Cheap Flights from Chicago, IL to Cancun from $163
Return flight: Cancun – Chicago
On Cheapflightsplus.com you will find 1 direct and 88 connecting flights from Chicago to Cancun. You can compare airfare deals from 10 airlines and multiple travel sites from $163, book and save on cheap plane tickets and last minute offers. Also check out CHI-CUN flight schedule to find best flight time, convenient departure and arrival airports.
Find One-Way and Round-Trip Chicago to Cancun Flight Deals
To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights».
To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight.
Cheapest flights in November: $163 (one-way), $280 (round-trip).
Direct flights
Check prices for return flight
Best Flights from Chicago to Cancun Today
Take a look at the list of non stop flights and flights with layovers from Chicago to Cancun with the lowest price of $163. The fastest direct flight takes 3h 55m and the fastest connecting – 6h 35m.
| Price | Departure | Arrival | Flight Duration | Airline | Flight |
|---|---|---|---|---|---|
| from $188 | 10:20 Chicago O'Hare International | 14:15 Cancun Cancun Int | 3h 55m | Spirit Airlines | NK124 |
| from $163 | 07:00 Chicago O'Hare International | 16:20 Cancun Cancun Int | 9h 20m layover 2h 20m - Denver | Frontier Airlines | F91483 F970 |
| from $166 | 12:45 Chicago O'Hare International | 21:49 Cancun Cancun Int | 9h 4m layover 2h 10m - Guadalajara | Volaris | Y41705 Y41046 |
| from $170 | 21:45 Chicago O'Hare International | 11:11+1 день Cancun Cancun Int | 13h 26m layover 8h 26m - Houston | Spirit Airlines | NK2274 NK1336 |
| from $172 | 21:10 Chicago O'Hare International | 09:37+1 день Cancun Cancun Int | 12h 27m layover 7h 12m - Dallas | Spirit Airlines | NK2047 NK1120 |
| from $174 | 07:25 Chicago O'Hare International | 21:03 Cancun Cancun Int | 13h 38m layover 7h 10m - Mexico City | Volaris | Y4703 Y4104 |
| from $175 | 21:10 Chicago O'Hare International | 12:58+1 день Cancun Cancun Int | 15h 48m layover 10h 25m - Dallas | Spirit Airlines | NK2047 NK343 |
| from $178 | 14:44 Chicago Midway | 16:20+1 день Cancun Cancun Int | 25h 36m layover 18h 40m - Denver | Frontier Airlines | F92209 F970 |
| from $180 | 21:50 Chicago O'Hare International | 10:04+1 день Cancun Cancun Int | 12h 14m layover 7h 3m - Houston | United Airlines | UA1291 UA1619 |
| from $181 | 12:45 Chicago O'Hare International | 19:20 Cancun Cancun Int | 6h 35m layover 1h 25m - Houston | United Airlines | UA2657 UA1020 |
| from $183 | 01:55 Chicago O'Hare International | 14:26 Cancun Cancun Int | 12h 31m layover 5h 37m - Guadalajara | Volaris | Y41703 Y41048 |
| from $194 | 01:40 Chicago O'Hare International | 12:31 Cancun Cancun Int | 10h 51m layover 4h 17m - Toluca | Volaris | Y4701 Y43481 |
| from $196 | 01:40 Chicago O'Hare International | 10:03 Cancun Cancun Int | 8h 23m layover 1h 55m - Mexico City | Volaris | Y4701 Y4108 |
| from $197 | 14:35 Chicago O'Hare International | 11:45+1 день Cancun Cancun Int | 21h 10m layover 11h 25m - Bogota | Avianca | AV263 AV256 |
| from $203 | 17:25 Chicago O'Hare International | 13:10+1 день Cancun Cancun Int | 19h 45m layover 1h 15m - San Salvador 11h 5m - Guatemala City | Avianca | AV409 AV578 AV650 |
| from $204 | 21:28 Chicago O'Hare International | 11:21+1 день Cancun Cancun Int | 13h 53m layover 4h 29m - Newark 1h 57m - Miami | Spirit Airlines | NK2542 NK2059 NK527 |
Show all tickets
*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on July 26, 2025
Flight Schedule Chicago (Illinois) to Cancun
Full flight schedule will help you in detecting at what time planes fly from Chicago to Cancun. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
| Departure | Arrival | Flight Details | Flight Duration | Price |
|---|---|---|---|---|
|
10:20 — 14:15
|
10:20 — 14:15
NK124
Spirit Airlines
Chicago — Cancun
|
3h 55m |
Find flight
from$188 |
|
|
01:40 — 12:31
|
01:40 — 04:50
Y4701
Volaris
Chicago — Toluca
4h 17m stop
09:07 — 12:31
Y43481
Volaris
Toluca — Cancun
|
10h 51m including layover |
Find flight
from$194 |
|
|
01:55 — 14:26
|
02:42 — 07:11
Y41703
Volaris
Chicago — Guadalajara
5h 37m stop
18:00 — 21:49
Y41048
Volaris
Guadalajara — Cancun
|
12h 31m including layover |
Find flight
from$183 |
|
|
02:01 — 10:25
|
01:55 — 05:20
AM689
Aeromexico
Chicago — Mexico City
1h 45m stop
06:55 — 10:24
AM504
Aeromexico
Mexico City — Cancun
|
8h 24m including layover |
Find flight
from$284 |
|
|
06:00 — 14:24
|
06:00 — 08:57
AM4430
Aeromexico
Chicago — Atlanta
3h 54m stop
12:53 — 14:25
AM5533
Aeromexico
Atlanta — Cancun
|
8h 24m including layover |
Find flight
from$244 |
|
|
06:55 — 15:40
|
06:55 — 10:05
VB543
VivaAerobus
Chicago — Guadalajara
1h 35m stop
11:45 — 15:50
VB2133
VivaAerobus
Guadalajara — Cancun
|
8h 45m including layover |
Find flight
from$245 |
|
|
07:00 — 16:20
|
06:00 — 08:02
F91483
Frontier Airlines
Chicago — Denver
2h 20m stop
10:13 — 15:20
F970
Frontier Airlines
Denver — Cancun
|
9h 20m including layover |
Find flight
from$163 |
|
|
07:25 — 21:03
|
07:25 — 10:35
Y4703
Volaris
Chicago — Mexico City
7h 10m stop
17:45 — 21:03
Y4104
Volaris
Mexico City — Cancun
|
13h 38m including layover |
Find flight
from$174 |
|
|
08:40 — 12:55
+1 day
|
08:40 — 11:56
AC8958
Air Canada
Chicago — Montreal
21h 27m stop
09:30 — 13:00
AC1882
Air Canada
Montreal — Cancun
|
28h 15m including layover |
Find flight
from$255 |
|
|
10:40 — 12:55
+1 day
|
10:40 — 13:56
AC8960
Air Canada
Chicago — Montreal
19h 27m stop
09:30 — 13:00
AC1882
Air Canada
Montreal — Cancun
|
26h 15m including layover |
Find flight
from$318 |
|
|
12:45 — 21:49
|
12:35 — 15:57
Y41705
Volaris
Chicago — Guadalajara
2h 10m stop
18:11 — 21:49
Y41046
Volaris
Guadalajara — Cancun
|
9h 4m including layover |
Find flight
from$166 |
|
|
12:45 — 19:20
|
12:45 — 15:40
UA2657
United Airlines
Chicago — Houston
1h 25m stop
17:05 — 19:20
UA1020
United Airlines
Houston — Cancun
|
6h 35m including layover |
Find flight
from$181 |
|
|
14:35 — 11:45
+1 day
|
14:35 — 20:25
AV263
Avianca
Chicago — Bogota
11h 25m stop
07:50 — 11:45
AV256
Avianca
Bogota — Cancun
|
21h 10m including layover |
Find flight
from$197 |
|
|
14:44 — 16:20
+1 day
|
14:44 — 16:36
F92209
Frontier Airlines
Chicago — Denver
18h 40m stop
11:13 — 16:22
F970
Frontier Airlines
Denver — Cancun
|
25h 36m including layover |
Find flight
from$178 |
|
|
15:50 — 09:20
+1 day
|
15:50 — 18:32
AC508
Air Canada
Chicago — Toronto
11h 40m stop
06:15 — 09:20
AC1810
Air Canada
Toronto — Cancun
|
17h 30m including layover |
Find flight
from$249 |
|
|
15:50 — 19:40
+1 day
|
15:50 — 18:32
AC508
Air Canada
Chicago — Toronto
22h stop
16:35 — 19:40
AC1812
Air Canada
Toronto — Cancun
|
27h 50m including layover |
Find flight
from$249 |
|
|
20:25 — 09:20
+1 day
|
20:25 — 23:06
AC510
Air Canada
Chicago — Toronto
7h 5m stop
06:15 — 10:35
AC1810
Air Canada
Toronto — Cancun
|
12h 55m including layover |
Find flight
from$249 |
|
|
20:25 — 19:40
+1 day
|
20:25 — 23:06
AC510
Air Canada
Chicago — Toronto
17h 25m stop
17:30 — 21:40
AC1812
Air Canada
Toronto — Cancun
|
23h 15m including layover |
Find flight
from$249 |
|
|
21:10 — 09:37
+1 day
|
20:15 — 22:57
NK2047
Spirit Airlines
Chicago — Dallas
7h 12m stop
06:55 — 09:37
NK1120
Spirit Airlines
Dallas — Cancun
|
12h 27m including layover |
Find flight
from$172 |
|
|
21:45 — 11:11
+1 day
|
21:14 — 23:59
NK2274
Spirit Airlines
Chicago — Houston
8h 26m stop
09:27 — 11:39
NK1336
Spirit Airlines
Houston — Cancun
|
13h 26m including layover |
Find flight
from$170 |
|
|
22:44 — 13:02
+1 day
|
22:44 — 01:44
Y47773
Volaris
Chicago — Morelia
7h 43m stop
09:27 — 13:02
Y43629
Volaris
Morelia — Cancun
|
14h 18m including layover |
Find flight
from$385 |
|
|
17:25 — 13:10
+1 day
|
17:25 — 21:05
AV409
Avianca
Chicago — San Salvador
1h 15m stop
22:20 — 23:10
AV578
Avianca
San Salvador — Guatemala City
11h 5m stop
10:15 — 13:10
AV650
Avianca
Guatemala City — Cancun
|
19h 45m including layover |
Find flight
from$203 |
|
|
17:25 — 13:10
+1 day
|
17:25 — 21:05
AV409
Avianca
Chicago — San Salvador
8h 25m stop
05:30 — 06:20
AV556
Avianca
San Salvador — Guatemala City
3h 55m stop
10:15 — 13:10
AV650
Avianca
Guatemala City — Cancun
|
19h 45m including layover |
Find flight
from$213 |
|
|
18:20 — 22:45
+1 day
|
18:20 — 21:04
AC8912
Air Canada
Chicago — Toronto
11h 6m stop
08:10 — 11:10
AC991
Air Canada
Toronto — Mexico City
9h 20m stop
20:30 — 22:45
VB3140
VivaAerobus
Mexico City — Cancun
|
28h 25m including layover |
Find flight
from$336 |
|
|
18:20 — 02:33
+2 days
|
18:20 — 21:04
AC8912
Air Canada
Chicago — Toronto
11h 6m stop
08:10 — 11:10
AC991
Air Canada
Toronto — Mexico City
12h 5m stop
23:15 — 02:33
Y4118
Volaris
Mexico City — Cancun
|
32h 13m including layover |
Find flight
from$339 |
|
*Departure and arrival times - local. Updated on July 26, 2025
Flight Information
Below we will explain in detail what the flights cost on the destination from Chicago to Cancun depends on and how to choose the most interesting flight option for you.
Distance between Chicago and Cancun is 2319 miles. Time difference between the cities is 1h. Airplanes depart 01:40 to 22:44 from 7 Chicago airports and arrive 01:40 to 22:44 to 2 Cancun airports. Average flight time is 3h 55m.
- The fastest flight 3h 55m
- Average flight time 3h 55m
- The earliest flight 01:40
- The latest flight 22:44
- Distance 1441 ml
The cheapest months to travel to Cancun are august (from 163 $), may (from 170 $), june (from 171 $).
The most expensive months are december (from 749 $), february (from 436 $), january (from 398 $).
What is the lowest airfare Chicago to Cancun?
The cheapest plane ticket found by our users is $163. This airfare is for economy class on one-way F91483 flight by Frontier Airlines for August 16, 2025 which leaves O'Hare International in Chicago at 07:00 am and arrives at Cancun Cancun Int at 16:20.
Economy class
$163
Business class
?
First class
?
Popular Airlines on the Route
The flight Chicago — Cancun is served by 10 regular airlines and 5 low-cost airlines. Most of the flights on this route are operated by Air Canada - 27 departures per week at the price of from $ 249 . And the most expensive tickets are offered by United Airlines airline - from $ 2042.
Direct flights
There are 1 nonstop flights on the route. The fastest direct flight is NK124 by Spirit Airlines takes 3h 55m and the cheapest is F91483 by Frontier Airlines for $188.
- NK - Spirit Airlinesfrom $188Find
See more direct flights
Connecting Flights
There are 88 flights with layovers on the route. The fastest connecting flight is UA2657 by United Airlines takes 6h 35m and the cheapest is F91483 by Frontier Airlines for $163.
- AC - Air Canadafrom $249Find
- F9 - Frontier Airlinesfrom $163Find
- AV - Aviancafrom $197Find
- TK - Turkish Airlinesfrom $1424Find
- Y4 - Volarisfrom $166Find
- UA - United Airlinesfrom $180Find
- VB - VivaAerobusfrom $214Find
- AM - Aeromexicofrom $244Find
- WS - WestJetfrom $600Find
- NK - Spirit Airlinesfrom $170Find
See more connecting flights
Airports
You can fly from Chicago to Cancun from 7 airports (O'Hare International, Midway, Dupage County, Chicago FSS, Merrill C Meigs (closed), Pal-Waukee, Chicago NAS).
Chicago airports
- O'Hare International-ORDfrom $163Find
- Midway-MDWfrom $178Find
- Dupage County-DPAFind
- Chicago FSS-CHIFind
- Merrill C Meigs (closed)-CGXFind
- Pal-Waukee-PWKFind
- Chicago NAS-NOHFind
Cancun airports
- Cancun Int-CUNFind
- Puerto Juarez-PJZFind
Airplanes
There are flights to Cancun from Chicago by 10 airlines that use 1 aircraft brands. They range from huge modern airplanes to small-sized.
- Boeing 737-100/200from $183Find
Top Domestic Destinations from Chicago
You may also consider searching for discounted plane tickets to some other popular places from Chicago within United States.
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Top International Destinations from Chicago
Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.
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How to book a plane ticket yourself?
- Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
- Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
- Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
- Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
- That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.
To find a plane ticket, please select dates.