Airfare Deals Chicago to Cancun

On HolidayPrice.com you will find 5 direct and 6 connecting flights from Chicago to Cancun at a price of from $63. You can compare airfare deals from airlines and multiple travel sites, 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.

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The cost of airline tickets from Chicago to Cancun (Mexico) and back without transfers can be found with the help of the calendar. Specify the search parameters: one way or round-trip, payment currency, click on the month/day you need and we will search for flights to Cancun.

One way flight from Chicago to Cancun

Below are the prices of tickets for direct one-way flights from Chicago to Cancun. The cheapest flight from Chicago to Cancun starts from $ 63 – the departure date for this flight is 17 October 2021.

Sort by: Departure dateCheap flightsFast flightsDirect flights
22.11.2021 Monday
from $ 67 Trip.com
Economy Found 2021-09-30
1 Stopover 16 hours 45 min
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24.11.2021 Wednesday
from $ 96 Thefaremasters.com
Economy Found 2 days
Nonstop 3 hours 40 min
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24.11.2021 Wednesday
from $ 103 Kiwi.com
Economy Found 2 days
1 Stopover 15 hours 54 min
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22.11.2021 Monday
from $ 125 Thefaremasters.com
Economy Found 2021-09-30
Nonstop 3 hours 43 min
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22.11.2021 Monday
from $ 128 Kiwi.com
Economy Found 2021-09-30
2 Stopovers 21 hours 5 min
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22.11.2021 Monday
from $ 157 FlyFar
Economy Found 2021-09-30
3 Stopovers 19 hours 44 min
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24.11.2021 Wednesday
from $ 165 FlyFar
Economy Found 2 days
3 Stopovers 28 hours 44 min
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24.11.2021 Wednesday
from $ 167 Kissandfly
Economy Found 2 days
2 Stopovers 36 hours 53 min
Find Flights
*Prices include: baggage, hand luggage, airline fees and charges.

Round trip from Chicago to Cancun

You can buy a round-trip ticket from Chicago to Cancun (Mexico) and back using the table below. The best offer starts from $ 139, the flight dates are: there on 10 October 2021 year and back on 12 October 2021 year.

Sort by: Departure dateCheap flightsTrip timeDirect flights
Spirit Airlines NK 104 Day flight
Departure 10.10.21 11:00, Su
Direct Trip 2 days
Return 12.10.21 15:30, Tu
American Airlines AA 1106 Evening flight
Departure 07.02.22 17:35, Mo
1 Stopover Trip 10 days
Return 17.02.22 13:45, Th
Spirit Airlines NK 104 Day flight
Departure 20.10.21 11:00, We
Direct Trip 3 days
Return 23.10.21 15:30, Sa
American Airlines AA 1179 Night flight
Departure 26.10.21 01:50, Tu
1 Stopover Trip 5 days
Return 30.10.21 16:44, Sa
American Airlines AA 1106 Evening flight
Departure 10.01.22 17:35, Mo
1 Stopover Trip 3 days
Return 13.01.22 18:30, Th
American Airlines AA 1629 Day flight
Departure 29.10.21 12:00, Fr
1 Stopover Trip 3 days
Return 01.11.21 19:57, Mo
American Airlines AA 2488 Evening flight
Departure 09.10.21 19:14, Sa
1 Stopover Trip 5 days
Return 14.10.21 20:05, Th
American Airlines AA 623 Day flight
Departure 05.02.22 12:55, Sa
1 Stopover Trip 7 days
Return 12.02.22 19:34, Sa
American Airlines AA 1784 Day flight
Departure 16.01.22 11:25, Su
1 Stopover Trip 20 days
Return 05.02.22 18:55, Sa
American Airlines AA 1073 Night flight
Departure 27.11.21 03:22, Sa
1 Stopover Trip 4 days
Return 30.11.21 22:37, Tu
American Airlines AA 1193 Evening flight
Departure 10.11.21 20:05, We
1 Stopover Trip 5 days
Return 15.11.21 22:37, Mo
American Airlines AA 1364 Evening flight
Departure 21.01.22 22:55, Fr
Direct Trip 7 days
Return 28.01.22 22:59, Fr
American Airlines AA 2052 Day flight
Departure 06.12.21 12:14, Mo
1 Stopover Trip 7 days
Return 13.12.21 22:19, Mo
American Airlines AA 1179 Night flight
Departure 12.10.21 01:50, Tu
1 Stopover Trip 6 days
Return 17.10.21 16:44, Su
American Airlines AA 1769 Evening flight
Departure 18.11.21 22:30, Th
1 Stopover Trip 4 days
Return 22.11.21 23:49, Mo
American Airlines AA 359 Evening flight
Departure 25.11.21 21:30, Th
1 Stopover Trip 5 days
Return 01.12.21 00:20, We
American Airlines AA 791 Evening flight
Departure 12.11.21 20:00, Fr
1 Stopover Trip 8 days
Return 20.11.21 12:00, Sa
American Airlines AA 1700 Evening flight
Departure 11.11.21 23:05, Th
1 Stopover Trip 4 days
Return 15.11.21 23:49, Mo
American Airlines AA 2180 Day flight
Departure 13.12.21 16:20, Mo
1 Stopover Trip 5 days
Return 18.12.21 19:50, Sa
American Airlines AA 1301 Night flight
Departure 13.12.21 00:41, Mo
1 Stopover Trip 6 days
Return 18.12.21 21:45, Sa
American Airlines AA 623 Day flight
Departure 08.01.22 12:55, Sa
1 Stopover Trip 7 days
Return 15.01.22 22:18, Sa
American Airlines AA 2180 Evening flight
Departure 27.11.21 17:00, Sa
1 Stopover Trip 13 days
Return 11.12.21 00:45, Sa
American Airlines AA 1438 Day flight
Departure 07.12.21 14:30, Tu
1 Stopover Trip 11 days
Return 18.12.21 18:55, Sa
Spirit Airlines NK 104 Day flight
Departure 25.01.22 14:50, Tu
Direct Trip 5 days
Return 30.01.22 19:49, Su
Spirit Airlines NK 903 Day flight
Departure 21.10.21 11:00, Th
1 Stopover Trip 5 days
Return 26.10.21 15:45, Tu
American Airlines AA 2180 Day flight
Departure 01.12.21 16:20, We
1 Stopover Trip 17 days
Return 18.12.21 18:55, Sa
American Airlines AA 2918 Night flight
Departure 12.12.21 02:05, Su
1 Stopover Trip 13 days
Return 25.12.21 13:17, Sa
American Airlines AA 1364 Evening flight
Departure 12.01.22 22:55, We
1 Stopover Trip 4 days
Return 16.01.22 22:31, Su
American Airlines AA 1179 Night flight
Departure 15.10.21 01:50, Fr
1 Stopover Trip 4 days
Return 18.10.21 23:13, Mo
American Airlines AA 562 Evening flight
Departure 20.12.21 23:30, Mo
1 Stopover Trip 9 days
Return 29.12.21 18:55, We
American Airlines AA 552 Night flight
Departure 17.12.21 00:50, Fr
1 Stopover Trip 5 days
Return 21.12.21 13:05, Tu
American Airlines AA 1179 Night flight
Departure 09.10.21 01:50, Sa
1 Stopover Trip 3 days
Return 11.10.21 17:15, Mo
Spirit Airlines NK 104 Day flight
Departure 17.05.22 13:50, Tu
Direct Trip 7 days
Return 24.05.22 18:49, Tu
Frontier Airlines F9 1155 Day flight
Departure 29.12.21 12:12, We
1 Stopover Trip 10 days
Return 08.01.22 19:34, Sa
American Airlines AA 490 Night flight
Departure 07.06.22 01:35, Tu
1 Stopover Trip 5 days
Return 11.06.22 20:05, Sa
American Airlines AA 583 Night flight
Departure 18.03.22 03:03, Fr
1 Stopover Trip 4 days
Return 21.03.22 16:09, Mo
American Airlines AA 2754 Day flight
Departure 06.05.22 12:00, Fr
1 Stopover Trip 2 days
Return 08.05.22 15:25, Su
American Airlines AA 1883 Evening flight
Departure 28.06.22 21:50, Tu
1 Stopover Trip 5 days
Return 03.07.22 13:10, Su
VivaAerobus VB 187 Morning flight
Departure 19.02.22 05:55, Sa
1 Stopover Trip 6 days
Return 25.02.22 11:30, Fr
Frontier Airlines F9 411 Day flight
Departure 07.10.21 11:00, Th
1 Stopover Trip 5 days
Return 11.10.21 23:13, Mo
Spirit Airlines NK 104 Day flight
Departure 11.05.22 13:50, We
Direct Trip 5 days
Return 16.05.22 18:49, Mo
American Airlines AA 1784 Morning flight
Departure 29.04.22 10:36, Fr
1 Stopover Trip 9 days
Return 08.05.22 21:28, Su
Spirit Airlines NK 104 Day flight
Departure 22.10.21 11:00, Fr
1 Stopover Trip 2 days
Return 24.10.21 11:30, Su
Spirit Airlines NK 104 Day flight
Departure 22.12.21 14:50, We
1 Stopover Trip 7 days
Return 29.12.21 18:55, We
American Airlines AA 866 Evening flight
Departure 21.12.21 17:00, Tu
1 Stopover Trip 6 days
Return 27.12.21 20:50, Mo
American Airlines AA 2629 Evening flight
Departure 19.11.21 18:40, Fr
1 Stopover Trip 7 days
Return 26.11.21 22:37, Fr
American Airlines AA 1854 Day flight
Departure 27.12.21 12:55, Mo
1 Stopover Trip 11 days
Return 07.01.22 18:49, Fr
Aeromexico AM 683 Morning flight
Departure 24.03.22 06:20, Th
1 Stopover Trip 3 days
Return 27.03.22 13:00, Su
Aeromexico AM 4610 Day flight
Departure 23.11.21 11:40, Tu
1 Stopover Trip 5 days
Return 28.11.21 17:21, Su
Aeromexico AM 687 Evening flight
Departure 24.11.21 20:45, We
1 Stopover Trip 4 days
Return 28.11.21 19:25, Su
Frontier Airlines F9 1155 Day flight
Departure 23.12.21 12:12, Th
1 Stopover Trip 15 days
Return 07.01.22 22:31, Fr
Frontier Airlines F9 1423 Evening flight
Departure 17.12.21 18:13, Fr
1 Stopover Trip 7 days
Return 24.12.21 22:26, Fr
Frontier Airlines F9 1155 Day flight
Departure 19.12.21 12:12, Su
1 Stopover Trip 15 days
Return 03.01.22 22:26, Mo
Spirit Airlines NK 1858 Evening flight
Departure 26.12.21 20:35, Su
1 Stopover Trip 6 days
Return 01.01.22 17:10, Sa
*Prices include: baggage, hand luggage, airline fees and charges.

Flight Schedule Chicago to Cancun 2021

The current flight schedule for the route from Chicago to Cancun for today, tomorrow and the next few days. This schedule will help you decide on the time of departure and arrival, the airline, the flight number and the day of the week.

More than 7 flights every day, from 3hours 35min. Local departure and arrival times are indicated.
06:0009:37
Spirit Airlines NK104 Spirit Airlines NK104
ORD → CUN
Mo Tu We Th Fr Sa Su
Check price
06:0009:35
Southwest Airlines WN216 Southwest Airlines WN216
MDW → CUN
- - - - - Sa -
Check price
07:1010:45
Southwest Airlines WN218 Southwest Airlines WN218
MDW → CUN
Mo Tu We Th Fr - Su
Check price
07:4511:30
United Airlines UA1656 United Airlines UA1656
ORD → CUN
- - - - - Sa -
Check price
08:0011:58
Frontier Airlines F944 Frontier Airlines F944
ORD → CUN
Mo Tu We Th Fr Sa Su
Check price
08:3012:20
American Airlines AA1503 American Airlines AA1503
ORD → CUN
Mo Tu We Th Fr Sa Su
Check price
09:0512:50
United Airlines UA1198 United Airlines UA1198
ORD → CUN
Mo Tu We Th Fr Sa Su
Check price
09:0512:40
Southwest Airlines WN228 Southwest Airlines WN228
MDW → CUN
Mo Tu We Th Fr - Su
Check price
10:1513:50
Southwest Airlines WN230 Southwest Airlines WN230
MDW → CUN
- - - - - Sa -
Check price
10:4014:25
United Airlines UA1659 United Airlines UA1659
ORD → CUN
Mo Tu We Th Fr - Su
Check price

*Schedule is indicated only for direct scheduled flights and low-cost airlines.

Flight Information

Flying to Cancun from Chicago takes 03:37 minutes (excluding transfers). The distance between Chicago and Cancun is 1437 miles (2314 kilometers). Planes depart from Chicago between 00:30 and 23:30. The fastest flight from the company American Airlines with flight number AA 1417. Flies for just 03:25 minutes with departure from O'Hare and arrival in Cancun.

time

Average flight time

03:37 min

distance

Distance

1437 mi

The earliest flight

The earliest flight

00:30

The latest flight

The latest flight

23:30

Airplane

The fastest flight

03:25

Airlines

Direct flight

There are 5 airlines that fly directly from Chicago to Cancun. The most popular company carrying out non-stop flights is Southwest Airlines.

*Flight number

Flights with Transfers

Flights with transfers from Chicago to Cancun can be bought from 6 airlines:

  • United Airlines: Mexico City, Baltimore, Long Beach
  • American Airlines: Dallas, Denver
  • Volaris: Leon/Guanajuato
  • Aeromexico: Mexico City
  • Interjet: Mexico City
  • Southwest Airlines: Atlanta, San Antonio

*Transit cities

Airports

Airports serving the air communication between Chicago and Cancun. You can fly to Cancun from 2 Chicago airports. Planes arrive at 1 airport in Cancun.

Chicago airports:

Chicago Midway  ~ 14 km* from $ 125O'Hare  ~ 25 km* from $ 58

Cancun airports:

Cancun  ~ 1 km* from $ 99

*Distance from the airport to the city center

Aircraft

You can fly from Chicago to Cancun on board of 5 airlines that utilize 7 aircraft models.

  • Airbus A320
  • Airbus A321
  • Boeing 737-700
  • Boeing 737-800
  • Boeing 737-900
  • Boeing 777
  • Boeing 787-800

Connecting cities

The list of cities on transfer flights to Cancun from Chicago. The best options are to fly through: Mexico City, Dallas, Baltimore, Long Beach, Leon/Guanajuato, Denver, Hamilton, Monterrey, Atlanta, West Palm Beach, San Antonio.

Cheap airline tickets from Chicago to Mexico

Here is a list of flights from Chicago to Mexico purchased on HolidayPrice.com in the past 48 hours. If you find an interesting offer for cheap tickets, do not delay your purchase, prices change every 15 minutes.

Chicago - Cancun AA 1417 American Airlines Boeing 787-800
15:30 O'Hare
in a way 3 hours 25 min Direct
18:55 Cancun
Flights
from $ 63
17 October 2021
Chicago - Mexico City Y4 955 Volaris Airbus A320
21:06 O'Hare
in a way 3 hours 54 min Direct
01:00 Benito Juarez
Flights
from $ 52
08 December 2021
Chicago - Tijuana UA 4072 United Airlines Embraer 175
13:49 O'Hare
in a way 8 hours 54 min 1 Stopover
22:43 Tijuana Airport
Flights
Find
14 October 2021
Chicago - Guadalajara AM 653 Aeromexico Boeing 737-800
21:45 O'Hare
in a way 3 hours 58 min Direct
01:43 Don Miguel Hidal Y Costilla
Flights
from $ 59
23 August 2022
Chicago - Monterrey UA 5641 United Airlines Embraer 175
16:19 O'Hare
in a way 3 hours 31 min Direct
19:50 Gen Mariano Escobedo Airport
Flights
from $ 161
20 December 2021

All flights from Chicago

Flights from United States to Cancun

Here are the cheapest flight bookings from United States to Cancun made by users of our website. If you didn’t find your flight destination, use the search bar at the top of the page.

New York - Cancun AA 1327 American Airlines Boeing 737-800
16:15 John F. Kennedy
in a way 3 hours 53 min Direct
20:08 Cancun
Flights
from $ 76
16 October 2021
Los Angeles - Cancun DL 937 Delta Air Lines Boeing 737-900
23:13 Los Angeles
in a way 4 hours 27 min Direct
03:40 Cancun
Flights
from $ 87
22 January 2022
Miami - Cancun AA 158 American Airlines Airbus A319
22:28 Miami
in a way 1 hours 44 min Direct
00:12 Cancun
Flights
from $ 64
04 November 2021
Chicago - Cancun AA 1417 American Airlines Boeing 787-800
15:30 O'Hare
in a way 3 hours 25 min Direct
18:55 Cancun
Flights
from $ 63
17 October 2021
San Francisco - Cancun UA 1145 United Airlines Boeing 737-900
08:34 San Francisco
in a way 5 hours 11 min Direct
13:45 Cancun
Flights
from $ 91
09 December 2021

All flights to Cancun

Tips for buying a ticket

Chicago – Cancun – Chicago round-trip route are always cheaper than tickets purchased there and back separately.

Cheap flights from Chicago to Cancun
Cancun city

To start searching for tickets, Specify dates.

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