Cheap Flights from Chicago, IL to Cancun from $151

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 $151, 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: $151 (one-way), $259 (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
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$180
01:40 — 10:03
01:40 — 04:50 Y4701 Volaris
Chicago — Mexico City
1h 55m stop
06:45 — 10:03 Y4108 Volaris
Mexico City — Cancun
8h 23m
including layover
Find flight
from$181
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$184
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$151
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$162
10:20 — 14:15
10:20 — 14:15 NK124 Spirit Airlines
Chicago — Cancun
3h 55m
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from$175
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$183
14:35 — 14:40
+1 day
14:35 — 20:25 AV263 Avianca
Chicago — Bogota
14h 30m stop
10:55 — 14:40 AV68 Avianca
Bogota — Cancun
24h 5m
including layover
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from$183
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$165
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$188
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$159
21:10 — 12:58
+1 day
20:15 — 22:57 NK2047 Spirit Airlines
Chicago — Dallas
10h 25m stop
10:18 — 13:08 NK343 Spirit Airlines
Dallas — Cancun
15h 48m
including layover
Find flight
from$163
21:12 — 08:12
+1 day
21:12 — 00:57 F93854 Frontier Airlines
Chicago — Orlando
6h 7m stop
07:10 — 08:16 NK3642 Spirit Airlines
Orlando — Cancun
11h
including layover
Find flight
from$158
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$158
21:50 — 10:04
+1 day
21:50 — 00:40 UA1291 United Airlines
Chicago — Houston
7h 3m stop
07:43 — 10:04 UA1619 United Airlines
Houston — Cancun
12h 14m
including layover
Find flight
from$166
*Departure and arrival times - local. Updated on September 15, 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 151 $), may (from 158 $), june (from 158 $).

The most expensive months are december (from 694 $), february (from 404 $), january (from 369 $).

What is the lowest airfare Chicago to Cancun?

The cheapest plane ticket found by our users is $151. This airfare is for economy class on one-way F91483 flight by Frontier Airlines for July 5, 2025 which leaves O'Hare International in Chicago at 07:00 am and arrives at Cancun Cancun Int at 16:20.

Economy class
$151
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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 $ 229 . And the most expensive tickets are offered by United Airlines airline - from $ 1889.

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 $175.

  • NK - Spirit Airlines
    from $175
    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 $151.

  • AC - Air Canada
    from $229
    Find
  • F9 - Frontier Airlines
    from $151
    Find
  • AV - Avianca
    from $183
    Find
  • TK - Turkish Airlines
    from $1319
    Find
  • Y4 - Volaris
    from $162
    Find
  • UA - United Airlines
    from $166
    Find
  • VB - VivaAerobus
    from $198
    Find
  • AM - Aeromexico
    from $226
    Find
  • WS - WestJet
    from $350
    Find
  • NK - Spirit Airlines
    from $158
    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 $151
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  • Midway-MDW
    from $158
    Find
  • Dupage County-DPA
    Find
  • Chicago FSS-CHI
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  • Merrill C Meigs (closed)-CGX
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  • Pal-Waukee-PWK
    Find
  • Chicago NAS-NOH
    Find

Cancun airports

  • Cancun Int-CUN
    Find
  • Puerto Juarez-PJZ
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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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