Flight.com.ru

Cheap flights Chicago to Cancun

1 passenger, economy

Cheap flights Chicago to Cancun

Compare prices, duration and stops

Eagle Aviation
Y4 7731
06:59
Chicago, O'Hare International Airport (ORD)
Thu, 17 sep
12h 7min
1 stop
19:06
Cancun (CUN)
Thu, 17 sep
201 S$
Eagle Aviation
Y4 703
06:40
Chicago, O'Hare International Airport (ORD)
Fri, 18 sep
12h 48min
1 stop
19:28
Cancun (CUN)
Fri, 18 sep
332 S$
Eagle Aviation
Y4 701
12:35
Chicago, O'Hare International Airport (ORD)
Fri, 18 sep
13h 28min
1 stop
02:03
Cancun (CUN)
Sat, 19 sep +1
176 S$
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
322 S$
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
324 S$
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
275 S$
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
202 S$
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
201 S$
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
218 S$
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
192 S$
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
233 S$
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
244 S$
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
264 S$
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
241 S$
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
179 S$
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
139 S$
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
151 S$
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
212 S$
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
227 S$
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
441 S$
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
254 S$
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
260 S$
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
300 S$

Low price calendar

September 2026
Price chart (September 2026)
min: 201 S$ · max: 332 S$
01.09.2026 — no data 02.09.2026 — no data 03.09.2026 — no data 04.09.2026 — no data 05.09.2026 — no data 06.09.2026 — no data 07.09.2026 — no data 08.09.2026 — no data 09.09.2026 — no data 10.09.2026 — no data 11.09.2026 — no data 12.09.2026 — no data 13.09.2026 — no data 14.09.2026 — no data 15.09.2026 — no data 16.09.2026 — no data 17.09.2026 — 201 S$ 18.09.2026 — 332 S$ 19.09.2026 — 275 S$ 20.09.2026 — no data 21.09.2026 — no data 22.09.2026 — no data 23.09.2026 — no data 24.09.2026 — no data 25.09.2026 — no data 26.09.2026 — no data 27.09.2026 — no data 28.09.2026 — no data 29.09.2026 — 201 S$ 30.09.2026 — no data 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30
Mon
Tue
Wed
Thu
Fri
Sat
Sun
1
placeholder
no data
2
placeholder
no data
3
placeholder
no data
4
placeholder
no data
5
placeholder
no data
6
placeholder
no data
7
placeholder
no data
8
placeholder
no data
9
placeholder
no data
10
placeholder
no data
11
placeholder
no data
12
placeholder
no data
13
placeholder
no data
14
placeholder
no data
15
placeholder
no data
16
placeholder
no data
17
Good deal
201 S$
18
placeholder
332 S$
19
placeholder
275 S$
20
placeholder
no data
21
placeholder
no data
22
placeholder
no data
23
placeholder
no data
24
placeholder
no data
25
placeholder
no data
26
placeholder
no data
27
placeholder
no data
28
placeholder
no data
29
placeholder
201 S$
30
placeholder
no data

Cheap flights Chicago to Cancun

Aeroenlaces Nacionales
Aeroenlaces Nacionales
Mon, Tue
Price from
S$151
Eagle Aviation
Eagle Aviation
Mon, Tue, Thu, Fri, Sun
Price from
S$201
Air Canada
Air Canada
Wed, Sat, Sun
Price from
S$212
Jazz
Jazz
Sat
Price from
S$260
United Airlines
United Airlines
Mon, Sat
Price from
S$264

Popular destinations from Chicago

All →
CHI
Chicago — Orlando
United States → United States
ORL
from
S$27
CHI
Chicago — Orlando
United States → United States
MCO
from
S$27
CHI
Chicago — Atlanta
United States → United States
ATL
from
S$28
CHI
Chicago — Houston
United States → United States
IAH
from
S$28
CHI
Chicago — Houston
United States → United States
HOU
from
S$28
CHI
Chicago — New York
United States → United States
NYC
from
S$30
CHI
Chicago — Denver
United States → United States
DEN
from
S$31
CHI
Chicago — Fort Lauderdale
United States → United States
FLL
from
S$31
CHI
Chicago — Miami
United States → United States
MIA
from
S$31

Popular destinations to Cancun

All →
MEX
Mexico City — Cancun
Mexico → Mexico
CUN
from
S$31
QRO
Queretaro — Cancun
Mexico → Mexico
CUN
from
S$54
GDL
Guadalajara — Cancun
Mexico → Mexico
CUN
from
S$58
MTY
Monterrey — Cancun
Mexico → Mexico
CUN
from
S$60
TGZ
Tuxtla Gutierrez — Cancun
Mexico → Mexico
CUN
from
S$63
OAX
Oaxaca — Cancun
Mexico → Mexico
CUN
from
S$85
LAX
Los Angeles — Cancun
United States → Mexico
CUN
from
S$89
GUA
Guatemala City — Cancun
Guatemala → Mexico
CUN
from
S$89
BJX
Leon/Guanajuato — Cancun
Mexico → Mexico
CUN
from
S$91

Cheap flights Chicago to Cancun

Interesting facts about the route

Flight time

13h 1min

Distance

2 329 km

Average price

S$227

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

S$13

Buy

chido

3 GB

data

30

days

S$13

Buy

chido

5 GB

data

30

days

S$20

Buy

chido

5 GB

data

30

days

S$20

Buy

chido

10 GB

data

30

days

S$29

Buy

Frequently Asked Questions

The average ticket price Chicago Cancun is S$227. The cheapest ticket costs S$176, operated by Eagle Aviation, flight 701, departing Chicago on 18 September at 12:35, arriving Cancun on 19 September at 02:03.
The average flight time is 13 hours 28 minutes. The fastest flight takes 12 hours 7 minutes, flight 7731 operated by Eagle Aviation, departing Chicago on 17 September at 06:59, arriving Cancun on 17 September at 19:06.
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.