Cheap flights from Chicago to Cancun from $0
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Discover deals on Chicago to Cancun flights
Typical range $0–$0•Cheapest found $0
Checking latest prices...Find cheap flights from Chicago to Cancun
Best
8 Feb
DEP
06:05
ORD
10:54
CUN
3h 49m
8 Feb
DEPARTURE
06:05 - 10:54
3h 49m
ORD
CUN
1 stop
8 Feb
DEP
20:43
ORD
1×
12:16
CUN
14h 33m
8 Feb
DEPARTURE
20:43 - 12:16
14h 33m
ORD
1 stop
CUN
Aeromexico flights from Chicago to Cancun
Our best Aeromexico deals on Chicago to Cancun tickets
Best
1 stop
8 Feb
DEP
07:05
ORD
1×
16:35
CUN
8h 30m
8 Feb
DEPARTURE
07:05 - 16:35
8h 30m
ORD
1 stop
CUN
1 stop
8 Feb
DEP
05:30
ORD
1×
14:03
CUN
7h 33m
8 Feb
DEPARTURE
05:30 - 14:03
7h 33m
ORD
1 stop
CUN
American Airlines flights from Chicago to Cancun
Our best American Airlines deals on Chicago to Cancun tickets
Best
1 stop
8 Feb
DEP
05:05
ORD
1×
15:25
CUN
9h 20m
8 Feb
DEPARTURE
05:05 - 15:25
9h 20m
ORD
1 stop
CUN
1 stop
8 Feb
DEP
05:05
ORD
1×
16:08
CUN
10h 3m
8 Feb
DEPARTURE
05:05 - 16:08
10h 3m
ORD
1 stop
CUN
Spirit Airlines flights from Chicago to Cancun
Our best Spirit Airlines deals on Chicago to Cancun tickets
Best
8 Feb
DEP
06:05
ORD
10:54
CUN
3h 49m
8 Feb
DEPARTURE
06:05 - 10:54
3h 49m
ORD
CUN
1 stop
8 Feb
DEP
20:43
ORD
1×
12:16
CUN
14h 33m
8 Feb
DEPARTURE
20:43 - 12:16
14h 33m
ORD
1 stop
CUN
Volaris flights from Chicago to Cancun
Our best Volaris deals on Chicago to Cancun tickets
Best
1 stop
8 Feb
DEP
23:58
ORD
1×
09:56
CUN
8h 58m
8 Feb
DEPARTURE
23:58 - 09:56
8h 58m
ORD
1 stop
CUN
1 stop
8 Feb
DEP
06:23
ORD
1×
21:26
CUN
14h 3m
8 Feb
DEPARTURE
06:23 - 21:26
14h 3m
ORD
1 stop
CUN
What's the cheapest day of the week to fly from Chicago to Cancun?
If your flying dates are flexible, you should consider flying to Cancun on a Wed, as we generally find the cheapest rates on that day. On the other hand, Fri is the most expensive day to fly.
What is the cheapest month to fly from Chicago to Cancun?
The cheapest month for flights from Chicago to Cancun is Sep, where tickets cost $129 on average. The most expensive months are Jul.
JanFebMarAprMayJunJulAugSepOctNovDec
$187$158$129
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Everything you should know
Cheapest one-way flight
$141
Typical prices: $141–$282
When to book
3 weeks
in advance to save around 25%
Good to know
💰
Save money
Compare prices across airlines to find the best deal. Prices can vary significantly.
📅
Be flexible
Flying midweek or in off-peak seasons can save you up to 30% on airfare.
⏰
Book early
Booking 3+ weeks in advance typically offers the best prices.
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Frequently asked questions
The cheapest flight from Chicago to Cancun currently costs AUD $141. Prices typically range from $141 to $141. Prices change frequently, so we recommend booking early and being flexible with your travel dates.