Spirit's Big Front Seats offer 11 extra inches of legroom, ideal for added comfort.
Spirit's self-service bag drop saves time; print your boarding pass beforehand to avoid fees.

Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $194 (Cheapflightsfares) |
One-way from | $139 (Kiwi.com) |
Popular in | September |
Cheapest in | January |
Average price | $271 |
Good round-trip deal | $176 or less |
Good one-way deal | $172 or less |
Fly from
Fly to
Route
Depart
Return
Price
CancúnChicago
CUN - ORD
CUNORD
Cancun
Thu 1/15
11:59 am-2:53 pm
Nonstop3h 54m
Chicago O'Hare Intl
Sun 1/18
6:05 am-10:54 am
Nonstop3h 49m
CancúnChicago
CUN - ORD
CUNORD
Cancun
Wed 1/21
4:47 pm-7:47 pm
Nonstop4h 00m
Chicago O'Hare Intl
Fri 1/30
10:35 am-3:35 pm
Nonstop4h 00m
CancúnChicago
CUN - ORD
CUNORD
Cancun
Wed 1/21
4:47 pm-7:47 pm
Nonstop4h 00m
Chicago O'Hare Intl
Sun 2/1
10:35 am-3:35 pm
Nonstop4h 00m
CancúnChicago
CUN - ORD
CUNORD
Cancun
Thu 1/22
3:18 pm-6:09 pm
Nonstop3h 51m
Chicago O'Hare Intl
Fri 1/30
10:35 am-3:35 pm
Nonstop4h 00m
CancúnChicago
CUN - ORD
CUNORD
Cancun
Fri 1/23
6:01 am-12:40 pm
1 stop7h 39m
Chicago O'Hare Intl
Mon 1/26
5:30 am-6:47 pm
2 stops12h 17m
CancúnChicago
CUN - ORD
CUNORD
Cancun
Tue 2/10
6:01 am-12:55 pm
1 stop7h 54m
Chicago O'Hare Intl
Tue 2/17
6:30 am-4:45 pm
2 stops9h 15m
CancúnChicago
CUN - ORD
CUNORD
Cancun
Sat 2/14
3:35 pm-11:00 pm
1 stop8h 25m
Chicago O'Hare Intl
Wed 2/18
6:45 am-8:02 pm
2 stops12h 17m
CancúnChicago
CUN - ORD
CUNORD
Cancun
Wed 1/14
4:47 pm-7:47 pm
Nonstop4h 00m
Chicago O'Hare Intl
Sun 1/18
10:35 am-3:35 pm
Nonstop4h 00m
CancúnChicago
CUN - ORD
CUNORD
Cancun
Wed 2/11
1:33 pm-11:00 pm
1 stop10h 27m
Chicago O'Hare Intl
Sun 2/15
5:25 am-6:47 pm
2 stops12h 22m
CancúnChicago
CUN - ORD
CUNORD
Cancun
Sat 1/17
4:47 pm-7:47 pm
Nonstop4h 00m
Chicago O'Hare Intl
Wed 1/21
10:35 am-3:35 pm
Nonstop4h 00m
| 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 |
The price you pay for your flight from Cancún to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 34 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Currently, August is the cheapest month in which you can book a flight from Cancún to Chicago (average of $78). Flying from Cancún to Chicago in June is currently the most expensive (average of $254). 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 Cancún to Chicago in the evening. By choosing this option you can save up to 66% on the cost of your flight, compared to a flight in the afternoon.
The most flights from CUN to CHI are scheduled on a Saturday (17 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (14 on average).
About 11% of weekly flights between Cancún and Chicago have experienced delays in the past year, with the average delay time being 155 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.
Tuesday 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 8% of flights being delayed.
Crew
Food
Comfort
Overall
Boarding
Entertainment
Reviews
Thomas,Dec 2025
SEA - DEN
Crew
Food
Comfort
Overall
Boarding
Entertainment
Reviews
Thomas,Dec 2025
SEA - DEN
Crew
Food
Comfort
Overall
Boarding
Entertainment
Reviews
Thomas,Dec 2025
SEA - DEN
Crew
Food
Comfort
Overall
Boarding
Entertainment
Reviews
Thomas,Dec 2025
SEA - DEN
Crew
Food
Comfort
Overall
Boarding
Entertainment
Reviews
Thomas,Dec 2025
SEA - DEN
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$142 | Average$198 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$194 | Average$292 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$209 | Average$322 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$271 | Average$339 | FlexibilityNo cancel fee | On-time71% |