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Cheap Flights from Chicago (CHIA) to Cali (CLO)

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.
Cali.£203 per passenger.Departing Tue, 24 Feb, returning Thu, 26 Feb.Return flight with Spirit Airlines.Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Tue, 24 Feb, arriving in Cali.Inbound indirect flight with Spirit Airlines, departs from Cali on Thu, 26 Feb, arriving in Chicago O'Hare International.Price includes taxes and charges.From £203, select.
Cali.£221 per passenger.Departing Sun, 1 Mar, returning Sun, 8 Mar.Return flight with Copa.Outbound indirect flight with Copa, departs from Chicago O'Hare International on Sun, 1 Mar, arriving in Cali.Inbound indirect flight with Copa, departs from Cali on Sun, 8 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From £221, select.
Cali.£228 per passenger.Departing Mon, 26 Jan, returning Sat, 31 Jan.Return flight with Copa.Outbound indirect flight with Copa, departs from Chicago O'Hare International on Mon, 26 Jan, arriving in Cali.Inbound indirect flight with Copa, departs from Cali on Sat, 31 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From £228, select.
Cali.£230 per passenger.Departing Wed, 28 Jan, returning Mon, 2 Feb.Return flight with Copa.Outbound indirect flight with Copa, departs from Chicago O'Hare International on Wed, 28 Jan, arriving in Cali.Inbound indirect flight with Copa, departs from Cali on Mon, 2 Feb, arriving in Chicago O'Hare International.Price includes taxes and charges.From £230, select.
Cali.£231 per passenger.Departing Sun, 29 Mar, returning Sun, 5 Apr.Return flight with Avianca.Outbound indirect flight with Avianca, departs from Chicago O'Hare International on Sun, 29 Mar, arriving in Cali.Inbound indirect flight with Avianca, departs from Cali on Sun, 5 Apr, arriving in Chicago O'Hare International.Price includes taxes and charges.From £231, select.
Cali.£231 per passenger.Departing Sun, 19 Apr, returning Thu, 23 Apr.Return flight with Avianca.Outbound indirect flight with Avianca, departs from Chicago O'Hare International on Sun, 19 Apr, arriving in Cali.Inbound indirect flight with Avianca, departs from Cali on Thu, 23 Apr, arriving in Chicago O'Hare International.Price includes taxes and charges.From £231, select.
Cali.£232 per passenger.Departing Mon, 20 Apr, returning Mon, 4 May.Return flight with Avianca.Outbound indirect flight with Avianca, departs from Chicago O'Hare International on Mon, 20 Apr, arriving in Cali.Inbound indirect flight with Avianca, departs from Cali on Mon, 4 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From £232, select.
Cali.£242 per passenger.Departing Tue, 24 Feb, returning Thu, 12 Mar.Return flight with Spirit Airlines.Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Tue, 24 Feb, arriving in Cali.Inbound indirect flight with Spirit Airlines, departs from Cali on Thu, 12 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From £242, 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 February.
Jan
from £228
Feb
from £203
Mar
from £221
Apr
from £231
May
from £277
Jun
from £349
Jul
from £445
Aug
Find prices
Sep
from £308
Oct
Find prices
Nov
Find prices
Dec
from £1,154

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

15 miles from central Cali
ClosestCheapest
from £203
Search flights

Buenaventura

40 miles from central Cali
Search flights

Chicago to Cali: Flight information

The things to know before you go.
Cheapest flight found£203
Cheapest month to flyFebruary

Finding cheap flights from Chicago to Cali: Frequently asked questions

The best price we found for a return flight from Chicago to Cali is £203. 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 £203.
As of January 2026, there are no flights flying from Chicago to Cali.
The cheapest month to fly from Chicago to Cali is usually February.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Cali Airport on Tuesday, 24 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 Spirit Airlines .

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

  • Chicago is home to two main airports that set the stage for your next getaway. Check out your options for booking a flight from Chicago to Alfonso B. Aragon Airport (CLO) leaving from O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW).

  • Cali (where Alfonso B. Aragon Airport is located) and Chicago share the UTC-5 timezone. You can fly without needing to calculate any time difference.

  • To ensure you get on your flight from Chicago to CLO, leave plenty of time to navigate the airport and find your gate. Turning up two hours before international departures and one hour before domestic flights is the general rule.

  • Peak season means busier airports, so show up even earlier. Give yourself at least two hours before a domestic flight and four hours for an international journey to keep to your schedule.

Airports in Chicago

O'Hare International Airport (ORD)

  • Think about adding a stopover to find cheap flights from Chicago to CLO. Just deselect 'Direct flights only' when searching for departures from O'Hare International Airport (ORD). Slip in a stop (and skip the high fares) by flying through one of these popular options:

    • Miami International Airport (MIA)

    • Fort Lauderdale-Hollywood International Airport (FLL)

    • Tocumen International Airport (PTY)

  • Travelling from central Chicago to ORD takes about 55 minutes on public transport. If you drive, ride-share or take a cab, you'll cover the 40 kms (25 miles) in 35 minutes or so, depending on traffic conditions.

  • Want a hassle-free start to your break? Stay near O'Hare International Airport. Whether you're catching an early flight from Chicago to Alfonso B. Aragon Airport or aren't a fan of being rushed, these hotels are just what you're after:

  • When it comes to O'Hare International Airport's on-time performance, data shows 74.85% of flights meet their scheduled arrival time.

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

Chicago Midway International Airport (MDW)

  • Get the most out of your holiday with a stopover on your flight from Chicago to Alfonso B. Aragon Airport. Miami International Airport (MIA) is one of the options between Chicago Midway International Airport and CLO.

  • MDW is around 19 kms (12 miles) from central Chicago. It takes 20 minutes or so to get to the airport in a car from the city centre. Public transport takes approximately 45 minutes.

  • Start your holiday early with an additional night away from home. Before catching your Chicago to CLO flight, kick back in one of these hotels close to Chicago Midway International Airport:

  • 77.88% of flights taking off from Chicago Midway International Airport arrive within the expected time frame.

  • You'll find MDW at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • From central Chicago, RFD is around 137 kms (85 miles) away. It takes roughly 1 hour 25 minutes to get there by car and 4 hours 15 minutes or so if you use public transport.

  • Take the uncertainty out of departure day — stay close to Chicago Rockford International Airport and know you'll reach your boarding gate with time to spare. Get comfy at one of these hotels the day before if you've booked an early Chicago to Alfonso B. Aragon Airport flight:

  • Airports have an on-time performance rating that monitors how often flights arrive within the expected time frame. At RFD, that figure is 76.19%.

  • The street address of Chicago Rockford International Airport is 2 Airport Cir.

About Alfonso B. Aragon Airport (CLO)

  • Arriving on a late flight from Chicago to Alfonso B. Aragon Airport or just want to call it a day fast? Booking a hotel near CLO simply makes sense. Hotel Royal Elim Internacional and Hotel Sin Escala are popular options.

  • Pick up an Alfonso B. Aragon Airport rental car and discover Cali and beyond with your own set of wheels. Localiza, Alamo and Budget are leading providers to choose from here.

  • Get the best deal by reserving your ride around two weeks ahead of your Chicago to Alfonso B. Aragon Airport flight.

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

  • £67 is the lowest price for a one-way ticket from Chicago to Alfonso B. Aragon Airport. A return flight starts from £203. These fares may change depending on demand.

  • To find cheap flights from Chicago to CLO, book in advance. Airlines typically offer lower fares when flights are first released.

  • The 'Whole month' search tool will show you the cheapest Chicago to Alfonso B. Aragon Airport tickets across the month. It's an easy way to snap up a bargain if your plans are flexible.

  • You don't need to check back in every day to find out if fares have dropped when you create a Price Alert. We'll let you know when a better deal is available on plane tickets from Chicago to CLO.

  • Lock in a cheap flight from Chicago to Alfonso B. Aragon Airport by using the search filters. Choose your ideal departure time, duration and airlines, then sort the results by 'Cheapest' for the best deals.

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

  • August is when most people book flights from Chicago to Alfonso B. Aragon Airport (CLO). Visit Cali in April if you'd rather avoid peak season.

  • Before locking in your Chicago to CLO plane ticket, consider the type of weather you enjoy. August is the warmest month in Cali, with temperatures ranging from 15ºC (59ºF) to 27ºC (81ºF).

  • January sees temperatures of between 14ºC (57ºF) and 27ºC (81ºF). Look for cheap tickets from Chicago to Alfonso B. Aragon Airport around that time if you'd rather travel in cooler conditions.

More about Cali

  • Start your Cali trip off on the right foot by choosing the perfect place to stay. Once you've booked your flight from Chicago to Alfonso B. Aragon Airport, check out our selection of accommodation options including:

  • Swing Latino and Cristo Rey are just two of the top attractions to add to your Cali travel itinerary. Keep the momentum going by heading to El Retiro Park.

Explore more of Colombia

  • You've done Cali, now it's time to discover more of Colombia. Travel about 161 kms (100 miles) north-east to Pereira to check off its must-visit sights. From Paisaje Cultural Cafetero to Reserva Natural, Termales de San Vicente and Lugar De Contemplación Monte Tabor, you'll have a full itinerary ahead.

  • If you're looking to explore another well-known destination in Colombia, consider Ibague, roughly 161 kms (100 miles) north-east of Cali. Ibague capital musical de colombia, BioSaludable Tolima Grande Park and Alexander von Humboldt Botanical Garden are among its highlights.

Plan the rest of your trip from Chicago to Cali

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