Cheap Flights from Chicago to Cali

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Compare Chicago to Cali flight deals

Find the cheapest month or even day of the year to fly to Cali

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Flight deals from Chicago to Cali

Looking for a cheap last-minute deal or the best return flight from Chicago to Cali? Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Chicago to Cali

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Cali flights are currently cheapest in August.

Chicago to Cali: Alternative routes

Compare routes from Chicago to Cali below. You may find an airport to fly into that's cheaper, faster, or easier than Cali.

Chicago to Cali: Flight information

The things to know before you go.
Cheapest flight foundر.ق.‏ 576
Cheapest month to flyAugust

Finding cheap flights from Chicago to Cali: Frequently asked questions

The best price we found for a return flight from Chicago to Cali is ر.ق.‏ 1,133. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Chicago to Cali. But we found flights with one stop from ر.ق.‏ 1,133.
As of June 2025, there are no flights flying from Chicago to Cali.
The cheapest month to fly from Chicago to Cali is usually June 2025.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Cali Airport on Wednesday, 4 February 2026.
No airlines currently offer direct flights between Chicago and Cali Airport. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Cali but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Cali is around 40 days in advance, so don’t leave your flight to the last minute.
The cheapest airline that flies to Cali is Copa .

Flying from Chicago to Alfonso B. Aragon Airport (CLO): what you need to know

  • Get your holiday planning started by considering the departure point for your flight from Chicago to Alfonso B. Aragon Airport (CLO). O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW) are Chicago's main airports.

  • Cali's timezone is UTC-5, which is the same as Chicago. Alfonso B. Aragon Airport is located in Cali.

  • Leave enough time to catch your flight from Chicago to CLO. As a general rule, arrive two hours before international departures and an hour ahead for domestic flights.

  • If you're getting away during a popular month like August, be at the airport even earlier. It's smart to arrive up to four hours before an international flight and two hours ahead of domestic departures. Check-in and security lines are longer during high seasons like Christmas, New Year and spring break.

Airports in Chicago

O'Hare International Airport (ORD)

  • We make it a cinch to plan a flight from Chicago to CLO that includes a stopover. To see all your options departing from O'Hare International Airport (ORD), uncheck 'Direct flights only.' Next, pick a flight offering a stop long enough to see the sights of the city of your choice. Some popular stopovers between ORD and CLO include:

    • Miami International Airport (MIA)

    • Tocumen International Airport (PTY)

    • Fort Lauderdale-Hollywood International Airport (FLL)

  • From the centre of Chicago, ORD is approximately 40 kilometres away. Visit the official airport website or use navigation apps to find the best way to get there.

  • Booked an early flight from Chicago to Alfonso B. Aragon Airport? Avoid the last-minute rush to the terminal (and get some extra shut-eye) by picking one of these hotels near O'Hare International Airport:

Chicago Midway International Airport (MDW)

  • Maximise your holiday with a stopover on your flight from Chicago to Alfonso B. Aragon Airport. Visit friends or family or tick a new city off your list. Whatever you choose to do, here's where you can stop between Chicago Midway International Airport and CLO:

    • Tocumen International Airport (PTY)

    • Fort Lauderdale-Hollywood International Airport (FLL)

    • Miami International Airport (MIA)

  • Using public transport, you can travel from central Chicago to MDW in around 46 minutes. The terminal is roughly 19 kilometres away, and getting there by car takes approximately 21 minutes.

  • Get your holiday started early with an additional night away from home. Before your flight from Chicago to CLO, take it easy in one of these hotels near Chicago Midway International Airport:

About Alfonso B. Aragon Airport (CLO)

Getting from Alfonso B. Aragon Airport (CLO) to central Cali

  • Alfonso B. Aragon Airport is approximately 21 kilometres from central Cali. With a car rental or if you're catching a cab, the drive is around 35 minutes.

How to find the cheapest flights from Chicago to Alfonso B. Aragon Airport (CLO)

  • The best price we've seen for a one-way ticket from Chicago to Alfonso B. Aragon Airport is ر.ق.‏ 576. The cheapest price for a return flight is ر.ق.‏ 1,133. Remember fares may change due to availability at the time of booking.

  • We recommend booking as early as possible to get cheap tickets from Chicago to CLO. You're more likely to snag a great deal and have more options for departure times and dates.

  • Getting cheap tickets from Chicago to Alfonso B. Aragon Airport is easier if you're flexible with your travel dates. Check out the 'Whole month' search function to see the lowest fares across the month and bag a great deal.

  • Create a Price Alert for cheap flight tickets from Chicago to CLO. There's no need to check back in every day to see whether fares have dropped. We'll let you know as soon as the price changes.

  • Tailor your flights with filters. Choose your ideal departure and arrival times, airlines and total journey duration. You can also sort the results by 'Best,' 'Cheapest' or 'Fastest' flights from Chicago to Alfonso B. Aragon Airport.

The best time to fly from Chicago to Alfonso B. Aragon Airport (CLO)

  • April is the quietest time of year to fly to Cali. Alternatively, follow the crowds and take off in August. This is the busiest month for flights from Chicago to Alfonso B. Aragon Airport, but the best time to go is your call.

  • The warmest month in Cali is August, with the temperature ranging between 15ºC and 27ºC. Lock in your flights from Chicago to CLO in this month if you enjoy this type of weather.

  • January sees average temperatures of between 14ºC and 27ºC. Look for cheap flights from Chicago to Alfonso B. Aragon Airport around that time if you'd rather travel in cooler conditions.

More about Cali

Complete your Cali trip with a car rental

  • We use the same magic that helped you find your cheap flight from Chicago to Alfonso B. Aragon Airport to track down your ideal ride. Browse our car rentals in Cali and compare offers in one place. Plus you'll find all the info you need to know, from the most popular rental company to the best time to book.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.