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361 € Cheap Flights from Chicago to Cali

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 Airport? If you want to travel next month, return fares start from 371 €. Find the lowest prices on one-way and return tickets right here.
Cali.361 € per passenger.Departing Mon, 24 Aug, returning Wed, 2 Sep.Return flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Mon, 24 Aug, arriving in Cali.Inbound indirect flight with United, departs from Cali on Wed, 2 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From 361 €, select.
Cali.369 € per passenger.Departing Sat, 18 Jul, returning Tue, 4 Aug.Return flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Sat, 18 Jul, arriving in Cali.Inbound indirect flight with United, departs from Cali on Tue, 4 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From 369 €, select.
Cali.371 € per passenger.Departing Fri, 21 Aug, returning Sun, 23 Aug.Return flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Fri, 21 Aug, arriving in Cali.Inbound indirect flight with United, departs from Cali on Sun, 23 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From 371 €, select.
Cali.393 € per passenger.Departing Sun, 17 Jan, returning Wed, 27 Jan.Return flight with Copa.Outbound indirect flight with Copa, departs from Chicago O'Hare International on Sun, 17 Jan, arriving in Cali.Inbound indirect flight with Copa, departs from Cali on Wed, 27 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From 393 €, select.
Cali.394 € per passenger.Departing Sat, 19 Sep, returning Sat, 26 Sep.Return flight with Copa.Outbound indirect flight with Copa, departs from Chicago O'Hare International on Sat, 19 Sep, arriving in Cali.Inbound indirect flight with Copa, departs from Cali on Sat, 26 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From 394 €, select.
Cali.395 € per passenger.Departing Thu, 5 Nov, returning Thu, 12 Nov.Return flight with Copa.Outbound indirect flight with Copa, departs from Chicago O'Hare International on Thu, 5 Nov, arriving in Cali.Inbound indirect flight with Copa, departs from Cali on Thu, 12 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From 395 €, select.
Cali.399 € per passenger.Departing Tue, 21 Jul, returning Tue, 28 Jul.Return flight with Avianca.Outbound indirect flight with Avianca, departs from Chicago O'Hare International on Tue, 21 Jul, arriving in Cali.Inbound indirect flight with Avianca, departs from Cali on Tue, 28 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From 399 €, select.
Cali.412 € per passenger.Departing Thu, 26 Nov, returning Tue, 8 Dec.Return flight with Copa.Outbound indirect flight with Copa, departs from Chicago O'Hare International on Thu, 26 Nov, arriving in Cali.Inbound indirect flight with Copa, departs from Cali on Tue, 8 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From 412 €, select.
Cali.433 € per passenger.Departing Tue, 1 Dec, returning Thu, 10 Dec.Return flight with Copa.Outbound indirect flight with Copa, departs from Chicago O'Hare International on Tue, 1 Dec, arriving in Cali.Inbound indirect flight with Copa, departs from Cali on Thu, 10 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From 433 €, select.
Cali.531 € per passenger.Departing Mon, 11 Jan, returning Thu, 11 Feb.Return flight with United and Avianca.Outbound indirect flight with United, departs from Chicago O'Hare International on Mon, 11 Jan, arriving in Cali.Inbound indirect flight with Avianca, departs from Cali on Thu, 11 Feb, arriving in Chicago O'Hare International.Price includes taxes and charges.From 531 €, select.
Cali.651 € per passenger.Departing Wed, 16 Dec, returning Thu, 28 Jan.Return flight with Copa.Outbound indirect flight with Copa, departs from Chicago O'Hare International on Wed, 16 Dec, arriving in Cali.Inbound indirect flight with Copa, departs from Cali on Thu, 28 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From 651 €, select.

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.
Jul
from 399 €
Aug
from 371 €
Sep
from 394 €
Oct
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Nov
from 395 €
Dec
from 433 €
Jan
from 393 €
Feb
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Mar
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Apr
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May
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Jun
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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.

Cali

23km from central Cali
ClosestCheapest
from 361 €
Search flights

Buenaventura

64km from central Cali
Search flights

Chicago to Cali: Flight information

The things to know before you go.
Cheapest flight found361 €
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 361 €. 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 361 €.
As of July 2026, there are no flights flying from Chicago to Cali.
The cheapest month to fly from Chicago to Cali is usually August.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Cali Airport on Monday, 24 August 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 United .

Flying from Chicago to Alfonso Bonilla Aragon International Airport (CLO): What you need to know

  • Cali is one hour ahead of Chicago. Alfonso Bonilla Aragon International Airport is located in Cali, which follows the UTC-5 timezone.

  • Your flight from Chicago to CLO won't wait if you're running late, so don't forget to check in on time. Arrive up to one hour in advance for domestic flights and two hours ahead when you're travelling internationally.

  • If you're flying during a peak month like July, be at the airport even earlier. It's wise to arrive up to four hours before international flights and two hours ahead of domestic departures. Expect lines to be longer during holiday periods like Christmas and New Year.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • We make it a breeze to book cheap flights from Chicago to CLO with a stopover. To explore all your options departing from Chicago O'Hare International Airport (ORD), uncheck 'Direct flights only.' Then, choose a flight offering a stop long enough to tour your chosen city. Major stopovers between ORD and CLO include:

    • Miami International Airport (MIA)

    • Fort Lauderdale-Hollywood International Airport (FLL)

    • Panama City Tocumen International Airport (PTY)

  • Located around 27 kilometres from the centre of Chicago, ORD can be reached in about 30 minutes by car (depending on traffic). The journey on public transport takes roughly 45 minutes.

  • Catching an early flight from Chicago to Alfonso Bonilla Aragon International Airport? Avoid rushing to the terminal (and get some extra shut-eye) by choosing one of these hotels near Chicago O'Hare International Airport:

  • When it comes to Chicago O'Hare International Airport's on-time performance, 70% of flights stick to their scheduled arrival time.

  • ORD's address is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Break up your flight from Chicago to Alfonso Bonilla Aragon International Airport with a stop at Miami International Airport (MIA). A main stopover between Chicago Midway International Airport and CLO, it's a great opportunity to unwind before your onward flight.

  • You can reach MDW from the centre of Chicago in about 25 minutes by car (depending on traffic). The ride by public transport will take roughly 30 minutes to travel the 16 kilometres or so.

  • Want to enjoy an extra night away before your Chicago to CLO flight? Check in to a hotel near Chicago Midway International Airport before your break officially begins. These stays are calling your name:

  • As far as flight punctuality goes, Chicago Midway International Airport has an on-time arrival rate of 76%.

  • MDW is located at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • RFD is around 145 kilometres from central Chicago. The drive from the city centre to the airport takes about 1 hour 40 minutes. If you're planning to use public transport, expect a journey of around 2 hours.

  • Relax in bed for a little longer and still make your Chicago to Alfonso Bonilla Aragon International Airport flight with plenty of time to spare. These hotels near Chicago Rockford International Airport make getting to the terminal a breeze if you're flying out first thing:

  • Airports have an on-time performance rating that monitors how often flights land without delays. At RFD, that figure is 71%.

  • You'll find Chicago Rockford International Airport at 2 Airport Cir.

About Alfonso Bonilla Aragon International Airport (CLO)

  • Have a late flight from Chicago to Alfonso Bonilla Aragon International Airport? Don't let it stretch your travel day into tomorrow. Check in to one of these hotels near CLO and turn out the lights sooner:

  • Get the best deal by booking your ride around two weeks before your Chicago to Alfonso Bonilla Aragon International Airport flight.

Getting from Alfonso Bonilla Aragon International Airport (CLO) to central Cali

  • Central Cali is around 21 kilometres from Alfonso Bonilla Aragon International Airport and takes about 30 minutes to reach by car. Work out your options for getting into the city, whether that's with a taxi, car hire or ride-share.

  • Travelling on public transport typically takes 50 minutes.

How to find the cheapest flights from Chicago to Alfonso Bonilla Aragon International Airport (CLO)

  • The lowest price we've found for a one-way ticket from Chicago to Alfonso Bonilla Aragon International Airport is 151 €. For a return flight on this route, the best price is 361 €. Depending on when you book and the availability, these fares could change.

  • Booking ahead of time is often the key to finding a cheap flight from Chicago to CLO. Prices tend to rise as demand increases, so the closer your departure date, the more it could cost you.

  • If you can be flexible with your travel dates, use the 'Whole month' search tool. It'll give you the cheapest price in every month when searching for your Chicago to Alfonso Bonilla Aragon International Airport ticket.

  • Finding a cheap plane ticket from Chicago to CLO is a piece of cake with Price Alerts. All you need to do is set up one of these automatic alerts and we'll get in touch when the price has dropped.

  • Filters make it easier to scoop up a deal on your flight from Chicago to Alfonso Bonilla Aragon International Airport. Choose the airlines, flight times and number of stops that work for you. Then sort the results by 'Cheapest' to bring up the lowest fares right away.

The best time to fly from Chicago to Alfonso Bonilla Aragon International Airport (CLO)

  • It's time to decide your travel dates for your flight from Chicago to Alfonso Bonilla Aragon International Airport (CLO). July is the busiest month to travel to Cali. If crowds aren't your thing, go in December.

  • The warmest month in Cali is September, with temperatures ranging between 15ºC (59ºF) and 29ºC (84ºF). Book your Chicago to CLO plane ticket then if this is the type of weather you enjoy.

  • If you'd rather travel in cooler conditions, look for a cheap ticket from Chicago to Alfonso Bonilla Aragon International Airport in January when temperatures are between 14ºC (57ºF) and 27ºC (81ºF).

More about Cali

  • Start your Cali trip right by choosing the perfect place to stay. As soon as you've booked your flight from Chicago to Alfonso Bonilla Aragon International Airport, check out our selection of accommodation options including:

  • Cristo Rey and El Retiro Park are just the start of the major attractions to add to your Cali to-do list. Keep the sightseeing going at Parque Simón Bolívar.

Explore more of Colombia

  • Pereira is just one of the many places in Colombia waiting to be explored after you've seen Cali. Around 161 kilometres away to the northeast, popular attractions include Paisaje Cultural Cafetero, Reserva Natural, Termales de San Vicente and Lugar De Contemplación Monte Tabor.

  • Ibague is another sought-after destination in Colombia and is around 161 kilometres northeast of Cali. No journey is complete without experiencing Alexander von Humboldt Botanical Garden, Libertador Park and Museo de Arte del Tolima.

Plan the rest of your trip from Chicago to Cali

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.