United's Polaris Class offers lie-flat seats and Saks Fifth Avenue bedding.
United's Premium Plus offers extra legroom, upgraded meals, and priority check-in.
Most accurate provider | FlightHub 3 stars |
---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $202 (CheapOair) |
One-way from | $103 (Kiwi.com) |
Popular in | March |
Cheapest in | September |
Average price | $440 |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Sun 1/26
6:00 am-11:19 am
Nonstop4h 19m
Cancun
Fri 1/31
12:07 pm-3:06 pm
Nonstop3h 59m
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Mon 2/3
6:00 am-10:50 am
Nonstop3h 50m
Cancun
Thu 2/13
1:10 pm-10:03 pm
1 stop9h 53m
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Mon 2/3
5:11 am-12:11 pm
1 stop6h 00m
Cancun
Fri 2/7
12:07 pm-3:06 pm
Nonstop3h 59m
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Mon 2/3
10:36 am-3:33 pm
Nonstop3h 57m
Cancun
Thu 2/6
3:18 pm-6:10 pm
Nonstop3h 52m
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Fri 1/24
3:50 pm-11:00 am
1 stop18h 10m
Cancun
Mon 1/27
7:05 am-2:20 pm
1 stop8h 15m
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Fri 2/14
5:40 pm-10:17 am
2 stops15h 37m
Cancun
Mon 2/17
8:46 pm-4:37 am
1 stop8h 51m
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Sat 2/22
5:10 am-1:04 pm
1 stop6h 54m
Cancun
Wed 2/26
3:49 pm-12:17 am
1 stop9h 28m
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Sun 3/2
6:40 am-2:34 pm
1 stop30h 54m
Cancun
Sat 3/8
1:40 pm-9:56 pm
1 stop9h 16m
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Mon 3/10
6:40 am-10:35 am
Nonstop3h 55m
Cancun
Mon 3/17
5:10 pm-9:00 pm
Nonstop3h 50m
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Mon 1/20
10:57 am-9:05 pm
1 stop9h 08m
Cancun
Thu 1/23
4:25 pm-10:20 pm
1 stop6h 55m
Provider | Price Accuracy | Trust Score* |
---|---|---|
Expedia | Price Accuracy1 star | Trust Score*3 stars |
eDreams | Price Accuracy3 stars | Trust Score*3 stars |
FlightHub | Price Accuracy3 stars | Trust Score*3 stars |
AranGrant | Price Accuracy3 stars | Trust Score*2 stars |
Cheapflightsfares | Price Accuracy3 stars | Trust Score*1 star |
CheapOair | Price Accuracy2 stars | Trust Score*2 stars |
CheapTicketsDeal | Price Accuracy3 stars | Trust Score*3 stars |
FareScan | Price Accuracy3 stars | Trust Score*1 star |
Priceline | Price Accuracy1 star | Trust Score*3 stars |
Mytrip | Price Accuracy3 stars | Trust Score*3 stars |
Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Booking 47 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 $360). Flying from Chicago to Cancún in March is currently the most expensive (average of $492). 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 48% 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. Thursday mornings 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 Saturday (14 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (9 on average).
In terms of precipitation, rainfall in Cancún ranges from 1.1 - 11.1 inches per month. October is typically the wettest month, when rainfall can reach 11.1 in. April is typically the driest time to visit Cancún when rainfall is around 1.1 in.
If weather is an important factor for your trip to Cancún, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 86.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 75.2 F).
Food
Entertainment
Overall
Boarding
Comfort
Crew
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Food
Entertainment
Overall
Boarding
Comfort
Crew
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Food
Entertainment
Overall
Boarding
Comfort
Crew
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Food
Entertainment
Overall
Boarding
Comfort
Crew
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Food
Entertainment
Overall
Boarding
Comfort
Crew
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Food
Entertainment
Overall
Boarding
Comfort
Crew
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Frontier | Cheapest$28 | Average$273 | FlexibilityNo cancel fee | On-time62% |
Spirit Airlines | Cheapest$127 | Average$353 | FlexibilityNo cancel fee | On-time65% |
Volaris | Cheapest$171 | Average$375 | FlexibilityNo cancel fee | On-time79% |
United Airlines | Cheapest$186 | Average$418 | FlexibilityNo cancel fee | On-time69% |
Viva | Cheapest$251 | Average$329 | FlexibilityNo cancel fee | On-timeN/A |
American Airlines | Cheapest$270 | Average$472 | FlexibilityNo cancel fee | On-time71% |
Aeromexico | Cheapest$286 | Average$485 | FlexibilityNo cancel fee | On-timeN/A |
Delta | Cheapest$371 | Average$535 | FlexibilityNo cancel fee | On-timeN/A |
Southwest | Cheapest$392 | Average$691 | FlexibilityNo cancel fee | On-time63% |
Air Canada | Cheapest$589 | Average$1,069 | FlexibilityNo cancel fee | On-time67% |