How the cheapest fare moved
Nov 12: €195 €195
Nov 7
Nov 12
low €186 · high €272
Departure-day prices · October 2025 Chicago → Cancun
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Return-day prices · October 2025 Cancun → Chicago
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Best time to visit Cancun — climate Jan: ~27°C daytime, 13 rainy days
27°
Jan Feb: ~28°C daytime, 9 rainy days
28°
Feb Mar: ~29°C daytime, 9 rainy days
29°
Mar Apr: ~29°C daytime, 5 rainy days
29°
Apr May: ~31°C daytime, 8 rainy days
31°
May Jun: ~31°C daytime, 24 rainy days
31°
Jun Jul: ~32°C daytime, 20 rainy days
32°
Jul Aug: ~32°C daytime, 26 rainy days
32°
Aug Sep: ~32°C daytime, 26 rainy days
32°
Sep Oct: ~30°C daytime, 22 rainy days
30°
Oct Nov: ~28°C daytime, 20 rainy days
28°
Nov Dec: ~28°C daytime, 12 rainy days
28°
Dec Best value: Apr — fares from €109 and ~29°C daytime.
Flights from Chicago to Cancun start around €109 (typically 1 stop). Range seen recently: €109–227, based on 10 fares found by travellers.
Fly (from €109)
5h 04m duration
€109–227 recent fares
Book
Cheapest cached fares Chicago → Cancun; typically 1 stop (e.g. VB). · Based on 10 fares found by travellers in the last 48h
Cheapest round trips to Cancun Fares found by travellers in the last 48 hours — refreshed daily.
Jan 20 – Jan 30
Volaris · 1 stop · 6h 28m
€296
Book
Jan 26 – Feb 3
Volaris · 1 stop · 6h 28m
€309
Book
Jan 14 – Jan 19
Volaris · 1 stop · 6h 28m
€313
Book
Apr 20 – Apr 25
Volaris · 1 stop · 6h 28m
€332
Book
Nov 15 – Nov 22
Viva Aerobus · 1 stop · 6h 25m
€337
Book
Dec 9 – Dec 22
Frontier Airlines · Direct · 4h 18m
€342
Book
Apr 3 – Apr 17
Viva Aerobus · 1 stop · 6h 02m
€360
Book
Mar 11 – Mar 18
Viva Aerobus · 1 stop · 5h 52m
€369
Book
Weather in Cancun
Thu
🌧️
29°
23°
💧98%
Fri
🌦️
29°
22°
💧77%
Sat
🌦️
27°
22°
💧78%
Sun
⛈️
26°
22°
💧72%
Mon
⛈️
27°
22°
💧73%
Tue
⛈️
28°
22°
💧66%
Wed
🌦️
29°
23°
💧63%
In Oct, Cancun typically sees ~29°C daytime highs and 27 rainy days.
Where to stay in Cancun 3★+ hotels from €62/night (35 hotels sampled, ~3 weeks out).
Adhara Hacienda Cancun
hotel · Cancun
from €62/night ★ 4
Fairfield Inn & Suites by Marriott Cancun Airport
hotel · Cancun
from €62/night ★ 4
Hilton Garden Inn Cancun Airport
hotel · Cancun
from €112/night ★ 4
Good to know Time difference +1h
Time in the air 4h 18m
Things to do in Cancun Top-rated tours and tickets from €99 — book ahead for the popular ones.
Tours and tickets provided by Viator (a Tripadvisor company). Some links earn Stayonomy a commission.
About Cancun
Cancún is a popular Caribbean tourist destination on the northeast tip of Mexico's Yucatán Peninsula, in Quintana Roo, which also is called the Mexican Caribbean. In addition to 22 km (14 miles) of beaches, you'll find a wide variety of resorts, spas, golf courses, night clubs, and shopping malls.
Read the full Cancun guide
Guide content from Wikivoyage contributors (CC BY-SA).
Popular from Chicago Cheapest destinations travellers searched recently — refreshed daily.
Flight prices are real fares travellers found in the last 48 hours, refreshed daily — the booking site confirms the final price. Train, bus and ferry fares are shown on the operators' booking sites. Weather data by Open-Meteo ; exchange rates: ECB reference. Data updated 2026-11-12. Some links earn Stayonomy a commission at no cost to you.
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