
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | Expedia 3 stars |
Round-trip from | $275 (Southwest) |
One-way from | $139 (Southwest) |
Popular in | December |
Cheapest in | June |
Average price | $454 |
Fly from
Fly to
Route
Depart
Return
Price
CancúnChicago
CUN - MDW
CUNMDW
Cancun
Fri 11/14
11:50 am-11:40 pm
1 stop12h 50m
Chicago Midway
Mon 11/17
6:00 am-12:22 pm
1 stop5h 22m
CancúnChicago
CUN - MDW
CUNMDW
Cancun
Thu 1/22
12:15 pm-5:32 pm
1 stop6h 17m
Chicago Midway
Mon 1/26
6:00 am-4:45 pm
1 stop9h 45m
CancúnChicago
CUN - MDW
CUNMDW
Cancun
Fri 12/5
3:15 pm-11:47 pm
1 stop9h 32m
Chicago Midway
Tue 12/9
10:49 am-9:20 pm
1 stop9h 31m
CancúnChicago
CUN - MDW
CUNMDW
Cancun
Fri 11/21
1:32 pm-11:40 pm
1 stop11h 08m
Chicago Midway
Sun 11/30
10:47 am-9:20 pm
1 stop9h 33m
CancúnChicago
CUN - MDW
CUNMDW
Cancun
Fri 11/14
2:15 pm-5:00 pm
Nonstop3h 45m
Chicago Midway
Mon 11/17
8:40 am-1:25 pm
Nonstop3h 45m
CancúnChicago
CUN - MDW
CUNMDW
Cancun
Thu 11/20
8:00 am-6:08 pm
2 stops11h 08m
Chicago Midway
Mon 11/24
10:47 am-9:20 pm
1 stop9h 33m
CancúnChicago
CUN - MDW
CUNMDW
Cancun
Wed 11/19
8:00 am-6:08 pm
2 stops11h 08m
Chicago Midway
Mon 11/24
10:47 am-9:20 pm
1 stop9h 33m
CancúnChicago
CUN - MDW
CUNMDW
Cancun
Fri 2/13
5:25 pm-8:54 am
1 stop16h 29m
Chicago Midway
Tue 2/17
6:00 am-4:31 pm
1 stop9h 31m
CancúnChicago
CUN - MDW
CUNMDW
Cancun
Thu 2/12
3:40 pm-6:20 pm
Nonstop3h 40m
CancúnChicago
CUN - MDW
CUNMDW
Cancun
Thu 3/12
8:30 am-12:10 pm
Nonstop3h 40m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars |
A simple way to save on the total cost of your ticket is to fly from Cancún to Chicago Midway Airport in the evening. If you’re flexible enough to do this you can expect to save up to 62% on your trip compared to booking a flight at noon.
About 7% of weekly flights between Cancún and Chicago have experienced delays in the past year, with the average delay time being 135 minutes.
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
Wednesday tends to have the lowest number of delays on this route, whereas Saturday has historically faced a higher average of delays compared to other days of the week.
Over the last year, Southwest have had the lowest number of delays on this route, with just 7% of flights being delayed.