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Cheap flights from Chicago to Cancun

55 nonstop flights a week, 7 of them today. Operated by 4 airlines, about 3h 51m in the air, 1,432 mi (2,305 km). Tickets from $122, nonstop from $236.

Flights from Chicago to Cancun

Pick a departure date to see flights and seller prices

We search agencies and airlines for your day: nonstop and connecting flights, baggage, departure and arrival times.

Prices by day: Chicago to Cancun

Lowest one-way price in dollars from recent searches, cheap days in green. Press a day to see flights and exact prices.

Filters

Best fares from Chicago to Cancun

Lowest one-way prices found by recent searches for the next 120 days; press a card to search that date

Cheapest one-way $209 18 November 2026, with a connection Cheapest nonstop $236 13 November 2026, American Airlines Cheapest in the next 7 days $233 13 November, Fri Cheapest weekend departure $212 Fri, 11 December 2026
Cheapest day of the week Friday $249 on average over the next 120 days
Cheapest month April 2027 tickets from $122

Chicago to Cancun at a glance

flight time, from 3h 35m to 4h 23m
3h 51m
straight-line distance
1,432 mi (2,305 km)
flights a week
55
flights today
7
first and last departure
06:00 - 10:05
lowest price, with a connection, 1 April
$122
lowest nonstop price
$236
airlines
4

Chicago to Cancun ticket prices by month

Lowest one-way fare found by recent searches

Cheapest month: April 2027, tickets from $122. Prices come from searches over the last few days; check the search for your exact date.

The most expensive month is September 2027: from $253. The average across months is $199.

Chicago to Cancun flight schedule

55 flights a week, 7 today, 47 seasonal or one-off. Departure and arrival times are local.

FlightDepartsArrivesDurationDaysAircraft
WN 218
Southwest Airlines
06:00 Chicago Midway International
10:45 Cancun International, terminal 4
3h 45m
Sat
Boeing 737
F9 44
Frontier Airlines
06:10 , terminal 5
11:08 Cancun International, terminal 4
3h 58m
Daily
Airbus A320
AA 1907
American Airlines
07:10 , terminal 3
12:03 Cancun International, terminal 3
3h 53m
Daily
Boeing 737-800
UA 1198
United Airlines
07:20 , terminal 1
12:23 Cancun International, terminal 3
4h 3m
Daily
Airbus A320
WN 228
Southwest Airlines
07:30 Chicago Midway International
12:15 Cancun International, terminal 4
3h 45m
Sat
Boeing 737
F9 44
Frontier Airlines
07:59 , terminal 5
12:55 Cancun International, terminal 4
3h 56m
Mon, Fri, Sat, Sun
Airbus A320
WN 218
Southwest Airlines
08:05 Chicago Midway International
12:50 Cancun International, terminal 4
3h 45m
Mon, Thu
Boeing 737
WN 218
Southwest Airlines
08:20 Chicago Midway International
13:05 Cancun International, terminal 4
3h 45m
Tue, Wed
Boeing 737
AA 1503
American Airlines
08:24 , terminal 3
13:21 Cancun International, terminal 3
3h 57m
Mon, Thu, Fri, Sat, Sun
Boeing 737-800
AA 1503
American Airlines
08:25 , terminal 3
13:20 Cancun International, terminal 3
3h 55m
Daily
Airbus A321
UA 2371
United Airlines
08:40 , terminal 1
13:43 Cancun International, terminal 3
4h 3m
Daily
Airbus A320
WN 218
Southwest Airlines
08:55 Chicago Midway International
13:40 Cancun International, terminal 4
3h 45m
Mon, Thu, Fri, Sun
Boeing 737
UA 1656
United Airlines
09:02 , terminal 1
13:59 Cancun International, terminal 3
3h 57m
Mon, Thu, Fri, Sat, Sun
Boeing 737
WN 218
Southwest Airlines
09:15 Chicago Midway International
14:00 Cancun International, terminal 4
3h 45m
Sun
Boeing 737
AA 492
American Airlines
10:02 , terminal 3
15:00 Cancun International, terminal 3
3h 58m
Mon, Thu, Fri, Sat, Sun
Boeing 737-800
AA 492
American Airlines
10:05 , terminal 3
15:00 Cancun International, terminal 3
3h 55m
Daily
Airbus A321

Seasonal and one-off flights

Not operating in the next two weeks. The first of them is on 26 November.

FlightDepartsArrivesDurationDaysAircraft
WN 218
Southwest Airlines
08:45 Chicago Midway International
13:25 Cancun International, terminal 4
3h 40m
Seasonal
AA 1907
American Airlines
07:04 , terminal 3
12:00 Cancun International, terminal 3
3h 56m
Seasonal
Boeing 737-800
F9 44
Frontier Airlines
07:35 , terminal 5
12:31 Cancun International, terminal 4
3h 56m
Seasonal
Airbus A320
AA 1503
American Airlines
08:23 , terminal 3
13:26 Cancun International, terminal 3
4h 3m
Seasonal
Airbus A321
AA 492
American Airlines
10:00 , terminal 3
15:09 Cancun International, terminal 3
4h 9m
Seasonal
Boeing 737-800
AA 1907
American Airlines
06:59 , terminal 3
12:02 Cancun International, terminal 3
4h 3m
Seasonal
Boeing 737-800
F9 44
Frontier Airlines
07:27 , terminal 5
12:50 Cancun International, terminal 4
4h 23m
Seasonal
Airbus A320
AA 1503
American Airlines
08:13 , terminal 3
13:16 Cancun International, terminal 3
4h 3m
Seasonal
Boeing 737-800
AA 492
American Airlines
09:45 , terminal 3
14:50 Cancun International, terminal 3
4h 5m
Seasonal
Boeing 737-800
UA 1659
United Airlines
10:30 , terminal 1
15:30 Cancun International, terminal 3
4h
Seasonal
Airbus A320
WN 228
Southwest Airlines
08:05 Chicago Midway International
12:50 Cancun International, terminal 4
3h 45m
Seasonal
Boeing 737
UA 1656
United Airlines
09:04 , terminal 1
14:01 Cancun International, terminal 3
3h 57m
Seasonal
Boeing 737
F9 44
Frontier Airlines
07:29 , terminal 5
12:52 Cancun International, terminal 4
4h 23m
Seasonal
Airbus A320
AA 1503
American Airlines
08:20 , terminal 3
13:19 Cancun International, terminal 3
3h 59m
Seasonal
Airbus A321
WN 218
Southwest Airlines
09:00 Chicago Midway International
13:45 Cancun International, terminal 4
3h 45m
Seasonal
Boeing 737
AA 1907
American Airlines
07:00 , terminal 3
12:01 Cancun International, terminal 3
4h 1m
Seasonal
Boeing 737-800
WN 218
Southwest Airlines
05:05 Chicago Midway International
09:50 Cancun International, terminal 4
3h 45m
Seasonal
WN 228
Southwest Airlines
08:45 Chicago Midway International
13:35 Cancun International, terminal 4
3h 50m
Seasonal
Boeing 737
AA 1907
American Airlines
06:50 , terminal 3
11:42 Cancun International, terminal 3
3h 52m
Seasonal
Boeing 737-800
AA 1503
American Airlines
08:10 , terminal 3
13:09 Cancun International, terminal 3
3h 59m
Seasonal
Airbus A321
WN 218
Southwest Airlines
10:15 Chicago Midway International
15:05 Cancun International, terminal 4
3h 50m
Seasonal
Boeing 737
WN 218
Southwest Airlines
05:20 Chicago Midway International
10:05 Cancun International, terminal 4
3h 45m
Seasonal
Boeing 737
AA 1394
American Airlines
06:00 , terminal 3
10:51 Cancun International, terminal 3
3h 51m
Seasonal
Boeing 737-800
WN 228
Southwest Airlines
09:15 Chicago Midway International
14:00 Cancun International, terminal 4
3h 45m
Seasonal
Boeing 737
AA 1515
American Airlines
06:00 , terminal 3
10:51 Cancun International, terminal 3
3h 51m
Seasonal
Boeing 737-800
WN 228
Southwest Airlines
06:30 Chicago Midway International
11:15 Cancun International, terminal 4
3h 45m
Seasonal
Boeing 737
WN 218
Southwest Airlines
12:40 Chicago Midway International
17:20 Cancun International, terminal 4
3h 40m
Seasonal
WN 228
Southwest Airlines
06:10 Chicago Midway International
10:55 Cancun International, terminal 4
3h 45m
Seasonal
Boeing 737
WN 216
Southwest Airlines
08:35 Chicago Midway International
13:20 Cancun International, terminal 4
3h 45m
Seasonal
Boeing 737
WN 218
Southwest Airlines
13:20 Chicago Midway International
18:00 Cancun International, terminal 4
3h 40m
Seasonal
Boeing 737
WN 228
Southwest Airlines
06:20 Chicago Midway International
10:05 Cancun International, terminal 4
3h 45m
Seasonal
Boeing 737
WN 218
Southwest Airlines
09:35 Chicago Midway International
13:20 Cancun International, terminal 4
3h 45m
Seasonal
UA 2736
United Airlines
07:52 , terminal 1
11:45 Cancun International, terminal 3
3h 53m
Seasonal
Boeing 737-900
UA 1198
United Airlines
09:17 , terminal 1
13:10 Cancun International, terminal 3
3h 53m
Seasonal
Boeing 737-900
UA 1659
United Airlines
10:31 , terminal 1
14:26 Cancun International, terminal 3
3h 55m
Seasonal
Boeing 737
AA 1637
American Airlines
06:00 , terminal 3
09:51 Cancun International, terminal 3
3h 51m
Seasonal
Boeing 737-800
AA 1503
American Airlines
08:15 , terminal 3
12:08 Cancun International, terminal 3
3h 53m
Seasonal
Airbus A321
WN 228
Southwest Airlines
09:35 Chicago Midway International
13:10 Cancun International, terminal 4
3h 35m
Seasonal
Boeing 737
WN 218
Southwest Airlines
06:05 Chicago Midway International
09:45 Cancun International, terminal 4
3h 40m
Seasonal
Boeing 737
UA 1659
United Airlines
10:33 , terminal 1
14:26 Cancun International, terminal 3
3h 53m
Seasonal
Boeing 737
AA 492
American Airlines
10:04 , terminal 3
13:51 Cancun International, terminal 3
3h 47m
Seasonal
Airbus A321
AA 1503
American Airlines
08:30 , terminal 3
12:08 Cancun International, terminal 3
3h 38m
Seasonal
Boeing 737-800
AA 492
American Airlines
10:06 , terminal 3
13:51 Cancun International, terminal 3
3h 45m
Seasonal
Airbus A321
WN 228
Southwest Airlines
09:20 Chicago Midway International
13:10 Cancun International, terminal 4
3h 50m
Seasonal
Boeing 737
AA 1503
American Airlines
08:21 , terminal 3
12:12 Cancun International, terminal 3
3h 51m
Seasonal
Boeing 737-800
UA 1198
United Airlines
09:30 , terminal 1
13:10 Cancun International, terminal 3
3h 40m
Seasonal
Boeing 737-900
UA 1659
United Airlines
10:46 , terminal 1
14:26 Cancun International, terminal 3
3h 40m
Seasonal
Boeing 737

Days of the week are taken from the schedule for the next 14 days; schedules change by season. Cancun is 1 hour ahead of Chicago. The search shows seat availability and the price for your date.

Airlines flying Chicago to Cancun

Flights a week by schedule and the cheapest nonstop fare of each airline found by recent searches

American Airlines21 a week United Airlines19 a week Southwest Airlines8 a week Frontier Airlines7 a week

Airports

Where flights from Chicago to Cancun depart and land

Departure from Chicago

Chicago Midway International MDW

8 flights a week, 9 mi (14 km) from the city centre

About the airport

Arrival in Cancun

Cancun International CUN

55 flights a week, terminals 3, 4, 9 mi (14 km) from the city centre

About the airport

When to visit Cancun

Weather by month

Best time to visit: February, March, April and May, +27° to +31° by day, sea +27° to +29°. In November it is +28° by day and +23° at night, sea +29°, with 15 rainy days.

Jan
+27° +22° +27° 16 days
Feb
+27° +22° +27° 12 days
Mar
+29° +23° +27° 12 days
Apr
+30° +24° +28° 9 days
May
+31° +25° +29° 12 days
Jun
+30° +25° +29° 20 days
Jul
+31° +26° +30° 16 days
Aug
+32° +26° +30° 18 days
Sep
+31° +25° +30° 19 days
Oct
+30° +24° +30° 20 days
Nov
+28° +23° +29° 15 days
Dec
+27° +22° +28° 15 days

Daytime and night temperatures in °C, sea temperature (in blue), rainy days. Months with the most comfortable weather are in green. Long-term averages.

Frequently asked questions

How long is the flight from Chicago to Cancun?
A nonstop flight takes 3 hours 51 minutes on average, from 3h 35m to 4h 23m depending on the flight.
How far is Cancun from Chicago?
1,432 mi (2,305 km) in a straight line between the cities.
Which airlines fly nonstop from Chicago to Cancun?
American Airlines (21 a week), United Airlines (19 a week), Southwest Airlines (8 a week) and Frontier Airlines (7 a week).
How many flights a day are there from Chicago to Cancun?
7 flights today and 55 a week, about 7.9 a day on average.
When are the first and last flights from Chicago to Cancun?
The first departure is at 06:00 (WN218), the last at 10:05 (AA492). Local time.
What is the cheapest month to fly from Chicago to Cancun?
April 2027: tickets from $122. The most expensive is September 2027, from $253.
What is the cheapest upcoming date to fly from Chicago to Cancun?
18 November 2026 (Wednesday): from $209 one way, with a connection, by recent searches. The search shows the price for your dates.
Which airline is the cheapest from Chicago to Cancun?
American Airlines: nonstop tickets from $236 on 13 November by recent searches. Prices change daily, so compare the sellers in the search.
What is the time difference between Chicago and Cancun?
Cancun is 1 hour ahead of Chicago. Schedule times on this page are local to each airport.
Which Chicago airport do flights to Cancun leave from?
Chicago Midway International (8 a week).