Cheap flights from Cali to Chicago

Compare flight prices from Cali to Chicago across airlines and travel sites, see the cheapest month and day to fly, then book direct with the seller.

Lowest fare$202
Cheapest monthDecember 2026
Typical flight time8h 47m
Direct flightsNo

Lowest fare by month

–November 2026
$202December 2026
–January 2027
–February 2027
–March 2027
–April 2027

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Frequently asked questions

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

December 2026 has had the lowest recent fares, from $202 one way.

How long is the flight from Cali to Chicago?

A typical flight takes about 8h 47m.

Are there direct flights from Cali to Chicago?

No direct flights were found recently. Most trips include a stop.

Where do I book my ticket?

AirTriply compares fares from airlines and travel agencies. When you choose a deal, you book on the seller's own website.

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