Airfare Deals from Chicago to Cancun

Find cheap flights from Chicago to Cancun at Tripsta.co.uk in just 5 minutes. On the site you can compare flight prices on this route, buy airline tickets costing from £45 and see the aircraft schedule.

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The cheapest flight ticket from Chicago to Cancun was found 1 day ago. Its one way cost starts from £45, the departure date is 07 November 2021. The minimum price for a round trip flight starts from £107. This flight fare was found 2 days ago, with the following departure dates: Chicago on 29 September 2021 year, and back from Cancun on 05 October 2021 year.

Plane tickets from Chicago to Cancun, one way

The table shows the prices of direct flight plane tickets to Cancun from Chicago. If you find an interesting air travel offer, do not delay your purchase, last minute offers run out very quickly.

Sort by: Departure dateCheap flightsFast flightsDirect flights
16.10.2021 Saturday
from £49 MEGO.travel
Economy Found yesterday
1 Stopover 11 hours 10 min
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16.10.2021 Saturday
from £55 Trip.com
Economy Found yesterday
Nonstop 4 hours 3 min
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16.10.2021 Saturday
from £81 Kiwi.com
Economy Found yesterday
2 Stopovers 16 hours 14 min
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16.10.2021 Saturday
from £121 KupiBilet.ru
Economy Found yesterday
3 Stopovers 23 hours 10 min
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Best Flights: Chicago to Cancun and back

The cost of a round trip flight on the Chicago - Cancun (Mexico) route. The cheapest ticket was purchased 2 days ago, its price was from £107. It flies to Cancun on 29 September 2021 year and returns to Chicago on 05 October 2021 year.

Sort by: Departure dateCheap flightsTrip timeDirect flights
American Airlines AA 1784 Morning flight
Departure 29.09.21 10:10, We
1 Stopover Trip 6 days
Return 05.10.21 18:10, Tu
American Airlines AA 1179 Night flight
Departure 12.10.21 01:50, Tu
1 Stopover Trip 4 days
Return 15.10.21 16:44, Fr
American Airlines AA 1073 Night flight
Departure 13.11.21 02:40, Sa
1 Stopover Trip 8 days
Return 21.11.21 00:35, Su
Frontier Airlines F9 44 Day flight
Departure 01.10.21 13:00, Fr
Direct Trip 7 days
Return 08.10.21 16:44, Fr
American Airlines AA 1301 Evening flight
Departure 04.11.21 22:50, Th
1 Stopover Trip 7 days
Return 11.11.21 16:44, Th
American Airlines AA 2052 Day flight
Departure 06.11.21 13:05, Sa
1 Stopover Trip 7 days
Return 14.11.21 00:45, Su
American Airlines AA 2738 Night flight
Departure 23.10.21 01:50, Sa
1 Stopover Trip 3 days
Return 25.10.21 23:13, Mo
Frontier Airlines F9 44 Day flight
Departure 14.12.21 13:59, Tu
Direct Trip 7 days
Return 21.12.21 13:05, Tu
American Airlines AA 357 Night flight
Departure 16.12.21 02:30, Th
1 Stopover Trip 4 days
Return 20.12.21 13:05, Mo
American Airlines AA 2839 Evening flight
Departure 22.02.22 19:15, Tu
1 Stopover Trip 6 days
Return 28.02.22 23:58, Mo
American Airlines AA 1629 Day flight
Departure 07.11.21 14:05, Su
1 Stopover Trip 7 days
Return 14.11.21 23:49, Su
American Airlines AA 1854 Day flight
Departure 24.01.22 12:55, Mo
1 Stopover Trip 8 days
Return 01.02.22 23:58, Tu
American Airlines AA 1571 Day flight
Departure 26.11.21 16:27, Fr
1 Stopover Trip 6 days
Return 02.12.21 12:00, Th
Aeromexico AM 1629 Day flight
Departure 01.11.21 12:00, Mo
1 Stopover Trip 8 days
Return 09.11.21 20:48, Tu
American Airlines AA 1784 Morning flight
Departure 28.09.21 10:10, Tu
1 Stopover Trip 4 days
Return 02.10.21 16:58, Sa
American Airlines AA 1364 Evening flight
Departure 20.01.22 22:55, Th
Direct Trip 7 days
Return 27.01.22 18:30, Th
American Airlines AA 1700 Evening flight
Departure 04.12.21 23:05, Sa
Direct Trip 7 days
Return 12.12.21 00:45, Su
American Airlines AA 2895 Day flight
Departure 03.10.21 14:19, Su
1 Stopover Trip 5 days
Return 08.10.21 23:13, Fr
American Airlines AA 1920 Evening flight
Departure 10.12.21 19:45, Fr
1 Stopover Trip 4 days
Return 14.12.21 20:05, Tu
United Airlines UA 1198 Day flight
Departure 14.10.21 14:27, Th
1 Stopover Trip 5 days
Return 19.10.21 20:28, Tu
Frontier Airlines F9 44 Day flight
Departure 30.09.21 13:00, Th
Direct Trip 7 days
Return 07.10.21 21:25, Th
United Airlines UA 1656 Day flight
Departure 07.10.21 14:02, Th
1 Stopover Trip 4 days
Return 11.10.21 23:13, Mo
American Airlines AA 1058 Day flight
Departure 01.01.22 14:49, Sa
1 Stopover Trip 5 days
Return 06.01.22 18:55, Th
Spirit Airlines NK 425 Night flight
Departure 09.10.21 00:10, Sa
1 Stopover Trip 4 days
Return 12.10.21 15:30, Tu
United Airlines UA 1198 Day flight
Departure 15.02.22 14:56, Tu
1 Stopover Trip 9 days
Return 24.02.22 02:58, Th
American Airlines AA 583 Night flight
Departure 09.01.22 04:03, Su
1 Stopover Trip 7 days
Return 15.01.22 19:45, Sa
American Airlines AA 2881 Night flight
Departure 13.02.22 04:15, Su
1 Stopover Trip 7 days
Return 19.02.22 19:34, Sa
American Airlines AA 1047 Night flight
Departure 04.01.22 02:35, Tu
1 Stopover Trip 6 days
Return 09.01.22 22:28, Su
United Airlines UA 2352 Day flight
Departure 01.12.21 11:00, We
1 Stopover Trip 22 days
Return 23.12.21 02:58, Th
Spirit Airlines NK 104 Day flight
Departure 11.05.22 13:50, We
Direct Trip 7 days
Return 18.05.22 18:49, We
American Airlines AA 863 Day flight
Departure 09.10.21 16:50, Sa
1 Stopover Trip 7 days
Return 16.10.21 15:44, Sa
United Airlines UA 2161 Evening flight
Departure 19.02.22 22:05, Sa
1 Stopover Trip 7 days
Return 26.02.22 19:34, Sa
American Airlines AA 1880 Evening flight
Departure 16.12.21 18:10, Th
1 Stopover Trip 4 days
Return 20.12.21 13:05, Mo
Spirit Airlines NK 2 Day flight
Departure 25.11.21 11:30, Th
1 Stopover Trip 5 days
Return 29.11.21 23:49, Mo
American Airlines AA 1503 Day flight
Departure 02.05.22 14:35, Mo
1 Stopover Trip 7 days
Return 09.05.22 23:16, Mo
American Airlines AA 642 Evening flight
Departure 07.04.22 19:55, Th
1 Stopover Trip 7 days
Return 14.04.22 23:16, Th
Volaris Y4 955 Evening flight
Departure 17.03.22 17:40, Th
1 Stopover Trip 7 days
Return 24.03.22 22:08, Th
VivaAerobus VB 187 Morning flight
Departure 19.02.22 05:55, Sa
1 Stopover Trip 4 days
Return 23.02.22 02:58, We
American Airlines AA 1193 Evening flight
Departure 11.01.22 17:35, Tu
1 Stopover Trip 5 days
Return 16.01.22 14:30, Su
American Airlines AA 583 Night flight
Departure 20.03.22 03:03, Su
1 Stopover Trip 7 days
Return 26.03.22 22:08, Sa
American Airlines AA 1854 Day flight
Departure 10.01.22 12:55, Mo
1 Stopover Trip 6 days
Return 16.01.22 13:45, Su
American Airlines AA 583 Night flight
Departure 19.03.22 03:03, Sa
1 Stopover Trip 7 days
Return 25.03.22 19:54, Fr
Frontier Airlines F9 1155 Day flight
Departure 20.12.21 12:12, Mo
1 Stopover Trip 8 days
Return 28.12.21 18:55, Tu
Frontier Airlines F9 1155 Day flight
Departure 29.12.21 12:12, We
1 Stopover Trip 10 days
Return 08.01.22 18:55, Sa
Volaris Y4 935 Morning flight
Departure 21.04.22 05:05, Th
1 Stopover Trip 4 days
Return 24.04.22 19:00, Su
Frontier Airlines F9 1155 Day flight
Departure 21.12.21 12:14, Tu
1 Stopover Trip 6 days
Return 27.12.21 18:55, Mo
Spirit Airlines NK 104 Day flight
Departure 23.12.21 14:50, Th
1 Stopover Trip 11 days
Return 03.01.22 22:28, Mo
Frontier Airlines F9 1155 Day flight
Departure 17.12.21 12:12, Fr
1 Stopover Trip 12 days
Return 29.12.21 22:04, We
United Airlines UA 1656 Day flight
Departure 25.12.21 13:40, Sa
Direct Trip 8 days
Return 02.01.22 18:39, Su
United Airlines UA 1046 Night flight
Departure 27.12.21 02:25, Mo
1 Stopover Trip 7 days
Return 02.01.22 18:39, Su

*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 lowcost airlines.

Flight information

It takes 03:37 minutes to fly from Chicago to Cancun excluding transfers. The distance between the cities is 2314 km or 1437 miles. The earliest morning plane from Chicago leaves for Cancun at 00:30. And the latest evening flight departs at 23:30.

time

Non-stop 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

The fastest Chicago - Cancun flight ticket is provided by American Airlines, the flight number is AA 1417. It is in the air for 03:25 mins, departing from O'Hare at 15:30 and arriving at 18:55 in Cancun. This flight is carried out on a modern Boeing 787-800 airliner.

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.

  • Southwest Airlines: WN 4949, WN 216, WN 220
  • Spirit Airlines: NK 104, NK 893
  • United Airlines: UA 1656, UA 1129, UA 1198
  • American Airlines: AA 1417, AA 1503, AA 2304
  • Frontier Airlines: F9 44

*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

Airfare from airports. In Chicago, 2 airports serve all air communications with Cancun. Airplanes arrive at 1 airport in Cancun.

Chicago airports:

Chicago Midway  ~ 14 km* from £139O'Hare  ~ 25 km* from £60

Cancun airports:

Cancun  ~ 1 km* from £60

*Distance from the airport to the city center

Airplanes

7 aircraft models from 5 airlines fly on the Chicago - Cancun route. The fastest airliner is the Boeing 787-800, from the company American Airlines.

  • 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 from Chicago to Cancun. 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 Tripsta.co.uk 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 £45
07 November 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 £48
22 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 £43
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
Find
01 October 2021
Chicago - Acapulco UA 359 United Airlines Boeing 737-700
14:35 O'Hare
in a way 6 hours 55 min 1 Stopover
21:30 Acapulco
Flights
Find
01 October 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 £54
29 September 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 £54
29 October 2021
Miami - Cancun AA 158 American Airlines Airbus A319
22:28 Miami
in a way 1 hours 44 min Direct
00:12 Cancun
Flights
from £47
24 October 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 £45
07 November 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 £63
01 October 2021

All flights to Cancun

Frequently asked question

How much does a plane ticket from Chicago to Cancun cost?

The cost of the cheapest one-way flight from Chicago to Cancun starts from £45. The departure date of that flight is 07 November 2021.

Round trip costs start from £107, with the departure date there being on 29 September 2021 year, and back on 05 October 2021 year.

Which airlines fly on the Chicago - Cancun route?

There are 5 airlines flying directly from Chicago to Cancun: Southwest Airlines, Spirit Airlines, United Airlines, American Airlines, Frontier Airlines

And 6 airlines fly with transfers: United Airlines, American Airlines, Volaris, Aeromexico, Interjet, Southwest Airlines

How long does it take to fly from Chicago to Cancun?

The flight time from Chicago to Cancun averages 03:37 mins.

Which planes fly to Cancun from Chicago?

7 aircraft models fly from Chicago to Cancun, overcoming 1437 miles in an average of 03:37 mins. The fastest aircraft on this route is Boeing 787-800 from American Airlines, it flies for 03:25 min.

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

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

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