
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $248 (Frontier) |
One-way from | $105 (FlightHub) |
Popular in | December |
Cheapest in | January |
Average price | $306 |
Good round-trip deal | $251 or less |
Good one-way deal | $128 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Sat 3/7
1:25 pm-6:00 pm
Nonstop3h 35m
Cancun
Fri 3/13
8:30 am-12:10 pm
Nonstop3h 40m
ChicagoDurango
MDW - DGO
MDWDGO
Chicago Midway
Tue 3/3
4:31 pm-8:38 pm
Nonstop4h 07m
Durango Guadalupe Victoria
Tue 3/10
10:42 am-3:09 pm
Nonstop3h 27m
ChicagoMorelia
MDW - MLM
MDWMLM
Chicago Midway
Mon 3/16
2:32 pm-5:48 pm
Nonstop4h 16m
Morelia
Wed 3/18
8:15 am-1:04 pm
Nonstop3h 49m
ChicagoDurango
MDW - DGO
MDWDGO
Chicago Midway
Tue 3/10
4:31 pm-7:38 pm
Nonstop4h 07m
Durango Guadalupe Victoria
Tue 3/17
10:42 am-3:09 pm
Nonstop3h 27m
ChicagoMorelia
MDW - MLM
MDWMLM
Chicago Midway
Tue 4/14
2:32 pm-5:32 pm
Nonstop4h 00m
Morelia
Thu 5/7
8:15 am-1:15 pm
Nonstop4h 00m
ChicagoMorelia
MDW - MLM
MDWMLM
Chicago Midway
Thu 4/30
2:32 pm-5:32 pm
Nonstop4h 00m
Morelia
Sat 5/9
8:15 am-1:15 pm
Nonstop4h 00m
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Mon 4/13
9:35 am-1:10 pm
Nonstop3h 35m
Cancun
Wed 4/22
3:15 pm-6:55 pm
Nonstop3h 40m
ChicagoDurango
MDW - DGO
MDWDGO
Chicago Midway
Thu 4/9
4:15 pm-7:01 pm
Nonstop3h 46m
Durango Guadalupe Victoria
Thu 4/16
10:16 am-2:51 pm
Nonstop3h 35m
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Sat 4/11
6:10 am-9:45 am
Nonstop3h 35m
Cancun
Thu 4/16
4:10 pm-7:50 pm
Nonstop3h 40m
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Sun 5/10
10:46 am-8:03 pm
1 stop9h 17m
Cancun
Sat 5/16
8:15 am-3:26 pm
1 stop7h 11m
Currently, May is the cheapest month in which you can book a flight from Chicago Midway Airport to Mexico (average of $101). Flying from Chicago Midway Airport to Mexico in November is currently the most expensive (average of $243). 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 Chicago Midway Airport to Mexico 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 28% on airfare.
About 16% of weekly flights between Chicago and Mexico have experienced delays in the past year, with the average delay time being 147 minutes.
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the early afternoon tend to experience delays more often.
Friday 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 13% of flights being delayed.
Boarding
Food
Comfort
Crew
Overall
Entertainment
Reviews
Thomas,Dec 2025
SEA - DEN
Boarding
Food
Comfort
Crew
Overall
Entertainment
Reviews
Thomas,Dec 2025
SEA - DEN
Boarding
Food
Comfort
Crew
Overall
Entertainment
Reviews
Thomas,Dec 2025
SEA - DEN
Boarding
Food
Comfort
Crew
Overall
Entertainment
Reviews
Thomas,Dec 2025
SEA - DEN
Boarding
Food
Comfort
Crew
Overall
Entertainment
Reviews
Thomas,Dec 2025
SEA - DEN
Boarding
Food
Comfort
Crew
Overall
Entertainment
Reviews
Thomas,Dec 2025
SEA - DEN
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$152 | Average$400 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$190 | Average$339 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$195 | Average$417 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$198 | Average$397 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$293 | Average$620 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$358 | Average$3,633 | FlexibilityNo cancel fee | On-timeN/A |