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 | $243 (Mytrip) |
One-way from | $106 (CheapOair) |
Popular in | March |
Cheapest in | September |
Average price | $397 |
Good round-trip deal | $270 or less |
Good one-way deal | $150 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Mon 1/12
7:35 am-3:59 pm
1 stop7h 24m
Cancun
Fri 1/16
4:47 pm-7:47 pm
Nonstop4h 00m
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Sun 11/9
8:43 am-1:33 pm
Nonstop3h 50m
Cancun
Fri 11/14
3:18 pm-6:09 pm
Nonstop3h 51m
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
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Sat 11/29
6:45 am-9:20 pm
1 stop13h 35m
Cancun
Tue 12/9
12:20 pm-10:41 pm
1 stop11h 21m
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Sat 1/17
8:00 am-9:11 pm
1 stop12h 11m
Cancun
Sun 1/25
6:06 am-12:40 pm
1 stop7h 34m
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Tue 1/13
5:33 am-8:00 pm
2 stops13h 27m
Cancun
Tue 1/20
6:06 am-12:40 pm
1 stop7h 34m
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Sun 1/18
8:50 am-4:25 pm
1 stop6h 35m
Cancun
Fri 1/23
11:20 am-11:00 pm
1 stop12h 40m
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Fri 12/5
1:20 pm-9:20 pm
1 stop7h 00m
Cancun
Wed 12/10
8:49 am-10:41 pm
1 stop14h 52m
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Sun 11/30
6:45 am-3:34 pm
1 stop7h 49m
Cancun
Fri 12/5
12:33 pm-10:41 pm
1 stop11h 08m
| 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 $130). 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.
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.
Boarding
Overall
Food
Crew
Comfort
Entertainment
Reviews
Mike,Aug 2025
OKC - AUS
Boarding
Overall
Food
Crew
Comfort
Entertainment
Reviews
Mike,Aug 2025
OKC - AUS
Boarding
Overall
Food
Crew
Comfort
Entertainment
Reviews
Mike,Aug 2025
OKC - AUS
Boarding
Overall
Food
Crew
Comfort
Entertainment
Reviews
Mike,Aug 2025
OKC - AUS
Boarding
Overall
Food
Crew
Comfort
Entertainment
Reviews
Mike,Aug 2025
OKC - AUS
Boarding
Overall
Food
Crew
Comfort
Entertainment
Reviews
Mike,Aug 2025
OKC - AUS
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$145 | Average$446 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$151 | Average$341 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$161 | Average$515 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$168 | Average$516 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$175 | Average$464 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$179 | Average$621 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$251 | Average$323 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$266 | Average$592 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$340 | Average$484 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$552 | Average$896 | FlexibilityNo cancel fee | On-time71% |