Cheap Flights from Cancun to Chicago, IL from $156
Return flight: Chicago – Cancun
On Cheapflightsplus.com you will find 2 direct and 133 connecting flights from Cancun to Chicago. You can compare airfare deals from 11 airlines and multiple travel sites from $156, book and save on cheap plane tickets and last minute offers. Also check out CUN-CHI flight schedule to find best flight time, convenient departure and arrival airports.
Find One-Way and Round-Trip Cancun to Chicago 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: $156 (one-way), $268 (round-trip).
Direct flights
Check prices for return flight
Best Flights from Cancun to Chicago Today
Take a look at the list of non stop flights and flights with layovers from Cancun to Chicago with the lowest price of $156. The fastest direct flight takes 3h 58m and the fastest connecting – 5h 49m.
| Price | Departure | Arrival | Flight Duration | Airline | Flight |
|---|---|---|---|---|---|
| from $156 | 15:38 Cancun Cancun Int | 19:36 Chicago O'Hare International | 3h 58m | United Airlines | UA1667 |
| from $176 | 12:20 Cancun Cancun Int | 16:18 Chicago O'Hare International | 3h 58m | United Airlines | UA1196 |
| from $166 | 14:03 Cancun Cancun Int | 21:40 Chicago O'Hare International | 7h 37m layover 2h 18m - Houston | United Airlines | UA1017 UA2197 |
| from $166 | 15:01 Cancun Cancun Int | 22:41 Chicago O'Hare International | 7h 40m layover 2h 20m - Houston | United Airlines | UA1123 UA787 |
| from $166 | 13:43 Cancun Cancun Int | 22:41 Chicago O'Hare International | 8h 58m layover 3h 38m - Houston | United Airlines | UA1056 UA787 |
| from $179 | 13:43 Cancun Cancun Int | 07:53+1 день Chicago O'Hare International | 18h 10m layover 12h 48m - Houston | United Airlines | UA1056 UA343 |
| from $180 | 07:51 Cancun Cancun Int | 22:41 Chicago O'Hare International | 14h 50m layover 9h 30m - Houston | United Airlines | UA1059 UA787 |
| from $186 | 08:00 Cancun Cancun Int | 14:19 Chicago O'Hare International | 6h 19m layover 1h 29m - Atlanta | Aeromexico | AM3429 AM4478 |
| from $196 | 22:00 Cancun Cancun Int | 05:42+1 день Chicago O'Hare International | 7h 42m layover 1h 20m - Mexico City | Volaris | Y4105 Y4700 |
| from $198 | 17:22 Cancun Cancun Int | 07:53+1 день Chicago O'Hare International | 14h 31m layover 9h 9m - Houston | United Airlines | UA1058 UA343 |
| from $206 | 07:51 Cancun Cancun Int | 14:48 Chicago O'Hare International | 6h 57m layover 1h 35m - Houston | United Airlines | UA1059 UA2417 |
| from $215 | 15:21 Cancun Cancun Int | 00:15 Chicago O'Hare International | 8h 54m layover 2h 3m - Guadalajara | Volaris | Y41047 Y41702 |
| from $227 | 18:20 Cancun Cancun Int | 13:15+1 день Chicago O'Hare International | 18h 55m layover 9h 20m - Bogota | Avianca | AV265 AV262 |
| from $229 | 15:45 Cancun Cancun Int | 13:15+1 день Chicago O'Hare International | 21h 30m layover 11h 55m - Bogota | Avianca | AV69 AV262 |
| from $259 | 10:48 Cancun Cancun Int | 04:50+1 день Chicago O'Hare International | 18h 2m layover 7h 32m - Houston 1h 3m - Las Vegas | Spirit Airlines | NK1337 NK1139 NK2070 |
| from $317 | 10:20 Cancun Cancun Int | 23:15 Chicago O'Hare International | 12h 55m layover 4h 27m - Toronto 0h 45m - Washington D.C. | Air Canada | AC1811 AC3904 AC4420 |
Show all tickets
*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on August 22, 2025
Flight Schedule Cancun to Chicago (Illinois)
Full flight schedule will help you in detecting at what time planes fly from Cancun to Chicago. 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 |
|---|---|---|---|---|
|
12:20 — 16:18
|
12:20 — 16:18
UA1196
United Airlines
Cancun — Chicago
|
3h 58m |
Find flight
from$176 |
|
|
15:38 — 19:36
|
15:38 — 19:36
UA1667
United Airlines
Cancun — Chicago
|
3h 58m |
Find flight
from$156 |
|
|
06:20 — 10:55
+1 day
|
06:00 — 07:25
VB1379
VivaAerobus
Cancun — Mexico City
22h 15m stop
05:50 — 11:05
VB186
VivaAerobus
Mexico City — Chicago
|
28h 35m including layover |
Find flight
from$399 |
|
|
07:51 — 22:41
|
07:51 — 10:20
UA1059
United Airlines
Cancun — Houston
9h 30m stop
21:30 — 00:13
UA787
United Airlines
Houston — Chicago
|
14h 50m including layover |
Find flight
from$180 |
|
|
07:51 — 14:48
|
07:51 — 10:20
UA1059
United Airlines
Cancun — Houston
1h 35m stop
11:55 — 14:51
UA2417
United Airlines
Houston — Chicago
|
6h 57m including layover |
Find flight
from$206 |
|
|
08:00 — 14:19
|
08:00 — 11:41
AM3429
Aeromexico
Cancun — Atlanta
1h 29m stop
13:10 — 14:19
AM4478
Aeromexico
Atlanta — Chicago
|
6h 19m including layover |
Find flight
from$186 |
|
|
09:14 — 16:10
|
09:14 — 12:12
NK3643
Spirit Airlines
Cancun — Orlando
1h 55m stop
14:07 — 16:10
NK2410
Spirit Airlines
Orlando — Chicago
|
6h 56m including layover |
Find flight
from$309 |
|
|
09:14 — 22:22
|
09:14 — 12:12
NK3643
Spirit Airlines
Cancun — Orlando
8h 11m stop
20:23 — 22:22
NK2343
Spirit Airlines
Orlando — Chicago
|
13h 8m including layover |
Find flight
from$309 |
|
|
10:48 — 19:42
|
10:48 — 13:24
NK1337
Spirit Airlines
Cancun — Houston
3h 38m stop
17:02 — 19:42
NK2690
Spirit Airlines
Houston — Chicago
|
8h 54m including layover |
Find flight
from$250 |
|
|
12:05 — 17:54
|
12:05 — 14:00
NK1281
Spirit Airlines
Cancun — New Orleans
1h 17m stop
15:17 — 17:54
NK2476
Spirit Airlines
New Orleans — Chicago
|
5h 49m including layover |
Find flight
from$272 |
|
|
13:43 — 22:41
|
13:43 — 16:14
UA1056
United Airlines
Cancun — Houston
3h 38m stop
21:30 — 00:13
UA787
United Airlines
Houston — Chicago
|
8h 58m including layover |
Find flight
from$166 |
|
|
13:43 — 07:53
+1 day
|
13:43 — 16:14
UA1056
United Airlines
Cancun — Houston
12h 48m stop
05:00 — 07:56
UA343
United Airlines
Houston — Chicago
|
18h 10m including layover |
Find flight
from$179 |
|
|
14:03 — 21:40
|
14:03 — 16:32
UA1017
United Airlines
Cancun — Houston
2h 18m stop
18:50 — 21:40
UA2197
United Airlines
Houston — Chicago
|
7h 37m including layover |
Find flight
from$166 |
|
|
14:03 — 22:41
|
13:12 — 15:43
UA1017
United Airlines
Cancun — Houston
3h 18m stop
21:30 — 00:13
UA787
United Airlines
Houston — Chicago
|
8h 38m including layover |
Find flight
from$166 |
|
|
15:01 — 22:41
|
15:01 — 17:32
UA1123
United Airlines
Cancun — Houston
2h 20m stop
21:30 — 00:13
UA787
United Airlines
Houston — Chicago
|
7h 40m including layover |
Find flight
from$166 |
|
|
17:22 — 07:53
+1 day
|
17:22 — 19:53
UA1058
United Airlines
Cancun — Houston
9h 9m stop
05:00 — 07:56
UA343
United Airlines
Houston — Chicago
|
14h 31m including layover |
Find flight
from$198 |
|
|
18:20 — 13:15
+1 day
|
18:20 — 21:40
AV265
Avianca
Cancun — Bogota
9h 20m stop
07:00 — 13:15
AV262
Avianca
Bogota — Chicago
|
18h 55m including layover |
Find flight
from$227 |
|
|
20:45 — 15:04
+1 day
|
20:45 — 01:45
AC1813
Air Canada
Cancun — Toronto
12h 25m stop
14:10 — 15:05
AC507
Air Canada
Toronto — Chicago
|
18h 19m including layover |
Find flight
from$307 |
|
|
20:45 — 19:29
+1 day
|
20:45 — 01:45
AC1813
Air Canada
Cancun — Toronto
16h 50m stop
18:35 — 19:30
AC511
Air Canada
Toronto — Chicago
|
22h 44m including layover |
Find flight
from$307 |
|
|
21:55 — 13:15
+1 day
|
21:50 — 01:15
VB436
VivaAerobus
Cancun — Bogota
5h 45m stop
07:00 — 13:15
AV262
Avianca
Bogota — Chicago
|
15h 20m including layover |
Find flight
from$377 |
|
|
22:00 — 05:42
+1 day
|
14:41 — 16:10
Y4105
Volaris
Cancun — Mexico City
1h 20m stop
00:40 — 04:37
Y4700
Volaris
Mexico City — Chicago
|
7h 42m including layover |
Find flight
from$196 |
|
|
23:20 — 10:55
+1 day
|
22:00 — 23:25
VB1025
VivaAerobus
Cancun — Mexico City
5h 15m stop
19:40 — 23:45
VB186
VivaAerobus
Mexico City — Chicago
|
11h 35m including layover |
Find flight
from$244 |
|
|
23:20 — 05:42
+2 days
|
23:20 — 00:35
VB1025
VivaAerobus
Cancun — Mexico City
24h 5m stop
00:40 — 05:42
Y4700
Volaris
Mexico City — Chicago
|
30h 22m including layover |
Find flight
from$257 |
|
|
10:48 — 04:50
+1 day
|
10:48 — 13:24
NK1337
Spirit Airlines
Cancun — Houston
7h 32m stop
20:56 — 22:07
NK1139
Spirit Airlines
Houston — Las Vegas
1h 3m stop
23:10 — 04:50
NK2070
Spirit Airlines
Las Vegas — Chicago
|
18h 2m including layover |
Find flight
from$259 |
|
|
18:20 — 09:22
+1 day
|
18:20 — 21:40
AV265
Avianca
Cancun — Bogota
1h 40m stop
23:20 — 04:05
AV8
Avianca
Bogota — Miami
2h 55m stop
07:00 — 09:22
NK2530
Spirit Airlines
Miami — Chicago
|
15h 2m including layover |
Find flight
from$343 |
|
|
21:55 — 19:42
+1 day
|
21:55 — 23:40
VB2140
VivaAerobus
Cancun — Guadalajara
6h 40m stop
06:20 — 09:40
VB500
VivaAerobus
Guadalajara — Houston
7h 22m stop
17:02 — 19:42
NK2690
Spirit Airlines
Houston — Chicago
|
21h 47m including layover |
Find flight
from$416 |
|
*Departure and arrival times - local. Updated on August 22, 2025
Flight Information
Below we will explain in detail what the flights cost on the destination from Cancun to Chicago depends on and how to choose the most interesting flight option for you.
Distance between Cancun and Chicago is 2319 miles. Time difference between the cities is 1h. Airplanes depart 04:25 to 23:20 from 2 Cancun airports and arrive 04:25 to 23:20 to 7 Chicago airports. Average flight time is 3h 58m.
- The fastest flight 3h 58m
- Average flight time 3h 58m
- The earliest flight 04:25
- The latest flight 23:20
- Distance 1441 ml
The cheapest months to travel to Chicago are august (from 156 $), may (from 158 $), july (from 165 $).
The most expensive months are february (from 604 $), january (from 604 $), december (from 353 $).
What is the lowest airfare Cancun to Chicago?
The cheapest plane ticket found by our users is $156. This airfare is for economy class on one-way UA1667 flight by United Airlines for August 28, 2025 which leaves Cancun Int in Cancun at 15:38 am and arrives at Chicago O'Hare International at 19:36.
Economy class
$156
Business class
?
First class
?
Popular Airlines on the Route
The flight Cancun — Chicago is served by 11 regular airlines and 6 low-cost airlines. Most of the flights on this route are operated by Air Canada - 17 departures per week at the price of from $ 307 . And the most expensive tickets are offered by WestJet airline - from $ 4424.
Direct flights
There are 2 nonstop flights on the route. The fastest direct flight is UA1667 by United Airlines takes 3h 58m and the cheapest is UA1667 by United Airlines for $156.
- UA - United Airlinesfrom $156Find
See more direct flights
Connecting Flights
There are 133 flights with layovers on the route. The fastest connecting flight is NK1281 by Spirit Airlines takes 5h 49m and the cheapest is UA1667 by United Airlines for $166.
- AC - Air Canadafrom $307Find
- F9 - Frontier Airlinesfrom $495Find
- AV - Aviancafrom $227Find
- N3 - Omskaviafrom $398Find
- SY - Sun Country Airlinesfrom $530Find
- Y4 - Volarisfrom $196Find
- UA - United Airlinesfrom $166Find
- AM - Aeromexicofrom $186Find
- VB - VivaAerobusfrom $244Find
- WS - WestJetfrom $4424Find
- NK - Spirit Airlinesfrom $250Find
See more connecting flights
Airports
You can fly from Cancun to Chicago from 2 airports (Cancun Int, Puerto Juarez).
Cancun airports
- Cancun Int-CUNfrom $156Find
- Puerto Juarez-PJZFind
Chicago airports
- O'Hare International-ORDFind
- Midway-MDWFind
- Dupage County-DPAFind
- Chicago FSS-CHIFind
- Merrill C Meigs (closed)-CGXFind
- Pal-Waukee-PWKFind
- Chicago NAS-NOHFind
Airplanes
There are flights to Chicago from Cancun by 11 airlines that use 1 aircraft brands. They range from huge modern airplanes to small-sized.
- Airbus A318from $244Find
Top International Destinations from Cancun
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.