Spirit's Big Front Seats offer wider seats with 11 inches more legroom.
Spirit's Wi-Fi is available for browsing and streaming at a cost.

Most accurate provider | Mytrip 3 stars |
|---|---|
Most trusted provider | Mytrip 3 stars |
Round-trip from | $224 (Frontier) |
One-way from | $115 (Mytrip) |
Popular in | March |
Cheapest in | September |
Average price | $464 |
Good round-trip deal | $281 or less |
Good one-way deal | $124 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
dim. 1/18
5:33 am-6:47 pm
2 stops12h 14m
Cancun
jeu. 1/22
12:35 pm-11:00 pm
1 stop11h 25m
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
ven. 1/23
7:05 am-8:00 pm
2 stops11h 55m
Cancun
mer. 1/28
11:18 am-11:00 pm
1 stop12h 42m
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
ven. 1/16
7:05 am-9:11 pm
1 stop13h 06m
Cancun
jeu. 1/22
2:12 pm-11:00 pm
1 stop9h 48m
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
dim. 11/16
5:23 am-1:55 pm
1 stop7h 32m
Cancun
lun. 11/17
4:15 pm-8:30 am
1 stop17h 15m
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
sam. 1/17
11:05 am-9:11 pm
2 stops9h 06m
Cancun
mer. 1/21
4:20 pm-11:00 pm
1 stop7h 40m
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
jeu. 1/8
12:34 am-1:47 pm
1 stop12h 13m
Cancun
jeu. 1/15
12:15 pm-11:57 pm
1 stop12h 42m
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
mar. 1/20
12:59 am-1:47 pm
1 stop11h 48m
Cancun
mer. 1/28
1:28 pm-11:57 pm
2 stops11h 29m
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
ven. 11/28
9:34 am-9:20 pm
2 stops10h 46m
Cancun
ven. 12/5
8:00 am-6:00 pm
2 stops11h 00m
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
ven. 12/12
6:45 am-9:20 pm
2 stops13h 35m
Cancun
dim. 12/21
8:00 am-8:36 pm
2 stops13h 36m
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
lun. 12/8
6:45 am-9:20 pm
2 stops13h 35m
Cancun
jeu. 12/11
6:00 am-4:45 pm
2 stops11h 45m
| 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 | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*2 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*1 star |
Booking 66 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Cancún. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Currently, January is the cheapest month in which you can book a flight from Chicago to Cancún (average of $132). Flying from Chicago to Cancún in July is currently the most expensive (average of $217). 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.
It’s optimal to fly from Chicago to Cancún at noon. By choosing this option you can save up to 47% on the cost of your flight, compared to a flight in the evening.
Travelers seeking maximum savings on their Chicago to Cancún flight should consider departing on Wednesday at noon when fares are most often at their lowest. Saturday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from CHI to CUN are scheduled on a Thursday (9 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (7 on average).
Monterrey (MTY) – chosen by Cheapflights users on 33% of 1-stop itineraries from Chicago to Cancún on Cheapflights.
Monterrey (MTY) is the most affordable 1-stop option, with an average round-trip price of $344.
Flights via Atlanta (ATL) have the shortest average one-way travel time for 1-stop routes: 6h 11m.
Flights via Mexico City (MEX) offer the fastest connection on this route, with an average layover time of 1h 48m.
Overall
Boarding
Entertainment
Food
Comfort
Crew
Reviews
Mike,Aug 2025
OKC - AUS
Overall
Boarding
Entertainment
Food
Comfort
Crew
Reviews
Mike,Aug 2025
OKC - AUS
Overall
Boarding
Entertainment
Food
Comfort
Crew
Reviews
Mike,Aug 2025
OKC - AUS
Overall
Boarding
Entertainment
Food
Comfort
Crew
Reviews
Mike,Aug 2025
OKC - AUS
Overall
Boarding
Entertainment
Food
Comfort
Crew
Reviews
Mike,Aug 2025
OKC - AUS
Overall
Boarding
Entertainment
Food
Comfort
Crew
Reviews
Mike,Aug 2025
OKC - AUS
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$145 | Average$446 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$152 | Average$342 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$161 | Average$516 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$168 | Average$516 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$176 | Average$465 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$178 | Average$621 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$251 | Average$324 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$266 | Average$585 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$279 | Average$492 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$340 | Average$485 | FlexibilityNo cancel fee | On-time71% |