Flights from Chicago › Mexico
Cheap flights Chicago to Cancun
On this route, the single ticket is usually the best choice: simpler, and the connection is guaranteed.
- With a single ticketfrom €14511 Nov · 6h 28m · 1 stopover in Mexico City
- By combining ticketsfrom €200via Mexico City · 15 Nov · 24h 28m
Getzy compares the single ticket with thousands of combinations and tells you which one is worth it.
Prices seen recently, to check when you book
Which day to go in November?
Lowest price found for each departure day (single ticket or combination).
- Cheapest · Wednesday 11 November€145
- Thursday 12 November€167
- Friday 13 November€167
Cheapest month to fly Chicago to Cancun
Lowest price by departure month · one-way, single ticket
The cheapest month
April 2027
from €130
Internet as soon as you land: Mexico
An eSIM is installed on your phone before you leave: no SIM card to hunt for at the airport, and you stay reachable during your stopovers.
Airalo plans, prices in US dollars as of 14 October.How many GB do I need? →
Which way to Cancun?
More cheap destinations from Chicago
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