Cheap flights from Cancun to Chicago

One-way fares from $203 · CUN → CHI · prices found by travellers in the last 48 hours

Compare all dates Chicago → Cancun
Cheapest fare
$203

Air Canada · Wed, Jan 20

Cheapest month
January

from $203

Direct flights
Not recently

Usually 1+ stop

Quickest trip
5h 46m

2,310 km

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Cheapest month to fly from Cancun to Chicago

Lowest one-way fare per person in each month. Choose a month to see every date.

  1. December 2026 $241
  2. January 2027 Cheapest $203

Cheapest dates in January 2027

The lowest fares we've seen for each day, cheapest first.

Air Canada
Depart18:55 Wed, Jan 20CUN → ORD 6h 57m · 1 stop
$203one way, per person
View deal
Frontier Airlines
Depart11:30 Thu, Jan 7CUN → ORD 5h 46m · 1 stop
$231one way, per person
View deal
See every date in January 2027 →

Plan the rest of your trip to Chicago

Where to stay, what to do and getting around, from our travel partners.

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Things to do

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Getting around

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Stay connected

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About flights from Cancun to Chicago

Cancun (CUN) and Chicago (CHI) are about 2,310 km apart. We haven't seen direct fares on this route recently, so expect at least one stop; the quickest journey we've seen takes about 5h 46m. Over the next few months, one-way fares start from $203, and January 2027 is currently the cheapest month to fly.

These prices come from searches travellers made in the last 48 hours, so they move quickly. If you see a good fare, it's worth booking soon. FlightsExp is free to use: you book directly with our travel partner.

Frequently asked questions

How much is a flight from Cancun to Chicago?

The cheapest one-way fare we've seen recently is $203 with Air Canada, departing Wednesday, January 20, 2027. Over the coming months, the lowest fare in each month ranges from $203 to $241.

What is the cheapest month to fly from Cancun to Chicago?

January 2027 currently has the lowest fares, from $203 one way.

Are there direct flights from Cancun to Chicago?

We haven't seen direct fares recently, so most journeys include at least one stop.

How long is the flight from Cancun to Chicago?

The quickest journey we've seen takes about 5h 46m. Cancun and Chicago are around 2,310 km apart.

Which airlines fly from Cancun to Chicago?

Recent fares on this route were with Volaris, Air Canada and Frontier Airlines.

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