Cheap Flights from Chicago, IL to Cancun from $100

Return flight: Cancun – Chicago

On Cheapflightsplus.com you will find 6 direct and 478 connecting flights from Chicago to Cancun. You can compare airfare deals from 21 airlines and multiple travel sites from $100, 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: $100 (one-way), $171 (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
06:00 — 10:31
06:00 — 10:31 NK104 Spirit Airlines
Chicago — Cancun
3h 31m
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from$131
07:09 — 12:03
07:09 — 12:03 F944 Frontier Airlines
Chicago — Cancun
3h 54m
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from$185
07:09 — 12:03
07:09 — 12:03 Y42000 Volaris
Chicago — Cancun
3h 54m
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from$192
08:42 — 13:33
08:42 — 13:33 UA1656 United Airlines
Chicago — Cancun
3h 51m
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from$164
09:13 — 14:10
09:13 — 14:10 UA1198 United Airlines
Chicago — Cancun
3h 57m
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from$164
10:36 — 15:33
10:36 — 15:33 UA1659 United Airlines
Chicago — Cancun
3h 57m
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from$218
00:48 — 12:27
00:48 — 05:10 Y4701 Volaris
Chicago — Mexico City
4h stop
09:10 — 12:27 Y4106 Volaris
Mexico City — Cancun
10h 39m
including layover
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from$181
00:48 — 13:52
00:48 — 05:10 Y4701 Volaris
Chicago — Mexico City
5h 25m stop
10:35 — 13:52 Y4124 Volaris
Mexico City — Cancun
12h 4m
including layover
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from$181
01:03 — 12:24
01:05 — 05:50 AM689 Aeromexico
Chicago — Mexico City
3h 5m stop
09:01 — 12:35 AM512 Aeromexico
Mexico City — Cancun
10h 21m
including layover
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from$169
01:03 — 14:26
01:05 — 05:50 AM689 Aeromexico
Chicago — Mexico City
5h 5m stop
11:00 — 14:36 AM520 Aeromexico
Mexico City — Cancun
12h 23m
including layover
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from$169
02:42 — 18:33
02:42 — 07:11 Y41703 Volaris
Chicago — Guadalajara
7h 33m stop
14:44 — 18:33 Y41042 Volaris
Guadalajara — Cancun
14h 51m
including layover
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from$180
02:42 — 12:59
02:42 — 07:11 Y41703 Volaris
Chicago — Guadalajara
1h 59m stop
09:10 — 12:59 Y41046 Volaris
Guadalajara — Cancun
9h 17m
including layover
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from$181
03:45 — 21:51
03:45 — 07:58 Y47891 Volaris
Chicago — Queretaro
10h 36m stop
18:34 — 21:51 Y43521 Volaris
Queretaro — Cancun
17h 6m
including layover
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from$172
05:00 — 12:05
05:00 — 09:09 NK2 Spirit Airlines
Chicago — Miami
1h 6m stop
10:15 — 12:05 NK527 Spirit Airlines
Miami — Cancun
6h 5m
including layover
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from$109
05:00 — 12:05
05:00 — 09:00 NK19 Spirit Airlines
Chicago — Miami
1h 15m stop
10:15 — 12:05 NK527 Spirit Airlines
Miami — Cancun
6h 5m
including layover
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from$158
06:05 — 09:59
+1 day
06:05 — 09:13 F92780 Frontier Airlines
Chicago — Atlanta
21h 52m stop
07:05 — 09:59 F9103 Frontier Airlines
Atlanta — Cancun
26h 54m
including layover
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from$147
07:25 — 13:08
+1 day
07:25 — 09:26 F93173 Frontier Airlines
Chicago — Denver
21h 36m stop
07:02 — 13:08 F970 Frontier Airlines
Denver — Cancun
28h 43m
including layover
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from$147
07:30 — 17:27
07:30 — 10:04 F93243 Frontier Airlines
Chicago — Dallas
3h 11m stop
13:15 — 17:27 F982 Frontier Airlines
Dallas — Cancun
8h 57m
including layover
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from$141
08:15 — 13:20
+1 day
07:15 — 09:05 F92209 Frontier Airlines
Chicago — Denver
20h 54m stop
07:02 — 13:08 F970 Frontier Airlines
Denver — Cancun
28h 5m
including layover
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from$146
09:35 — 21:05
09:35 — 12:37 AM3851 Aeromexico
Chicago — Atlanta
5h 48m stop
18:25 — 21:05 AM3072 Aeromexico
Atlanta — Cancun
10h 30m
including layover
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from$179
12:36 — 13:24
+1 day
12:36 — 15:42 F94368 Frontier Airlines
Chicago — Philadelphia
17h 28m stop
09:10 — 13:24 NK1008 Spirit Airlines
Philadelphia — Cancun
23h 48m
including layover
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from$163
14:08 — 10:35
+1 day
12:36 — 15:42 F94368 Frontier Airlines
Chicago — Philadelphia
13h 9m stop
06:15 — 10:28 F991 Frontier Airlines
Philadelphia — Cancun
19h 27m
including layover
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from$146
14:30 — 23:58
14:30 — 19:15 AM687 Aeromexico
Chicago — Mexico City
1h 20m stop
20:35 — 23:58 AM554 Aeromexico
Mexico City — Cancun
8h 28m
including layover
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from$169
15:50 — 19:55
+1 day
15:50 — 19:40 VB633 VivaAerobus
Chicago — Monterrey
20h 55m stop
16:35 — 19:55 VB7389 VivaAerobus
Monterrey — Cancun
27h 5m
including layover
Find flight
from$138
15:50 — 16:00
+1 day
15:45 — 19:25 VB633 VivaAerobus
Chicago — Monterrey
16h 55m stop
16:30 — 19:55 VB2201 VivaAerobus
Monterrey — Cancun
23h 10m
including layover
Find flight
from$145
17:40 — 19:55
+1 day
17:40 — 21:05 Y45507 Volaris
Chicago — Monterrey
19h 30m stop
16:35 — 19:55 VB7389 VivaAerobus
Monterrey — Cancun
25h 15m
including layover
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from$100
17:42 — 09:15
+1 day
17:42 — 21:31 NK507 Spirit Airlines
Chicago — Orlando
9h 44m stop
07:15 — 09:15 NK3642 Spirit Airlines
Orlando — Cancun
14h 33m
including layover
Find flight
from$109
18:07 — 10:28
+1 day
18:07 — 21:14 F92112 Frontier Airlines
Chicago — Philadelphia
9h 1m stop
06:15 — 10:28 F991 Frontier Airlines
Philadelphia — Cancun
15h 21m
including layover
Find flight
from$141
18:07 — 13:24
+1 day
18:07 — 21:14 F92112 Frontier Airlines
Chicago — Philadelphia
11h 56m stop
09:10 — 13:24 NK1008 Spirit Airlines
Philadelphia — Cancun
18h 17m
including layover
Find flight
from$162
19:59 — 08:47
+1 day
19:59 — 22:59 F91442 Frontier Airlines
Chicago — Atlanta
7h 1m stop
06:00 — 08:47 F9103 Frontier Airlines
Atlanta — Cancun
11h 48m
including layover
Find flight
from$140
19:59 — 10:50
+1 day
18:48 — 21:52 F91618 Frontier Airlines
Chicago — Philadelphia
7h 28m stop
06:15 — 10:28 F991 Frontier Airlines
Philadelphia — Cancun
13h 51m
including layover
Find flight
from$141
20:29 — 12:54
+1 day
20:29 — 23:30 UA2155 United Airlines
Chicago — Houston
10h 1m stop
09:31 — 12:54 UA1018 United Airlines
Houston — Cancun
15h 25m
including layover
Find flight
from$167
20:52 — 09:13
+1 day
20:52 — 00:44 NK1686 Spirit Airlines
Chicago — Orlando
6h 16m stop
07:00 — 09:13 NK3642 Spirit Airlines
Orlando — Cancun
11h 21m
including layover
Find flight
from$109
21:44 — 08:47
+1 day
18:07 — 21:15 F92292 Frontier Airlines
Chicago — Atlanta
5h 20m stop
06:05 — 08:58 F9103 Frontier Airlines
Atlanta — Cancun
10h 3m
including layover
Find flight
from$140
*Departure and arrival times - local. Updated on November 21, 2024

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 00:48 to 23:10 from 7 Chicago airports and arrive 00:48 to 23:10 to 2 Cancun airports. Average flight time is 3h 54m.

  • The fastest flight 3h 31m
  • Average flight time 3h 54m
  • The earliest flight 00:48
  • The latest flight 23:10
  • Distance 1441 ml

The cheapest months to travel to Cancun are november (from 49 $), january (from 100 $), february (from 109 $).

The most expensive months are december (from 141 $), february (from 109 $), january (from 100 $).

What is the lowest airfare Chicago to Cancun?

The cheapest plane ticket found by our users is $100. This airfare is for economy class on one-way Y45507 flight by Volaris for January 12, 2025 which leaves O'Hare International in Chicago at 17:40 am and arrives at Cancun Cancun Int at 19:55.

Economy class
$100
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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 21 regular airline and 8 low-cost airlines. Most of the flights on this route are operated by Air Canada - 52 departures per week at the price of from $ 285 . And the most expensive tickets are offered by SWISS International Air Lines airline - from $ 8634.

Direct flights

There are 6 nonstop flights on the route. The fastest direct flight is NK104 by Spirit Airlines takes 3h 31m and the cheapest is Y45507 by Volaris for $131.

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Connecting Flights

There are 478 flights with layovers on the route. The fastest connecting flight is AM4610 by Aeromexico takes 5h 25m and the cheapest is Y45507 by Volaris for $100.

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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 $100
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  • Midway-MDW
    from $140
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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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Cancun airports

  • Cancun Int-CUN
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  • 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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