
Most accurate provider | Mytrip 3 stars |
|---|---|
Most trusted provider | Mytrip 3 stars |
Round-trip from | $277 (Delta) |
One-way from | $149 (Super.com) |
Popular in | December |
Cheapest in | February |
Average price | $372 |
Good round-trip deal | $358 or less |
Good one-way deal | $168 or less |
Fly from
Fly to
Route
Depart
Return
Price
CancúnChicago
CUN - MDW
CUNMDW
Cancun
Wed 1/28
3:13 pm-10:22 pm
1 stop8h 09m
Chicago Midway
Wed 2/4
10:46 am-9:11 pm
1 stop9h 25m
CancúnChicago
CUN - MDW
CUNMDW
Cancun
Fri 2/6
1:40 pm-10:22 pm
1 stop9h 42m
Chicago Midway
Mon 2/9
6:00 am-3:30 pm
1 stop8h 30m
CancúnChicago
CUN - MDW
CUNMDW
Cancun
Thu 1/29
3:13 pm-10:22 pm
1 stop8h 09m
Chicago Midway
Wed 2/4
10:46 am-9:11 pm
1 stop9h 25m
CancúnChicago
CUN - MDW
CUNMDW
Cancun
Fri 1/30
8:00 am-5:29 pm
1 stop10h 29m
Chicago Midway
Wed 2/4
9:32 am-9:11 pm
2 stops10h 39m
CancúnChicago
CUN - MDW
CUNMDW
Cancun
Thu 1/15
12:15 pm-10:07 pm
1 stop10h 52m
Chicago Midway
Sun 1/18
9:32 am-9:11 pm
2 stops10h 39m
CancúnChicago
CUN - MDW
CUNMDW
Cancun
Thu 1/29
8:00 am-5:55 pm
2 stops10h 55m
Chicago Midway
Thu 2/5
10:48 am-9:11 pm
1 stop9h 23m
CancúnChicago
CUN - MDW
CUNMDW
Cancun
Tue 1/27
12:05 pm-10:22 pm
2 stops11h 17m
Chicago Midway
Mon 2/2
10:46 am-9:11 pm
1 stop9h 25m
CancúnChicago
CUN - MDW
CUNMDW
Cancun
Thu 1/22
4:40 pm-10:22 pm
1 stop6h 42m
Chicago Midway
Thu 1/29
9:33 am-9:11 pm
2 stops10h 38m
LeónChicago
BJX - MDW
BJXMDW
León Del Bajio
Wed 1/28
5:50 am-5:29 pm
2 stops11h 39m
Chicago Midway
Mon 2/9
6:00 am-7:19 pm
2 stops13h 19m
LeónChicago
BJX - MDW
BJXMDW
León Del Bajio
Thu 2/5
12:09 pm-10:22 pm
2 stops10h 13m
Chicago Midway
Mon 2/23
6:00 am-9:08 pm
2 stops15h 08m
Currently, August is the cheapest month in which you can book a flight from Mexico to Chicago Midway Airport (average of $119). Flying from Mexico to Chicago Midway Airport in November is currently the most expensive (average of $303). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
One of the essential ways to save on airfare from Mexico to Chicago Midway Airport is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 34% on airfare.
Travelers seeking maximum savings on their Mexico to Chicago Midway Airport flight should consider departing on Friday afternoons when fares are most often at their lowest. Monday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
About 8% of weekly flights between Mexico and Chicago have experienced delays in the past year, with the average delay time being 126 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 Sunday 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 8% of flights being delayed.
Entertainment
Crew
Overall
Food
Boarding
Comfort
Reviews
eddy,Dec 2025
CEN - TIJ
Entertainment
Crew
Overall
Food
Boarding
Comfort
Reviews
eddy,Dec 2025
CEN - TIJ
Entertainment
Crew
Overall
Food
Boarding
Comfort
Reviews
eddy,Dec 2025
CEN - TIJ
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$177 | Average$380 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$273 | Average$419 | FlexibilityNo cancel fee | On-time79% |