Cheap flights from Chicago to Cali from $136
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Cali departing on 8/23. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Discover deals from 900+ travel sites with momondo.
Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.Price Alerts
Price Alerts
Not ready to book? to track prices.Find the cheapest flights from Chicago to Cali
Cheap round-trip flights
Cheap one-way flights
Cheap last minute flights
Avianca flights from Chicago to Cali
Our best Avianca deals on Chicago to Cali flight tickets
LATAM Airlines flights from Chicago to Cali
Our best LATAM Airlines deals on Chicago to Cali flight tickets
See travel insights to Cali from
How to get the cheapest flight ticket from Chicago to Cali
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the typical price of a round-trip flight between Chicago and Cali?
What is the cheapest month to fly to Cali?
The cheapest month to fly to Cali from Chicago is in January. Flight prices, which tend to average around $390, are often lower during this time because this is during the off-season. If you’re not able to fly to Cali in January, then May is your next best option. Flight prices from Chicago to Cali during May average around $441.
What is the cheapest day to depart on your flight to Cali?
The cheapest day to depart on your flight to Cali is on a Wednesday when prices can be found for as low as $463. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Saturday because tickets tend to average around $570. These prices are subject to change though, so be sure to set up a Price Alert for flights to Cali.
What is the cheapest time of day to depart on your flight to Cali?
Our most recent data shows that the best time of day to fly to Cali is in the morning. Flights from Chicago to Cali during this time can be as low as $491. In the afternoon is when there is more demand to fly to Cali, so prices are often more expensive at around $555 per ticket.
How far in advance should I book a flight to Cali?
You are more likely to see cheaper flights to Cali from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Cali for around $520 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Cali from Chicago for as low as $417 on momondo.
Can stopping save me money on Chicago to Cali flights?
You could potentially save up to 6% on your flight if you consider stops on a Chicago to Cali flight.
How have Chicago to Cali flight prices changed over time?
As of July 2025, prices for Chicago to Cali flights are approximately 11% more expensive when compared to flights at the same time last year.
What is the cheapest airline that flies from Chicago to Cali Alfonso B. Aragon Intl?
Avianca, Spirit Airlines, and American Airlines are the most popular carriers operating from Chicago to Cali Alfonso B. Aragon Intl
What airlines fly to Cali?
Copa Airlines, Avianca and Spirit Airlines are the top three most popular airlines that fly to Cali from Chicago according to our data. Copa Airlines is the first choice among our users, with 57% of people opting to fly with this airline when traveling to Cali. Keep in mind that there are 5 different airlines that fly to Cali on a routine basis, so you have a few additional options to choose from.
When to book flights from Chicago to Cali
Cheap Chicago to Cali (CHI to CLO) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to Cali
How far is Chicago to Cali Alfonso B. Aragon Intl by plane?
There are 2740.2 mi between Chicago and Cali Alfonso B. Aragon Intl. 8h 15m is a normal flight duration for this route.
When did momondo last update prices for flights from Chicago to Cali Alfonso B. Aragon Intl Airport?
Prices for flights from Chicago to Cali Alfonso B. Aragon Intl Airport are updated daily.
How many operators does momondo search for flights from Chicago to Cali Alfonso B. Aragon Intl Airport?
There are 5 operators available for flights from Chicago to Cali Alfonso B. Aragon Intl Airport as of July 2025.
How old do you have to be to fly from Chicago to Cali Alfonso B. Aragon Intl Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Cali Alfonso B. Aragon Intl Airport.
What documentation or ID do you need to fly to Cali Alfonso B. Aragon Intl Airport?
The necessary travel and health documents for your Cali Alfonso B. Aragon Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular airline from Chicago to Cali?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Chicago to Cali is Copa Airlines (50% of total bookings). The next most popular airlines are Avianca (27%), Spirit Airlines (14%), and American Airlines (10%).
Best airlines flying from Chicago to Cali
Compare and see reviews for airlines that fly from Chicago to Cali with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $299 | Free Cancellation | Rating 6.7 2,363 reviews | |||
| PriceFrom $317 | Free Cancellation | Rating 6.3 8,094 reviews | |||
| PriceFrom $369 | Free Cancellation | Rating 7.5 1,467 reviews | |||
| PriceFrom $406 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $624 | Free Cancellation | Rating 7.5 1,805 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Chicago to Cali?
To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Cali from Chicago.
Can I find flights from Chicago to Cali with flexible booking policies on momondo?
momondo does allow users to show only those flights to Cali from Chicago which offer a flexible booking policy as well as other useful filters and features.
How can momondo help me find flights from Chicago to Cali?
momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Cali.
I’m not ready to book a flight from Chicago to Cali right now. Can momondo alert me if prices change?
Yes. momondo can track prices for Chicago to Cali flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.