Chicago to Cali flights (ORD → CLO)

Looking for Chicago to Cali flights? Cheapest round-trip I’ve found: US$472 on COPA, 1 stop(s), departing 2026-11-04. That’s US$3 below the typical price for this route. Cheap flights from Chicago to Cali change daily — I re-check this route three times a day.

Deal score: Not enough data yet

Best months to fly Chicago to Cali

How to book this fare

I don’t sell tickets — I track prices and point you to where to look. To book Chicago to Cali flights:

1. Search Chicago to Cali on Google Flights for the dates shown above (Nov 2026) — the fare I found is usually still available there.
2. Compare the same dates on metasearch sites like Skyscanner or KAYAK to confirm you’re seeing the lowest price.
3. Book directly with the airline when you can — it’s often the same price and makes changes or cancellations much easier.

Fares change constantly. If the price has moved, check back — I re-check this route daily.

Other Chicago to … flights

• Chicago to Sydney flights — US$1,322
• Chicago to Cairns flights — US$1,411
• Chicago to Melbourne flights — US$1,274
• Chicago to Sao Paulo flights — US$771
• Chicago to Gold Coast flights — US$1,453
• Chicago to Queenstown flights — US$1,530
• Chicago to Christchurch flights — US$1,464
• Chicago to Wellington flights — US$1,530

All flights to Cali · All flights from Chicago

Prices last checked: 2026-08-07, 10:08:40 p.m.. Prices are indicative and change quickly — confirm on the airline site before booking. See how I find these deals.