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Cheap flights Chicago to Cancun

1 passenger, economy

Cheap flights Chicago to Cancun

Compare prices, duration and stops

Air Canada
AC 510
01:40
Chicago, O'Hare International Airport (ORD)
Sat, 19 sep
23h 30min
1 stop
01:10
Cancun (CUN)
Sun, 20 sep +1
£189
United Airlines
UA 4986
12:09
Chicago, O'Hare International Airport (ORD)
Sat, 19 sep
13h 1min
1 stop
01:10
Cancun (CUN)
Sun, 20 sep +1
£190
Air Canada
AC 524
20:40
Chicago, O'Hare International Airport (ORD)
Sat, 19 sep
20h 30min
1 stop
17:10
Cancun (CUN)
Sun, 20 sep +1
£183
Eagle Aviation
Y4 703
06:40
Chicago, O'Hare International Airport (ORD)
Tue, 29 sep
8h 23min
1 stop
15:03
Cancun (CUN)
Tue, 29 sep
£119
Eagle Aviation
Y4 701
12:35
Chicago, O'Hare International Airport (ORD)
Tue, 29 sep
13h 28min
1 stop
02:03
Cancun (CUN)
Wed, 30 sep +1
£118
Eagle Aviation
Y4 701
12:35
Chicago, O'Hare International Airport (ORD)
Fri, 2 oct
13h 28min
1 stop
02:03
Cancun (CUN)
Sat, 3 oct +1
£128
Eagle Aviation
Y4 703
06:40
Chicago, O'Hare International Airport (ORD)
Sun, 11 oct
8h 23min
1 stop
15:03
Cancun (CUN)
Sun, 11 oct
£113
Eagle Aviation
Y4 7731
06:59
Chicago, O'Hare International Airport (ORD)
Mon, 12 oct
12h 7min
1 stop
19:06
Cancun (CUN)
Mon, 12 oct
£137
Frontier Airlines
F9 2292
11:15
Chicago, Chicago Midway International Airport (MDW)
Mon, 12 oct
6h 26min
1 stop
17:41
Cancun (CUN)
Mon, 12 oct
£143
United Airlines
UA 1659
15:46
Chicago, O'Hare International Airport (ORD)
Mon, 12 oct
3h 40min
Direct
19:26
Cancun (CUN)
Mon, 12 oct
£155
Eagle Aviation
Y4 873
07:41
Chicago, O'Hare International Airport (ORD)
Thu, 15 oct
14h 20min
1 stop
22:01
Cancun (CUN)
Thu, 15 oct
£142
Eagle Aviation
Y4 703
06:04
Chicago, O'Hare International Airport (ORD)
Sun, 1 nov
11h 8min
1 stop
17:12
Cancun (CUN)
Sun, 1 nov
£105
Aeroenlaces Nacionales
VB 633 Best price
06:35
Chicago, O'Hare International Airport (ORD)
Mon, 2 nov
20h 10min
1 stop
02:45
Cancun (CUN)
Tue, 3 nov +1
£82
Aeroenlaces Nacionales
VB 633
06:35
Chicago, O'Hare International Airport (ORD)
Tue, 24 nov
18h 50min
1 stop
01:25
Cancun (CUN)
Wed, 25 nov +1
£89
Air Canada
AC 8478
13:05
Chicago, O'Hare International Airport (ORD)
Wed, 25 nov
14h 40min
1 stop
03:45
Cancun (CUN)
Thu, 26 nov +1
£125
Air Canada
AC 8484
21:45
Chicago, O'Hare International Airport (ORD)
Wed, 25 nov
30h
1 stop
03:45
Cancun (CUN)
Fri, 27 nov +1
£118
Air Canada
AC 8484
21:45
Chicago, O'Hare International Airport (ORD)
Thu, 26 nov
30h
1 stop
03:45
Cancun (CUN)
Sat, 28 nov +1
£118
Air Canada
AC 8484
21:45
Chicago, O'Hare International Airport (ORD)
Sat, 28 nov
25h 15min
1 stop
23:00
Cancun (CUN)
Sun, 29 nov +1
£118
Air Canada
AC 8478
13:05
Chicago, O'Hare International Airport (ORD)
Sun, 29 nov
28h 55min
1 stop
18:00
Cancun (CUN)
Mon, 30 nov +1
£134
United Airlines
UA 722
03:22
Chicago, O'Hare International Airport (ORD)
Mon, 21 dec
22h 8min
1 stop
01:30
Cancun (CUN)
Tue, 22 dec +1
£259
Eagle Aviation
Y4 701
12:29
Chicago, O'Hare International Airport (ORD)
Sun, 10 jan
13h 28min
1 stop
01:57
Cancun (CUN)
Mon, 11 jan +1
£150
Jazz
QK 8904
17:50
Chicago, O'Hare International Airport (ORD)
Sat, 3 apr
10h 10min
1 stop
04:00
Cancun (CUN)
Sun, 4 apr +1
£153
Air Canada
AC 8478
12:05
Chicago, O'Hare International Airport (ORD)
Sun, 4 apr
9h 50min
1 stop
21:55
Cancun (CUN)
Sun, 4 apr
£176

Low price calendar

September 2026
Price chart (September 2026)
min: £118 · max: £195
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Cheap flights Chicago to Cancun

Aeroenlaces Nacionales
Aeroenlaces Nacionales
Mon, Tue
Price from
£89
Air Canada
Air Canada
Wed, Thu, Sat, Sun
Price from
£118
Eagle Aviation
Eagle Aviation
Mon, Tue, Thu, Fri, Sun
Price from
£118
Jazz
Jazz
Sat
Price from
£153
United Airlines
United Airlines
Mon, Sat
Price from
£155

Popular destinations from Chicago

All →
CHI
Chicago — Orlando
United States → United States
ORL
from
£16
CHI
Chicago — Orlando
United States → United States
MCO
from
£16
CHI
Chicago — Atlanta
United States → United States
ATL
from
£16
CHI
Chicago — Houston
United States → United States
IAH
from
£17
CHI
Chicago — Houston
United States → United States
HOU
from
£17
CHI
Chicago — New York
United States → United States
NYC
from
£17
CHI
Chicago — Denver
United States → United States
DEN
from
£18
CHI
Chicago — Fort Lauderdale
United States → United States
FLL
from
£18
CHI
Chicago — Miami
United States → United States
MIA
from
£19

Popular destinations to Cancun

All →
MEX
Mexico City — Cancun
Mexico → Mexico
CUN
from
£18
QRO
Queretaro — Cancun
Mexico → Mexico
CUN
from
£32
GDL
Guadalajara — Cancun
Mexico → Mexico
CUN
from
£34
MTY
Monterrey — Cancun
Mexico → Mexico
CUN
from
£36
TGZ
Tuxtla Gutierrez — Cancun
Mexico → Mexico
CUN
from
£37
OAX
Oaxaca — Cancun
Mexico → Mexico
CUN
from
£50
LAX
Los Angeles — Cancun
United States → Mexico
CUN
from
£52
GUA
Guatemala City — Cancun
Guatemala → Mexico
CUN
from
£53
BJX
Leon/Guanajuato — Cancun
Mexico → Mexico
CUN
from
£54

Cheap flights Chicago to Cancun

Interesting facts about the route

Flight time

13h 28min

Distance

2 329 km

Average price

£133

Most frequent flight

Y4 703

Passenger reviews

No reviews for this route yet

Internet abroad

eSIM · Mexico

All plans

chido

3 GB

data

30

days

£8

Buy

chido

3 GB

data

30

days

£8

Buy

chido

5 GB

data

30

days

£12

Buy

chido

5 GB

data

30

days

£12

Buy

chido

10 GB

data

30

days

£17

Buy

Frequently Asked Questions

The average ticket price Chicago Cancun is £133. The cheapest ticket costs £183, operated by Air Canada, flight 524, departing Chicago on 19 September at 20:40, arriving Cancun on 20 September at 17:10.
The average flight time is 20 hours 30 minutes.The fastest flight takes 13 hours 1 minute, flight 4986operated by United Airlines, departing Chicago on 19 September at 12:09, arriving Cancun on 20 September at 01:10.
Flights on the Chicago - Cancun route are operated by the following airlines: Air Canada, Jazz, United Airlines, Aeroenlaces Nacionales, Eagle Aviation.
The distance from Chicago to Cancun is 2329 km.