
Most accurate provider | Mytrip 3 stars |
|---|---|
Most trusted provider | Mytrip 3 stars |
Round-trip from | $252 (Southwest) |
One-way from | $115 (Southwest) |
Popular in | March |
Cheapest in | September |
Average price | $498 |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Tue 11/11
5:25 am-3:25 pm
1 stop9h 00m
Cancun
Sat 11/15
8:10 am-4:40 pm
1 stop9h 30m
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Tue 1/20
10:05 am-7:45 pm
2 stops8h 40m
Cancun
Thu 1/29
1:45 pm-4:30 pm
Nonstop3h 45m
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Sat 11/15
6:40 am-2:20 pm
1 stop6h 40m
Cancun
Fri 11/21
2:15 pm-5:00 pm
Nonstop3h 45m
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Sat 2/7
6:00 am-3:30 pm
1 stop8h 30m
Cancun
Tue 2/10
8:00 am-5:32 pm
1 stop10h 32m
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Sun 1/11
6:45 am-9:11 pm
1 stop13h 26m
Cancun
Fri 1/16
4:40 pm-10:09 pm
1 stop6h 29m
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Fri 2/6
6:00 am-4:45 pm
1 stop9h 45m
Cancun
Tue 2/10
12:05 pm-10:26 pm
2 stops11h 21m
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Thu 1/8
9:34 am-9:11 pm
2 stops10h 37m
Cancun
Thu 1/15
12:15 pm-10:09 pm
1 stop10h 54m
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Wed 12/10
12:50 pm-9:20 pm
1 stop7h 30m
Cancun
Fri 12/12
12:00 pm-11:47 pm
1 stop12h 47m
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Wed 11/12
9:20 am-8:25 pm
1 stop10h 05m
Cancun
Sat 11/15
11:20 am-7:05 pm
2 stops8h 45m
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Fri 2/20
10:35 am-9:10 pm
1 stop9h 35m
Cancun
Wed 2/25
1:40 pm-9:46 pm
1 stop9h 06m
The price you pay for your flight from Chicago Midway Airport to Tulum may vary depending on when you book. For the best chance of a lower fare, look to book 57 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Currently, March is the cheapest month in which you can book a flight from Chicago Midway Airport to Tulum (average of $245). Flying from Chicago Midway Airport to Tulum in January is currently the most expensive (average of $430). 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.
A simple way to save on the total cost of your ticket is to fly from Chicago Midway Airport to Tulum in the afternoon. If you’re flexible enough to do this you can expect to save up to 25% on your trip compared to booking a flight at noon.
Comfort
Food
Entertainment
Boarding
Overall
Crew
Reviews
Mike,Aug 2025
OKC - AUS
Comfort
Food
Entertainment
Boarding
Overall
Crew
Reviews
Mike,Aug 2025
OKC - AUS
Comfort
Food
Entertainment
Boarding
Overall
Crew
Reviews
Mike,Aug 2025
OKC - AUS
Comfort
Food
Entertainment
Boarding
Overall
Crew
Reviews
Mike,Aug 2025
OKC - AUS
Comfort
Food
Entertainment
Boarding
Overall
Crew
Reviews
Mike,Aug 2025
OKC - AUS
Comfort
Food
Entertainment
Boarding
Overall
Crew
Reviews
Mike,Aug 2025
OKC - AUS
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$161 | Average$490 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$312 | Average$510 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$345 | Average$573 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$362 | Average$567 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$380 | Average$616 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$486 | Average$872 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$3,369 | Average$3,369 | FlexibilityNo cancel fee | On-time81% |