop
08:10 — 11:10 AC991 Air Canada
Toronto — Mexico City
12h 5m stop
23:15 — 02:33 Y4118 Volaris
Mexico City — Cancun
32h 13m
including layover
Find flight
from$339
*Departure and arrival times - local. Updated on July 26, 2025

Flight Information

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

Distance between Chicago and Cancun is 2319 miles. Time difference between the cities is 1h. Airplanes depart 01:40 to 22:44 from 7 Chicago airports and arrive 01:40 to 22:44 to 2 Cancun airports. Average flight time is 3h 55m.

  • The fastest flight 3h 55m
  • Average flight time 3h 55m
  • The earliest flight 01:40
  • The latest flight 22:44
  • Distance 1441 ml

The cheapest months to travel to Cancun are august (from 163 $), may (from 170 $), june (from 171 $).

The most expensive months are december (from 749 $), february (from 436 $), january (from 398 $).

What is the lowest airfare Chicago to Cancun?

The cheapest plane ticket found by our users is $163. This airfare is for economy class on one-way F91483 flight by Frontier Airlines for August 16, 2025 which leaves O'Hare International in Chicago at 07:00 am and arrives at Cancun Cancun Int at 16:20.

Economy class
$163
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Business class
?
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First class
?
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Popular Airlines on the Route

The flight Chicago — Cancun is served by 10 regular airlines and 5 low-cost airlines. Most of the flights on this route are operated by Air Canada - 27 departures per week at the price of from $ 249 . And the most expensive tickets are offered by United Airlines airline - from $ 2042.

Direct flights

There are 1 nonstop flights on the route. The fastest direct flight is NK124 by Spirit Airlines takes 3h 55m and the cheapest is F91483 by Frontier Airlines for $188.

  • NK - Spirit Airlines
    from $188
    Find
See more direct flights

Connecting Flights

There are 88 flights with layovers on the route. The fastest connecting flight is UA2657 by United Airlines takes 6h 35m and the cheapest is F91483 by Frontier Airlines for $163.

  • AC - Air Canada
    from $249
    Find
  • F9 - Frontier Airlines
    from $163
    Find
  • AV - Avianca
    from $197
    Find
  • TK - Turkish Airlines
    from $1424
    Find
  • Y4 - Volaris
    from $166
    Find
  • UA - United Airlines
    from $180
    Find
  • VB - VivaAerobus
    from $214
    Find
  • AM - Aeromexico
    from $244
    Find
  • WS - WestJet
    from $600
    Find
  • NK - Spirit Airlines
    from $170
    Find
See more connecting flights

Airports

You can fly from Chicago to Cancun from 7 airports (O'Hare International, Midway, Dupage County, Chicago FSS, Merrill C Meigs (closed), Pal-Waukee, Chicago NAS).

Chicago airports

  • O'Hare International-ORD
    from $163
    Find
  • Midway-MDW
    from $178
    Find
  • Dupage County-DPA
    Find
  • Chicago FSS-CHI
    Find
  • Merrill C Meigs (closed)-CGX
    Find
  • Pal-Waukee-PWK
    Find
  • Chicago NAS-NOH
    Find

Cancun airports

  • Cancun Int-CUN
    Find
  • Puerto Juarez-PJZ
    Find

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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